| Roger Federer (1) | Bye | | | | | | |
| Bye | - | Roger Federer (1) | 6 4 6 | | | | |
| Daniil Medvedev | 3 7(9) 6 | Daniil Medvedev | 4 6 4 | | | | |
| Ze Zhang | 6 6(7) 4 | | | Roger Federer (1) | 6 2 6 | | |
| Andrey Rublev | 3 4 | | | Roberto Bautista Agut | 3 6 4 | | |
| Roberto Bautista Agut | 6 6 | Roberto Bautista Agut | 3 6 6 | | | | |
| Mackenzie McDonald | 6 5 6 | Mackenzie McDonald | 6 4 1 | | | | |
| Milos Raonic (14) | 3 7 3 | | | | | Roger Federer (1) | 6 7(7) |
| Diego Schwartzman (9) | 3 4 | | | | | Kei Nishikori (8) | 4 6(4) |
| Sam Querrey | 6 6 | Sam Querrey | 6 6(4) 7 | | | | |
| Taylor Fritz | 6 7(7) | Taylor Fritz | 3 7(7) 5 | | | | |
| Robin Haase | 3 6(3) | | | Sam Querrey | 6(7) 4 | | |
| Yibing Wu | 7(7) 6 | | | Kei Nishikori (8) | 7(9) 6 | | |
| Zhe Li | 6(5) 2 | Yibing Wu | 6 0 3 | | | | |
| Bye | - | Kei Nishikori (8) | 3 6 6 | | | | |
| Kei Nishikori (8) | Bye | | | | | | |
| Juan Martin Del Potro (3) | Bye | | | | | | |
| Bye | - | Juan Martin Del Potro (3) | 7 7(9) | | | | |
| Leonardo Mayer | 6 2 1 | Richard Gasquet | 5 6(7) | | | | |
| Richard Gasquet | 1 6 6 | | | Juan Martin Del Potro (3) | 5 ret. | | |
| Bradley Klahn | 4 6 6 | | | Borna Coric (13) | 7 | | |
| Nick Kyrgios | 6 4 3 | Bradley Klahn | 4 2 | | | | |
| Stan Wawrinka | 6 4 3 | Borna Coric (13) | 6 6 | | | | |
| Borna Coric (13) | 4 6 6 | | | | | Borna Coric (13) | 7 6 |
| Jack Sock (12) | 4 7(8) 3 | | | | | Matthew Ebden | 5 4 |
| Peter Gojowczyk | 6 6(6) 6 | Peter Gojowczyk | 6 6(3) 7(7) | | | | |
| Damir Dzumhur | 3 4 | Marton Fucsovics | 4 7(7) 6(5) | | | | |
| Marton Fucsovics | 6 6 | | | Peter Gojowczyk | 2 3 | | |
| Matthew Ebden | 3 6 6 | | | Matthew Ebden | 6 6 | | |
| Frances Tiafoe | 6 4 3 | Matthew Ebden | 6 6(08) 7(7) | | | | |
| Bye | - | Dominic Thiem (6) | 4 7(10) 6(4) | | | | |
| Dominic Thiem (6) | Bye | | | | | | |
| Marin Cilic (5) | Bye | | | | | | |
| Bye | - | Marin Cilic (5) | 6 6(6) 5 | | | | |
| Nicolas Jarry | 6 3 7(7) | Nicolas Jarry | 2 7(8) 7 | | | | |
| Mischa Zverev | 4 6 6(5) | | | Nicolas Jarry | 6(5) 3 | | |
| Adrian Mannarino | 4 4 | | | Kyle Edmund (11) | 7(7) 6 | | |
| Andreas Seppi | 6 6 | Andreas Seppi | 3 4 | | | | |
| Filip Krajinovic | 5 3 | Kyle Edmund (11) | 6 6 | | | | |
| Kyle Edmund (11) | 7 6 | | | | | Kyle Edmund (11) | 4 4 |
| Pablo Carreno Busta (15) | 3 4 | | | | | Alexander Zverev (4) | 6 6 |
| Benoit Paire | 6 6 | Benoit Paire | 4 3 | | | | |
| Vasek Pospisil | 4 6(4) | Alex De Minaur | 6 6 | | | | |
| Alex De Minaur | 6 7(7) | | | Alex De Minaur | 1 4 | | |
| Denis Shapovalov | 2 2 | | | Alexander Zverev (4) | 6 6 | | |
| Nikoloz Basilashvili | 6 6 | Nikoloz Basilashvili | 5 4 | | | | |
| Bye | - | Alexander Zverev (4) | 7 6 | | | | |
| Alexander Zverev (4) | Bye | | | | | | |
| Kevin Anderson (7) | Bye | | | | | | |
| Bye | - | Kevin Anderson (7) | 6 6 | | | | |
| Mikhail Kukushkin | 6 6 | Mikhail Kukushkin | 3 2 | | | | |
| Albert Ramos-Vinolas | 4 2 | | | Kevin Anderson (7) | 6 7(7) | | |
| Steve Johnson | 7(8) 3 4 | | | Stefanos Tsitsipas (10) | 4 6(1) | | |
| Karen Khachanov | 6(6) 6 6 | Karen Khachanov | 4 6(8) | | | | |
| Gael Monfils | 6(4) 6 4 | Stefanos Tsitsipas (10) | 6 7(10) | | | | |
| Stefanos Tsitsipas (10) | 7(7) 4 6 | | | | | Kevin Anderson (7) | 6(1) 3 |
| Marco Cecchinato (16) | 6(4) 6 7(7) | | | | | Novak Djokovic (2) | 7(7) 6 |
| Gilles Simon | 7(7) 4 6(2) | Marco Cecchinato (16) | 4 7(7) 7(7) | | | | |
| Hubert Hurkacz | 4 6 1 | Hyeon Chung | 6 6(5) 6(5) | | | | |
| Hyeon Chung | 6 2 6 | | | Marco Cecchinato (16) | 4 0 | | |
| Maximilian Marterer | 3 6(5) | | | Novak Djokovic (2) | 6 6 | | |
| Jeremy Chardy | 6 7(7) | Jeremy Chardy | 3 5 | | | | |
| Bye | - | Novak Djokovic (2) | 6 7 | | | | |
| Novak Djokovic (2) | Bye | | | | | | |
