| Novak Djokovic (1) | Bye | | | | | | |
| Bye | - | Novak Djokovic (1) | 7 6 | | | | |
| Sam Querrey | 7(7) 7(7) | Sam Querrey | 5 1 | | | | |
| Pierre-Hugues Herbert | 6(2) 6(1) | | | Novak Djokovic (1) | 6 6 | | |
| Pablo Carreno Busta | 7 7(7) | | | Pablo Carreno Busta | 3 4 | | |
| Gilles Simon | 5 6(4) | Pablo Carreno Busta | 6 6(1) 7(8) | | | | |
| Dusan Lajovic | 6(3) 6 5 | John Isner (13) | 4 7(7) 6(6) | | | | |
| John Isner (13) | 7(7) 1 7 | | | | | Novak Djokovic (1) | 7(7) 6 |
| Joao Sousa | 6 3 2 | | | | | Lucas Pouille | 6(2) 1 |
| Denis Shapovalov | 2 6 6 | Denis Shapovalov | 4 4 | | | | |
| Denis Kudla | 3 6(6) | Lucas Pouille | 6 6 | | | | |
| Lucas Pouille | 6 7(8) | | | Lucas Pouille | 6(3) 6 6 | | |
| Nick Kyrgios | 7 6 | | | Karen Khachanov (8) | 7(7) 4 2 | | |
| Lorenzo Sonego | 5 4 | Nick Kyrgios | 7(7) 6(4) 2 | | | | |
| Bye | - | Karen Khachanov (8) | 6(3) 7(7) 6 | | | | |
| Karen Khachanov (8) | Bye | | | | | | |
| Roger Federer (3) | Bye | | | | | | |
| Bye | - | Roger Federer (3) | 6 6 | | | | |
| Matteo Berrettini | 6(3) 3 | Juan Ignacio Londero | 3 4 | | | | |
| Juan Ignacio Londero | 7(7) 6 | | | Roger Federer (3) | 3 4 | | |
| Grigor Dimitrov | 7 4 6(4) | | | Andrey Rublev | 6 6 | | |
| Stan Wawrinka | 5 6 7(7) | Stan Wawrinka | 4 4 | | | | |
| Andrey Rublev | 6(4) 6 6 | Andrey Rublev | 6 6 | | | | |
| Nikoloz Basilashvili (15) | 7(7) 4 2 | | | | | Andrey Rublev | 2 3 |
| Daniil Medvedev (9) | 6 7 | | | | | Daniil Medvedev (9) | 6 6 |
| Kyle Edmund | 2 5 | Daniil Medvedev (9) | 7(7) 6 | | | | |
| Fernando Verdasco | 4 ret. | Benoit Paire | 6(2) 1 | | | | |
| Benoit Paire | 6 | | | Daniil Medvedev (9) | 6 6 | | |
| Ivo Karlovic | 5 6(4) | | | Jan-Lennard Struff | 2 1 | | |
| Jan-Lennard Struff | 7 7(7) | Jan-Lennard Struff | 6 6(5) 7(8) | | | | |
| Bye | - | Stefanos Tsitsipas (5) | 4 7(7) 6(6) | | | | |
| Stefanos Tsitsipas (5) | Bye | | | | | | |
| Alexander Zverev (7) | Bye | | | | | | |
| Bye | - | Alexander Zverev (7) | 7(7) 2 4 | | | | |
| Miomir Kecmanovic | 6 6 | Miomir Kecmanovic | 6(4) 6 6 | | | | |
| Felix Auger-Aliassime | 3 3 | | | Miomir Kecmanovic | 1 2 | | |
| Gael Monfils | 6(7) 3 | | | Roberto Bautista Agut (11) | 6 6 | | |
| Frances Tiafoe | 7(9) 6 | Frances Tiafoe | 3 6 1 | | | | |
| Hubert Hurkacz | 6(6) 3 | Roberto Bautista Agut (11) | 6 3 6 | | | | |
| Roberto Bautista Agut (11) | 7(8) 6 | | | | | Roberto Bautista Agut (11) | 6(2) 6 2 |
| Marin Cilic (14) | 4 6(6) | | | | | Richard Gasquet | 7(7) 3 6 |
| Radu Albot | 6 7(8) | Radu Albot | 4 2 | | | | |
| Laslo Djere | 6(2) 3 | Diego Schwartzman | 6 6 | | | | |
| Diego Schwartzman | 7(7) 6 | | | Diego Schwartzman | 6(6) 3 | | |
| Andy Murray | 4 4 | | | Richard Gasquet | 7(8) 6 | | |
| Richard Gasquet | 6 6 | Richard Gasquet | 7 7(7) | | | | |
| Bye | - | Federico Delbonis | 5 6(1) | | | | |
| Federico Delbonis | Bye | | | | | | |
| Kei Nishikori (6) | Bye | | | | | | |
| Bye | - | Kei Nishikori (6) | 6(2) 4 | | | | |
| Jordan Thompson | 5 7 4 | Yoshihito Nishioka | 7(7) 6 | | | | |
| Yoshihito Nishioka | 7 5 6 | | | Yoshihito Nishioka | 7 6 | | |
| Alex De Minaur | 6(5) 6 6 | | | Alex De Minaur | 5 4 | | |
| Marco Cecchinato | 7(7) 1 2 | Alex De Minaur | 7(7) 6 | | | | |
| Reilly Opelka | 4 6 7 | Reilly Opelka | 6(3) 4 | | | | |
| Borna Coric (12) | 6 3 5 | | | | | Yoshihito Nishioka | |
| David Goffin (16) | 6 4 6 | | | | | David Goffin (16) | WO |
| Taylor Fritz | 4 6 4 | David Goffin (16) | 6 7 | | | | |
| Guido Pella | 7 7(7) | Guido Pella | 1 5 | | | | |
| Casper Ruud | 5 6(4) | | | David Goffin (16) | 7(8) 6 | | |
| Christian Garin | 4 1 | | | Adrian Mannarino | 6(6) 2 | | |
| Adrian Mannarino | 6 6 | Adrian Mannarino | 6 6 | | | | |
| Bye | - | Mikhail Kukushkin | 1 3 | | | | |
| Mikhail Kukushkin | Bye | | | | | | |
