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| Oct 06 • 06:00 | Nikoloz Basilashvili |  | - |  | Radu Albot | 2 | : | 1 |
| Oct 06 • 07:30 | João Sousa |  | - |  | Filip Krajinović | 2 | : | 1 |
| Oct 06 • 09:00 | Fernando Verdasco |  | - |  | Taylor Harry Fritz | 1 | : | 2 |
| Oct 06 • 13:55 | Hubert Hurkacz |  | - |  | Zhang Zhizhen | 2 | : | 0 |
| Oct 07 • 06:30 | Frances Tiafoe | | - |  | Denis Shapovalov | 0 | : | 2 |
| Oct 07 • 06:30 | Cameron Norrie |  | - |  | Gilles Simon | 2 | : | 0 |
| Oct 07 • 06:30 | Albert Ramos-Viñolas | | - |  | Marin Čilić | 2 | : | 0 |
| Oct 07 • 08:00 | Vasek Pospisil | | - |  | Diego Schwartzman | 2 | : | 0 |
| Oct 07 • 08:00 | Fabio Fognini |  | - | | Sam Querrey | 2 | : | 0 |
| Oct 07 • 08:00 | Marco Cecchinato | | - | | Benoît Paire | 0 | : | 2 |
| Oct 07 • 09:30 | Gaël Monfils | | - | | Lorenzo Sonego | 2 | : | 1 |
| Oct 07 • 09:30 | Pablo Cuevas |  | - |  | Cristian Garín | 0 | : | 2 |
| Oct 07 • 09:30 | Jérémy Chardy | | - | | Kyle Edmund | 2 | : | 0 |
| Oct 07 • 11:50 | Mikhail Kukushkin |  | - | | Miomir Kecmanovic | 2 | : | 0 |
| Oct 07 • 12:30 | Andy Murray | | - | | Juan Ignacio Londero | 2 | : | 1 |
| Oct 07 • 15:10 | Ze Zhang | | - | | Pablo Carreño Busta | 1 | : | 2 |
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| Oct 08 • 06:30 | Li Zhe | | - | | Lucas Pouille | 1 | : | 2 |
| Oct 08 • 06:30 | Alex De Minaur |  | - | | John Isner | 0 | : | 2 |
| Oct 08 • 06:30 | Reilly Opelka | | - | | Dušan Lajović | 2 | : | 0 |
| Oct 08 • 06:30 | Andrey Rublev |  | - | | Borna Ćorić | 2 | : | 0 |
| Oct 08 • 08:00 | Guido Pella | | - | | John Millman | 0 | : | 2 |
| Oct 08 • 08:30 | Jan-Lennard Struff |  | - | | Matteo Berrettini | 0 | : | 2 |
| Oct 08 • 08:55 | Felix Auger Aliassime | | - | | Alexander Bublik | 1 | : | 0 |
| Oct 08 • 11:00 | David Goffin |  | - | | Richard Gasquet | 2 | : | 0 |
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| Oct 08 • 08:00 | Nikoloz Basilashvili | | - | | Benoît Paire | 2 | : | 1 |
| Oct 08 • 10:00 | Gaël Monfils | | - | | Hubert Hurkacz | 0 | : | 2 |
| Oct 08 • 12:35 | João Sousa | | - | | Vasek Pospisil | 0 | : | 2 |
| Oct 08 • 12:35 | Albert Ramos-Viñolas | | - |  | Roger Federer | 0 | : | 2 |
| Oct 08 • 12:45 | Fabio Fognini | | - | | Andy Murray | 2 | : | 1 |
| Oct 08 • 14:00 | Daniil Medvedev | | - | | Cameron Norrie | 2 | : | 0 |
| Oct 09 • 06:30 | Lucas Pouille | | - | | John Isner | 0 | : | 2 |
| Oct 09 • 06:30 | Felix Auger Aliassime | | - |  | Stefanos Tsitsipas | 0 | : | 2 |
| Oct 09 • 06:30 | Cristian Garín | | - | | Matteo Berrettini | 0 | : | 2 |
| Oct 09 • 08:00 | Taylor Harry Fritz | | - | | Karen Khachanov | 0 | : | 2 |
| Oct 09 • 08:00 | Roberto Bautista-Agut | | - | | Reilly Opelka | 2 | : | 0 |
| Oct 09 • 08:55 | Alexander Zverev | | - | | Jérémy Chardy | 2 | : | 0 |
| Oct 09 • 09:40 | John Millman | | - | | Andrey Rublev | 0 | : | 2 |
| Oct 09 • 11:35 | David Goffin | | - | | Mikhail Kukushkin | 1 | : | 0 |
| Oct 09 • 12:30 | Novak Djokovic | | - | | Denis Shapovalov | 2 | : | 0 |
| Oct 09 • 14:00 | Pablo Carreño Busta | | - |  | Dominic Thiem | 0 | : | 2 |
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| Oct 10 • 06:00 | Roberto Bautista-Agut | | - | | Matteo Berrettini | 0 | : | 2 |
| Oct 10 • 06:30 | Daniil Medvedev | | - | | Vasek Pospisil | 2 | : | 0 |
| Oct 10 • 06:30 | Fabio Fognini | | - | | Karen Khachanov | 2 | : | 0 |
| Oct 10 • 08:00 | Novak Djokovic | | - | | John Isner | 2 | : | 0 |
| Oct 10 • 10:20 | Hubert Hurkacz | | - | | Stefanos Tsitsipas | 1 | : | 2 |
| Oct 10 • 11:50 | Nikoloz Basilashvili | | - | | Dominic Thiem | 0 | : | 2 |
| Oct 10 • 12:30 | David Goffin | | - | | Roger Federer | 0 | : | 2 |
| Oct 10 • 14:00 | Alexander Zverev | | - | | Andrey Rublev | 2 | : | 0 |
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| Oct 11 • 06:00 | Daniil Medvedev | | - | | Fabio Fognini | 2 | : | 0 |
| Oct 11 • 08:00 | Novak Djokovic | | - | | Stefanos Tsitsipas | 1 | : | 2 |
| Oct 11 • 12:30 | Alexander Zverev | | - | | Roger Federer | 2 | : | 1 |
| Oct 11 • 14:00 | Matteo Berrettini | | - | | Dominic Thiem | 2 | : | 0 |
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| Oct 12 • 10:30 | Stefanos Tsitsipas | | - | | Daniil Medvedev | 0 | : | 2 |
| Oct 12 • 14:00 | Matteo Berrettini | | - | | Alexander Zverev | 0 | : | 2 |
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| Oct 13 • 10:30 | Daniil Medvedev | | - | | Alexander Zverev | 2 | : | 0 |
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