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| Oct 07 • 06:00 | Maximilian Marterer |  | - |  | Jérémy Chardy | 0 | : | 2 |
| Oct 07 • 07:30 | Nicolás Jarry |  | - | | Mischa Zverev | 2 | : | 1 |
| Oct 07 • 09:00 | Jack Sock |  | - | | Peter Gojowczyk | 1 | : | 2 |
| Oct 07 • 10:30 | Steve Johnson | | - |  | Karen Khachanov | 1 | : | 2 |
| Oct 08 • 07:00 | Andrey Rublev | | - |  | Roberto Bautista-Agut | 0 | : | 2 |
| Oct 08 • 07:00 | Damir Džumhur |  | - |  | Márton Fucsovics | 0 | : | 2 |
| Oct 08 • 07:00 | Matthew Ebden |  | - | | Frances Tiafoe | 2 | : | 1 |
| Oct 08 • 08:30 | Diego Schwartzman |  | - | | Sam Querrey | 0 | : | 2 |
| Oct 08 • 08:30 | Taylor Harry Fritz | | - |  | Robin Haase | 2 | : | 0 |
| Oct 08 • 08:30 | Gaël Monfils | | - |  | Stefanos Tsitsipas | 1 | : | 2 |
| Oct 08 • 10:00 | Mackenzie McDonald | | - |  | Milos Raonic | 2 | : | 1 |
| Oct 08 • 10:00 | Marco Cecchinato |  | - | | Gilles Simon | 2 | : | 1 |
| Oct 08 • 11:30 | Bradley Klahn | | - | | Nick Kyrgios | 2 | : | 1 |
| Oct 08 • 11:30 | Adrian Mannarino | | - | | Andreas Seppi | 0 | : | 2 |
| Oct 08 • 12:00 | Stanislas Wawrinka |  | - |  | Borna Ćorić | 1 | : | 2 |
| Oct 08 • 13:30 | Yibing Wu |  | - | | Li Zhe | 2 | : | 0 |
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| Oct 09 • 07:00 | Leonardo Mayer | | - | | Richard Gasquet | 1 | : | 2 |
| Oct 09 • 07:00 | Pablo Carreño Busta | | - | | Benoît Paire | 0 | : | 2 |
| Oct 09 • 07:00 | Vasek Pospisil | | - | | Alex De Minaur | 0 | : | 2 |
| Oct 09 • 07:00 | Hubert Hurkacz |  | - |  | Chung Hyeon | 1 | : | 2 |
| Oct 09 • 08:30 | Daniil Medvedev | | - | | Ze Zhang | 2 | : | 1 |
| Oct 09 • 08:30 | Filip Krajinović |  | - |  | Kyle Edmund | 0 | : | 2 |
| Oct 09 • 08:30 | Denis Shapovalov | | - |  | Nikoloz Basilashvili | 0 | : | 2 |
| Oct 09 • 08:30 | Mikhail Kukushkin |  | - | | Albert Ramos-Viñolas | 2 | : | 0 |
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| Oct 09 • 10:00 | Peter Gojowczyk | | - | | Márton Fucsovics | 2 | : | 1 |
| Oct 09 • 10:00 | Matthew Ebden | | - |  | Dominic Thiem | 2 | : | 1 |
| Oct 09 • 11:30 | Marin Čilić | | - | | Nicolás Jarry | 1 | : | 2 |
| Oct 09 • 12:00 | Jérémy Chardy | | - | | Novak Djokovic | 0 | : | 2 |
| Oct 09 • 13:15 | Bradley Klahn | | - | | Borna Ćorić | 0 | : | 2 |
| Oct 10 • 07:00 | Andreas Seppi | | - | | Kyle Edmund | 0 | : | 2 |
| Oct 10 • 07:00 | Benoît Paire | | - | | Alex De Minaur | 0 | : | 2 |
| Oct 10 • 07:00 | Nikoloz Basilashvili | | - | | Alexander Zverev | 0 | : | 2 |
| Oct 10 • 08:30 | Juan Martín del Potro | | - | | Richard Gasquet | 2 | : | 0 |
| Oct 10 • 08:30 | Karen Khachanov | | - | | Stefanos Tsitsipas | 0 | : | 2 |
| Oct 10 • 08:30 | Marco Cecchinato | | - | | Chung Hyeon | 2 | : | 1 |
| Oct 10 • 10:00 | Roberto Bautista-Agut | | - | | Mackenzie McDonald | 2 | : | 1 |
| Oct 10 • 10:00 | Kevin Anderson |  | - | | Mikhail Kukushkin | 2 | : | 0 |
| Oct 10 • 12:00 | Yibing Wu | | - |  | Kei Nishikori | 1 | : | 2 |
| Oct 10 • 12:15 | Sam Querrey | | - | | Taylor Harry Fritz | 2 | : | 1 |
| Oct 10 • 13:00 | Roger Federer | | - | | Daniil Medvedev | 2 | : | 1 |
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| Oct 11 • 07:00 | Nicolás Jarry | | - | | Kyle Edmund | 0 | : | 2 |
| Oct 11 • 07:00 | Alex De Minaur | | - | | Alexander Zverev | 0 | : | 2 |
| Oct 11 • 08:30 | Kevin Anderson | | - | | Stefanos Tsitsipas | 2 | : | 0 |
| Oct 11 • 09:00 | Marco Cecchinato | | - | | Novak Djokovic | 0 | : | 2 |
| Oct 11 • 10:00 | Sam Querrey | | - | | Kei Nishikori | 0 | : | 2 |
| Oct 11 • 11:30 | Peter Gojowczyk | | - | | Matthew Ebden | 0 | : | 2 |
| Oct 11 • 12:00 | Roger Federer | | - | | Roberto Bautista-Agut | 2 | : | 1 |
| Oct 11 • 13:30 | Juan Martín del Potro | | - | | Borna Ćorić | 0 | : | 1 |
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| Oct 12 • 07:00 | Kyle Edmund | | - | | Alexander Zverev | 0 | : | 2 |
| Oct 12 • 08:30 | Kevin Anderson | | - | | Novak Djokovic | 0 | : | 2 |
| Oct 12 • 12:10 | Borna Ćorić | | - | | Matthew Ebden | 2 | : | 0 |
| Oct 12 • 13:40 | Roger Federer | | - | | Kei Nishikori | 2 | : | 0 |
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| Oct 13 • 10:30 | Alexander Zverev | | - | | Novak Djokovic | 0 | : | 2 |
| Oct 13 • 14:00 | Roger Federer | | - | | Borna Ćorić | 0 | : | 2 |
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| Oct 14 • 10:30 | Borna Ćorić | | - | | Novak Djokovic | 0 | : | 2 |
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