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| May 12 • 11:00 | Nikoloz Basilashvili |  | - |  | Márton Fucsovics | 2 | : | 0 |
| May 12 • 12:30 | Philipp Kohlschreiber |  | - |  | Gilles Simon | 2 | : | 1 |
| May 12 • 12:30 | Matteo Berrettini |  | - | | Lucas Pouille | 2 | : | 0 |
| May 12 • 17:40 | Steve Johnson |  | - | | Jannik Sinner | 1 | : | 2 |
| May 12 • 19:50 | Roberto Bautista-Agut |  | - | | Andreas Seppi | 2 | : | 1 |
| May 13 • 11:00 | Borna Ćorić |  | - |  | Felix Auger Aliassime | 2 | : | 1 |
| May 13 • 11:00 | Fernando Verdasco | | - |  | Kyle Edmund | 2 | : | 1 |
| May 13 • 11:00 | Mikhail Kukushkin |  | - |  | Laslo Djere | 0 | : | 2 |
| May 13 • 13:55 | Lorenzo Sonego | | - |  | Karen Khachanov | 1 | : | 2 |
| May 13 • 14:10 | Pablo Carreño Busta | | - | | Denis Shapovalov | 0 | : | 2 |
| May 13 • 14:10 | Casper Ruud |  | - | | Daniel Evans | 2 | : | 1 |
| May 13 • 15:30 | Alex De Minaur |  | - | | Marco Cecchinato | 1 | : | 2 |
| May 13 • 16:30 | Albert Ramos-Viñolas | | - | | Gaël Monfils | 2 | : | 0 |
| May 13 • 17:00 | John Millman | | - | | Cameron Norrie | 1 | : | 2 |
| May 13 • 19:40 | Jo-Wilfried Tsonga | | - | | Fabio Fognini | 0 | : | 2 |
| May 13 • 20:30 | Richard Gasquet | | - | | Jérémy Chardy | 1 | : | 2 |
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| May 14 • 11:00 | David Goffin |  | - |  | Stanislas Wawrinka | 2 | : | 1 |
| May 14 • 11:00 | Taylor Harry Fritz | | - |  | Guido Pella | 2 | : | 0 |
| May 14 • 11:00 | Radu Albot |  | - | | Benoît Paire | 2 | : | 0 |
| May 14 • 12:40 | Daniil Medvedev | | - | | Nick Kyrgios | 1 | : | 2 |
| May 14 • 12:40 | Diego Schwartzman | | - |  | Yoshihito Nishioka | 2 | : | 0 |
| May 14 • 13:10 | Frances Tiafoe | | - |  | João Sousa | 1 | : | 2 |
| May 14 • 13:25 | Marin Čilić | | - | | Andrea Basso | 2 | : | 0 |
| May 14 • 15:00 | Grigor Dimitrov |  | - | | Jan-Lennard Struff | 1 | : | 2 |
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| May 14 • 13:00 | Roberto Bautista-Agut | | - | | Karen Khachanov | 1 | : | 2 |
| May 14 • 14:45 | Alexander Zverev | | - | | Matteo Berrettini | 0 | : | 2 |
| May 14 • 17:00 | Nikoloz Basilashvili | | - | | Laslo Djere | 2 | : | 0 |
| May 14 • 19:00 | Borna Ćorić | | - | | Cameron Norrie | 2 | : | 0 |
| May 16 • 10:00 | Diego Schwartzman | | - | | Albert Ramos-Viñolas | 2 | : | 0 |
| May 16 • 10:00 | Dominic Thiem |  | - | | Fernando Verdasco | 1 | : | 2 |
| May 16 • 11:30 | Marin Čilić | | - | | Jan-Lennard Struff | 0 | : | 2 |
| May 16 • 11:30 | Taylor Harry Fritz | | - | | Kei Nishikori | 0 | : | 2 |
| May 16 • 11:30 | João Sousa | | - | | Roger Federer | 0 | : | 2 |
| May 16 • 11:30 | Jérémy Chardy | | - | | Rafael Nadal | 0 | : | 2 |
| May 16 • 13:00 | Novak Djokovic | | - | | Denis Shapovalov | 2 | : | 0 |
| May 16 • 13:00 | Philipp Kohlschreiber | | - | | Marco Cecchinato | 2 | : | 0 |
| May 16 • 13:00 | Nick Kyrgios | | - | | Casper Ruud | 1 | : | 1 |
| May 16 • 13:00 | David Goffin | | - | | Juan Martín del Potro | 0 | : | 2 |
| May 16 • 13:00 | Stefanos Tsitsipas |  | - | | Jannik Sinner | 2 | : | 0 |
| May 16 • 13:00 | Radu Albot | | - | | Fabio Fognini | 0 | : | 2 |
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| May 16 • 15:40 | Matteo Berrettini | | - | | Diego Schwartzman | 0 | : | 2 |
| May 16 • 16:00 | Fernando Verdasco | | - | | Karen Khachanov | 2 | : | 1 |
| May 16 • 17:35 | Borna Ćorić | | - | | Roger Federer | 1 | : | 2 |
| May 16 • 17:50 | Jan-Lennard Struff | | - | | Kei Nishikori | 1 | : | 2 |
| May 16 • 19:30 | Casper Ruud | | - | | Juan Martín del Potro | 0 | : | 2 |
| May 16 • 19:30 | Nikoloz Basilashvili | | - | | Rafael Nadal | 0 | : | 2 |
| May 16 • 20:15 | Novak Djokovic | | - | | Philipp Kohlschreiber | 2 | : | 0 |
| May 16 • 21:55 | Stefanos Tsitsipas | | - | | Fabio Fognini | 2 | : | 0 |
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| May 17 • 13:40 | Diego Schwartzman | | - | | Kei Nishikori | 2 | : | 0 |
| May 17 • 14:30 | Fernando Verdasco | | - | | Rafael Nadal | 0 | : | 2 |
| May 17 • 16:00 | Stefanos Tsitsipas | | - | | Roger Federer | 0 | : | 0 |
| May 17 • 21:00 | Novak Djokovic | | - | | Juan Martín del Potro | 2 | : | 1 |
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| May 18 • 14:30 | Stefanos Tsitsipas | | - | | Rafael Nadal | 0 | : | 2 |
| May 18 • 20:00 | Novak Djokovic | | - | | Diego Schwartzman | 2 | : | 1 |
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| May 19 • 16:00 | Novak Djokovic | | - | | Rafael Nadal | 1 | : | 2 |
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