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| Oct 21 • 19:00 | Roger Federer |  | - |  | Peter Gojowczyk | 2 | : | 0 |
| Oct 21 • 19:00 | Jan-Lennard Struff | | - |  | Miomir Kecmanovic | 2 | : | 0 |
| Oct 21 • 20:20 | Alex De Minaur |  | - |  | Hugo Dellien | 2 | : | 0 |
| Oct 21 • 20:30 | Benoît Paire |  | - | | Henri Laaksonen | 0 | : | 2 |
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| Oct 22 • 13:00 | Radu Albot |  | - | | Dušan Lajović | 2 | : | 1 |
| Oct 22 • 14:30 | Cristian Garín |  | - |  | Reilly Opelka | 0 | : | 2 |
| Oct 22 • 15:00 | Alexei Popyrin | | - |  | Fabio Fognini | 0 | : | 2 |
| Oct 22 • 17:00 | Taylor Harry Fritz | | - | | Alexander Zverev | 2 | : | 0 |
| Oct 22 • 17:30 | Juan Ignacio Londero |  | - | | Richard Gasquet | 0 | : | 2 |
| Oct 22 • 19:00 | Stefanos Tsitsipas |  | - |  | Albert Ramos-Viñolas | 2 | : | 0 |
| Oct 22 • 20:30 | Marius Copil |  | - | | Roberto Bautista-Agut | 0 | : | 2 |
| Oct 23 • 13:00 | Ričardas Berankis |  | - | | Pablo Andújar | 2 | : | 0 |
| Oct 23 • 14:30 | Laslo Djere | | - | | Filip Krajinović | 0 | : | 2 |
| Oct 23 • 15:00 | David Goffin |  | - |  | Marin Čilić | 2 | : | 0 |
| Oct 23 • 17:00 | Pablo Cuevas |  | - | | Stanislas Wawrinka | 0 | : | 2 |
| Oct 23 • 17:30 | Frances Tiafoe | | - |  | Daniel Evans | 2 | : | 0 |
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| Oct 23 • 19:00 | Roger Federer | | - | | Radu Albot | 2 | : | 0 |
| Oct 23 • 20:30 | Henri Laaksonen | | - | | Jan-Lennard Struff | 0 | : | 2 |
| Oct 23 • 20:30 | Alex De Minaur | | - | | Taylor Harry Fritz | 2 | : | 0 |
| Oct 24 • 14:00 | David Goffin | | - | | Reilly Opelka | 1 | : | 2 |
| Oct 24 • 15:00 | Richard Gasquet | | - | | Roberto Bautista-Agut | 1 | : | 2 |
| Oct 24 • 17:10 | Stefanos Tsitsipas | | - | | Ričardas Berankis | 2 | : | 1 |
| Oct 24 • 19:00 | Frances Tiafoe | | - | | Stanislas Wawrinka | 1 | : | 2 |
| Oct 24 • 20:30 | Filip Krajinović | | - | | Fabio Fognini | 2 | : | 0 |
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| Oct 25 • 16:00 | Reilly Opelka | | - | | Roberto Bautista-Agut | 2 | : | 1 |
| Oct 25 • 18:00 | Jan-Lennard Struff | | - | | Alex De Minaur | 0 | : | 2 |
| Oct 25 • 20:00 | Roger Federer | | - | | Stanislas Wawrinka | 0 | : | 0 |
| Oct 25 • 20:00 | Stefanos Tsitsipas | | - | | Filip Krajinović | 2 | : | 1 |
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| Oct 26 • 14:30 | Reilly Opelka | | - | | Alex De Minaur | 1 | : | 2 |
| Oct 26 • 16:00 | Roger Federer | | - | | Stefanos Tsitsipas | 2 | : | 0 |
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| Oct 27 • 15:05 | Roger Federer | | - | | Alex De Minaur | 2 | : | 0 |
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