Match log updated: 2026-08-30 18:41 UTC
Milos Raonic — ATP Match Log
Main draw matches: 558 | W: 370 | L: 188 | Win %: 66.3%
| Opponent | Score | Result | H2H | Match Data | Date ↑ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Benoit Paire | 6-7(3) 3-6 | L | H2H | Match data | Oct 19, 2013* | QF | Stockholm Open | ATP 250 | Hard |
| Robin Haase | 6-3 6-4 | W | H2H | Match data | Oct 31, 2013* | R32 | Paris Masters | Masters 1000 | Hard |
| Tomas Berdych | 6-7(13) 4-6 | L | H2H | Match data | Nov 1, 2013* | R16 | Paris Masters | Masters 1000 | Hard |
| Daniel Gimeno-Traver | 7-6(2) 6-1 4-6 6-2 | W | H2H | Match data | Jan 15, 2014* | R128 | Australian Open | Grand Slam | Hard |
| Victor Hanescu | 7-6(9) 6-4 6-4 | W | H2H | Match data | Jan 16, 2014* | R64 | Australian Open | Grand Slam | Hard |
| Grigor Dimitrov | 3-6 6-3 4-6 6-7(10) | L | H2H | Match data | Jan 19, 2014* | R32 | Australian Open | Grand Slam | Hard |
| Edouard Roger-Vasselin | 7-6(4) 4-6 7-6(2) | W | H2H | Match data | Mar 9, 2014* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Alejandro Falla | 6-4 6-3 | W | H2H | Match data | Mar 11, 2014* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Andy Murray | 4-6 7-5 6-3 | W | H2H | Match data | Mar 13, 2014* | R16 | Indian Wells Open | Masters 1000 | Hard |
| Alexandr Dolgopolov | 3-6 4-6 | L | H2H | Match data | Mar 14, 2014* | QF | Indian Wells Open | Masters 1000 | Hard |
| Jack Sock | 6-4 7-6(1) | W | H2H | Match data | Mar 22, 2014* | R64 | Miami Open | Masters 1000 | Hard |
| Guillermo Garcia-Lopez | 6-1 6-2 | W | H2H | Match data | Mar 24, 2014* | R32 | Miami Open | Masters 1000 | Hard |
| Benjamin Becker | 6-3 6-4 | W | H2H | Match data | Mar 26, 2014* | R16 | Miami Open | Masters 1000 | Hard |
| Rafael Nadal | 6-4 2-6 4-6 | L | H2H | Match data | Mar 28, 2014* | QF | Miami Open | Masters 1000 | Hard |
| Yen-Hsun Lu | 6-7(4) 6-2 6-1 | W | H2H | Match data | Apr 16, 2014* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Tommy Robredo | 6-4 6-3 | W | H2H | Match data | Apr 18, 2014* | R16 | Monte-Carlo Masters | Masters 1000 | Clay |
| Stan Wawrinka | 6-7(5) 2-6 | L | H2H | Match data | Apr 19, 2014* | QF | Monte-Carlo Masters | Masters 1000 | Clay |
| Pablo Cuevas | 6-3 6-2 | W | H2H | Match data | May 2, 2014* | R16 | Estoril Open | ATP 250 | Clay |
| Carlos Berlocq | 5-7 4-6 | L | H2H | Match data | May 3, 2014* | QF | Estoril Open | ATP 250 | Clay |
| Jeremy Chardy | 6-3 6-3 | W | H2H | Match data | May 7, 2014* | R32 | Madrid Open | Masters 1000 | Clay |
| Kei Nishikori | 6-7(5) 6-7(5) | L | H2H | Match data | May 9, 2014* | R16 | Madrid Open | Masters 1000 | Clay |
| Simone Bolelli | 6-3 7-6(5) | W | H2H | Match data | May 14, 2014* | R32 | Italian Open | Masters 1000 | Clay |
| Jo-Wilfried Tsonga | 7-6(5) 6-4 | W | H2H | Match data | May 16, 2014* | R16 | Italian Open | Masters 1000 | Clay |
