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| Oct 22 • 19:00 | Taylor Harry Fritz | ![USA](/tpix/96.gif) | - | ![Serbia](/tpix/321.gif) | Laslo Djere | 2 | : | 0 |
| Oct 22 • 19:00 | Denis Shapovalov | ![Canada](/tpix/181.gif) | - | ![Croatia](/tpix/79.gif) | Marin Čilić | 0 | : | 2 |
| Oct 22 • 20:45 | Marco Cecchinato | ![Italy](/tpix/77.gif) | - | ![Switzerland](/tpix/87.gif) | Henri Laaksonen | 0 | : | 2 |
| Oct 22 • 20:45 | Marius Copil | ![Romania](/tpix/318.gif) | - | ![USA](/tpix/96.gif) | Ryan Harrison | 2 | : | 0 |
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| Oct 23 • 13:00 | Alexei Popyrin | ![Australia](/tpix/68.gif) | - | ![Australia](/tpix/68.gif) | Matthew Ebden | 2 | : | 0 |
| Oct 23 • 14:30 | Taro Daniel | ![Japan](/tpix/78.gif) | - | ![Italy](/tpix/77.gif) | Andreas Seppi | 0 | : | 2 |
| Oct 23 • 15:00 | Maximilian Marterer | ![Germany](/tpix/65.gif) | - | ![Russia](/tpix/310.gif) | Daniil Medvedev | 0 | : | 2 |
| Oct 23 • 17:00 | Jan-Lennard Struff | ![Germany](/tpix/65.gif) | - | ![Australia](/tpix/68.gif) | John Millman | 2 | : | 0 |
| Oct 23 • 17:30 | Peter Gojowczyk | ![Germany](/tpix/65.gif) | - | ![Chile](/tpix/329.gif) | Nicolás Jarry | 2 | : | 1 |
| Oct 23 • 19:00 | Roger Federer | ![Switzerland](/tpix/87.gif) | - | ![Serbia](/tpix/321.gif) | Filip Krajinović | 2 | : | 1 |
| Oct 23 • 20:30 | Leonardo Mayer | ![Argentina](/tpix/67.gif) | - | ![France](/tpix/74.gif) | Gilles Simon | 0 | : | 2 |
| Oct 24 • 13:00 | Roberto Bautista-Agut | ![Spain](/tpix/89.gif) | - | ![Portugal](/tpix/84.gif) | João Sousa | 2 | : | 0 |
| Oct 24 • 14:30 | Dušan Lajović | ![Serbia](/tpix/321.gif) | - | ![France](/tpix/74.gif) | Adrian Mannarino | 2 | : | 1 |
| Oct 24 • 15:00 | Ernests Gulbis | ![Latvia](/tpix/320.gif) | - | ![USA](/tpix/96.gif) | Jack Sock | 2 | : | 0 |
| Oct 24 • 17:00 | Stefanos Tsitsipas | ![Greece](/tpix/316.gif) | - | ![France](/tpix/74.gif) | Jérémy Chardy | 2 | : | 0 |
| Oct 24 • 19:00 | Robin Haase | ![Netherlands](/tpix/81.gif) | - | ![Germany](/tpix/65.gif) | Alexander Zverev | 0 | : | 2 |
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| Oct 24 • 20:30 | Marius Copil | ![Romania](/tpix/318.gif) | - | ![Croatia](/tpix/79.gif) | Marin Čilić | 2 | : | 0 |
| Oct 24 • 21:00 | Henri Laaksonen | ![Switzerland](/tpix/87.gif) | - | ![USA](/tpix/96.gif) | Taylor Harry Fritz | 0 | : | 2 |
| Oct 25 • 13:00 | Andreas Seppi | ![Italy](/tpix/77.gif) | - | ![Russia](/tpix/310.gif) | Daniil Medvedev | 0 | : | 2 |
| Oct 25 • 15:00 | Stefanos Tsitsipas | ![Greece](/tpix/316.gif) | - | ![Germany](/tpix/65.gif) | Peter Gojowczyk | 2 | : | 0 |
| Oct 25 • 15:00 | Roberto Bautista-Agut | ![Spain](/tpix/89.gif) | - | ![Serbia](/tpix/321.gif) | Dušan Lajović | 2 | : | 1 |
| Oct 25 • 17:00 | Alexei Popyrin | ![Australia](/tpix/68.gif) | - | ![Germany](/tpix/65.gif) | Alexander Zverev | 0 | : | 2 |
| Oct 25 • 19:00 | Roger Federer | ![Switzerland](/tpix/87.gif) | - | ![Germany](/tpix/65.gif) | Jan-Lennard Struff | 2 | : | 0 |
| Oct 25 • 20:30 | Gilles Simon | ![France](/tpix/74.gif) | - | ![Latvia](/tpix/320.gif) | Ernests Gulbis | 2 | : | 0 |
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| Oct 26 • 15:00 | Taylor Harry Fritz | ![USA](/tpix/96.gif) | - | ![Romania](/tpix/318.gif) | Marius Copil | 0 | : | 2 |
| Oct 26 • 17:00 | Roberto Bautista-Agut | ![Spain](/tpix/89.gif) | - | ![Germany](/tpix/65.gif) | Alexander Zverev | 0 | : | 2 |
| Oct 26 • 19:00 | Roger Federer | ![Switzerland](/tpix/87.gif) | - | ![France](/tpix/74.gif) | Gilles Simon | 2 | : | 1 |
| Oct 26 • 20:30 | Stefanos Tsitsipas | ![Greece](/tpix/316.gif) | - | ![Russia](/tpix/310.gif) | Daniil Medvedev | 1 | : | 2 |
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| Oct 27 • 14:30 | Marius Copil | ![Romania](/tpix/318.gif) | - | ![Germany](/tpix/65.gif) | Alexander Zverev | 2 | : | 1 |
| Oct 27 • 16:00 | Roger Federer | ![Switzerland](/tpix/87.gif) | - | ![Russia](/tpix/310.gif) | Daniil Medvedev | 2 | : | 0 |
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| Oct 28 • 15:00 | Roger Federer | ![Switzerland](/tpix/87.gif) | - | ![Romania](/tpix/318.gif) | Marius Copil | 2 | : | 0 |
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