Madrid Open Day 11 Results- May 5, 2023
| Player 1 | Player 2 | Score |
| Carlos Alcaraz | Borna Coric | 6-4, 6-3 |
| Jan-Lennard Struff | Aslan Karatsev | 4-6, 6-3, 6-4 |
Madrid Open Day 10 Results- May 4, 2023
| Player 1 | Player 2 | Score |
| Aslan Karatsev | Zhang Zhizhen | 7-6(3), 6-4 |
| Jan-Lennard Struff | Stefanos Tsitsipas | 7-6(5), 5-7, 6-3 |
Madrid Open Day 9 Results- May 3, 2023
| Player 1 | Player 2 | Score |
| Carlos Alcaraz | Karen Khachanov | 6-4, 7-5 |
| Borna Coric | Daniel Altmaier | 6-3, 6-3 |
Madrid Open Day 8 Results- May 2, 2023
| Player 1 | Player 2 | Score |
| Carlos Alcaraz | Alexander Zverev | 6-1, 6-2 |
| Aslan Karatsev | Daniil Medvedev | 7-6(1), 6-4 |
| Stefanos Tsitsipas | Bernabe Zapata Miralles | 6-3, 6-1 |
| Karen Khachanov | Andrey Rublev | 7-6(8), 6-4 |
| Zhang Zhizhen | Taylor Fritz | 3-6, 7-6(5), 7-6(8) |
| Borna Coric | Alejandro Daivdovich Fokina | 6-7(5), 6-3, 7-6(5) |
| Daniel Altmaier | Jaume Munar | 6-3, 6-0 |
| Jan-Lennard Struff | Pedro Cachin | 7-6(7), 6-7(7), 6-3 |
Madrid Open Day 7 Results- May 1, 2023
| Player 1 | Player 2 | Score |
| Daniil Medvedev | Alexander Shevchenko | 4-6, 6-1, 7-5 |
| Stefanos Tsitsipas | Sebastian Baez | 7-5, 3-6, 6-3 |
| Taylor Fritz | Cristian Garin | 6-1, 7-6(4) |
| Pedro Cachin | Frances Tiafoe | 6-1, 7-6(2) |
| Zhang Zhizhen | Cameron Norrie | 2-6, 7-6(2), 7-6(2) |
| Aslan Karatsev | Alex de Minaur | 6-3, 4-6, 6-4 |
| Jan-Lennard Struff | Dusan Lajovic | 6-7(2), 6-3, 6-3 |
| Bernabe Zapata Miralles | Roman Safiullin | 6-3, 3-6, 6-3 |
Madrid Open Day 6 Results- April 30, 2023
| Player 1 | Player 2 | Score |
| Carlos Alcaraz | Grigor Dimitrov | 6-2, 7-5 |
| Andrey Rublev | Yoshihito Nishioka | 6-2, 7-5 |
| Alejandro Davidovich Fokina | Holger Rune | 7-6(1), 5-7, 7-6(5) |
| Karen Khachanov | Roberto Bautista Agut | 7-5, 4-6, 6-3 |
| Borna Coric | Hubert Hurkacz | 7-6(3), 6-3 |
| Alexander Zverev | Hugo Grenier | 6-1, 6-0 |
| Daniel Altmaier | Yannick Hanfmann | 7-6(1), 6-3 |
| Jaume Munar | Matteo Arnald | 3-6, 6-1, 6-3 |
Madrid Open Day 5 Results- April 29, 2023
| Round | Player 1 | Player 2 |
| Daniil Medvedev | Andrea Vavassori | 6-4, 6-3 |
| Stefanos Tsitsipas | Dominic Thiem | 3-6, 6-1, 7-6(5) |
| Dusan Lajovic | Felix Auger-Aliassime | 6-2, 3-6, 7-6(5) |
| Taylor Fritz | Christopher O’Connell | 7-6(11), 6-4 |
| Frances Tiafoe | Tomas Martin Etcheverry | 6-3, 7-6(5) |
| Cameron Norrie | Yosuke Watanuki | 6-4, 7-6(5) |
| Roman Safiullin | Tommy Paul | 6-3, 7-6(3) |
| Alex de Minaur | Marco Cecchinato | 6-4, 7-6(5) |
| Bernabe Zapata Miralles | Dan Evans | 6-3, 6-2 |
| Zhizhen Zhang | Denis Shapovalov | 6-7(4), 6-4, 7-6(1) |
| Aslan Karatsev | Botic van de Zandschulp | 6-2, 7-5 |
| Pedro Cachin | Francisco Cerundolo | 6-1, 7-6(6) |
| Sebastian Baez | Marcos Giron | 3-6, 6-3, 6-4 |
| Cristian Garin | Miomir Kecmanovic | 7-6(3), 6-7(5), 6-4 |
