Greatest Tennis Match of Every Year- Men’s Edition (2022 Update)

Now, that the calendar year is coming to a close it is time for me to update the variety of year by year lists that I keep regarding various sporting moments and events. I began these lists during the Covid-19 sporting shutdown of 2020 and have kept them going ever since. They seem to be a good and unique way to evaluate sports history that you won’t see anywhere else on the web.

I have scoured the internet, as well as other sources, and have not find anyone that has compiled a thorough list of the best tennis match of every year from the first grand slam in 1877 to today.  There have been many rankings of the greatest matches of all-time (Bleacher ReportTennis PredictThe Top TensSports RetrieverSteve Flink’s well-written book, and USA Today) which I have utilized in my analysis, but no one to my knowledge, has actually selected the best match for every year mainstream tennis has been played like you will see below.

I established a few ground rules going into this and the biggest one is that grand slam matches are so much more meaningful that other tour matches that the list is almost entirely composed of matches played in the four majors.  There have been a few epic battles in the Davis Cup, Olympic Games, and other events which are featured on here, but all but nine matches on the list are from either the Australian Open, French Open, Wimbledon, or US Open.  As a result, every match on this list is played under a best of five set format instead of the best of three that you typically see in regular tournaments.

I took into account several factors when determining which match was truly the best for a particular year, including the match’s significance in determining the ultimate tournament champion (finals inherently mean more), the improbability of the final outcome, and the overall excitement of the match.  Without further ado, here is my selection for the match of the year for every year tennis has been played.  The matches in bold I have listed are my selections for the best of that particular decade, and as always feel free to comment or debate.

1877Spencer Gore defeats Francis Langham 6-3, 6-2, 5-6, 6-1 (Wimbledon QF)
view of a diagram depicting a tennis tournament draw

The first ever grand slam tourney (see bracket above) was won by Spencer Gore who had to hold off a stiff four set challenge from Francis Langham to get past the quarterfinal round.

1878Robert Erskine defeats Charles Hamilton 6-4, 3-6, 6-1, 3-6, 6-5 (Wimbledon QF)
Lestocq R. Erskine.jpg

Erskine (pictured above after his retirement) survives this nail-biter en route to a runner-up finish.

1879John Hartley defeats Robert Erskine 6-4, 6-5, 5-6, 0-6, 6-5 (Wimbledon 2nd Round)
John hartley.jpg

Hartley (pictured above) wins tourney after surviving this early round battle with the previous year’s runner-up.

1880Otway Woodhouse defeats George Montgomery 6-4, 2-6, 6-3, 5-6, 6-1 (Wimbledon Semifinal)
Wimbledon in 1880, F H Ayres, Limited stock image | Look and Learn

The first five set Wimbledon semifinal.

1881William Renshaw defeats Herbert Lawford 1-6, 6-3, 6-2, 5-6, 6-3 (Wimbledon Semifinal)
William Charles Renshaw.jpg

Renshaw (pictured above) pulls out this five set war en route to his first of seven Wimbledon titles.

1882William Renshaw defeats Ernest Renshaw 6-1, 2-6, 4-6, 6-2, 6-2 (Wimbledon Final)
William Renshaw

The first-ever five set Wimbledon final featured an epic battle between brothers (pictured above). The London Standard called it possibly the finest display of grass court tennis anyone has ever seen.

1883William Renshaw defeats Ernest Renshaw 2-6, 6-3, 6-3, 4-6, 6-3 (Wimbledon Final)

Renshaw pulls a Wimbledon three-peat with a second consecutive five set finals win over his brother.  Their Centre Court match that year is pictured above.

1884Herbert Lawford defeats Charles Grindstead 7-5, 2-6, 6-2, 9-7 (Wimbledon Semifinal)
Herbert Lawford

Lawford (pictured above) wins a tight four setter before losing the final to William Renshaw.

1885Joseph Clark defeats Robert Beeckman 6-2, 1-6, 8-6 (US Open Second Round)
RLivingstonBeeckman.jpg

The US Open finally makes an appearance on the list!  In this fifth annual US National Championships Clark edges out future Rhode Island governor Beeckman (pictured above) en route to a semifinal run.

1886Herbert Lawford defeats Ernest Lewis 6-2, 6-3, 2-6, 4-6, 6-4 (Wimbledon Semifinal)

Lawford ended up losing in the final to William Renshaw but he had to win a dog fight in the All Comers Final just to get there.

1887Joseph Clark defeats Fred Mansfield 3-6, 6-2, 6-8, 6-1, 6-4 (US Open Quarterfinal)

Clark makes his third and final US Open semifinal thanks to this comeback victory.

1888Ernest Renshaw defeats Ernest Lewis 7-9, 6-1, 8-6, 6-4 (Wimbledon Semifinal)
Ernest Renshaw.jpg

Ernest Renshaw (pictured above) breaks out of his brother’s shadow to win his first and only grand slam title in 1888. He had to win this tight four-setter to get to the final.

1889William Renshaw defeats Harry Barlow 3-6, 5-7, 8-6, 10-8, 8-6 (Wimbledon Semifinal)

Renshaw fights off five match points and overcomes a 5-0 fifth set deficit to win this All Comers Final. William then beat his brother Ernest to retain his Wimbledon title.

1890Willoughby Hamilton defeats Harry Barlow 2-6, 6-4, 6-4, 4-6, 7-5 (Wimbledon Semifinal)
Willoughby James.jpg

Hamilton outlasts Barlow in a classic five set marathon en route to his only Wimbledon title (pictured above).

1891Oliver Campbell defeats Clarence Hobart 2-6, 7-5, 7-9, 6-1, 6-2 (US Open Final)
Oliver S Campbell.jpg

Campbell (pictured above) wins his second of three consecutive US Open titles thanks to this epic victory.

1892Joshua Pim defeats Ernest Lewis 2-6, 5-7, 9-7, 6-3, 6-2 (Wimbledon Semifinal)
Joshua Pim (tennis).jpg

Pim (pictured above) comes back from a two set to none deficit to make his first Wimbledon Final. He would lose the final the following day but then would go on to win back to back titles in 1893-94.

1893Edward Hall defeats Charles Sands 10-8, 3-6, 6-0, 4-6, 6-3 (US Open Third Round)

Hall, who was Eleanor Roosevelt’s uncle, beat Sands, who would go on to win an Olympic Gold Medal in golf in 1900, in his only Wimbledon appearance.

