Match log updated: 2026-07-18 08:36 UTC
Stefanos Tsitsipas — ATP Match Log
Main draw matches: 541 | W: 353 | L: 188 | Win %: 65.2%
38 qualifying matches shown below; qualifying is excluded from main-draw summaries and leaderboards.
| Date ↑ | Tournament | Category | Round | Surface | Opponent | Score | Result | H2H | Match |
|---|---|---|---|---|---|---|---|---|---|
| Oct 24, 2016 | Basel | ATP 500 | Q1 | Hard | Rajeev Ram | 4-6 7-6(3) 6-2 | W | H2H | Match data |
| Oct 24, 2016 | Basel | ATP 500 | Q2 | Hard | Robin Haase | 6-7(2) 4-6 | L | H2H | Match data |
| Jan 16, 2017 | Australian Open | Grand Slam | Q1 | Hard | Gavin Van Peperzeel | 6-2 6-1 | W | — | Match data |
| Jan 17, 2017* | Australian Open | Grand Slam | Q2 | Hard | Bjorn Fratangelo | 6-4 1-6 3-6 | L | H2H | Match data |
| Feb 6, 2017 | Sofia | ATP 250 | Q1 | Hard | Miljan Zekic | 4-6 3-6 | L | H2H | Match data |
| Feb 16, 2017* | Rotterdam | ATP 500 | R32 | Hard | Jo-Wilfried Tsonga | 4-6 6-7(2) | L | H2H | Match data |
| Feb 23, 2017* | Marseille | ATP 250 | R32 | Hard | Mikhail Youzhny | 1-6 6-4 5-7 | L | H2H | Match data |
| May 1, 2017 | Istanbul | ATP 250 | Q1 | Clay | Alex de Minaur | 6-4 6-2 | W | H2H | Match data |
| May 1, 2017 | Istanbul | ATP 250 | Q2 | Clay | Alexey Vatutin | 6-2 7-6(6) | W | H2H | Match data |
| May 4, 2017* | Istanbul | ATP 250 | R32 | Clay | Damir Dzumhur | 4-6 5-7 | L | H2H | Match data |
| May 28, 2017* | Roland Garros | Grand Slam | Q1 | Clay | Thomas Fabbiano | 3-6 6-3 6-1 | W | H2H | Match data |
| May 29, 2017 | Roland Garros | Grand Slam | Q2 | Clay | Gleb Sakharov | 6-3 6-3 | W | H2H | Match data |
| May 29, 2017 | Roland Garros | Grand Slam | Q3 | Clay | Oscar Otte | 6-3 6-2 | W | H2H | Match data |
| May 30, 2017* | Roland Garros | Grand Slam | R128 | Clay | Ivo Karlovic | 6-7(5) 5-7 4-6 | L | H2H | Match data |
| Jun 12, 2017 | S Hertogenbosch | ATP 250 | Q1 | Grass | Benjamin Becker | 6-7(5) 6-3 7-5 | W | H2H | Match data |
| Jun 12, 2017 | S Hertogenbosch | ATP 250 | Q2 | Grass | Vasek Pospisil | 1-6 6-7(7) | L | H2H | Match data |
| Jul 3, 2017 | Wimbledon | Grand Slam | Q1 | Grass | Santiago Giraldo | 2-6 6-4 6-3 | W | H2H | Match data |
| Jul 4, 2017* | Wimbledon | Grand Slam | Q2 | Grass | Yannick Hanfmann | 7-6(5) 7-6(5) | W | H2H | Match data |
| Jul 4, 2017* | Wimbledon | Grand Slam | Q3 | Grass | Joris De Loore | 6-3 3-6 6-3 3-6 7-5 | W | H2H | Match data |
| Jul 5, 2017* | Wimbledon | Grand Slam | R128 | Grass | Dusan Lajovic | 4-6 4-6 4-6 | L | H2H | Match data |
| Jul 31, 2017 | Kitzbuhel | ATP 250 | Q1 | Clay | Mohamed Safwat | 6-3 7-6(4) | W | H2H | Match data |
| Jul 31, 2017 | Kitzbuhel | ATP 250 | Q2 | Clay | Miljan Zekic | 6-7(4) 6-7(3) | L | H2H | Match data |
| Aug 28, 2017 | US Open | Grand Slam | Q1 | Hard | Di Wu | 4-6 6-1 6-1 | W | H2H | Match data |
