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| Sep 30 • 04:00 | Jan-Lennard Struff |  | - |  | Go Soeda | 1 | : | 2 |
| Sep 30 • 06:00 | Hubert Hurkacz |  | - |  | Lucas Pouille | 0 | : | 2 |
| Sep 30 • 07:00 | Yuichi Sugita | | - |  | Marin Čilić | 0 | : | 2 |
| Sep 30 • 09:00 | Yoshihito Nishioka | | - |  | João Sousa | 2 | : | 0 |
| Sep 30 • 10:15 | Lorenzo Sonego |  | - |  | Chung Hyeon | 1 | : | 2 |
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| Oct 01 • 04:00 | Taylor Harry Fritz |  | - | | Reilly Opelka | 0 | : | 2 |
| Oct 01 • 04:00 | Yasutaka Uchiyama | | - | | Benoît Paire | 2 | : | 0 |
| Oct 01 • 05:30 | Pablo Andújar |  | - | | Gilles Simon | 0 | : | 2 |
| Oct 01 • 05:30 | Taro Daniel | | - | | Borna Ćorić | 2 | : | 1 |
| Oct 01 • 07:00 | Novak Djokovic |  | - |  | Alexei Popyrin | 2 | : | 0 |
| Oct 01 • 07:00 | Radu Albot |  | - | | Filip Krajinović | 2 | : | 0 |
| Oct 01 • 08:30 | Denis Shapovalov |  | - | | Miomir Kecmanovic | 2 | : | 0 |
| Oct 01 • 08:30 | Jordan Thompson | | - |  | Juan Ignacio Londero | 2 | : | 1 |
| Oct 02 • 04:00 | David Goffin |  | - | | Pablo Carreño Busta | 2 | : | 1 |
| Oct 02 • 04:00 | John Millman | | - | | Adrian Mannarino | 2 | : | 1 |
| Oct 02 • 05:30 | Alex De Minaur | | - |  | Lloyd Harris | 1 | : | 2 |
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| Oct 02 • 05:30 | Radu Albot | | - | | Yasutaka Uchiyama | 1 | : | 2 |
| Oct 02 • 07:00 | Novak Djokovic | | - | | Go Soeda | 2 | : | 0 |
| Oct 02 • 07:00 | Reilly Opelka | | - | | Gilles Simon | 2 | : | 0 |
| Oct 02 • 08:30 | Yoshihito Nishioka | | - | | Lucas Pouille | 0 | : | 2 |
| Oct 03 • 04:00 | Jordan Thompson | | - | | Taro Daniel | 0 | : | 2 |
| Oct 03 • 05:30 | Lloyd Harris | | - | | John Millman | 0 | : | 2 |
| Oct 03 • 07:00 | David Goffin | | - | | Denis Shapovalov | 2 | : | 0 |
| Oct 03 • 08:30 | Chung Hyeon | | - | | Marin Čilić | 2 | : | 1 |
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| Oct 04 • 04:00 | Reilly Opelka | | - | | Yasutaka Uchiyama | 2 | : | 0 |
| Oct 04 • 05:30 | John Millman | | - | | Taro Daniel | 2 | : | 0 |
| Oct 04 • 07:00 | Novak Djokovic | | - | | Lucas Pouille | 2 | : | 0 |
| Oct 04 • 12:00 | David Goffin | | - | | Chung Hyeon | 2 | : | 0 |
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| Oct 05 • 06:00 | Reilly Opelka | | - | | John Millman | 0 | : | 2 |
| Oct 05 • 08:00 | Novak Djokovic | | - | | David Goffin | 2 | : | 0 |
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| Oct 06 • 08:30 | Novak Djokovic | | - | | John Millman | 2 | : | 0 |
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