| Jeremy Chardy | 6-3 5-7 6-2 | W | H2H | Match data | May 17, 2014* | QF | Italian Open | Masters 1000 | Clay |
| Novak Djokovic | 7-6(5) 6-7(4) 3-6 | L | H2H | Match data | May 17, 2014* | SF | Italian Open | Masters 1000 | Clay |
| Nick Kyrgios | 6-3 7-6(1) 6-3 | W | H2H | Match data | May 28, 2014* | R128 | Roland Garros | Grand Slam | Clay |
| Jiri Vesely | 7-6(4) 6-4 6-1 | W | H2H | Match data | May 29, 2014* | R64 | Roland Garros | Grand Slam | Clay |
| Gilles Simon | 4-6 6-3 2-6 6-2 7-5 | W | H2H | Match data | Jun 1, 2014* | R32 | Roland Garros | Grand Slam | Clay |
| Marcel Granollers | 6-3 6-3 6-3 | W | H2H | Match data | Jun 3, 2014* | R16 | Roland Garros | Grand Slam | Clay |
| Novak Djokovic | 5-7 6-7(5) 4-6 | L | H2H | Match data | Jun 5, 2014* | QF | Roland Garros | Grand Slam | Clay |
| Peter Gojowczyk | 4-6 4-6 | L | H2H | Match data | Jun 13, 2014* | R16 | Halle Open | ATP 250 | Grass |
| Matthew Ebden | 6-2 6-4 6-4 | W | H2H | Match data | Jun 25, 2014* | R128 | Wimbledon | Grand Slam | Grass |
| Jack Sock | 6-3 6-4 6-4 | W | H2H | Match data | Jun 26, 2014* | R64 | Wimbledon | Grand Slam | Grass |
| Lukasz Kubot | 7-6(2) 7-6(4) 6-2 | W | H2H | Match data | Jun 29, 2014* | R32 | Wimbledon | Grand Slam | Grass |
| Kei Nishikori | 4-6 6-1 7-6(4) 6-3 | W | H2H | Match data | Jul 1, 2014* | R16 | Wimbledon | Grand Slam | Grass |
| Nick Kyrgios | 6-7(4) 6-2 6-4 7-6(4) | W | H2H | Match data | Jul 3, 2014* | QF | Wimbledon | Grand Slam | Grass |
| Roger Federer | 4-6 4-6 4-6 | L | H2H | Match data | Jul 5, 2014* | SF | Wimbledon | Grand Slam | Grass |
| Jack Sock | 7-6(3) 7-6(3) | W | H2H | Match data | Jul 31, 2014* | R32 | Washington Open | ATP 500 | Hard |
| Lleyton Hewitt | 7-6(1) 7-6(3) | W | H2H | Match data | Aug 1, 2014* | R16 | Washington Open | ATP 500 | Hard |
| Steve Johnson | 7-6(2) 6-2 | W | H2H | Match data | Aug 2, 2014* | QF | Washington Open | ATP 500 | Hard |
| Donald Young | 6-4 7-5 | W | H2H | Match data | Aug 2, 2014* | SF | Washington Open | ATP 500 | Hard |
| Vasek Pospisil | 6-1 6-4 | W | H2H | Match data | Aug 3, 2014* | F | Washington Open | ATP 500 | Hard |
| Jack Sock | 4-6 7-6(2) 7-6(4) | W | H2H | Match data | Aug 7, 2014* | R32 | Canadian Open | Masters 1000 | Hard |
| Julien Benneteau | 6-3 4-6 6-4 | W | H2H | Match data | Aug 8, 2014* | R16 | Canadian Open | Masters 1000 | Hard |
| Feliciano Lopez | 4-6 7-6(5) 3-6 | L | H2H | Match data | Aug 9, 2014* | QF | Canadian Open | Masters 1000 | Hard |
| Robby Ginepri | 6-2 6-2 | W | H2H | Match data | Aug 13, 2014* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Steve Johnson | 6-7(7) 6-3 7-6(4) | W | H2H | Match data | Aug 15, 2014* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Fabio Fognini | 6-1 6-0 | W | H2H | Match data | Aug 16, 2014* | QF | Cincinnati Open | Masters 1000 | Hard |
| Roger Federer | 2-6 3-6 | L | H2H | Match data | Aug 16, 2014* | SF | Cincinnati Open | Masters 1000 | Hard |
