| Nov 4, 2023 | vs Grigor Dimitrov | Paris Masters 2023 · Semifinal | L 6-3 6(1)-7(7) 7(7)-6(3) | match → |
| Nov 3, 2023 | vs Karen Khachanov | Paris Masters 2023 · Quarterfinal | W 6-3 6-4 | match → |
| Nov 2, 2023 | vs Alexander Zverev | Paris Masters 2023 · R16 | W 7(7)-6(2) 6-4 | match → |
| Nov 1, 2023 | vs Felix Auger-Aliassime | Paris Masters 2023 · R32 | W 6-3 7(7)-6(4) | match → |
| Oct 9, 2023 | vs Ugo Humbert | Shanghai Masters 2023 · R32 | L 4-6 6-3 5-7 | match → |
| Oct 6, 2023 | vs Rinky Hijikata | Shanghai Masters 2023 · R64 | W 6-4 6-2 | match → |
| Aug 30, 2023 | vs Dominic Stricker | US Open 2023 · R64 | L 5-7 7(7)-6(2) 7(7)-6(5) 6(6)-7(8) 3-6 | match → |
| Aug 29, 2023 | vs M Raonic | US Open 2023 · R128 | W 6-2 6-3 6-4 | match → |
| Aug 17, 2023 | vs Hubert Hurkacz | Cincinnati Open 2023 · R16 | L 3-6 4-6 | match → |
| Aug 16, 2023 | vs Ben Shelton | Cincinnati Open 2023 · R32 | W 7(7)-6(3) 7(7)-6(2) | match → |
| Aug 9, 2023 | vs Gael Monfils | Canadian Open 2023 · R32 | L 4-6 3-6 | match → |
| Jul 10, 2023 | vs Christopher Eubanks | Wimbledon 2023 · R16 | L 3-6 7(7)-6(4) 3-6 6-4 6-4 | match → |
| Jul 8, 2023 | vs Laslo Djere | Wimbledon 2023 · R32 | W 4-6 6(5)-7(7) 4-6 | match → |
| Jul 7, 2023 | vs A Murray | Wimbledon 2023 · R64 | W 6(3)-7(7) 7(7)-6(2) 6-4 6(3)-7(7) 4-6 | match → |
| Jul 5, 2023 | vs D Thiem | Wimbledon 2023 · R128 | W 6-3 6(1)-7(7) 2-6 7(7)-6(5) 6(8)-7(10) | match → |
| Jun 21, 2023 | vs Nicolas Jarry | Halle Open 2023 · R16 | L 7(9)-6(7) 7-5 | match → |
| Jun 19, 2023 | vs Gregoire Barrere | Halle Open 2023 · R32 | W 7(8)-6(6) 4-6 6(3)-7(7) | match → |
| Jun 6, 2023 | vs Carlos Alcaraz | French Open (Roland-Garros) 2023 · Quarterfinal | L 6-2 6-1 7(7)-6(5) | match → |
| Jun 4, 2023 | vs Sebastian Ofner | French Open (Roland-Garros) 2023 · R16 | W 5-7 3-6 0-6 | match → |
| Jun 2, 2023 | vs Diego Schwartzman | French Open (Roland-Garros) 2023 · R32 | W 2-6 2-6 3-6 | match → |
| May 31, 2023 | vs Roberto Carballes Baena | French Open (Roland-Garros) 2023 · R64 | W 3-6 6(4)-7(7) 2-6 | match → |
| May 28, 2023 | vs Jiri Vesely | French Open (Roland-Garros) 2023 · R128 | W 5-7 3-6 6-4 6(7)-7(9) | match → |
| May 20, 2023 | vs Daniil Medvedev | Italian Open 2023 · Semifinal | L 7-5 7-5 | match → |
| May 18, 2023 | vs Borna Coric | Italian Open 2023 · Quarterfinal | W 6-3 6-4 | match → |
| May 16, 2023 | vs Lorenzo Musetti | Italian Open 2023 · R16 | W 7-5 7-5 | match → |
| May 16, 2023 | vs Lorenzo Sonego | Italian Open 2023 · R32 | W 6-3 7(7)-6(3) | match → |
| May 14, 2023 | vs Nuno Borges | Italian Open 2023 · R64 | W 6-3 6-3 | match → |
| May 4, 2023 | vs Jan-Lennard Struff | Madrid Open 2023 · Quarterfinal | L 7(7)-6(5) 5-7 6-3 | match → |
| May 2, 2023 | vs Bernabe Zapata Miralles | Madrid Open 2023 · R16 | W 3-6 1-6 | match → |
