| Novak Djokovic (1) | Bye | | | | | | |
| Bye | - | Novak Djokovic (1) | 6 6 | | | | |
| Frances Tiafoe | 4 2 | Denis Shapovalov | 3 3 | | | | |
| Denis Shapovalov | 6 6 | | | Novak Djokovic (1) | 7 6 | | |
| Zhe Li | 7(7) 4 4 | | | John Isner (16) | 5 3 | | |
| Lucas Pouille | 6(4) 6 6 | Lucas Pouille | 5 3 | | | | |
| Alex De Minaur | 6(1) 4 | John Isner (16) | 7 6 | | | | |
| John Isner (16) | 7(7) 6 | | | | | Novak Djokovic (1) | 6 5 3 |
| Gael Monfils (9) | 7 6(1) 6 | | | | | Stefanos Tsitsipas (6) | 3 7 6 |
| Lorenzo Sonego | 5 7(7) 3 | Gael Monfils (9) | 2 6(1) | | | | |
| Hubert Hurkacz | 7(7) 6 | Hubert Hurkacz | 6 7(7) | | | | |
| Zhizhen Zhang | 6(5) 4 | | | Hubert Hurkacz | 5 6 6(5) | | |
| Felix Auger-Aliassime | 7(7) 4 | | | Stefanos Tsitsipas (6) | 7 3 7(7) | | |
| Alexander Bublik | 6(5) 0 ret. | Felix Auger-Aliassime | 6(3) 6(3) | | | | |
| Bye | - | Stefanos Tsitsipas (6) | 7(7) 7(7) | | | | |
| Stefanos Tsitsipas (6) | Bye | | | | | | |
| Daniil Medvedev (3) | Bye | | | | | | |
| Bye | - | Daniil Medvedev (3) | 6 6 | | | | |
| Cameron Norrie | 7 6 | Cameron Norrie | 3 1 | | | | |
| Gilles Simon | 5 2 | | | Daniil Medvedev (3) | 7(9) 7 | | |
| Joao Sousa | 2 6 7(7) | | | Vasek Pospisil | 6(7) 5 | | |
| Filip Krajinovic | 6 4 6(5) | Joao Sousa | 3 5 | | | | |
| Vasek Pospisil | 7(7) 6 | Vasek Pospisil | 6 7 | | | | |
| Diego Schwartzman (14) | 6(2) 2 | | | | | Daniil Medvedev (3) | 6 7(7) |
| Fabio Fognini (10) | 6 6 | | | | | Fabio Fognini (10) | 3 6(4) |
| Sam Querrey | 4 2 | Fabio Fognini (10) | 7(7) 2 7(7) | | | | |
| Andy Murray | 2 6 6 | Andy Murray | 6(4) 6 6(2) | | | | |
| Juan Ignacio Londero | 6 2 3 | | | Fabio Fognini (10) | 6 7 | | |
| Fernando Verdasco | 6(2) 7(7) 4 | | | Karen Khachanov (7) | 3 5 | | |
| Taylor Fritz | 7(7) 6(5) 6 | Taylor Fritz | 2 4 | | | | |
| Bye | - | Karen Khachanov (7) | 6 6 | | | | |
| Karen Khachanov (7) | Bye | | | | | | |
| Roberto Bautista Agut (8) | Bye | | | | | | |
| Bye | - | Roberto Bautista Agut (8) | 6 7 | | | | |
| Reilly Opelka | 6 6 | Reilly Opelka | 4 5 | | | | |
| Dusan Lajovic | 3 4 | | | Roberto Bautista Agut (8) | 6(5) 4 | | |
| Pablo Cuevas | 1 4 | | | Matteo Berrettini (11) | 7(7) 6 | | |
| Christian Garin | 6 6 | Christian Garin | 3 3 | | | | |
| Jan-Lennard Struff | 2 1 | Matteo Berrettini (11) | 6 6 | | | | |
| Matteo Berrettini (11) | 6 6 | | | | | Matteo Berrettini (11) | 7(10) 6 |
| Nikoloz Basilashvili (15) | 4 6 6 | | | | | Dominic Thiem (4) | 6(08) 4 |
| Radu Albot | 6 1 3 | Nikoloz Basilashvili (15) | 6 1 6 | | | | |
| Marco Cecchinato | 2 5 | Benoit Paire | 4 6 1 | | | | |
| Benoit Paire | 6 7 | | | Nikoloz Basilashvili (15) | 3 4 | | |
| Ze Zhang | 3 6 4 | | | Dominic Thiem (4) | 6 6 | | |
| Pablo Carreno Busta | 6 2 6 | Pablo Carreno Busta | 6(3) 3 | | | | |
| Bye | - | Dominic Thiem (4) | 7(7) 6 | | | | |
| Dominic Thiem (4) | Bye | | | | | | |
| Alexander Zverev (5) | Bye | | | | | | |
| Bye | - | Alexander Zverev (5) | 7(15) 7(7) | | | | |
| Jeremy Chardy | 6 7(7) | Jeremy Chardy | 6(13) 6(3) | | | | |
| Kyle Edmund | 4 6(3) | | | Alexander Zverev (5) | 6 7(7) | | |
| Guido Pella | 3 5 | | | Andrey Rublev | 0 6(4) | | |
| John Millman | 6 7 | John Millman | 2 0 | | | | |
| Andrey Rublev | 6 7(7) | Andrey Rublev | 6 6 | | | | |
| Borna Coric (12) | 4 6(4) | | | | | Alexander Zverev (5) | 6 6(7) 6 |
| David Goffin (13) | 6 6 | | | | | Roger Federer (2) | 3 7(9) 3 |
| Richard Gasquet | 2 3 | David Goffin (13) | 6 3 | | | | |
| Mikhail Kukushkin | 7(7) 6 | Mikhail Kukushkin | 2 0 ret. | | | | |
| Miomir Kecmanovic | 6(4) 4 | | | David Goffin (13) | 6(7) 4 | | |
| Albert Ramos-Vinolas | 6 6 | | | Roger Federer (2) | 7(9) 6 | | |
| Marin Cilic | 4 4 | Albert Ramos-Vinolas | 2 6(5) | | | | |
| Bye | - | Roger Federer (2) | 6 7(7) | | | | |
| Roger Federer (2) | Bye | | | | | | |
