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| May 08 • 11:00 | Filip Krajinović |  | - |  | Frances Tiafoe | 2 | : | 0 |
| May 08 • 12:30 | Francesco Passaro |  | - |  | Cristian Garín | 0 | : | 2 |
| May 08 • 14:45 | Lloyd Harris |  | - |  | Aslan Karatsev | 1 | : | 2 |
| May 08 • 15:00 | Marin Čilić |  | - | | Matteo Arnaldi | 2 | : | 0 |
| May 09 • 11:00 | Stanislas Wawrinka |  | - | | Reilly Opelka | 2 | : | 1 |
| May 09 • 11:00 | Alejandro Davidovich Fokina |  | - |  | Ilya Ivashka | 2 | : | 1 |
| May 09 • 11:00 | Jenson Brooksby | | - | | Flavio Cobolli | 2 | : | 0 |
| May 09 • 12:15 | Laslo Djere | | - | | Borna Ćorić | 2 | : | 1 |
| May 09 • 12:20 | Lorenzo Sonego | | - |  | Denis Shapovalov | 1 | : | 2 |
| May 09 • 13:30 | Nikoloz Basilashvili |  | - |  | Daniel Evans | 2 | : | 0 |
| May 09 • 13:35 | Alexander Bublik |  | - | | Marcos Giron | 1 | : | 2 |
| May 09 • 13:35 | Karen Khachanov | | - | | Giulio Zeppieri | 2 | : | 0 |
| May 09 • 14:50 | Sebastian Korda | | - |  | Botic van de Zandschulp | 0 | : | 2 |
| May 09 • 14:50 | Albert Ramos-Viñolas | | - | | Tommy Paul | 0 | : | 2 |
| May 09 • 16:10 | Dušan Lajović | | - |  | Alex De Minaur | 0 | : | 2 |
| May 09 • 19:00 | Fabio Fognini | | - |  | Dominic Thiem | 2 | : | 0 |
| May 09 • 20:15 | Pablo Carreño Busta | | - |  | Federico Delbonis | 2 | : | 0 |
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| May 10 • 11:00 | Grigor Dimitrov |  | - | | Brandon Nakashima | 2 | : | 0 |
| May 10 • 11:00 | Tallon Griekspoor | | - | | Sebastián Báez | 1 | : | 2 |
| May 10 • 12:15 | Diego Schwartzman | | - | | Miomir Kecmanovic | 2 | : | 1 |
| May 10 • 13:25 | Luca Nardi | | - | | Cameron Norrie | 0 | : | 2 |
| May 10 • 13:30 | Francisco Cerundolo | | - | | John Isner | 0 | : | 2 |
| May 10 • 15:15 | Hubert Hurkacz |  | - |  | David Goffin | 0 | : | 2 |
| May 10 • 20:30 | Pedro Martínez | | - | | Jannik Sinner | 0 | : | 2 |
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| May 10 • 15:20 | Emil Ruusuvuori |  | - | | Cristian Garín | 0 | : | 2 |
| May 10 • 15:30 | Novak Djokovic | | - | | Aslan Karatsev | 2 | : | 0 |
| May 10 • 15:45 | Alejandro Davidovich Fokina | | - | | Felix Auger Aliassime | 1 | : | 2 |
| May 10 • 16:30 | Nikoloz Basilashvili | | - | | Denis Shapovalov | 0 | : | 2 |
| May 10 • 17:10 | Botic van de Zandschulp | | - |  | Casper Ruud | 1 | : | 2 |
| May 10 • 19:00 | Andrey Rublev | | - | | Filip Krajinović | 0 | : | 2 |
| May 11 • 11:00 | Sebastián Báez | | - |  | Alexander Zverev | 0 | : | 2 |
| May 11 • 12:15 | Pablo Carreño Busta | | - | | Karen Khachanov | 1 | : | 2 |
| May 11 • 12:20 | Rafael Nadal | | - | | John Isner | 2 | : | 0 |
| May 11 • 13:30 | Diego Schwartzman | | - | | Marcos Giron | 0 | : | 2 |
| May 11 • 13:30 | Alex De Minaur | | - | | Tommy Paul | 2 | : | 0 |
| May 11 • 13:35 | Grigor Dimitrov | | - |  | Stefanos Tsitsipas | 1 | : | 2 |
| May 11 • 14:50 | Laslo Djere | | - | | Stanislas Wawrinka | 1 | : | 2 |
| May 11 • 14:50 | David Goffin | | - | | Jenson Brooksby | 0 | : | 2 |
| May 11 • 19:00 | Fabio Fognini | | - | | Jannik Sinner | 1 | : | 2 |
| May 11 • 19:00 | Marin Čilić | | - | | Cameron Norrie | 2 | : | 1 |
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| May 12 • 11:00 | Alex De Minaur | | - | | Alexander Zverev | 0 | : | 2 |
| May 12 • 12:30 | Marcos Giron | | - | | Felix Auger Aliassime | 0 | : | 2 |
| May 12 • 12:30 | Karen Khachanov | | - | | Stefanos Tsitsipas | 1 | : | 2 |
| May 12 • 14:30 | Filip Krajinović | | - | | Jannik Sinner | 0 | : | 2 |
| May 12 • 14:45 | Cristian Garín | | - | | Marin Čilić | 2 | : | 1 |
| May 12 • 17:20 | Novak Djokovic | | - | | Stanislas Wawrinka | 2 | : | 0 |
| May 12 • 17:45 | Jenson Brooksby | | - | | Casper Ruud | 0 | : | 2 |
| May 12 • 19:10 | Rafael Nadal | | - | | Denis Shapovalov | 1 | : | 2 |
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| May 13 • 11:00 | Cristian Garín | | - | | Alexander Zverev | 0 | : | 2 |
| May 13 • 12:45 | Jannik Sinner | | - | | Stefanos Tsitsipas | 0 | : | 2 |
| May 13 • 16:05 | Denis Shapovalov | | - | | Casper Ruud | 0 | : | 2 |
| May 13 • 20:30 | Novak Djokovic | | - | | Felix Auger Aliassime | 2 | : | 0 |
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| May 14 • 14:30 | Stefanos Tsitsipas | | - | | Alexander Zverev | 2 | : | 1 |
| May 14 • 19:30 | Novak Djokovic | | - | | Casper Ruud | 2 | : | 0 |
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| May 15 • 16:00 | Novak Djokovic | | - | | Stefanos Tsitsipas | 2 | : | 0 |
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