1894Ernest Lewis defeats Herbert Baddely 2-6, 7-5, 6-3, 1-6, 7-5 (Wimbledon Semifinal)

Baddely won the doubles event with his brother Wilfred but couldn’t make it a double due to this heartbreaking loss.

1895Wilfred Baddely defeats Wilberforce Eaves 4-6, 2-6, 8-6, 6-2, 6-3 (Wimbledon Final)
Wilfred Baddeley

The first successful comeback from two sets to none down in a Wimbledon Final happened here as Baddely (pictured above) overcomes a brutal start to turn the momentum in a tight 3rd set and then take over the match from there.

1896Harold Mahony defeats Wilfred Baddely 6-2, 6-8, 5-7, 8-6, 6-3 (Wimbledon Final)
Harold mahony.jpg

Baddely suffers a cruel reversal of fortune as he loses a tight five set Wimedon final after leading two sets to one, just a year after winning the Wimbledon title after coming back from two sets to none.  Mahony (pictured above) was the last Scot to win Wimbledon for 117 years until Murray broke through in 2013.

1897Robert Wrenn defeats Wilberforce Eaves 4-6, 8-6, 6-3, 2-6, 6-2 (US Open Final)
DR W V Eaves.jpg

For the first-time ever, a delegation of British players comes to New York for the US Open.  One of these Brits, Eaves (pictured above), comes up short in a five-set war just like he did in the match of the year two years before in the Wimbledon final.  Sadly, Eaves never won a grand slam title.

1898Laurence Doherty defeats Harold Mahony 6-1, 6-2, 4-6, 2-6, 14-12 (Wimbledon Final)
Laurie Doherty

Doherty (pictured above) knocks off the Scottish champion from 1896 in this five set epic. Unfortunately, Doherty would go on to lose a five setter to his older brother Reginald in the tourney final.

1899Reginald Doherty defeats Arthur Gore 1-6, 4-6, 6-3, 6-3, 6-3 (Wimbledon Final)
Reginald Doherty - Wikipedia

Doherty (pictured above) successfully defends his Wimbledon title by coming back from two sets to love down in the championship match against Gore.

1900George Wrenn defeats Arthur Gore 9-7, 1-6, 0-6, 6-2 6-2 (US Open Semifinal)

Gore loses a 5th set grand slam heartbreaker for the second consecutive year, this time across the pond in the US Open against the American Wrenn.

1901Arthur Gore defeats George Hillyard 6-1, 2-6, 4-6, 8-6, 6-2 (Wimbledon Final)
Arthur Gore (tennis) - Wikipedia

Gore overcomes the forementioned grand slam disappointments to win this five set epic en route to the first of his three Wimbledon titles.

1902Henry Wilson-Fox defeats Ernest Wills 6-0, 6-2, 3-6, 4-6, 8-6 (Wimbledon Second Round)

Two men that would gain greater notoriety off the tennis court (Wilson-Fox in business and development and Wills in politics) in this epic five set duel.

1903Bob Huntington defeats Edgar Leonard 9-11, 5-7, 6-4, 7-5, 6-3 (US Open 4th Round)
Robert Palmer Huntington.jpg

Huntington (pictured above) overcomes a two set deficit to win this five-setter in what would end up being the last deep run in a grand slam singles draw for his career.

1904William Clothier defeats William Larned 6-4, 3-6, 2-6, 6-2, 6-3 (US Open Semifinal)
Bill Clothier

Clothier, the first president of the tennis hall of fame (pictured above), knocks off a seven time US Open champion in Larned in this classic five set war.

1905Norman Brookes defeats Sydney Smith 1-6, 6-4, 6-1, 1-6, 7-5 (Wimbledon Semifinal)
Norman Brookes - Wikipedia

The Aussie Brookes (pictured above) makes the first deep run by a foreigner at the All England Club with this five set victory.

1906Francis Fisher defeats Rodney Heath 2-6, 7-5, 6-1, 5-7, 6-2 (Australian Open First Round)
Rodney Heath.jpg

Fisher (pictured above), the champion of the first-ever Australian Open, which was played in 1905 is ousted in the first round the following year in this first-ever five set Aussie Open match.

1907Norman Brookes defeats Karl Behr 6-4, 6-2, 2-6, 3-6, 6-1 (Wimbledon Fourth Round)

Brookes holds on for dear life en route to the first-ever non-British Wimbledon title.  Brookes and partner Anthony Wilding would also win the Wimbledon doubles title in the same tournament with a straight set win over Behr and fellow American Beals Wright (final pictured above).  Behr’s fortunes would improve five years later when he survived the sinking of the Titantic.

1908Arthur Gore defeats Herbert Barrett 6-3, 6-2, 4-6, 3-6, 6-4 (Wimbledon Final)

Gore wins the second of his three Wimbledon titles by holding off a valiant comeback effort from his doubles partner Barrett (actual match photo pictured above).

1909Arthur Gore defeats Major Ritchie 6-8, 1-6, 6-2, 6-2, 6-2 (Wimbledon Final)

Gore comes back from two sets to love down to win his final Wimbledon title and become the oldest winner in the tournament’s history at age 41.

1910Beals Wright defeats Edward Whitney 4-6, 7-5, 4-6, 6-2, 7-5 (US Open Semifinal)
Wright LOC 28319838813.jpg

Wright (pictured above), the former US Open champ and Olympic Gold medalist outlasts Whitney, a future NCAA national champion, in this five set duel.

1911Beals Wright defeats Nathaniel Niles 6-8, 1-6, 6-3, 10-8, 7-5 (US Open Quarterfinal

Wright wins a five set US Open war for the second consecutive year, this time over Nathaniel Niles who was also a national champion in figure skating.

1912James Parke defeats Alfred Beamish 3-6, 6-3, 1-6, 6-1, 7-5 (Australian Open Final)
James C. Parke.jpg

Parke (pictured above) becomes the first European winner of this event by outlasting his fellow Brit Beamish in what turned out to be the only grand slam final in either of these man’s careers.

1913Maurice McLoughlin defeats Otto Froitzheim 5-7, 2-6, 6-4, 6-2, 6-2 (Davis Cup Semifinal)
Maurice McLoughlin

The U.S. wins its first Davis Cup in ten years thanks to this come from behind upset of the 1908 silver medalist.  The hero McLoughlin is pictured above.

