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| Oct 01 • 05:00 | Adrian Mannarino |  | - |  | Milos Raonic | 0 | : | 2 |
| Oct 01 • 05:00 | Benoît Paire | | - |  | Nicolás Jarry | 2 | : | 0 |
| Oct 01 • 06:30 | Denis Shapovalov | | - |  | Chung Hyeon | 2 | : | 1 |
| Oct 01 • 06:30 | Yosuke Watanuki |  | - |  | Robin Haase | 2 | : | 1 |
| Oct 01 • 08:00 | Martin Kližan |  | - |  | Steve Johnson | 2 | : | 0 |
| Oct 01 • 08:00 | Yuichi Sugita | | - | | Kei Nishikori | 0 | : | 2 |
| Oct 01 • 09:30 | Diego Schwartzman |  | - |  | Daniil Medvedev | 0 | : | 2 |
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| Oct 02 • 05:00 | Richard Gasquet | | - | | Denis Kudla | 2 | : | 0 |
| Oct 02 • 05:00 | Maximilian Marterer |  | - | | Frances Tiafoe | 0 | : | 2 |
| Oct 02 • 06:30 | Jérémy Chardy | | - |  | Damir Džumhur | 2 | : | 1 |
| Oct 02 • 06:30 | Stanislas Wawrinka |  | - | | Taylor Harry Fritz | 2 | : | 0 |
| Oct 02 • 08:00 | Marin Čilić |  | - | | Jan-Lennard Struff | 1 | : | 2 |
| Oct 02 • 09:30 | Stefanos Tsitsipas |  | - | | Taro Daniel | 2 | : | 0 |
| Oct 03 • 05:00 | Gilles Simon | | - |  | Alex De Minaur | 1 | : | 2 |
| Oct 03 • 05:00 | Nick Kyrgios | | - | | Yoshihito Nishioka | 2 | : | 0 |
| Oct 03 • 06:30 | Matthew Ebden | | - |  | Kevin Anderson | 1 | : | 2 |
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| Oct 03 • 08:00 | Daniil Medvedev | | - | | Martin Kližan | 2 | : | 0 |
| Oct 03 • 08:00 | Benoît Paire | | - | | Kei Nishikori | 0 | : | 2 |
| Oct 03 • 09:30 | Yosuke Watanuki | | - | | Milos Raonic | 0 | : | 2 |
| Oct 03 • 11:00 | Stanislas Wawrinka | | - | | Denis Shapovalov | 1 | : | 2 |
| Oct 04 • 05:00 | Jan-Lennard Struff | | - | | Jérémy Chardy | 2 | : | 1 |
| Oct 04 • 06:30 | Stefanos Tsitsipas | | - | | Alex De Minaur | 2 | : | 1 |
| Oct 04 • 08:00 | Frances Tiafoe | | - | | Kevin Anderson | 1 | : | 2 |
| Oct 04 • 09:30 | Richard Gasquet | | - | | Nick Kyrgios | 2 | : | 0 |
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| Oct 05 • 05:00 | Jan-Lennard Struff | | - | | Denis Shapovalov | 1 | : | 2 |
| Oct 05 • 06:30 | Daniil Medvedev | | - | | Milos Raonic | 2 | : | 0 |
| Oct 05 • 11:00 | Stefanos Tsitsipas | | - | | Kei Nishikori | 0 | : | 2 |
| Oct 05 • 12:30 | Richard Gasquet | | - | | Kevin Anderson | 2 | : | 0 |
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| Oct 06 • 07:00 | Denis Shapovalov | | - | | Daniil Medvedev | 0 | : | 2 |
| Oct 06 • 09:00 | Kei Nishikori | | - | | Richard Gasquet | 2 | : | 0 |
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| Oct 07 • 08:30 | Daniil Medvedev | | - | | Kei Nishikori | 2 | : | 0 |
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