| Aug 29, 2017* | US Open | Grand Slam | Q2 | Hard | Matteo Berrettini | 6-7(6) 7-6(4) 7-6(2) | W | H2H | Match data |
| Aug 29, 2017* | US Open | Grand Slam | Q3 | Hard | Nicolas Mahut | 6-7(6) 6-3 0-6 | L | H2H | Match data |
| Sep 18, 2017 | Metz | ATP 250 | Q1 | Hard | Roberto Ortega-Olmedo | 6-2 7-5 | W | H2H | Match data |
| Sep 18, 2017 | Metz | ATP 250 | Q2 | Hard | Yannick Maden | 6-4 6-7(7) 6-3 | W | H2H | Match data |
| Sep 21, 2017* | Metz | ATP 250 | R32 | Hard | Benoit Paire | 2-6 4-6 | L | H2H | Match data |
| Sep 25, 2017 | Chengdu | ATP 250 | Q1 | Hard | Fajing Sun | 6-4 6-2 | W | H2H | Match data |
| Sep 25, 2017 | Chengdu | ATP 250 | Q2 | Hard | Marcos Giron | 6-1 6-2 | W | H2H | Match data |
| Sep 28, 2017* | Chengdu | ATP 250 | R32 | Hard | Jared Donaldson | 7-6(2) 5-7 5-7 | L | H2H | Match data |
| Oct 2, 2017 | Tokyo | ATP 500 | Q1 | Hard | Tatsuma Ito | 4-6 7-6(5) 6-2 | W | H2H | Match data |
| Oct 2, 2017 | Tokyo | ATP 500 | Q2 | Hard | Frances Tiafoe | 6-4 6-2 | W | H2H | Match data |
| Oct 5, 2017* | Tokyo | ATP 500 | R32 | Hard | Marin Cilic | 3-6 2-6 | L | H2H | Match data |
| Oct 8, 2017* | Shanghai Masters | Masters 1000 | Q1 | Hard | Peter Gojowczyk | 6-3 7-6(4) | W | H2H | Match data |
| Oct 8, 2017* | Shanghai Masters | Masters 1000 | Q2 | Hard | Yen-Hsun Lu | 5-7 7-6(2) 6-4 | W | H2H | Match data |
| Oct 10, 2017* | Shanghai Masters | Masters 1000 | R64 | Hard | Karen Khachanov | 7-5 6-3 | W | H2H | Match data |
| Oct 11, 2017* | Shanghai Masters | Masters 1000 | R32 | Hard | John Isner | 6-7(2) 6-7(9) | L | H2H | Match data |
| Oct 16, 2017 | Antwerp | ATP 250 | Q1 | Hard | Zizou Bergs | 6-0 6-3 | W | H2H | Match data |
| Oct 16, 2017 | Antwerp | ATP 250 | Q2 | Hard | Sebastian Ofner | 6-7(7) 6-4 6-4 | W | H2H | Match data |
| Oct 19, 2017* | Antwerp | ATP 250 | R32 | Hard | Pablo Cuevas | 6-1 6-4 | W | H2H | Match data |
| Oct 20, 2017* | Antwerp | ATP 250 | R16 | Hard | Ivo Karlovic | 7-6(4) 5-6 (ret.) | W | H2H | Match data |
| Oct 21, 2017* | Antwerp | ATP 250 | QF | Hard | David Goffin | 2-6 7-6(1) 7-6(4) | W | H2H | Match data |
| Oct 21, 2017* | Antwerp | ATP 250 | SF | Hard | Diego Schwartzman | 3-6 5-7 | L | H2H | Match data |
| Jan 1, 2018 | Doha | ATP 250 | Q1 | Hard | Mubarak Shannan Zayid | 6-3 6-4 | W | H2H | Match data |
| Jan 1, 2018 | Doha | ATP 250 | Q2 | Hard | Elias Ymer | 7-6(3) 7-6(2) | W | H2H | Match data |
| Jan 3, 2018* | Doha | ATP 250 | R32 | Hard | Florian Mayer | 4-6 7-5 6-4 | W | H2H | Match data |
| Jan 4, 2018* | Doha | ATP 250 | R16 | Hard | Richard Gasquet | 6-3 6-4 | W | H2H | Match data |
| Jan 5, 2018* | Doha | ATP 250 | QF | Hard | Dominic Thiem | 5-7 4-6 | L | H2H | Match data |
