| Nov 1, 2023 | vs Grigor Dimitrov | Paris Masters 2023 · R32 | L 6-3 6(4)-7(7) 7(7)-6(2) | match → |
| Oct 7, 2023 | vs Sebastian Korda | Shanghai Masters 2023 · R32 | L 7(10)-6(8) 6-2 | match → |
| Oct 6, 2023 | vs Cristian Garin | Shanghai Masters 2023 · R64 | W 3-6 3-6 | match → |
| Sep 11, 2023 | vs Novak Djokovic | US Open 2023 · Final | L 3-6 6(5)-7(7) 3-6 | match → |
| Sep 9, 2023 | vs Carlos Alcaraz | US Open 2023 · Semifinal | W 6(3)-7(7) 1-6 6-3 3-6 | match → |
| Sep 6, 2023 | vs Andrey Rublev | US Open 2023 · Quarterfinal | W 6-4 6-3 6-4 | match → |
| Sep 5, 2023 | vs Alex De Minaur | US Open 2023 · R16 | W 2-6 6-4 6-1 6-2 | match → |
| Sep 3, 2023 | vs Sebastian Baez | US Open 2023 · R32 | W 6-2 6-2 7(8)-6(6) | match → |
| Sep 1, 2023 | vs Christopher O'Connell | US Open 2023 · R64 | W 6-2 6-2 6(6)-7(8) 6-2 | match → |
| Aug 29, 2023 | vs A Balazs | US Open 2023 · R128 | W 6-1 6-1 6-0 | match → |
| Aug 17, 2023 | vs Alexander Zverev | Cincinnati Open 2023 · R16 | L 6-4 5-7 6-4 | match → |
| Aug 16, 2023 | vs Lorenzo Musetti | Cincinnati Open 2023 · R32 | W 3-6 2-6 | match → |
| Aug 11, 2023 | vs Alex De Minaur | Canadian Open 2023 · Quarterfinal | L 7(9)-6(7) 7-5 | match → |
| Aug 10, 2023 | vs Lorenzo Musetti | Canadian Open 2023 · R16 | W 4-6 4-6 | match → |
| Aug 9, 2023 | vs Matteo Arnaldi | Canadian Open 2023 · R32 | W 2-6 5-7 | match → |
| Jul 14, 2023 | vs Carlos Alcaraz | Wimbledon 2023 · Semifinal | L 6-3 6-3 6-3 | match → |
| Jul 12, 2023 | vs Christopher Eubanks | Wimbledon 2023 · Quarterfinal | W 6-4 1-6 4-6 7(7)-6(4) 6-1 | match → |
| Jul 10, 2023 | vs Jiri Lehecka | Wimbledon 2023 · R16 | W 6-4 6-2 | match → |
| Jul 8, 2023 | vs Marton Fucsovics | Wimbledon 2023 · R32 | W 4-6 6-3 6-4 6-4 | match → |
| Jul 7, 2023 | vs Adrian Mannarino | Wimbledon 2023 · R64 | W 6-3 6-3 7(7)-6(5) | match → |
| Jul 5, 2023 | vs Arthur Fery | Wimbledon 2023 · R128 | W 7-5 6-4 6-3 | match → |
| Jun 23, 2023 | vs Roberto Bautista Agut | Halle Open 2023 · Quarterfinal | L 5-7 6(3)-7(7) | match → |
| Jun 21, 2023 | vs Laslo Djere | Halle Open 2023 · R16 | W 6-3 6(5)-7(7) 6-3 | match → |
| Jun 19, 2023 | vs Marcos Giron | Halle Open 2023 · R32 | W 6-4 6-3 | match → |
| May 30, 2023 | vs Thiago Seyboth Wild | French Open (Roland-Garros) 2023 · R128 | L 7(7)-6(5) 6(6)-7(8) 2-6 6-3 6-4 | match → |
| May 21, 2023 | vs Holger Rune | Italian Open 2023 · Final | W 5-7 5-7 | match → |
| May 20, 2023 | vs Stefanos Tsitsipas | Italian Open 2023 · Semifinal | W 7-5 7-5 | match → |
| May 18, 2023 | vs Yannick Hanfmann | Italian Open 2023 · Quarterfinal | W 2-6 2-6 | match → |
| May 16, 2023 | vs Alexander Zverev | Italian Open 2023 · R16 | W 2-6 6(3)-7(7) | match → |
| May 15, 2023 | vs Bernabe Zapata Miralles | Italian Open 2023 · R32 | W 6-3 1-6 3-6 | match → |
| May 14, 2023 | vs Emil Ruusuvuori | Italian Open 2023 · R64 | W 4-6 2-6 | match → |
| May 2, 2023 | vs Aslan Karatsev | Madrid Open 2023 · R16 | L 7(7)-6(1) 6-4 | match → |
| May 1, 2023 | vs Alexander Shevchenko | Madrid Open 2023 · R32 | W 6-4 1-6 5-7 | match → |
| Apr 29, 2023 | vs Andrea Vavassori | Madrid Open 2023 · R64 | W 4-6 3-6 | match → |
| Apr 14, 2023 | vs Holger Rune | Monte Carlo Masters 2023 · Quarterfinal | L 3-6 4-6 | match → |
| Apr 14, 2023 | vs Holger Rune | Monte Carlo 2023 · Quarterfinal | L 3-6 4-6 | match → |