| Taro Daniel | 6-3 6-2 7-6(1) | W | H2H | Match data | Aug 27, 2014* | R128 | US Open | Grand Slam | Hard |
| Peter Gojowczyk | 7-6(4) 5-7 6-4 7-6(3) | W | H2H | Match data | Aug 29, 2014* | R64 | US Open | Grand Slam | Hard |
| Victor Estrella | 7-6(5) 7-6(5) 7-6(3) | W | — | Match data | Aug 31, 2014* | R32 | US Open | Grand Slam | Hard |
| Kei Nishikori | 6-4 6-7(4) 7-6(6) 5-7 4-6 | L | H2H | Match data | Sep 3, 2014* | R16 | US Open | Grand Slam | Hard |
| Bernard Tomic | 7-6(3) 6-3 | W | H2H | Match data | Oct 2, 2014* | R32 | Japan Open | ATP 500 | Hard |
| Jurgen Melzer | 6-4 6-3 | W | H2H | Match data | Oct 3, 2014* | R16 | Japan Open | ATP 500 | Hard |
| Denis Istomin | 7-6(8) 6-3 | W | H2H | Match data | Oct 4, 2014* | QF | Japan Open | ATP 500 | Hard |
| Gilles Simon | 6-1 6-4 | W | H2H | Match data | Oct 4, 2014* | SF | Japan Open | ATP 500 | Hard |
| Kei Nishikori | 6-7(5) 6-4 4-6 | L | H2H | Match data | Oct 5, 2014* | F | Japan Open | ATP 500 | Hard |
| Juan Monaco | 2-5 (ret.) | L | H2H | Match data | Oct 8, 2014* | R32 | Shanghai Masters | Masters 1000 | Hard |
| Ricardas Berankis | 3-6 6-4 3-6 | L | H2H | Match data | Oct 17, 2014* | R16 | Moscow | ATP 250 | Hard |
| Steve Johnson | 7-6(4) 6-4 | W | H2H | Match data | Oct 23, 2014* | R32 | Swiss Indoors | ATP 500 | Hard |
| Donald Young | 6-4 6-7(5) 7-6(2) | W | H2H | Match data | Oct 24, 2014* | R16 | Swiss Indoors | ATP 500 | Hard |
| David Goffin | 7-6(3) 3-6 4-6 | L | H2H | Match data | Oct 25, 2014* | QF | Swiss Indoors | ATP 500 | Hard |
| Jack Sock | 6-3 5-7 7-6(4) | W | H2H | Match data | Oct 30, 2014* | R32 | Paris Masters | Masters 1000 | Hard |
| Roberto Bautista Agut | 7-5 7-6(7) | W | H2H | Match data | Oct 31, 2014* | R16 | Paris Masters | Masters 1000 | Hard |
| Roger Federer | 7-6(5) 7-5 | W | H2H | Match data | Nov 1, 2014* | QF | Paris Masters | Masters 1000 | Hard |
| Tomas Berdych | 6-3 3-6 7-5 | W | H2H | Match data | Nov 1, 2014* | SF | Paris Masters | Masters 1000 | Hard |
| Novak Djokovic | 2-6 3-6 | L | H2H | Match data | Nov 2, 2014* | F | Paris Masters | Masters 1000 | Hard |
| Roger Federer | 1-6 6-7(0) | L | H2H | Match data | Nov 9, 2014 | RR | ATP Finals | ATP Finals | Hard |
| Andy Murray | 3-6 5-7 | L | H2H | Match data | Nov 9, 2014 | RR | ATP Finals | ATP Finals | Hard |
| Mikhail Kukushkin | 6-3 6-4 | W | H2H | Match data | Jan 9, 2015* | R16 | Brisbane International | ATP 250 | Hard |
| Sam Groth | 7-6(5) 3-6 7-6(2) | W | H2H | Match data | Jan 10, 2015* | QF | Brisbane International | ATP 250 | Hard |
| Kei Nishikori | 6-7(4) 7-6(4) 7-6(4) | W | H2H | Match data | Jan 10, 2015* | SF | Brisbane International | ATP 250 | Hard |
| Roger Federer | 4-6 7-6(2) 4-6 | L | H2H | Match data | Jan 11, 2015* | F | Brisbane International | ATP 250 | Hard |
| Illya Marchenko | 7-6(3) 7-6(3) 6-3 | W | H2H | Match data | Jan 21, 2015* | R128 | Australian Open | Grand Slam | Hard |