| Jan 10, 2018* | Auckland | ATP 250 | R32 | Hard | Lukas Lacko | 3-6 7-6(5) 3-6 | L | H2H | Match data |
| Jan 17, 2018* | Australian Open | Grand Slam | R128 | Hard | Denis Shapovalov | 1-6 3-6 6-7(5) | L | H2H | Match data |
| Feb 8, 2018* | Montpellier | ATP 250 | R32 | Hard | Jeremy Chardy | 6-4 5-7 5-7 | L | H2H | Match data |
| Feb 12, 2018 | Rotterdam | ATP 500 | Q1 | Hard | Martin Klizan | 6-2 6-7(4) 6-7(5) | L | H2H | Match data |
| Feb 22, 2018* | Marseille | ATP 250 | R32 | Hard | Nicolas Mahut | 5-7 6-7(4) | L | H2H | Match data |
| Feb 28, 2018* | Dubai | ATP 500 | R32 | Hard | Mikhail Kukushkin | 6-2 6-7(5) 6-3 | W | H2H | Match data |
| Mar 1, 2018* | Dubai | ATP 500 | R16 | Hard | Philipp Kohlschreiber | 4-6 6-3 6-4 | W | H2H | Match data |
| Mar 2, 2018* | Dubai | ATP 500 | QF | Hard | Malek Jaziri | 4-6 6-3 3-6 | L | H2H | Match data |
| Mar 10, 2018* | Indian Wells Masters | Masters 1000 | R128 | Hard | Radu Albot | 7-6(2) 6-2 | W | H2H | Match data |
| Mar 11, 2018* | Indian Wells Masters | Masters 1000 | R64 | Hard | Dominic Thiem | 2-6 6-3 3-6 | L | H2H | Match data |
| Mar 23, 2018* | Miami Masters | Masters 1000 | R128 | Hard | Daniil Medvedev | 6-2 4-6 2-6 | L | H2H | Match data |
| Apr 15, 2018* | Monte Carlo Masters | Masters 1000 | Q1 | Clay | Florent Diep | 6-3 6-2 | W | H2H | Match data |
| Apr 15, 2018* | Monte Carlo Masters | Masters 1000 | Q2 | Clay | Mirza Basic | 6-1 6-4 | W | H2H | Match data |
| Apr 16, 2018 | Monte Carlo Masters | Masters 1000 | Q3 | Clay | Dusan Lajovic | — | L | H2H | Match data |
| Apr 17, 2018* | Monte Carlo Masters | Masters 1000 | R64 | Clay | Denis Shapovalov | 6-3 6-4 | W | H2H | Match data |
| Apr 18, 2018* | Monte Carlo Masters | Masters 1000 | R32 | Clay | David Goffin | 6-7(4) 5-7 | L | H2H | Match data |
| Apr 25, 2018* | Barcelona | ATP 500 | R64 | Clay | Corentin Moutet | 6-4 6-1 | W | H2H | Match data |
| Apr 26, 2018* | Barcelona | ATP 500 | R32 | Clay | Diego Schwartzman | 6-2 6-1 | W | H2H | Match data |
| Apr 27, 2018* | Barcelona | ATP 500 | R16 | Clay | Albert Ramos-Vinolas | 6-4 7-5 | W | H2H | Match data |
| Apr 28, 2018* | Barcelona | ATP 500 | QF | Clay | Dominic Thiem | 6-3 6-2 | W | H2H | Match data |
| Apr 28, 2018* | Barcelona | ATP 500 | SF | Clay | Pablo Carreno Busta | 7-5 6-3 | W | H2H | Match data |
| Apr 29, 2018* | Barcelona | ATP 500 | F | Clay | Rafael Nadal | 2-6 1-6 | L | H2H | Match data |
| May 3, 2018* | Estoril | ATP 250 | R32 | Clay | Pablo Andujar | 7-6(2) 6-3 | W | H2H | Match data |
| May 4, 2018* | Estoril | ATP 250 | R16 | Clay | Kevin Anderson | 6-7(3) 6-3 6-3 | W | H2H | Match data |
| May 5, 2018* | Estoril | ATP 250 | QF | Clay | Roberto Carballes Baena | 6-7(2) 6-2 7-6(3) | W | H2H | Match data |
| May 5, 2018* | Estoril | ATP 250 | SF | Clay | Joao Sousa | 4-6 6-1 6-7(4) | L | H2H | Match data |