| Apr 13, 2023 | vs Alexander Zverev | Monte Carlo Masters 2023 · R16 | W 3-6 7-5 7(9)-6(7) | match → |
| Apr 13, 2023 | vs Alexander Zverev | Monte Carlo 2023 · R16 | W 3-6 7-5 7(9)-6(7) | match → |
| Apr 12, 2023 | vs Lorenzo Sonego | Monte Carlo Masters 2023 · R32 | W 6-3 6-2 | match → |
| Apr 12, 2023 | vs Lorenzo Sonego | Monte Carlo 2023 · R32 | W 6-3 6-2 | match → |
| Apr 2, 2023 | vs Jannik Sinner | Miami 2023 · Final | W 5-7 3-6 | match → |
| Apr 2, 2023 | vs Jannik Sinner | Miami Open 2023 · Final | W 5-7 3-6 | match → |
| Mar 31, 2023 | vs Karen Khachanov | Miami 2023 · Semifinal | W 7(7)-6(5) 3-6 6-3 | match → |
| Mar 31, 2023 | vs Karen Khachanov | Miami Open 2023 · Semifinal | W 7(7)-6(5) 3-6 6-3 | match → |
| Mar 30, 2023 | vs Christopher Eubanks | Miami 2023 · Quarterfinal | W 3-6 5-7 | match → |
| Mar 30, 2023 | vs Christopher Eubanks | Miami Open 2023 · Quarterfinal | W 3-6 5-7 | match → |
| Mar 29, 2023 | vs Quentin Halys | Miami 2023 · R16 | W 4-6 2-6 | match → |
| Mar 29, 2023 | vs Quentin Halys | Miami Open 2023 · R16 | W 4-6 2-6 | match → |
| Mar 27, 2023 | vs Alex Molcan | Miami 2023 · R32 | W | match → |
| Mar 27, 2023 | vs Alex Molcan | Miami Open 2023 · R32 | W | match → |
| Mar 26, 2023 | vs Roberto Carballes Baena | Miami 2023 · R64 | W 1-6 2-6 | match → |
| Mar 25, 2023 | vs Roberto Carballes Baena | Miami Open 2023 · R64 | W 1-6 2-6 | match → |
| Mar 20, 2023 | vs Carlos Alcaraz | Indian Wells 2023 · Final | L 6-3 6-2 | match → |
| Mar 19, 2023 | vs Frances Tiafoe | Indian Wells 2023 · Semifinal | W 7-5 7(7)-6(4) | match → |
| Mar 16, 2023 | vs Alejandro Davidovich Fokina | Indian Wells 2023 · Quarterfinal | W 6-3 7-5 | match → |
| Mar 15, 2023 | vs Alexander Zverev | Indian Wells 2023 · R16 | W 6(5)-7(7) 7(7)-6(5) 7-5 | match → |
| Mar 13, 2023 | vs Ilya Ivashka | Indian Wells 2023 · R32 | W 6-2 3-6 6-1 | match → |
| Mar 11, 2023 | vs Brandon Nakashima | Indian Wells 2023 · R64 | W 6-4 6-3 | match → |
| Mar 4, 2023 | vs Andrey Rublev | Dubai Championships 2023 · Final | W 6-2 6-2 | match → |
| Mar 3, 2023 | vs Novak Djokovic | Dubai Championships 2023 · Semifinal | W 4-6 4-6 | match → |
| Mar 2, 2023 | vs Borna Coric | Dubai Championships 2023 · Quarterfinal | W 6-3 6-2 | match → |
| Mar 1, 2023 | vs Alexander Bublik | Dubai Championships 2023 · R16 | W 6-4 6-2 | match → |
| Feb 28, 2023 | vs Matteo Arnaldi | Dubai Championships 2023 · R32 | W 6-4 6-2 | match → |
| Feb 25, 2023 | vs A Murray | Qatar ATP 2023 · Final | W 4-6 4-6 | match → |
| Feb 24, 2023 | vs Felix Auger-Aliassime | Qatar ATP 2023 · Semifinal | W 6-4 7(9)-6(7) | match → |
| Feb 23, 2023 | vs Christopher O'Connell | Qatar ATP 2023 · Quarterfinal | W 2-6 6-4 5-7 | match → |
| Feb 22, 2023 | vs Liam Broady | Qatar ATP 2023 · R16 | W 4-6 3-6 | match → |
| Jan 19, 2023 | vs Sebastian Korda | Australian Open 2023 · R32 | L 7(9)-6(7) 6-3 7(7)-6(4) | match → |
| Jan 17, 2023 | vs J Millman | Australian Open 2023 · R64 | W 5-7 2-6 2-6 | match → |
| Jan 16, 2023 | vs Marcos Giron | Australian Open 2023 · R128 | W 0-6 1-6 2-6 | match → |
| — | vs TBD | Monte Carlo 2023 · R64 | W | match → |
| — | vs TBD | Shanghai Masters 2023 · R128 | W | match → |
| — | vs TBD | Miami 2023 · R128 | W | match → |
| — | vs TBD | Indian Wells 2023 · R128 | W | match → |
| — | vs TBD | Paris Masters 2023 · R64 | W | match → |
| — | vs TBD | Cincinnati Open 2023 · R64 | W | match → |