| Alexander Shevchenko | Jiri Lehecka | 6-1, 6-1 |
| Jan-Lennard Struff | Ben Shelton | 4-6, 7-6(4), 7-5 |
Madrid Open Day 4 Results- April 28, 2023
| Player 1 | Player 2 | Score |
| Carlos Alcaraz | Emil Ruusuvuori | 2-6, 6-4, 6-2 |
| Matteo Arnaldi | Casper Ruud | 6-3, 6-4 |
| Andrey Rublev | Stan Wawrinka | 7-5. 6-4 |
| Holger Rune | Alexander Bublik | 6-1, 4-6, 7-6(9) |
| Karen Khachanov | Thiago Monteiro | 6-3, 3-6, 6-3 |
| Hubert Hurkacz | Richard Gasquet | 6-7(9), 6-4, 7-5 |
| Alexander Zverev | Roberto Carballes Baena | 6-7(6), 7-5, 6-0 |
| Yannick Hanfmann | Lorenzo Musetti | 6-4, 7-6(3) |
| Borna Coric | Hugo Gaston | 6-3, 6-3 |
| Roberto Bautista Agut | Quentin Halys | 4-6, 7-6(5), 6-3 |
| Hugo Grenier | Sebastian Korda | 7-6(5), 7-6(7) |
| Grigor Dimitrov | Gregoire Barrere | 7-6(6), 7-6(2) |
| Yoshihito Nishioka | Alex Molcan | 5-7, 6-4, 6-4 |
| Alejandro Davidovich Fokina | Albert Ramos Vinolas | 6-3, 6-4 |
| Jaume Munar | Tallon Griekspoor | 7-6(3) [ret’d] |
| Daniel Altmaier | Oscar Otte | 6-4, 7-5 |
Madrid Open Day 3 Results- April 27, 2023
| Player 1 | Player 2 | Score |
| Pedro Cachin | Abdullah Shelbayh | 6-1, 6-4 |
| Marco Cecchinato | Marton Fucsovics | 7-6(4), 6-3 |
| Tomas Martin Etcheverry | Adrian Mannarino | 6-4. 6-0 |
| Cristian Garin | Marc-Andrea Huesler | 7-6(5), 6-2 |
| Marcos Giron | Nuno Borges | 6-2, 7-6(7) |
| Aslan Karatsev | Laslo Djere | 7-6(5), 7-5 |
| Christopher O’Connell | Filip Krajinovic | 6-4, 6-7(2), 6-2 |
| Roman Safiullin | Nicolas Jarry | 6-2, 3-6, 6-3 |
| Alexander Shevchenko | JJ Wolf | 6-4, 6-4 |
| Jan-Lennard Struff | Lorenzo Sonego | 6-3, 6-1 |
| Dominic Thiem | Kyle Edmund | 6-4, 6-1 |
| Andrea Vavassori | Andy Murray | 6-2, 7-6(7) |
| Yosuke Watanuki | Corentin Moutet | 6-3, 6-3 |
| Bernabe Zapata Miralles | Mackenzie McDonald | 3-6, 6-3, 7-6(4) |
| Zhizhen Zhang | Jurij Rodionov | 7-6(6), 6-4 |
Madrid Open Day 2 Results- April 26, 2023
| Player 1 | Player 2 | Score |
| Marcos Giron | Nuno Borges | 6-2, 7-6(7) |
| Matteo Arnaldi | Benoit Paire | 6-1, 3-6, 7-6(6) |
| Gregoire Barrere | Emilio Nava | 6-0. 5-7, 6-3 |
| Alexander Bublik | Daniel Elahi Galan | 7-6(15), 6-7(4), 6-4 |
| Roberto Carballes Baena | David Goffin | 6-4, 6-4 |
| Richard Gasquet | Martin Landaluce | 6-2, 6-1 |
| Hugo Gaston | Jeremy Chardy | 6-3, 6-4 |
| Hugo Grenier | Diego Schwartzman | 7-5, 6-4 |
| Quentin Halys | Alexei Popyrin | 4-6, 6-4, 6-4 |
| Yannick Hanfmann | Juan Pablo Varillas | 6-4, 3-6, 6-3 |
| Alex Molcan | Wu Yibing | 6-2, 6-4 |
| Thiago Monteiro | Borna Gojo | 7-6(7), 4-6, 6-3 |
| Jaume Munar | Thanasi Kokkinakis | 7-6(7), 7-6(3) |
| Oscar Otte | Pavel Kotov | 6-3, 4-6, 6-4 |
| Albert Ramos Vinolas | Ilya Ivashka | 4-6, 7-6(3), 6-2 |
| Emil Ruusuvuori | Ugo Humbert | 7-6(6), 7-6(4) |
| Stan Wawrinka | Maxime Cressy | 6-7(3), 6-3, 7-6(4) |
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