1914Norman Brookes defeats Otto Froitzheim 6-2, 6-1, 5-7, 4-6, 8-6 (Wimbledon Semifinal)
Otto Froitzheim's GS Performance Timeline & Stats

Frotizheim (pictured above) loses another five set heartbreaker (see 1913 match of the year) setting up Brookes to claim his second Wimbledon and the last of his three grand slam titles.

1915Horace Rice defeats Clarence Todd 4-6, 2-6, 8-6, 6–1, 7-5 (Australian Open Semifinal)
Horace Rice - Wikipedia

Rice (pictured above) wins this five set epic with the man he would partner up with to win the tournament’s doubles championship just a few days later.

1916Richard Williams defeats William Johnston 4-6, 6-4, 0-6, 6-2, 6-4 (US Open Final)

Williams, who survived the Titantic four years earlier, beats the defending champion Johnston in the only grand slam final of the year, as all other majors were cancelled because of World War I.

1917Robert Murray defeats Craig Biddle 4-6, 6-1, 6-4, 4-6, 6-2 (US Open Quarterfinal)
R Lindley Murray.jpg

This not only was the only five set match of the U.S. Open but this was the only five set match of all the grand slam events, as all other majors were cancelled again because of the First World War.  Murray (pictured above) would go on to win this event a few days later to claim the first of his consecutive US Open crowns.

1918Bill Tilden defeats Robert Hall 3-6, 6-1, 5-7, 7-5, 6-1 (US Open Quarterfinal)
Bill Tilden in color.jpg

“Big Bill” Tilden (pictured above) makes his first run to a grand slam final thanks to this narrow quarterfinal escape.

1919Algernon Kingscote defeats Chuck Garland 6-1, 6-4, 2-6, 5-7, 6-4 (Wimbledon Semifinal)
Algernon Kingscote 1914.jpg

Kingscote (pictured above), who won the Aussie Open final earlier that same year, outlasts Garland in this tight five-setter.

1920Bill Tilden defeats Bill Johnston 6-1, 1-6, 7-5, 5-7, 6-3 (US Open Final)
1920 U.S. National Championships (tennis) - Wikipedia

Tilden had to avenge his loss to Johnston in the 1919 US Open Finals to win his first US Open title.

1921Bill Tilden defeats Brian Norton 4-6, 2-6, 6-1, 6-0, 7-5 (Wimbledon Final)
Bill Tilden

Tilden defends his Wimbledon title with a comeback from two sets to love down.  He also had to fight off a match point at 5-4 in the 5th.

1922Gerald Patterson defeats Jack Hawkes 8-6, 4-6, 7-5, 3-6, 10-8 (Australian Open Semifinal)
Gerald Patterson.jpg

This classic battle between grand slam champions would not be decided until deep in the fifth set.  Patterson (pictured above) would go on to play another five-setter in the final but came up just short in that one.

1923Frank Hunter defeats Manuel de Gomar 3-6, 4-6, 6-1, 6-3, 6-2 (Wimbledon Quarterfinal)
A Pictorial History of Indians Playing at Wimbledon - India Real ...

The future Olympic gold medalist Hunter comes back from two sets down to beat de Gomar in the Spaniard’s only grand slam quarterfinal.

1924James Anderson defeats Bob Schlesinger 6-3, 6-4, 3-6, 5-7, 6-3 (Australian Open Final)
James Anderson at the 1922 Davis Cup.jpg

Anderson comes back from two sets to love down to win the second of his three Aussie Open crowns.

1925Pat Wood defeats Rice Gemmell 6-1, 4-6, 4-6, 7-5, 6-2 (Australian Open Second Round)
Pat O'Hara Wood - Wikipedia

A great early round war between two former grand slam champions. (Wood pictured above)

1926Jean Borotra defeats Howard Kinsey 2-6, 6-4, 6-1, 3-6, 7-5 (French Open Quarterfinal)
Bundesarchiv Bild 102-10990, Jean Borotra.jpg

Borotra, one of France’s “four musketeers” as they were called (pictured above), upsets the three seed in just the second French Open that was open to non-French players.

1927Henri Cochet defeats Jean Borotra, 4-6, 4-6, 6-3, 6-4, 7-5 (Wimbledon Final)
BOROTRA JEAN & Cochet Henri 1927 Wimbledon Final Original Tennis ...

In a battle of two of France’s four musketeers, Cochet comes back from a two set to love deficit for the second consecutive match to win his first of two Wimbledon titles.

1928Henri Cochet defeats Frank Hunter 4-6, 6-4, 3-6, 7-5, 6-3 (US Open Final)

Cochet wins his fourth grand slam and first US Open title with this come from behind victory.

1929Rene Lacoste defeats Jean Borotra 6-3, 2-6, 6-0, 2-6, 8-6 (French Open Final)
René Lacoste – Family, Family Tree - Celebrity Family

Lacoste (pictured above) wins his second five set French Open final in a three year span, as he had to go five to beat Bill Tilden in the 1927 French Open Final as well.

1930Bill Tilden defeats Jean Borotra 0-6, 6-4, 4-6, 6-0, 7-5 (Wimbledon Semifinal)

Big Bill overcomes a first set goose egg to win in five en route to the last of his ten grand slam titles.

1931Ellsworth Vines defeats Fred Perry 4-6, 3-6, 6-4, 6-4, 6-3 (US Open Semifinal)
Ellsworth Vines - Wikipedia

Vines, the top seeded American (pictured above) comes back from the dead to beat the top seeded foreigner (the tournament used two different groups of seeding for a brief period of time) en route to his first grand slam title.  This was also the legendary Perry’s first US Open semifinal appearance.

1932Rene Lacoste defeats Sidney Wood 6-0, 6-1, 3-6, 6-8, 7-5 (French Open Third Round)
René Lacoste - Wikipedia

An aging Rene Lacoste (pictured above) upsets the third seeded American in this early round five set classic.

1933Jack Crawford defeats Ellsworth Vines 4-6, 11-9, 6-2, 2-6, 6-4 (Wimbledon Final)
Jack Crawford (tennis) - Wikipedia

The top two seeds of the tourney hookup to produce an epic Wimbledon Final.  The winner Crawford is pictured above.