| May 8, 2018* | Madrid Masters | Masters 1000 | R64 | Clay | Evgeny Donskoy | 7-5 4-6 6-7(3) | L | H2H | Match data |
| May 13, 2018* | Rome Masters | Masters 1000 | Q1 | Clay | Mikhail Kukushkin | 5-7 6-3 7-6(5) | W | H2H | Match data |
| May 13, 2018* | Rome Masters | Masters 1000 | Q2 | Clay | Dusan Lajovic | 7-6(9) 6-4 | W | H2H | Match data |
| May 15, 2018* | Rome Masters | Masters 1000 | R64 | Clay | Borna Coric | 4-1 (ret.) | W | H2H | Match data |
| May 16, 2018* | Rome Masters | Masters 1000 | R32 | Clay | Juan Martin del Potro | 5-7 3-6 | L | H2H | Match data |
| May 29, 2018* | Roland Garros | Grand Slam | R128 | Clay | Carlos Taberner | 7-5 6-7(5) 6-4 6-3 | W | H2H | Match data |
| May 31, 2018* | Roland Garros | Grand Slam | R64 | Clay | Dominic Thiem | 2-6 6-2 4-6 4-6 | L | H2H | Match data |
| Jun 14, 2018* | S Hertogenbosch | ATP 250 | R32 | Grass | John-Patrick Smith | 3-6 6-3 6-4 | W | H2H | Match data |
| Jun 15, 2018* | S Hertogenbosch | ATP 250 | R16 | Grass | Malek Jaziri | 4-6 7-6(6) 6-2 | W | H2H | Match data |
| Jun 16, 2018* | S Hertogenbosch | ATP 250 | QF | Grass | Richard Gasquet | 6-7(2) 6-7(4) | L | H2H | Match data |
| Jun 21, 2018* | Halle | ATP 500 | R32 | Grass | Lucas Pouille | 6-2 7-6(3) | W | H2H | Match data |
| Jun 22, 2018* | Halle | ATP 500 | R16 | Grass | Denis Kudla | 3-6 4-6 | L | H2H | Match data |
| Jul 4, 2018* | Wimbledon | Grand Slam | R128 | Grass | Gregoire Barrere | 6-3 6-4 6-7(3) 7-5 | W | H2H | Match data |
| Jul 5, 2018* | Wimbledon | Grand Slam | R64 | Grass | Jared Donaldson | 6-3 6-2 3-6 4-6 6-3 | W | H2H | Match data |
| Jul 8, 2018* | Wimbledon | Grand Slam | R32 | Grass | Thomas Fabbiano | 6-2 6-1 6-4 | W | H2H | Match data |
| Jul 10, 2018* | Wimbledon | Grand Slam | R16 | Grass | John Isner | 4-6 6-7(8) 6-7(4) | L | H2H | Match data |
| Aug 2, 2018* | Washington | ATP 500 | R32 | Hard | Jared Donaldson | 3-6 6-3 7-5 | W | H2H | Match data |
| Aug 3, 2018* | Washington | ATP 500 | R16 | Hard | James Duckworth | 6-3 6-4 | W | H2H | Match data |
| Aug 4, 2018* | Washington | ATP 500 | QF | Hard | David Goffin | 6-3 6-4 | W | H2H | Match data |
| Aug 4, 2018* | Washington | ATP 500 | SF | Hard | Alexander Zverev | 2-6 4-6 | L | H2H | Match data |
| Aug 8, 2018* | Canada Masters | Masters 1000 | R64 | Hard | Damir Dzumhur | 6-3 7-6(3) | W | H2H | Match data |
| Aug 9, 2018* | Canada Masters | Masters 1000 | R32 | Hard | Dominic Thiem | 6-3 7-6(6) | W | H2H | Match data |
| Aug 10, 2018* | Canada Masters | Masters 1000 | R16 | Hard | Novak Djokovic | 6-3 6-7(5) 6-3 | W | H2H | Match data |
| Aug 11, 2018* | Canada Masters | Masters 1000 | QF | Hard | Alexander Zverev | 3-6 7-6(11) 6-4 | W | H2H | Match data |