| Donald Young | 6-4 7-6(3) 6-3 | W | H2H | Match data | Jan 22, 2015* | R64 | Australian Open | Grand Slam | Hard |
| Benjamin Becker | 6-4 6-3 6-3 | W | H2H | Match data | Jan 25, 2015* | R32 | Australian Open | Grand Slam | Hard |
| Feliciano Lopez | 6-4 4-6 6-3 6-7(7) 6-3 | W | H2H | Match data | Jan 27, 2015* | R16 | Australian Open | Grand Slam | Hard |
| Novak Djokovic | 6-7(5) 4-6 2-6 | L | H2H | Match data | Jan 29, 2015* | QF | Australian Open | Grand Slam | Hard |
| Andrey Kuznetsov | 6-7(5) 6-1 7-5 | W | H2H | Match data | Feb 12, 2015* | R32 | ABN AMRO Open | ATP 500 | Hard |
| Simone Bolelli | 6-3 7-6(2) | W | H2H | Match data | Feb 13, 2015* | R16 | ABN AMRO Open | ATP 500 | Hard |
| Sergiy Stakhovsky | 2-6 6-3 6-4 | W | H2H | Match data | Feb 14, 2015* | QF | ABN AMRO Open | ATP 500 | Hard |
| Stan Wawrinka | 6-7(3) 6-7(7) | L | H2H | Match data | Feb 14, 2015* | SF | ABN AMRO Open | ATP 500 | Hard |
| Simone Bolelli | 4-6 6-3 6-7(3) | L | H2H | Match data | Feb 20, 2015* | R16 | Marseille | ATP 250 | Hard |
| Simone Bolelli | 6-3 6-4 | W | H2H | Match data | Mar 15, 2015* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Alexandr Dolgopolov | 7-6(2) 6-4 | W | H2H | Match data | Mar 17, 2015* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Tommy Robredo | 6-3 6-2 | W | H2H | Match data | Mar 19, 2015* | R16 | Indian Wells Open | Masters 1000 | Hard |
| Rafael Nadal | 4-6 7-6(10) 7-5 | W | H2H | Match data | Mar 20, 2015* | QF | Indian Wells Open | Masters 1000 | Hard |
| Roger Federer | 5-7 4-6 | L | H2H | Match data | Mar 21, 2015* | SF | Indian Wells Open | Masters 1000 | Hard |
| Teymuraz Gabashvili | 6-1 6-4 | W | H2H | Match data | Mar 28, 2015* | R64 | Miami Open | Masters 1000 | Hard |
| Jeremy Chardy | 6-1 5-7 7-6(3) | W | H2H | Match data | Mar 30, 2015* | R32 | Miami Open | Masters 1000 | Hard |
| John Isner | 7-6(3) 6-7(6) 6-7(5) | L | H2H | Match data | Apr 1, 2015* | R16 | Miami Open | Masters 1000 | Hard |
| Joao Sousa | 6-3 7-6(4) | W | H2H | Match data | Apr 15, 2015* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Tommy Robredo | 6-3 3-6 6-3 | W | H2H | Match data | Apr 17, 2015* | R16 | Monte-Carlo Masters | Masters 1000 | Clay |
| Tomas Berdych | 2-5 (ret.) | L | H2H | Match data | Apr 18, 2015* | QF | Monte-Carlo Masters | Masters 1000 | Clay |
| Juan Monaco | 6-3 6-4 | W | H2H | Match data | May 6, 2015* | R32 | Madrid Open | Masters 1000 | Clay |
| Leonardo Mayer | 6-4 6-3 | W | H2H | Match data | May 8, 2015* | R16 | Madrid Open | Masters 1000 | Clay |
| Andy Murray | 4-6 5-7 | L | H2H | Match data | May 9, 2015* | QF | Madrid Open | Masters 1000 | Clay |
| James Ward | 5-7 6-3 6-2 | W | H2H | Match data | Jun 18, 2015* | R32 | Queen's Club Championships | ATP 500 | Grass |
| Richard Gasquet | 6-4 6-7(5) 6-1 | W | H2H | Match data | Jun 19, 2015* | R16 | Queen's Club Championships | ATP 500 | Grass |
| Gilles Simon | 6-4 3-6 5-7 | L | H2H | Match data | Jun 20, 2015* | QF | Queen's Club Championships | ATP 500 | Grass |