1934Gottfried von Cramm defeats Jack Crawford 6-4, 7-9, 3-6, 7-5, 6-3 (French Open Final)
Gottfried Von Cramm, won 82 or 101 Davis Cup contests for Germany and was the 1934 & 1936 French Open Singles Champion, was inducted into International Tennis Hall of Fame in 1977.  #tennis

Von Cramm, who was later jailed for his homosexuality by the Nazi government in 1938, wins the first of his two French Open titles in this five set upset of the two seed.

1935Jack Crawford defeats Adrian Quiat 6-1, 1-6, 6-2, 3-6, 6-3 (Australian Open Semifinal)

Crawford, the second seeded Aussie, goes the distance to beat his countryman en route to the last of his six grand slam titles.

1936Fred Perry defeats Don Budge 2-6, 6-2, 8-6, 1-6, 10-8 (US Open Final)

Perry fights off two match points to win the final grand slam title of his illustrious career and the last grand slam title won by any British male until Andy Murray broke through in the 2012 U.S. Open.

1937Don Budge defeats Gottfried Von Cramm 6-8, 5-7, 6-4, 6-2, 8-6 (Davis Cup Final)
Don Budge and Gottfried von Cramm

Don Budge pulls off the tennis equivalent of Miracle on Ice by winning the deciding match for the United States in the finals over Nazi-controlled Germany.  The two men are pictured together above.

1938George Holland defeats Henner Henkel 1-6, 4-6, 6-3, 6-0, 6-4 (Australian Open Third Round)

Holland, the up and coming Aussie, upsets the third seeded Hennel, who had just won the French Open the year prior, in five grueling sets. Hennell died just five years after this match during World War II while fighting for Nazi Germany in the Battle of Stalingrad.

1939Bobby Riggs defeats Elwood Cooke 2-6, 8-16, 3-6, 6-3, 6-2 (Wimbledon Final)
Bobby Riggs c1947.jpg

Four decades before playing in The Battle of the Sexes against Billie Jean King, Bobby Riggs (pictured above) won this five set thriller to claim the last Wimbledon title before the tourney took a seven year hiatus because of World War II.

1940Donald McNeill defeats Bobby Riggs 4-6, 6-8, 6-3, 6-3, 7-5 (US Open Final)

Don McNeill (pictured above) wins an epic five setter against fellow American Riggs in this battle between the top two seeds in the tournament.

1941Bobby Riggs defeats Francis Kovacs 8-6, 7-5, 3-6, 4-6, 6-2 (US Open Final)

Riggs wins the last of his three grand slam titles with this five set victory over fellow countryman Kovacs, who was making his only grand slam finals appearance.

1942Ted Schroeder defeats Frank Parker 8-6, 7-5, 3-6, 4-6, 6-2 (US Open Final)
Ted Schroeder, 84, Winner of Tennis Titles in 1940's, Dies - The ...

Schroeder wins the first of his two grand slam titles by surviving this five set war of attrition against Parker who would go on to win four grand slams in his own.

1943Joseph Hunt defeats Jack Kramer 6-3, 6-8, 10-8 6-0 (US Open Final)
Joe Hunt - Wikipedia

An epic 10-8 third set turned the match in Hunt’s favor but Hunt (pictued above) struggled to close things out in the fourth as leg cramps caused him to collapse during the match’s final point.  Sadly, this would be Joseph Hunt’s only grand slam title as he would die in an airplane crash just two years later during World War II.

1944Bill Talbert defeats Pancho Segura 3-6, 6-3, 6-0, 6-8, 6-3 (US Open Semifinal)
Bill Talbert

Talbert (pictured above) upsets the top seeded Segura in this five set victory, which is particularly impressive given that Talbert was a Type 1 diabetic.

1945Elwood Cooke defeats Sidney Wood 10-12, 7-5, 6-4, 2-6, 6-0 (US Open Quarterfinal)
Elwood Cooke - Wikipedia

Fourteen years after winning his only grand slam title, Sidney Wood makes a Cinderella run as an unseeded entry to the US Open quarterfinals. Cooke ended his hopes of getting any further though in this five set epic.

1946Yvon Petra defeats Geoff Brown 6-2, 6-4, 7-9, 5-7, 6-4 (Wimbledon Final)
French tennis player Yvon Petra jumps the net at Wimbledon after ...

Petra claims his only grand slam triumph with this five set victory in the finals of the first Wimbledon played in seven years due to the Second World War.  His post-match celebration is captured above.

1947Dinny Pails defeats John Bromwich 4-6, 6-4, 3-6, 7-5, 8-6 (Australian Open Final)

Dinny Pails (pictured above), who may have the best name of anyone on this list, won his only grand slam title thanks to this nail biting victory, where he needed extra games to win both the fourth and fifth sets.

1948Bob Falkenberg defeats John Bromwich 7-5, 0-6, 6-2, 3-6, 7-5 (Wimbledon Final)
Bob Falkenburg, Wimbledon, July 2, 1948

Falkenberg, who is the first player on this list who is still living, upsets the second seeded Bromwich in this five set marathon to win his only grand slam title.

1949Pancho Gonzales defeats Ted Schroeder 16-18, 2-6, 6-1, 6-2, 6-4 (US Open Final)
Pancho Gonzales

Can you imagine playing a 34 game first set and then having to play four additional sets after that?  That is exactly what these two warriors did here, as Gonzales (pictured above during the post-match trophy presentation) comes back from a two set deficit to win his last grand slam title before turning pro.

1950Budge Patty defeats Jaroslav Drobny 6–1, 6-2, 3-6, 5-7, 7-5 (French Open Final)
Budge Patty 1958.jpg

Patty (pictured above) wins the first of his two grand slams in 1950 with this five set upset of the tournament’s top seed. The Arkansas native is still living as of the publication of this article.

1951Herbie Flam defeats Frank Sedgman 2-6, 1-6, 6-3, 6-4, 7-5 (Wimbledon Quarterfinal)

The American Flam takes out the tourney’s top seed with this come from behind upset win in a match where the winner only won three games combined in the first two sets.

1952Eric Sturgess defeats Dick Savitt 6-2, 6-8, 4-6, 8-6, 6-3 (French Open Quarterfinal)
Dick Savitt

The South African outlasts the American Savitt (pictured above) in this epic clash of grand slam champions.

1953Lew Hoad defeats Tony Trabert 13-11, 6-3, 2-6, 3-6, 7-5 (Davis Cup Final)
Annotation 2020-08-19 233929

Australia wins its fourth consecutive Davis Cup title thanks to this narrow victory by Hoad.  Pre-match photo pictured above.