| Aug 11, 2018* | Canada Masters | Masters 1000 | SF | Hard | Kevin Anderson | 6-7(4) 6-4 7-6(7) | W | H2H | Match data |
| Aug 12, 2018* | Canada Masters | Masters 1000 | F | Hard | Rafael Nadal | 2-6 6-7(4) | L | H2H | Match data |
| Aug 14, 2018* | Cincinnati Masters | Masters 1000 | R64 | Hard | David Goffin | 5-7 3-6 | L | H2H | Match data |
| Aug 29, 2018* | US Open | Grand Slam | R128 | Hard | Tommy Robredo | 6-3 7-6(1) 6-4 | W | H2H | Match data |
| Aug 30, 2018* | US Open | Grand Slam | R64 | Hard | Daniil Medvedev | 4-6 3-6 6-4 3-6 | L | H2H | Match data |
| Sep 21, 2018* | Metz | ATP 250 | R16 | Hard | Ricardas Berankis | 7-6(5) 6-7(6) 3-6 | L | H2H | Match data |
| Sep 28, 2018* | Shenzhen | ATP 250 | R16 | Hard | Pierre-Hugues Herbert | 3-6 6-7(4) | L | H2H | Match data |
| Oct 4, 2018* | Tokyo | ATP 500 | R32 | Hard | Taro Daniel | 6-1 6-3 | W | H2H | Match data |
| Oct 5, 2018* | Tokyo | ATP 500 | R16 | Hard | Alex de Minaur | 6-3 5-7 6-1 | W | H2H | Match data |
| Oct 6, 2018* | Tokyo | ATP 500 | QF | Hard | Kei Nishikori | 3-6 3-6 | L | H2H | Match data |
| Oct 9, 2018* | Shanghai Masters | Masters 1000 | R64 | Hard | Gael Monfils | 7-6(4) 4-6 6-4 | W | H2H | Match data |
| Oct 10, 2018* | Shanghai Masters | Masters 1000 | R32 | Hard | Karen Khachanov | 6-4 7-6(8) | W | H2H | Match data |
| Oct 12, 2018* | Shanghai Masters | Masters 1000 | R16 | Hard | Kevin Anderson | 4-6 6-7(1) | L | H2H | Match data |
| Oct 19, 2018* | Stockholm | ATP 250 | R16 | Hard | John Millman | 6-4 3-6 6-3 | W | H2H | Match data |
| Oct 20, 2018* | Stockholm | ATP 250 | QF | Hard | Philipp Kohlschreiber | 6-3 7-6(4) | W | H2H | Match data |
| Oct 20, 2018* | Stockholm | ATP 250 | SF | Hard | Fabio Fognini | 6-3 6-2 | W | H2H | Match data |
| Oct 21, 2018* | Stockholm | ATP 250 | F | Hard | Ernests Gulbis | 6-4 6-4 | W | H2H | Match data |
| Oct 25, 2018* | Basel | ATP 500 | R32 | Hard | Jeremy Chardy | 6-2 7-6(3) | W | H2H | Match data |
| Oct 26, 2018* | Basel | ATP 500 | R16 | Hard | Peter Gojowczyk | 6-3 6-1 | W | H2H | Match data |
| Oct 27, 2018* | Basel | ATP 500 | QF | Hard | Daniil Medvedev | 4-6 6-3 3-6 | L | H2H | Match data |
| Nov 1, 2018* | Paris Masters | Masters 1000 | R32 | Hard | Damir Dzumhur | 3-6 3-6 | L | H2H | Match data |
| Jan 11, 2019* | Sydney | ATP 250 | R16 | Hard | Guido Andreozzi | 6-3 6-4 | W | H2H | Match data |
| Jan 12, 2019* | Sydney | ATP 250 | QF | Hard | Andreas Seppi | 6-4 4-6 4-6 | L | H2H | Match data |
| Jan 16, 2019* | Australian Open | Grand Slam | R128 | Hard | Matteo Berrettini | 6-7(3) 6-4 6-3 7-6(4) | W | H2H | Match data |
| Jan 17, 2019* | Australian Open | Grand Slam | R64 | Hard | Viktor Troicki | 6-3 2-6 6-2 7-5 | W | H2H | Match data |
| Jan 20, 2019* | Australian Open | Grand Slam | R32 | Hard | Nikoloz Basilashvili | 6-3 3-6 7-6(7) 6-4 | W | H2H | Match data |