| Daniel Gimeno-Traver | 6-2 6-3 3-6 7-6(4) | W | H2H | Match data | Jul 1, 2015* | R128 | Wimbledon | Grand Slam | Grass |
| Tommy Haas | 6-0 6-2 6-7(5) 7-6(4) | W | H2H | Match data | Jul 2, 2015* | R64 | Wimbledon | Grand Slam | Grass |
| Nick Kyrgios | 7-5 5-7 6-7(3) 3-6 | L | H2H | Match data | Jul 5, 2015* | R32 | Wimbledon | Grand Slam | Grass |
| Ivo Karlovic | 6-7(1) 6-7(1) | L | H2H | Match data | Aug 13, 2015* | R32 | Canadian Open | Masters 1000 | Hard |
| Feliciano Lopez | 6-7(4) 4-6 | L | H2H | Match data | Aug 18, 2015* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Tim Smyczek | 6-4 7-6(8) 6-1 | W | H2H | Match data | Sep 2, 2015* | R128 | US Open | Grand Slam | Hard |
| Fernando Verdasco | 6-2 6-4 6-7(5) 7-6(1) | W | H2H | Match data | Sep 3, 2015* | R64 | US Open | Grand Slam | Hard |
| Feliciano Lopez | 2-6 6-7(4) 3-6 | L | H2H | Match data | Sep 6, 2015* | R32 | US Open | Grand Slam | Hard |
| Evgeny Donskoy | 6-4 6-4 | W | H2H | Match data | Sep 25, 2015* | R16 | St. Petersburg | ATP 250 | Hard |
| Tommy Robredo | 6-1 6-2 | W | H2H | Match data | Sep 26, 2015* | QF | St. Petersburg | ATP 250 | Hard |
| Roberto Bautista Agut | 6-2 7-6(2) | W | H2H | Match data | Sep 26, 2015* | SF | St. Petersburg | ATP 250 | Hard |
| Joao Sousa | 6-3 3-6 6-3 | W | H2H | Match data | Sep 27, 2015* | F | St. Petersburg | ATP 250 | Hard |
| Viktor Troicki | 4-6 4-6 | L | H2H | Match data | Oct 8, 2015* | R32 | China Open | ATP 500 | Hard |
| Thomaz Bellucci | 7-6(5) 7-6(2) | W | H2H | Match data | Oct 13, 2015* | R64 | Shanghai Masters | Masters 1000 | Hard |
| Roberto Bautista Agut | 6-4 6-7(3) 7-6(5) | W | H2H | Match data | Oct 14, 2015* | R32 | Shanghai Masters | Masters 1000 | Hard |
| Rafael Nadal | 3-6 6-7(3) | L | H2H | Match data | Oct 16, 2015* | R16 | Shanghai Masters | Masters 1000 | Hard |
| Ivan Dodig | 6-7(2) 6-1 6-4 | W | H2H | Match data | Jan 8, 2016* | R16 | Brisbane International | ATP 250 | Hard |
| Lucas Pouille | 6-4 6-4 | W | H2H | Match data | Jan 9, 2016* | QF | Brisbane International | ATP 250 | Hard |
| Bernard Tomic | 7-6(5) 7-6(5) | W | H2H | Match data | Jan 9, 2016* | SF | Brisbane International | ATP 250 | Hard |
| Roger Federer | 6-4 6-4 | W | H2H | Match data | Jan 10, 2016* | F | Brisbane International | ATP 250 | Hard |
| Lucas Pouille | 6-1 6-4 6-4 | W | H2H | Match data | Jan 20, 2016* | R128 | Australian Open | Grand Slam | Hard |
| Tommy Robredo | 7-6(6) 7-6(5) 7-5 | W | H2H | Match data | Jan 21, 2016* | R64 | Australian Open | Grand Slam | Hard |
| Viktor Troicki | 6-2 6-3 6-4 | W | H2H | Match data | Jan 24, 2016* | R32 | Australian Open | Grand Slam | Hard |
| Stan Wawrinka | 6-4 6-3 5-7 4-6 6-3 | W | H2H | Match data | Jan 26, 2016* | R16 | Australian Open | Grand Slam | Hard |
| Gael Monfils | 6-3 3-6 6-3 6-4 | W | H2H | Match data | Jan 28, 2016* | QF | Australian Open | Grand Slam | Hard |