1954Mervyn Ross defeats Ken Rosewall 6-3, 6-3, 3-6, 1-6, 7-5 (Australian Open Semifinal)
Former Australia and French Open Tennis champion Mervyn Rose dies ...

Ross (pictured above) upsets fellow Aussie and top seed Rosewall en route to the first of his two grand slam singles titles.

1955Kurt Nielsen defeats Ken Rosewall 11-9, 6-2, 2-6, 6-4 (Wimbledon Semifinal)
Danish tennis champion Kurt Nielsen, circa 1953. News Photo ...

Nielsen, the Dane (pictured above), stuns the second seeded Rosewall to make his second Wimbledon final. Unfortunately, Nielsen ended up as the runner-up in both tournaments.

1956Vic Seixas defeats Mike Davies 6-3, 3-6, 8–10, 6-3, 7-5 (US Open First Round)
Vic Seixas.jpg

Davies, who later became a pioneer for the modern pro tour, gives the fourth seeded American Seixas (pictured above) the biggest early round scare of his career.

1957Sven Davidson defeats Ashley Cooper 6-4, 2-6, 2-6, 6-2, 6-3 (French Open Semifinal)
Sven Davidson - Wikipedia

Cooper had to win a five setter in the quarters and then ran out of gas in this semifinal marathon.  Davidson (pictured above) then cruised in the final over the American Flam.

1958Pancho Gonzales defeats Lew Hoad 3-6, 4-6, 14-12, 6-1, 6-4 (US Pro Tennis Finals)

This was an elite tournament from the late 20’s until the late 60’s and Pancho won his sixth in a row with this epic come from behind win.

1959Alex Olmedo defeats Barry MacKay 3-6, 8-6, 6-1, 3-6, 6-3 (Australian Open Semifinal)

The legendary tennis broadcaster and personality, Barry MacKay, was outlasted by the second seeded Olmedo en route to the Peruvian American’s first grand slam title.

1960Rod Laver defeats Neale Fraser 5-7, 3-6, 6-3, 8-6, 8-6 (Australian Open Final)
Rod Laver - Wikipedia

Laver (pictured above) comes all the way back from 2 sets to love down to win the first of his 19 major titles over his countryman Fraser.

1961Rod Laver defeats Pierre Darmon 8-6, 2-6, 6-3, 4-6, 6-4 (Wimbledon Second Round)

Laver, who went on to win his first of four Wimbledons a little over a week later, had to survive a massive second round scare from the up and coming Frenchman Darmon.

1962Rod Laver defeats Roy Emerson 3-6, 2-6, 6-3, 9-7, 6-2 (French Open Final)

In this epic matchup of Australian tennis legends, Laver came all the way back from a brutal beating in the first two sets to claim his first French Open title.

1963Wilhelm Bungert defeats Roy Emerson 8-6, 3-6, 6-3, 4-6, 6-3 (Wimbledon Quarterfinal)
Wilhelm Bungert: Ein Wimbledon-Finalist wird 80 - Deutscher Tennis Bund

The unseeded German scores a massive upset over the tournament’s top seed who would go on to win the next two Wimbledon titles.

1964Roy Emerson defeats Chuck McKinley 3-6, 6-2, 6-4, 6-4 (Davis Cup Final)
Roy Emerson

In the final match of the championship tie, Emerson (pictured above) comes from a set down to beat the 1963 Wimbledon champ and clinch the cup for the Aussies.

1965Arthur Ashe defeats Roy Emerson 13-11, 6-4, 10-12, 6-2 (US Open Quarterfinal)
Arthur Ashe at the US National Championships in Forest Hills Queens New York September 1965.

Arthur Ashe announces his arrival to the tennis world with this shocking upset of the tourney’s top seed and defending champion.

1966Roy Emerson defeats Bill Bowrey 9-7, 4-6, 4-6, 7-5, 9-7 (Australian Open Quarterfinal)

Emerson, who you can see was involved in more than his fair share of classic matches, outlasted his upset-minded countrymen en route to sixth straight Aussie Open crown.

1967Roy Emerson defeats Tony Roche 6-3, 4-6, 15-13, 13-15, 6-2 (Australian Open Semifinal)

Emerson wins his record seventh straight Aussie Open crown thanks to this epic semifinal victory over countryman Roche which featured two different 15-13 sets.

1968Arthur Ashe defeats Tom Okker 14-12, 5-7, 6-3, 3-6, 6-3 (US Open Final)
The first men's US Open champion earned $20 in 1968

Ashe wins his first of three career grand slams with this marathon victory over the man they called “the flying Dutchman”.

1969Pancho Gonzales defeats Charlie Pasarell 22-24, 1-6, 16-14, 6-3, 11-9 (Wimbledon First Round)
Stories You Should Know: Wimbledon 1969 – A Sip of Sports

41 year old Gonazles (pictured on the right) wins what was at the time the longest match in Wimbledon history.

1970John Newcombe defeats Roy Emerson 6-1, 5-7, 3-6, 6-2, 11-9 (Wimbledon Quarterinal)
John Newcombe c1974.jpg

An aging Emerson makes one last grand slam run before getting ousted by the second-seeded Newcombe (pictured above) in this classic five-setter.

1971Ken Rosewall defeats Cliff Richey 6-8, 5-7, 6-4, 9-7, 7-5 (Wimbledon Quarterfinal)
Stock photo of Ken Rosewall Raising His Racquet In The Air After Beating Opponent Cliff Richey At Wimbledon.

Rosewall holds off the hard charging Cliff Richey by saving six break points in the fifth set.

1972Ken Rosewall defeats Rod Laver 4-6, 6-0, 6-3, 6-7, 7-6 (1972 WCT Finals)
THE GREATEST MATCH EVER PLAYED? | World Tennis Magazine

23 million Americans watched these two Australians face off in an epic five set war.

1973Roger Taylor defeats Bjorn Borg 6-1, 6-8, 3-6, 6-3, 7-5 (Wimbledon Quarterfinal)
Roger Taylor (tennis) - Wikipedia

Bjorn Borg makes his first deep run at a grand slam before falling to the hometown hero Roger Taylor (pictured above) in a five set war.