| Jan 22, 2019* | Australian Open | Grand Slam | R16 | Hard | Roger Federer | 6-7(11) 7-6(3) 7-5 7-6(5) | W | H2H | Match data |
| Jan 24, 2019* | Australian Open | Grand Slam | QF | Hard | Roberto Bautista Agut | 7-5 4-6 6-4 7-6(2) | W | H2H | Match data |
| Jan 26, 2019* | Australian Open | Grand Slam | SF | Hard | Rafael Nadal | 2-6 4-6 0-6 | L | H2H | Match data |
| Feb 8, 2019* | Sofia | ATP 250 | R16 | Hard | Jan-Lennard Struff | 7-6(5) 6-4 | W | H2H | Match data |
| Feb 9, 2019* | Sofia | ATP 250 | QF | Hard | Gael Monfils | 3-6 6-7(5) | L | H2H | Match data |
| Feb 14, 2019* | Rotterdam | ATP 500 | R32 | Hard | Damir Dzumhur | 4-6 6-1 5-7 | L | H2H | Match data |
| Feb 22, 2019* | Marseille | ATP 250 | R16 | Hard | Hubert Hurkacz | 6-4 6-2 | W | H2H | Match data |
| Feb 23, 2019* | Marseille | ATP 250 | QF | Hard | Sergiy Stakhovsky | 6-4 6-3 | W | H2H | Match data |
| Feb 23, 2019* | Marseille | ATP 250 | SF | Hard | David Goffin | 7-6(1) 6-2 | W | H2H | Match data |
| Feb 24, 2019* | Marseille | ATP 250 | F | Hard | Mikhail Kukushkin | 7-5 7-6(5) | W | H2H | Match data |
| Feb 27, 2019* | Dubai | ATP 500 | R32 | Hard | Matthew Ebden | 6-4 3-6 6-3 | W | H2H | Match data |
| Feb 28, 2019* | Dubai | ATP 500 | R16 | Hard | Egor Gerasimov | 6-3 6-1 | W | H2H | Match data |
| Mar 1, 2019* | Dubai | ATP 500 | QF | Hard | Hubert Hurkacz | 7-6(4) 6-7(1) 6-1 | W | H2H | Match data |
| Mar 2, 2019* | Dubai | ATP 500 | SF | Hard | Gael Monfils | 4-6 7-6(4) 7-6(4) | W | H2H | Match data |
| Mar 2, 2019* | Dubai | ATP 500 | F | Hard | Roger Federer | 4-6 4-6 | L | H2H | Match data |
| Mar 10, 2019* | Indian Wells Masters | Masters 1000 | R64 | Hard | Felix Auger-Aliassime | 4-6 2-6 | L | H2H | Match data |
| Mar 23, 2019* | Miami Masters | Masters 1000 | R64 | Hard | Mackenzie McDonald | 7-6(4) 6-1 | W | H2H | Match data |
| Mar 25, 2019* | Miami Masters | Masters 1000 | R32 | Hard | Leonardo Mayer | 6-4 6-4 | W | H2H | Match data |
| Mar 27, 2019* | Miami Masters | Masters 1000 | R16 | Hard | Denis Shapovalov | 6-4 3-6 6-7(3) | L | H2H | Match data |
| Apr 17, 2019* | Monte Carlo Masters | Masters 1000 | R32 | Clay | Mikhail Kukushkin | 6-3 7-5 | W | H2H | Match data |
| Apr 19, 2019* | Monte Carlo Masters | Masters 1000 | R16 | Clay | Daniil Medvedev | 2-6 6-1 4-6 | L | H2H | Match data |
| Apr 25, 2019* | Barcelona | ATP 500 | R32 | Clay | Marton Fucsovics | 6-3 6-4 | W | H2H | Match data |
| Apr 26, 2019* | Barcelona | ATP 500 | R16 | Clay | Jan-Lennard Struff | 4-6 6-3 2-6 | L | H2H | Match data |
| May 3, 2019* | Estoril | ATP 250 | R16 | Clay | Guido Andreozzi | 6-3 6-4 | W | H2H | Match data |
| May 4, 2019* | Estoril | ATP 250 | QF | Clay | Joao Domingues | 7-6(3) 6-4 | W | H2H | Match data |