| Andy Murray | 6-4 5-7 7-6(4) 4-6 2-6 | L | H2H | Match data | Jan 30, 2016* | SF | Australian Open | Grand Slam | Hard |
| Inigo Cervantes Huegun | 6-1 6-3 | W | — | Match data | Mar 13, 2016* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Bernard Tomic | 6-2 3-0 (ret.) | W | H2H | Match data | Mar 15, 2016* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Tomas Berdych | 6-4 7-6(7) | W | H2H | Match data | Mar 17, 2016* | R16 | Indian Wells Open | Masters 1000 | Hard |
| Gael Monfils | 7-5 6-3 | W | H2H | Match data | Mar 18, 2016* | QF | Indian Wells Open | Masters 1000 | Hard |
| David Goffin | 6-3 3-6 6-3 | W | H2H | Match data | Mar 19, 2016* | SF | Indian Wells Open | Masters 1000 | Hard |
| Novak Djokovic | 2-6 0-6 | L | H2H | Match data | Mar 20, 2016* | F | Indian Wells Open | Masters 1000 | Hard |
| Denis Kudla | 7-6(4) 6-4 | W | H2H | Match data | Mar 26, 2016* | R64 | Miami Open | Masters 1000 | Hard |
| Jack Sock | 7-6(3) 6-4 | W | H2H | Match data | Mar 28, 2016* | R32 | Miami Open | Masters 1000 | Hard |
| Damir Dzumhur | 6-0 6-3 | W | H2H | Match data | Mar 30, 2016* | R16 | Miami Open | Masters 1000 | Hard |
| Nick Kyrgios | 4-6 6-7(4) | L | H2H | Match data | Apr 1, 2016* | QF | Miami Open | Masters 1000 | Hard |
| Marco Cecchinato | 6-3 7-5 | W | H2H | Match data | Apr 12, 2016* | R64 | Monte-Carlo Masters | Masters 1000 | Clay |
| Pablo Cuevas | 7-5 2-6 7-6(5) | W | H2H | Match data | Apr 13, 2016* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Damir Dzumhur | 6-3 4-6 7-6(5) | W | H2H | Match data | Apr 15, 2016* | R16 | Monte-Carlo Masters | Masters 1000 | Clay |
| Andy Murray | 2-6 0-6 | L | H2H | Match data | Apr 16, 2016* | QF | Monte-Carlo Masters | Masters 1000 | Clay |
| Thomaz Bellucci | 7-6(4) 6-1 | W | H2H | Match data | May 3, 2016* | R64 | Madrid Open | Masters 1000 | Clay |
| Alexandr Dolgopolov | 6-4 6-7(3) 6-2 | W | H2H | Match data | May 4, 2016* | R32 | Madrid Open | Masters 1000 | Clay |
| Jo-Wilfried Tsonga | 6-4 6-4 | W | H2H | Match data | May 6, 2016* | R16 | Madrid Open | Masters 1000 | Clay |
| Novak Djokovic | 3-6 4-6 | L | H2H | Match data | May 7, 2016* | QF | Madrid Open | Masters 1000 | Clay |
| Marco Cecchinato | 6-4 4-6 6-4 | W | H2H | Match data | May 10, 2016* | R64 | Italian Open | Masters 1000 | Clay |
| Nick Kyrgios | 6-7(5) 3-6 | L | H2H | Match data | May 11, 2016* | R32 | Italian Open | Masters 1000 | Clay |
| Janko Tipsarevic | 6-3 6-2 7-6(5) | W | H2H | Match data | May 24, 2016* | R128 | Roland Garros | Grand Slam | Clay |
| Adrian Mannarino | 6-1 7-6(0) 6-1 | W | H2H | Match data | May 26, 2016* | R64 | Roland Garros | Grand Slam | Clay |
| Andrej Martin | 7-6(4) 6-2 6-3 | W | H2H | Match data | May 28, 2016* | R32 | Roland Garros | Grand Slam | Clay |
| Albert Ramos-Vinolas | 2-6 4-6 4-6 | L | H2H | Match data | May 31, 2016* | R16 | Roland Garros | Grand Slam | Clay |