1974Jimmy Connors defeats Phillip Dent 5-7, 6-3, 3-6, 6-3, 10-8 (Wimbledon Second Round)

Third-seeded Connors had to survive this massive second round scare from an unheralded and unseeded Aussie en route to Connors first-ever grand slam title.

1975Arthur Ashe defeats Jimmy Connors 6-1, 6-1, 5-7, 6-4 (Wimbledon Final)
Arthur Ashe and Jimmy Connors clashed in the 1975 Wimbledon men's final. (AP Photo)

Ashe becomes first African-American to win Wimbledon with stunning upset of Connors.

1976Jimmy Connors defeats Bjorn Borg 6-4, 3-6, 7-6, 6-4 (US Open Final)
US Open final 1976 Borg VS Connors - YouTube

The first of five Borg U.S. Open Finals heartbreaks, which ended up being the only grand slam tournament that he failed to win.

1977Bjorn Borg defeats Jimmy Connors 3-6, 6-2, 6-1, 5-7, 6-4 (Wimbledon Final)

These two superstars of the 1970’s one again hookup in an epic five-set grand slam final.

1978Jimmy Connors defeats Adriano Panatta 4-6, 6-4, 6-1, 1-6, 7-5 (US Open Fourth Round)
Top 5 Points in US Open History - 1993 CBS - YouTube

Connors comes back from a break down in the fifth set to knock off Panatta en route to winning the first US Open played on hard courts.

1979Bjorn Borg defeats Roscoe Tanner 6-7, 6-1, 3-6, 6-3, 6-4 (Wimbledon Final)
Roscoe Tanner: 'At 15-40 I hit it three inches wide … Borg didn't beat me  by much' | Simon Cambers | Sport | The Guardian

Borg wins the fourth of his five straight Wimbledon titles with this epic victory over the hard serving American lefty.

1980Bjorn Borg defeats John McEnroe 1-6, 7-5, 6-3, 6-7, 8-6 (Wimbledon Final)
Borg Mcenroe 1980

The last great wooden racket battle in tennis history on the men’s side. Borg wins his fifth Wimbledon in a row here.

1981John McEnroe defeats Bjorn Borg 4-6, 7-6, 7-6, 7-6 (Wimbledon Final)
Vintage Tennis Fashion | Vintage tennis, Tennis clothes, Tennis fashion

McEnroe finally ends Borg’s five year reign of terror at Wimbledon with come from behind victory.

1982John McEnroe defeats Mats Wilander 9-7, 6-2, 15-17, 3-6, 8-6 (Davis Cup Quarterfinal)
30 years later, McEnroe reflects on his 6-hour win over Wilander - ESPN  Front Row

McEnroe wins the deciding match of the tie in front of a raucous home crowd in St. Louis.

1983Yannick Noah defeats Mats Wilander 6-2, 7-5, 7-6 (French Open Final)
French Open Photo | Tennis Posters | Yannick Noah

Noah’s victory was historic in that he is both the last Frenchman to win his home slam and the last player to win a major title with a wooden racket thanks to this narrow three set upset over Wilander.

1984Ivan Lendl defeats John McEnroe 3-6, 2-6, 6-4, 7-5, 7-5 (French Open Final)
Mismatched– Ivan The Underdog & The Ugly American: The 1984 French Open  Men's Final | Europe Between East And West

One of the greatest upsets/comeback in the history of grand slam finals.

1985Stefan Edberg defeats Ivan Lendl 6-7, 7-5, 6-1, 4-6, 9-7 (Australian Open Semifinal)
Page 2 - Top 10 rivalries in tennis' Open era

In the first-ever meeting between these two at a grand slam, Edberg edges Lendl despite being down a service break in the fifth set.  Edberg would win the final two days later to claim his first career grand slam title.

1986Pat Cash defeats Mikael Perrnfors 2-6, 4-6, 6-3, 6-4, 6-3 (Davis Cup Final)
image

Cash, who earned all three points for Australia in this Davis Cup championship tie, clinches the cup for the Aussies with a two set to love comeback victory.

1987Jimmy Connors defeats Mikael Pernfors 1-6, 1-6, 7-5, 6-4, 6-2 (Wimbledon Fourth Round)
Jimmy Connors

Connors pulls off perhaps the biggest comeback in tennis history trailing 6-1, 6–1, and 5-1 and coming back to win in five.

1988Mats Wilander defeats Ivan Lendl 6-4, 4-6, 6-3, 5-7, 6-4 (US Open Final)
Top 10 US Open Matches: No. 8, Wilander d. Lendl, 1988 final | TENNIS.com -  Live Scores, News, Player Rankings

Wilander knocks off the three-time defending champion Lendl to win his last grand slam title and only US Open. This match also set the record for longest US Open final in the history of the tournament.

1989Michael Chang defeats Ivan Lendl 4-6, 4-6, 6-3, 6-3,6-3 (French Open Fourth Round)
Roland Garros, Amarcord: incontro tra Chang e Lendl nel 1989

Chang’s epic underhand serve match where he came back from two sets to love down to knock off the top seed en route to his only grand slam title.

1990Stefan Edberg defeats Boris Becker 6-2, 6-2, 3-6, 3-6, 6-4 (Wimbledon Final)
Wimbledon 1990: Becker vs Edberg : Tennis Buzz

Edberg holds on for dear life to beat Becker for the second Wimbledon title of his career.

1991Jimmy Connors defeats Aaron Krickstein 3-6, 7-6, 1-6, 6-3, 7-6 (US Open Fourth Round)
Jimmy Connors vs Aaron Krickstein Round 4 US Open 1991 Part2 - YouTube

The best match in Connors’ epic Cinderella run to the US Open semifinal,as a 39 year old wildcard entry.

1992Andre Agassi defets Goran Ivanisevic 6-7, 6-4, 6-4, 1-6, 6-4 (Wimbledon Final)
20 Years Later, Agassi Recalls Ecstasy and Agony of Victory - The New York  Times

The long-haired Agassi bursts on to the scene as an international celebrity by winning his first grand slam title in this five set war over Ivanisevic.

1993Pete Sampras defeats Andre Agassi 6-2, 6-2, 3-6, 3-6, 6-4 (Wimbledon Quarterfinal)
Pete Sampras vs Andre Agassi | Wimbledon 1993 Quarter-final | Full Match -  YouTube

Sampras holds on for dear life to beat his arch rival en route to his first of seven Wimbledon titles.