| May 4, 2019* | Estoril | ATP 250 | SF | Clay | David Goffin | 3-6 6-4 6-4 | W | H2H | Match data |
| May 5, 2019* | Estoril | ATP 250 | F | Clay | Pablo Cuevas | 6-3 7-6(4) | W | H2H | Match data |
| May 8, 2019* | Madrid Masters | Masters 1000 | R32 | Clay | Adrian Mannarino | 6-2 7-5 | W | H2H | Match data |
| May 10, 2019* | Madrid Masters | Masters 1000 | R16 | Clay | Fernando Verdasco | 6-3 6-4 | W | H2H | Match data |
| May 11, 2019* | Madrid Masters | Masters 1000 | QF | Clay | Alexander Zverev | 7-5 3-6 6-2 | W | H2H | Match data |
| May 11, 2019* | Madrid Masters | Masters 1000 | SF | Clay | Rafael Nadal | 6-4 2-6 6-3 | W | H2H | Match data |
| May 12, 2019* | Madrid Masters | Masters 1000 | F | Clay | Novak Djokovic | 3-6 4-6 | L | H2H | Match data |
| May 15, 2019* | Rome Masters | Masters 1000 | R32 | Clay | Jannik Sinner | 6-3 6-2 | W | H2H | Match data |
| May 17, 2019* | Rome Masters | Masters 1000 | R16 | Clay | Fabio Fognini | 6-4 6-3 | W | H2H | Match data |
| May 18, 2019* | Rome Masters | Masters 1000 | QF | Clay | Roger Federer | (w/o) | W | H2H | Match data |
| May 18, 2019* | Rome Masters | Masters 1000 | SF | Clay | Rafael Nadal | 3-6 4-6 | L | H2H | Match data |
| May 28, 2019* | Roland Garros | Grand Slam | R128 | Clay | Maximilian Marterer | 6-2 6-2 7-6(4) | W | H2H | Match data |
| May 30, 2019* | Roland Garros | Grand Slam | R64 | Clay | Hugo Dellien | 4-6 6-0 6-3 7-5 | W | H2H | Match data |
| Jun 1, 2019* | Roland Garros | Grand Slam | R32 | Clay | Filip Krajinovic | 7-5 6-3 6-7(5) 7-6(6) | W | H2H | Match data |
| Jun 4, 2019* | Roland Garros | Grand Slam | R16 | Clay | Stan Wawrinka | 6-7(6) 7-5 4-6 6-3 6-8 | L | H2H | Match data |
| Jun 14, 2019* | S Hertogenbosch | ATP 250 | R16 | Grass | Nicolas Jarry | 4-6 6-3 4-6 | L | H2H | Match data |
| Jun 20, 2019* | Queen's Club | ATP 250 | R32 | Grass | Kyle Edmund | 6-3 7-5 | W | H2H | Match data |
| Jun 21, 2019* | Queen's Club | ATP 250 | R16 | Grass | Jeremy Chardy | 4-6 7-6(0) 7-6(4) | W | H2H | Match data |
| Jun 22, 2019* | Queen's Club | ATP 250 | QF | Grass | Felix Auger-Aliassime | 5-7 2-6 | L | H2H | Match data |
| Jul 3, 2019* | Wimbledon | Grand Slam | R128 | Grass | Thomas Fabbiano | 4-6 6-3 4-6 7-6(8) 3-6 | L | H2H | Match data |
| Jul 31, 2019* | Washington | ATP 500 | R32 | Hard | Tommy Paul | 6-3 7-5 | W | H2H | Match data |
| Aug 1, 2019* | Washington | ATP 500 | R16 | Hard | Jordan Thompson | 6-3 7-6(4) | W | H2H | Match data |
| Aug 2, 2019* | Washington | ATP 500 | QF | Hard | Benoit Paire | 7-5 6-0 | W | H2H | Match data |
| Aug 3, 2019* | Washington | ATP 500 | SF | Hard | Nick Kyrgios | 4-6 6-3 6-7(7) | L | H2H | Match data |
| Aug 8, 2019* | Canada Masters | Masters 1000 | R32 | Hard | Hubert Hurkacz | 4-6 6-3 3-6 | L | H2H | Match data |