| Nick Kyrgios | 6-7(5) 6-4 6-4 | W | H2H | Match data | Jun 16, 2016* | R32 | Queen's Club Championships | ATP 500 | Grass |
| Jiri Vesely | 7-5 7-6(6) | W | H2H | Match data | Jun 17, 2016* | R16 | Queen's Club Championships | ATP 500 | Grass |
| Roberto Bautista Agut | 6-1 6-4 | W | H2H | Match data | Jun 18, 2016* | QF | Queen's Club Championships | ATP 500 | Grass |
| Bernard Tomic | 6-4 6-4 | W | H2H | Match data | Jun 18, 2016* | SF | Queen's Club Championships | ATP 500 | Grass |
| Andy Murray | 7-6(5) 4-6 3-6 | L | H2H | Match data | Jun 19, 2016* | F | Queen's Club Championships | ATP 500 | Grass |
| Pablo Carreno Busta | 7-6(4) 6-2 6-4 | W | H2H | Match data | Jun 29, 2016* | R128 | Wimbledon | Grand Slam | Grass |
| Andreas Seppi | 7-6(5) 6-4 6-2 | W | H2H | Match data | Jun 30, 2016* | R64 | Wimbledon | Grand Slam | Grass |
| Jack Sock | 7-6(2) 6-4 7-6(1) | W | H2H | Match data | Jul 3, 2016* | R32 | Wimbledon | Grand Slam | Grass |
| David Goffin | 4-6 3-6 6-4 6-4 6-4 | W | H2H | Match data | Jul 5, 2016* | R16 | Wimbledon | Grand Slam | Grass |
| Sam Querrey | 6-4 7-5 5-7 6-4 | W | H2H | Match data | Jul 7, 2016* | QF | Wimbledon | Grand Slam | Grass |
| Roger Federer | 6-3 6-7(3) 4-6 7-5 6-3 | W | H2H | Match data | Jul 9, 2016* | SF | Wimbledon | Grand Slam | Grass |
| Andy Murray | 4-6 6-7(3) 6-7(2) | L | H2H | Match data | Jul 10, 2016* | F | Wimbledon | Grand Slam | Grass |
| Yen-Hsun Lu | 6-3 6-3 | W | H2H | Match data | Jul 28, 2016* | R32 | Canadian Open | Masters 1000 | Hard |
| Jared Donaldson | 6-2 6-3 | W | H2H | Match data | Jul 29, 2016* | R16 | Canadian Open | Masters 1000 | Hard |
| Gael Monfils | 4-6 4-6 | L | H2H | Match data | Jul 30, 2016* | QF | Canadian Open | Masters 1000 | Hard |
| John Isner | 7-6(5) 7-6(5) | W | H2H | Match data | Aug 17, 2016* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Yuichi Sugita | 6-1 3-6 6-1 | W | H2H | Match data | Aug 19, 2016* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Dominic Thiem | 6-3 6-4 | W | H2H | Match data | Aug 20, 2016* | QF | Cincinnati Open | Masters 1000 | Hard |
| Andy Murray | 3-6 3-6 | L | H2H | Match data | Aug 20, 2016* | SF | Cincinnati Open | Masters 1000 | Hard |
| Dustin Brown | 7-5 6-3 6-4 | W | H2H | Match data | Aug 31, 2016* | R128 | US Open | Grand Slam | Hard |
| Ryan Harrison | 7-6(4) 5-7 5-7 1-6 | L | H2H | Match data | Sep 1, 2016* | R64 | US Open | Grand Slam | Hard |
| Mikhail Youzhny | 6-2 6-7(6) 4-6 | L | H2H | Match data | Sep 23, 2016* | R16 | St. Petersburg | ATP 250 | Hard |
| Florian Mayer | 6-4 7-6(1) | W | H2H | Match data | Oct 6, 2016* | R32 | China Open | ATP 500 | Hard |
| Malek Jaziri | 6-3 6-4 | W | H2H | Match data | Oct 7, 2016* | R16 | China Open | ATP 500 | Hard |
| Pablo Carreno Busta | 6-4 6-4 | W | H2H | Match data | Oct 8, 2016* | QF | China Open | ATP 500 | Hard |
| Grigor Dimitrov | (w/o) | L | H2H | Match data | Oct 8, 2016* | SF | China Open | ATP 500 | Hard |