1994Andre Agassi defeats Michael Chang 6-1, 6-7, 6-3, 3-6, 6-1 (US Open Fourth Round)
Agassi vs Chang US Open 1994 - YouTube

Agassi outlasts his countryman Chang en route to becoming the first unseeded player to win the US Open since 1966.

1995Pete Sampras defeats Andre Agassi 6-4, 6-3, 4-6, 7-5 (US Open Final)
The 10 Most Significant U.S. Open Men's Matches Of All Time - Attacking the  Net

Sampras ends Agassi’s 26 match win streak to win his third US Open and take the upper hand in this epic 90’s tennis rivalry.

1996Pete Sampras defeats Alex Corretja 7-6, 5-7, 5-7, 6-4, 7-6 (US Open Quarterfinal)
Pete Sampras d. Alex Corretja 1996 US Open quarterfinal. I watched every  agonizing minute of this and to this day still … | Tennis workout, Pete  sampras, Cnn sports

An exhausted and sickly Sampras, who literally vomited on the court during the match, comes from behind to win an epic five setter and then to successfully defend his US Open title a few days later.

1997Tim Henman defeats Paul Haarhuis 6-7, 6-3, 6-2, 4-6, 14-12 (Wimbledon Third Round)
Tim Henman vs Paul Haarhuis | Wimbledon 1997 third round | Full Match -  YouTube

The most epic of Henman’s five set Wimbledon wars. The commoners who flocked the middle Sunday seats on Centre Court were absolutely raucous that day.  It was perhaps the best tennis atmosphere I have ever witnessed.

1998Pete Sampras defeats Goran Ivanisevic 6-7, 7-6, 6-4, 3-6, 6-2 (Wimbledon Final)
What I Learned from the Greatest Tennis Champion of All Time | Paul Sohn

Sampras wins the fifth of his seven Wimbledon titles by outlasting the big-serving Croatian in a five-set war.

1999Andre Agassi defeats Andriy Medvedev 1-6, 2-6, 6-4, 6-3, 6-4 (French Open Final)
The seven greatest ever French Open matches

This was a legendary match in so many ways: it marked the completion Agassi’s completion of the career grand slam; it was Agassi’s first grand slam in the second act of his career; it was an incredible comeback from the dead; and it marked the first-time anyone had played a grand slam final in what appeared to be boxer shorts (see photo of Medvedev above).

2000Andre Agassi defeats Pete Sampras 6-4, 3-6, 6-7, 7-6, 6-1 (Australian Open Semifinal)
Agassi - Sampras - Australian Open 2000 semifinal - YouTube

Agassi gets the last grand slam victory over his arch rival Sampras en route to his third grand slam title in a nine month span.

2001Goran Ivanesevic defeats Patrick Rafter 6-3, 3-6, 6-3, 2-6, 9-7 (Wimbledon Final)
July 9, 2001: Goran Ivanisevic writes the most beautiful Wimbledon story

The greatest tennis match ever in my opinion. Two guys gunning for their only Wimbledon title in the last grand slam final of their respective career in front of a raucous “Bonus Monday” crowd at Centre Court.

2002Pete Sampras defeats Andre Agassi 6-3, 6-4, 5-7, 6-4 (US Open Final)
Us Open 2002 - Pete Sampras' last goodbye

The ultimate swan song for Pete as he knocked off his arch rival in the final grand slam tennis match of his illustrious career.

2003Andy Roddick defeats Younes El Aynaoui 4-6, 7-6, 4-6, 6-4, 21-19 (Australian Open Quarterfinal)
Younes El Aynaoui v Andy Roddick - Australian Open 2003 Quarter Final | AO  Classics - YouTube

Roddick wins this well-played marathon to reach the first grand slam semifinal of his career.

2004Gaston Gaudio defeats Guillermo Coria 0-6, 3-6, 6-4, 6-1, 8-6 (French Open Final)
Gastón Gaudio vs. Guillermo Coria (Roland Garros 2004) | Watch ESPN

Gaudio becomes the most recent Grand Slam champion to come back from two sets to love to win a major final, and he did so by surviving a match point in the fifth.

2005Marat Safin defeats Roger Federer 5-7, 6-4, 5-7, 7-6, 9-7 (Australian Open Semifinal)
DVD Review: 2005 Australian Open Semi-Final...A look back -

Safin wins the last slam of his career by coming from behind to best Roger Federer in his prime.

2006Marcos Baghdatis defeats David Nalbandian 6-3, 7-5, 3-6, 4-6, 6-4 (Australian Open Semifinal)
Unseeded Baghdatis upsets Nalbandian

Baghdatis because a fan favorite with a come from behind victory over the # 4 seed en route to a Cinderella run to the Aussie Open finals as an unseeded entrant.

2007Roger Federer defeats Rafael Nadal 7-6, 4-6, 7-6, 2-6, 6-2 (Wimbledon Final)
Roger Federer vs Rafael Nadal Wimbledon Final 2007 - peRFect Tennis

Fed’s final Wimbledon title in his incredible five year reign of terror at the All England Club.

2008Rafael Nadal defeats Roger Federer 6-4, 6-4, 5-7, 5-7, 9-7 (Wimbledon Final)
Roger Federer vs Rafael Nadal: Wimbledon insider reveals behind-the-scenes  secrets of 2008 | Tennis | Sport | Express.co.uk

Some consider it the greatest match of all-time. They might be right, but I don’t like either guy and this is my list so I am not even going to rank it as the top match of the decade.  With that being said, it has to be the # 1 match of 2008.

2009Roger Federer defeats Andy Roddick 5-7, 7-6, 7-6, 3-6, 16-14 (Wimbledon Final)
Andy Roddick: 'People still ask me about 2009 Wimbledon final'

Roddick’s best shot at winning Wimbledon comes up just short in this marathon server’s dual.

2010John Isner defeats Nicolas Mahut 6-4, 3-6, 6-7, 7-6, 70-68 (Wimbledon First Round)
Mahut cried 'a lot' after 2010 Wimbledon loss to Isner

The longest match in tennis history and the craziest sporting event I ever watched.  Due to Wimbledon’s new 12-12 tiebreak rules, we will never see anything like this again in the sport.

2011Novak Djokovic defeats Roger Federer 6-7, 4-6, 6-3, 6-2, 7-5 (US Open Semifinal)
Novak Djokovic VS Roger Federer Highlight 2011 SF - YouTube

Joker comes back from a two set deficit to knock off Federer en route to his first US Open title.