| Aug 14, 2019* | Cincinnati Masters | Masters 1000 | R32 | Hard | Jan-Lennard Struff | 4-6 7-6(5) 6-7(6) | L | H2H | Match data |
| Aug 28, 2019* | US Open | Grand Slam | R128 | Hard | Andrey Rublev | 4-6 7-6(5) 6-7(7) 5-7 | L | H2H | Match data |
| Sep 27, 2019* | Zhuhai | ATP 250 | R16 | Hard | Adrian Mannarino | 6-3 5-7 0-0 (ret.) | L | H2H | Match data |
| Oct 3, 2019* | Beijing | ATP 500 | R32 | Hard | Dusan Lajovic | 4-6 6-3 6-4 | W | H2H | Match data |
| Oct 4, 2019* | Beijing | ATP 500 | R16 | Hard | Nikoloz Basilashvili | 4-6 6-3 6-2 | W | H2H | Match data |
| Oct 5, 2019* | Beijing | ATP 500 | QF | Hard | John Isner | 7-6(3) 6-3 | W | H2H | Match data |
| Oct 5, 2019* | Beijing | ATP 500 | SF | Hard | Alexander Zverev | 7-6(6) 6-4 | W | H2H | Match data |
| Oct 6, 2019* | Beijing | ATP 500 | F | Hard | Dominic Thiem | 6-3 4-6 1-6 | L | H2H | Match data |
| Oct 9, 2019* | Shanghai Masters | Masters 1000 | R32 | Hard | Felix Auger-Aliassime | 7-6(3) 7-6(3) | W | H2H | Match data |
| Oct 11, 2019* | Shanghai Masters | Masters 1000 | R16 | Hard | Hubert Hurkacz | 7-5 3-6 7-6(5) | W | H2H | Match data |
| Oct 12, 2019* | Shanghai Masters | Masters 1000 | QF | Hard | Novak Djokovic | 3-6 7-5 6-3 | W | H2H | Match data |
| Oct 12, 2019* | Shanghai Masters | Masters 1000 | SF | Hard | Daniil Medvedev | 6-7(5) 5-7 | L | H2H | Match data |
| Oct 24, 2019* | Basel | ATP 500 | R32 | Hard | Albert Ramos-Vinolas | 6-3 7-6(6) | W | H2H | Match data |
| Oct 25, 2019* | Basel | ATP 500 | R16 | Hard | Ricardas Berankis | 6-7(4) 6-2 6-4 | W | H2H | Match data |
| Oct 26, 2019* | Basel | ATP 500 | QF | Hard | Filip Krajinovic | 3-6 6-4 6-4 | W | H2H | Match data |
| Oct 26, 2019* | Basel | ATP 500 | SF | Hard | Roger Federer | 4-6 4-6 | L | H2H | Match data |
| Oct 31, 2019* | Paris Masters | Masters 1000 | R32 | Hard | Taylor Fritz | 7-6(3) 6-3 | W | H2H | Match data |
| Nov 1, 2019* | Paris Masters | Masters 1000 | R16 | Hard | Alex de Minaur | 6-3 6-4 | W | H2H | Match data |
| Nov 2, 2019* | Paris Masters | Masters 1000 | QF | Hard | Novak Djokovic | 1-6 2-6 | L | H2H | Match data |
| Nov 11, 2019 | Tour Finals | ATP Finals | RR | Hard | Rafael Nadal | 7-6(4) 4-6 5-7 | L | H2H | Match data |
| Nov 11, 2019 | Tour Finals | ATP Finals | RR | Hard | Alexander Zverev | 6-3 6-2 | W | H2H | Match data |
| Nov 11, 2019 | Tour Finals | ATP Finals | RR | Hard | Daniil Medvedev | 7-6(5) 6-4 | W | H2H | Match data |
| Nov 18, 2019* | Tour Finals | ATP Finals | SF | Hard | Roger Federer | 6-3 6-4 | W | H2H | Match data |
| Nov 19, 2019* | Tour Finals | ATP Finals | F | Hard | Dominic Thiem | 6-7(6) 6-2 7-6(4) | W | H2H | Match data |
| Jan 22, 2020* | Australian Open | Grand Slam | R128 | Hard | Salvatore Caruso | 6-0 6-2 6-3 | W | H2H | Match data |