| May 1, 2023 | vs Sebastian Baez | Madrid Open 2023 · R32 | W 5-7 6-3 3-6 | match → |
| Apr 29, 2023 | vs D Thiem | Madrid Open 2023 · R64 | W 6-3 1-6 6(5)-7(7) | match → |
| Apr 23, 2023 | vs Carlos Alcaraz | Barcelona Open 2023 · Final | L 6-3 6-4 | match → |
| Apr 22, 2023 | vs Lorenzo Musetti | Barcelona Open 2023 · Semifinal | W 4-6 7-5 3-6 | match → |
| Apr 21, 2023 | vs Alex De Minaur | Barcelona Open 2023 · Quarterfinal | W 4-6 2-6 | match → |
| Apr 20, 2023 | vs Denis Shapovalov | Barcelona Open 2023 · R16 | W 3-6 2-6 | match → |
| Apr 19, 2023 | vs Pedro Cachin | Barcelona Open 2023 · R32 | W 4-6 2-6 | match → |
| Apr 14, 2023 | vs Taylor Fritz | Monte Carlo Masters 2023 · Quarterfinal | L 6-2 6-4 | match → |
| Apr 14, 2023 | vs Taylor Fritz | Monte Carlo 2023 · Quarterfinal | L 6-2 6-4 | match → |
| Apr 13, 2023 | vs Nicolas Jarry | Monte Carlo Masters 2023 · R16 | W 3-6 4-6 | match → |
| Apr 13, 2023 | vs Nicolas Jarry | Monte Carlo 2023 · R16 | W 3-6 4-6 | match → |
| Apr 11, 2023 | vs Benjamin Bonzi | Monte Carlo Masters 2023 · R32 | W 1-4 | match → |
| Apr 11, 2023 | vs Benjamin Bonzi | Monte Carlo 2023 · R32 | W 1-4 | match → |
| Mar 28, 2023 | vs Karen Khachanov | Miami 2023 · R16 | L 7(7)-6(4) 6-4 | match → |
| Mar 28, 2023 | vs Karen Khachanov | Miami Open 2023 · R16 | L 7(7)-6(4) 6-4 | match → |
| Mar 27, 2023 | vs Cristian Garin | Miami 2023 · R32 | W 3-6 6-4 4-6 | match → |
| Mar 27, 2023 | vs Cristian Garin | Miami Open 2023 · R32 | W 3-6 6-4 4-6 | match → |
| Mar 25, 2023 | vs Richard Gasquet | Miami 2023 · R64 | W | match → |
| Mar 25, 2023 | vs Richard Gasquet | Miami Open 2023 · R64 | W | match → |
| Mar 11, 2023 | vs Jordan Thompson | Indian Wells 2023 · R64 | L 7(7)-6(0) 4-6 7(7)-6(5) | match → |
| Jan 28, 2023 | vs Novak Djokovic | Australian Open 2023 · Final | L 3-6 6(4)-7(7) 6(5)-7(7) | match → |
| Jan 26, 2023 | vs Karen Khachanov | Australian Open 2023 · Semifinal | W 6(2)-7(7) 4-6 7(8)-6(6) 3-6 | match → |
| Jan 23, 2023 | vs Jiri Lehecka | Australian Open 2023 · Quarterfinal | W 6-3 7(7)-6(2) 6-4 | match → |
| Jan 21, 2023 | vs Jannik Sinner | Australian Open 2023 · R16 | W 6-4 6-4 3-6 4-6 6-3 | match → |
| Jan 19, 2023 | vs Tallon Griekspoor | Australian Open 2023 · R32 | W 6-2 7(7)-6(5) 6-3 | match → |
| Jan 17, 2023 | vs Rinky Hijikata | Australian Open 2023 · R64 | W 6-3 6-0 6-2 | match → |
| Jan 15, 2023 | vs Quentin Halys | Australian Open 2023 · R128 | W 6-3 6-4 7(8)-6(6) | match → |
| — | vs TBD | Monte Carlo 2023 · R64 | W | match → |
| — | vs TBD | Miami 2023 · R128 | W | match → |
| — | vs TBD | Cincinnati Open 2023 · R64 | W | match → |
| — | vs TBD | Paris Masters 2023 · R64 | W | match → |
| — | vs TBD | Indian Wells 2023 · R128 | W | match → |
| — | vs TBD | Shanghai Masters 2023 · R128 | W | match → |