2012Andy Murray defeats Novak Djokovic 7-6, 7-5, 2-6, 3-6, 6-2 (US Open Final)
Andy Murray wins the US Open 2012

Murray finally breaks through to win his first grand slam title in thrilling five set fashion.

2013Rafael Nadal defeats Novak Djokovic 6-4, 3-6, 6-1, 6-7, 9-7 (French Open Semifinal)
Nadal: '2013 French Open against Djokovic was where I got closest to lose'

Joker loses critical point in the 5th set by touching the net after hitting a winner.

2014Novak Djokovic defeats Roger Federer 6-7, 6-4, 7-6, 5-7, 6-4 (Wimbledon Final)
Wimbledon 2014: Djokovic outlasts Federer in an epic final to clinch title

Joker wins his first Wimbledon title in three years with this epic five set victory Federer.

2015Stan Wawrinka defeats Novak Djokovic 4-6, 6-4, 6-3, 6-4 (French Open Final)
Roger Federer v Stanislas Wawrinka, Roland Garros 2015 quarter final: Where  to watch live, preview and betting odds

Wawrinka comes from behind to win his second of three majors and only french open. He is still the only man outside of the big 3 (Fed, Joker, and Nadal) to win a French Open title since 2004.

2016Andy Murray defeats Juan Martin Del Potro 7-5, 4-6, 6-2, 7-5 (Olympic Final)
Rio 2016: Andy Murray becomes first male player to win two Olympic tennis  golds after beating Juan Martin del Porto | The Independent

Murray becomes the the first person, male of female, to win two Olympic gold medals in singles tennis with this grueling four set victory that Andy called one of the toughest matches he has played to win a big event.

2017Roger Federer defeats Rafael Nadal 6-4, 3-6, 6-1, 3-6, 6-3 (Australian Open Final)
Roger Federer: 'Rafael Nadal made my 2017 Australian Open final special'

Fed wins his first grand slam in five years with a come from behind victory over his arch rival.

2018Kevin Anderson defeats John Isner 7-6, 6-7, 6-7, 6-4, 26-24 (Wimbledon Semifinal)
John Isner vs Kevin Anderson SF Highlights | Wimbledon 2018 - YouTube

Isner ends up in another marathon fifth set servers duel but comes up just short in this one. This was likely both of these guys best chances ever to win a grand slam title.

2019Novak Djokovic defeats Roger Federer 7-6, 1-6, 7-6, 4-6, 13-12 (Wimbledon Final)
Wimbledon: Roger Federer played his heart out, but Novak Djokovic won the  epic final in his head

The first match to ever be decided by a 5th set tiebreaker at Wimbledon may have been Federer’s last best chance at winning his 21st grand slam title.

2020Novak Djokovic defeats Dominic Thiem 6-4, 4-6, 2-6, 6-3, 6-4 (Australian Open Final)
How Did Novak Djokovic Turn Things Around Against Dominic Thiem at the Australian  Open 2020 Finals? - EssentiallySports

Joker denies Thiem his first grand slam title by coming back from a 2 set to 1 deficit for the first time in a grand slam final.

2021Novak Djokovic defeats Rafael Nadal 3-6, 6-3, 7-6, 6-2 (French Open Semifinal)

The Joker gives Nadal just his third loss of his career at Roland Garros by winning htis three hour and 28 minute epic en route to his 2nd French Open title.

2022Cameron Norrie defeats David Goffin 3-6, 7-5, 2-6, 6-3, 7-5 (Wimbledon Quarterfinal)

One of those exhilarating matches that makes Wimbledon the most special sporting event in the world. It had all the ingredients: new Brit making first Wimbledon run in front of raucous home crowd wins incredible come from behind 5 setter. The fact Prince William and Kate were in attendance just added to the significance of this moment.

——————————————————————————————————————————————–

I have conducted some additional analysis to see which tournaments have held the most matches of the year/decade.  The charts below depict those results.  Not surprisingly, Wimbledon has hosted the most matches of the year and decade by a fairly large margin.

Best Matches by Tournament
Wimbledon63
US Open38
Australian Open20
French Open16
Davis Cup6
Olympics1
US Pro Tennis Champs1
WCT Finals1
Matches of the Decade by Tournament
Wimbledon9
Davis Cup3
US Open3

The final analysis I conducted was the match of the year by player.  This is an important analysis because I feel like my results accurately reflect tennis’ most iconic players.  It is one thing to roll over competition to win several grand slams like the Williams’ sisters did in the early 2000’s, but the most memorable and iconic players are the ones who won a multitude of classic matches like the ones featured on this list.  You will see that atop this list there is a five way tie between at least three of the most iconic players of all-time in Jimmy Connors,  Andre Agassi, and Roger Federer.

Matches of the year by player (multiples only)
Jimmy Connors75-2
Novak Djokovic74-3
Andre Agassi74-3
Roy Emerson73-4
Roger Federer73-4
Pete Sampras65-1
Bjorn Borg63-3
Arthur Gore53-2
Rafael Nadal52-3
Bill Tilden44-0
William Renshaw44-0
Rod Laver43-1
Ken Rosewall42-2
John McEnroe42-2
Ernest Lewis41-3
Ivan Lendl41-3
Jean Borotra41-3
Arthur Ashe33-0
Norman Brookes33-0
Bobby Riggs32-1
Herbert Lawford32-1
Jack Crawford32-1
Ernest Renshaw31-2
Mats Wilander31-2
Goran Ivanisevic31-2
Beals Wright22-0
Joseph Clark22-0
Henri Cochet22-0
Rene Lacoste22-0
Andy Murray22-0
Stefan Edberg22-0
Elwood Cooke21-1
Fred Perry21-1
Gottfried Von Cramm21-1
Don Budge21-1
Ted Schroeder21-1
Robert Erskine21-1
Wilfred Baddely21-1
Frank Hunter21-1
Ellsworth Vines21-1
Lew Hoad21-1
Michael Chang21-1
John Isner21-1
Andy Roddick21-1
Sidney Wood20-2
Harry Barlow20-2
Wilberforce Eaves20-2
Otto Froitzhelm20-2
John Bromwich20-2
Mikael Pernfors20-2
Matches of the Decade by Player (multiples only)
Arthur Ashe22-0
Jimmy Connors21-1
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