| Paolo Lorenzi | 6-2 6-4 | W | H2H | Match data | Oct 12, 2016* | R32 | Shanghai Masters | Masters 1000 | Hard |
| Jack Sock | 6-0 4-6 6-7(8) | L | H2H | Match data | Oct 14, 2016* | R16 | Shanghai Masters | Masters 1000 | Hard |
| Ricardas Berankis | 6-3 3-6 3-6 | L | H2H | Match data | Oct 27, 2016* | R32 | Swiss Indoors | ATP 500 | Hard |
| Pablo Carreno Busta | 7-6(5) 6-4 | W | H2H | Match data | Nov 3, 2016* | R32 | Paris Masters | Masters 1000 | Hard |
| Pablo Cuevas | 4-6 6-1 6-2 | W | H2H | Match data | Nov 4, 2016* | R16 | Paris Masters | Masters 1000 | Hard |
| Jo-Wilfried Tsonga | 6-2 7-6(4) | W | H2H | Match data | Nov 5, 2016* | QF | Paris Masters | Masters 1000 | Hard |
| Andy Murray | (w/o) | L | H2H | Match data | Nov 5, 2016* | SF | Paris Masters | Masters 1000 | Hard |
| Gael Monfils | 6-3 6-4 | W | H2H | Match data | Nov 14, 2016 | RR | ATP Finals | ATP Finals | Hard |
| Novak Djokovic | 6-7(6) 6-7(5) | L | H2H | Match data | Nov 14, 2016 | RR | ATP Finals | ATP Finals | Hard |
| Dominic Thiem | 7-6(5) 6-3 | W | H2H | Match data | Nov 14, 2016 | RR | ATP Finals | ATP Finals | Hard |
| Andy Murray | 7-5 6-7(5) 6-7(9) | L | H2H | Match data | Nov 21, 2016* | SF | ATP Finals | ATP Finals | Hard |
| Diego Schwartzman | 6-3 6-2 | W | H2H | Match data | Jan 6, 2017* | R16 | Brisbane International | ATP 250 | Hard |
| Rafael Nadal | 4-6 6-3 6-4 | W | H2H | Match data | Jan 7, 2017* | QF | Brisbane International | ATP 250 | Hard |
| Grigor Dimitrov | 6-7(7) 2-6 | L | H2H | Match data | Jan 7, 2017* | SF | Brisbane International | ATP 250 | Hard |
| Dustin Brown | 6-3 6-4 6-2 | W | H2H | Match data | Jan 18, 2017* | R128 | Australian Open | Grand Slam | Hard |
| Gilles Muller | 6-3 6-4 7-6(4) | W | H2H | Match data | Jan 19, 2017* | R64 | Australian Open | Grand Slam | Hard |
| Gilles Simon | 6-2 7-6(5) 3-6 6-3 | W | H2H | Match data | Jan 22, 2017* | R32 | Australian Open | Grand Slam | Hard |
| Roberto Bautista Agut | 7-6(6) 3-6 6-4 6-1 | W | H2H | Match data | Jan 24, 2017* | R16 | Australian Open | Grand Slam | Hard |
| Rafael Nadal | 4-6 6-7(7) 4-6 | L | H2H | Match data | Jan 26, 2017* | QF | Australian Open | Grand Slam | Hard |
| Tim Smyczek | 6-1 6-4 | W | H2H | Match data | Feb 23, 2017* | R32 | Delray Beach Open | ATP 250 | Hard |
| Borna Coric | 6-3 7-6(2) | W | H2H | Match data | Feb 24, 2017* | R16 | Delray Beach Open | ATP 250 | Hard |
| Kyle Edmund | 4-6 6-3 6-4 | W | H2H | Match data | Feb 25, 2017* | QF | Delray Beach Open | ATP 250 | Hard |
| Juan Martin del Potro | 6-3 7-6(6) | W | H2H | Match data | Feb 25, 2017* | SF | Delray Beach Open | ATP 250 | Hard |
21 qualifying matches shown in the table; qualifying is excluded from main-draw summaries and leaderboards. Estimated from the tournament schedule where an exact match date is unavailable. Arrows show an edition's recorded category and documented modern equivalent; unresolved editions keep their recorded category. Mapping details.