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| Jun 13 • 13:00 | Reilly Opelka |  | - |  | Alex De Minaur | 0 | : | 2 |
| Jun 13 • 13:30 | Albert Ramos-Viñolas |  | - | | Alejandro Davidovich Fokina | 0 | : | 2 |
| Jun 13 • 14:40 | Taylor Harry Fritz | | - |  | Jack Draper | 0 | : | 2 |
| Jun 13 • 16:10 | Grigor Dimitrov |  | - | | Cameron Norrie | 2 | : | 1 |
| Jun 13 • 17:00 | Lorenzo Musetti |  | - |  | Alexander Bublik | 0 | : | 1 |
| Jun 13 • 17:30 | Liam Broady | | - |  | Marin Čilić | 1 | : | 2 |
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| Jun 14 • 13:00 | Sam Querrey | | - |  | Diego Schwartzman | 2 | : | 0 |
| Jun 14 • 13:30 | Quentin Halys |  | - |  | Emil Ruusuvuori | 1 | : | 2 |
| Jun 14 • 13:30 | Paul Jubb | | - |  | Botic van de Zandschulp | 1 | : | 2 |
| Jun 14 • 14:20 | Casper Ruud |  | - | | Ryan Peniston | 0 | : | 2 |
| Jun 14 • 16:00 | Francisco Cerundolo | | - | | Pedro Martínez | 2 | : | 0 |
| Jun 14 • 16:20 | Daniel Evans | | - | | Matteo Berrettini | 0 | : | 2 |
| Jun 14 • 16:25 | Jenson Brooksby | | - |  | Filip Krajinović | 0 | : | 2 |
| Jun 14 • 17:55 | Denis Kudla | | - | | Lorenzo Sonego | 2 | : | 1 |
| Jun 14 • 18:00 | Frances Tiafoe | | - |  | Stanislas Wawrinka | 1 | : | 2 |
| Jun 14 • 19:25 | Denis Shapovalov |  | - | | Tommy Paul | 1 | : | 2 |
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| Jun 15 • 13:00 | Alex De Minaur | | - | | Alejandro Davidovich Fokina | 1 | : | 2 |
| Jun 15 • 14:30 | Botic van de Zandschulp | | - | | Grigor Dimitrov | 2 | : | 0 |
| Jun 15 • 17:00 | Jack Draper | | - | | Emil Ruusuvuori | 0 | : | 2 |
| Jun 15 • 18:30 | Alexander Bublik | | - | | Marin Čilić | 0 | : | 2 |
| Jun 16 • 13:00 | Tommy Paul | | - | | Stanislas Wawrinka | 2 | : | 0 |
| Jun 16 • 14:30 | Denis Kudla | | - | | Matteo Berrettini | 1 | : | 2 |
| Jun 16 • 16:00 | Ryan Peniston | | - | | Francisco Cerundolo | 2 | : | 1 |
| Jun 16 • 17:30 | Filip Krajinović | | - | | Sam Querrey | 2 | : | 1 |
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| Jun 17 • 13:00 | Alejandro Davidovich Fokina | | - | | Botic van de Zandschulp | 0 | : | 2 |
| Jun 17 • 14:30 | Tommy Paul | | - | | Matteo Berrettini | 0 | : | 2 |
| Jun 17 • 16:15 | Ryan Peniston | | - | | Filip Krajinović | 1 | : | 2 |
| Jun 17 • 17:45 | Emil Ruusuvuori | | - | | Marin Čilić | 0 | : | 2 |
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| Jun 18 • 14:00 | Botic van de Zandschulp | | - | | Matteo Berrettini | 0 | : | 2 |
| Jun 18 • 15:20 | Filip Krajinović | | - | | Marin Čilić | 2 | : | 0 |
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| Jun 19 • 14:30 | Filip Krajinović | | - | | Matteo Berrettini | 0 | : | 2 |
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