Italian Open Day 9 Results- May 17, 2023
| Player 1 | Player 2 | Score |
| Holger Rune | Novak Djokovic | 6-2, 4-6, 6-2 |
| Casper Ruud | Francisco Cerundolo | 7-6(5), 6-4 |
Italian Open Day 8 Results- May 16, 2023
| Player 1 | Player 2 | Score |
| Novak Djokovic | Cameron Norrie | 6-3, 6-4 |
| Daniil Medvedev | Alexander Zverev | 6-2, 7-6(3) |
| Casper Ruud | Laslo Djere | 6-1, 6-3 |
| Stefanos Tsitsipas | Lorenzo Musetti | 7-5, 7-5 |
| Yannick Hanfmann | Andrey Rublev | 7-6(5), 4-6, 6-3 |
| Holger Rune | Alexei Popyrin | 6-4, 5-7, 6-4 |
| Francisco Cerundolo | Jannik Sinner | 6-7(3), 6-2, 6-2 |
| Borna Coric | Fabian Marozsan | 3-6, 6-4, 6-3 |
| Stefanos Tsitsipas | Lorenzo Sonego | 6-3, 7-6(3) |
| Lorenzo Musetti | Frances Tiafoe | 5-7, 6-4, 6-3 |
| Alexander Zverev | JJ Wolf | 6-4, 7-5 |
Italian Open Day 7 Results- May 15, 2023
| Player 1 | Player 2 | Score |
| Fabian Marozsan | Carlos Alcaraz | 6-3, 7-6(4) |
| Daniil Medvedev | Bernabe Zapata Miralles | 3-6, 6-1, 6-3 |
| Andrey Rublev | Alejandro Davidovich Fokina | 7-6(8), 6-3 |
| Borna Coric | Roberto Carballes Baena | 7-6(3), 6-1 |
| Yannick Hanfmann | Marco Cecchinato | 6-4, 4-6, 6-3 |
Italian Open Day 6 Results- May 14, 2023
| Player 1 | Player 2 | Score |
| Novak Djokovic | Grigor Dimitrov | 6-3, 4-6, 6-1 |
| Casper Ruud | Alexander Bublik | 6-1, 4-6, 7-6(0) |
| Holger Rune | Fabio Fognini | 6-4, 6-2 |
| Jannik Sinner | Alexander Shevchenko | 6-3, 6-7(4), 6-2 |
| Cameron Norrie | Marton Fucsovics | 6-2, 7-6(4) |
| Francisco Cerundolo | Gregoire Barrere | 6-7(0), 6-2, 6-2 |
| Laslo Djere | Cristian Garin | 6-3, 2-1 (ret’d) |
| Alexei Popyrin | Roman Safiullin | 7-5, 7-5 |
| Daniil Medvedev | Emil Ruusuvuori | 6-4, 6-2 |
| Stefanos Tsitsipas | Nuno Borges | 6-3, 6-3 |
| Yannick Hanfmann | Taylor Fritz | 6-4, 6-1 |
| Frances Tiafoe | Daniel Altmaier | 3-6, 7-5, 6-3 |
| Lorenzo Musetti | Matteo Arnaldi | 6-4, 6-4 |
| Alexander Zverev | David Goffin | 5-7, 6-3, 6-4 |
| Marco Cecchinato | Roberto Bautista Agut | 6-2, 6-2 |
| Fabian Marozsan | Jiri Lehecka | 4-6, 6-1, 7-6(4) |
Italian Open Day 5 Results- May 13, 2023
| Player 1 | Player 2 | Score |
| Carlos Alcaraz | Albert Ramos Vinolas | 6-4, 6-1 |
| Andrey Rublev | Alex Molcan | 6-3, 6-4 |
| JJ Wolf | Hubert Hurkacz | 6-3. 6-4 |
| Borna Coric | Thiago Monteiro | 4-6, 7-6(8), 7-6(5) |
| Roberto Carballes | Dan Evans | 7-6(5), 5-7, 6-4 |
| Lorenzo Sonego | Yoshihito Nishioka | 7-5, 6-3 |
| Alejandro Davidovich Fokina | Guido Pella | 6-0, 7-6(4) |
| Bernabe Zapata Miralles | Jason Kubler | 6-4, 6-1 |
Italian Open Day 4 Results- May 12, 2023
| Player 1 | Player 2 | Score |
| Novak Djokovic | Tomas Martin Etcheverry | 7-6(5), 6-2 |
| Casper Ruud | Arthur Rinderknech | 6-4, 6-0 |
| Holger Rune | Arthur Fils | 6-3, 6-3 |
| Jannik Sinner | Thanasi Kokkinakis | 6-1, 6-4 |
| Alexei Popyrin | Felix Auger-Aliassime | 6-4, 4-6, 7-5 |
| Gregoire Barrere | Karen Khachanov | 4-6, 6-4, 7-6(4) |
| Cameron Norrie | Alexandre Muller | 6-2, 6-3 |
| Cristian Garin | Tommy Paul | 4-6, 6-3, 6-4 |
| Marton Fucsovics | Alex de Minaur | 6-3, 6-4 |
| Roman Safiullin | Sebastian Korda | 6-2, 7-6(5) |
| Laslo Djere | Botic van de Zandschulp | 6-2, 6-4 |
| Francisco Cerundolo | Wu Yibing | 4-6, 6-2, 6-3 |
| Grigor Dimitrov | Stan Wawrinka | 6-4, 7-6(3) |
| Alexander Bublik | Ben Shelton | 6-4, 1-6, 6-2 |
| Fabio Fognini | Miomir Kecmanovic | 6-3, 7-6(6) |
| Alexander Shevchenko | Sebastian Baez | 6-3, 6-4 |
Italian Open Day 3 Results- May 11, 2023
| Player 1 | Player 2 | Score |
| Daniel Altmaier | Giulio Zeppieri | 7-6(3), 4-6, 6-0 |
| Matteo Arnaldi | Diego Schwartzman | 6-1, 4-6, 6-3 |
| Nuno Borges | Dusan Lajovic | 6-4, 6-1 |
| Roberto Carballes Baena | Hugo Dellien | 6-2, 6-3 |
| Marco Cecchinato | Mackenzie McDonald | 6-3, 7-5 |
| David Goffin | Luca Nardi | 3-6, 6-4, 6-2 |
| Yannick Hanfmann | Nicolas Jarry | 6-4, 6-4 |
| Jason Kubler | Marc-Andrea Huesler | 6-7(6), 6-4, 6-2 |
| Fabian Marozsan | Corentin Moutet | 6-0, 6-7(8), 6-2 |
| Alex Molcan | Stefano Napolitano | 6-4, 3-6, 7-6(1) |
| Thiago Monteiro | Adrian Mannarino | 6-1, 6-2 |
| Guido Pella | Maxime Cressy | 6-3, 6-4 |
| Albert Ramos Vinolas | Francesco Passaro | 4-6, 6-1, 6-4 |
| Emil Ruusuvuori | Ugo Humbert | 6-4, 3-6, 7-6(6) |
| Lorenzo Sonego | Jeremy Chardy | 6-2, 6-1 |
| JJ Wolf | Hugo Grenier | 7-5, 7-5 |
Italian Open Day 2 Results - May 10, 2023
| Player 1 | Player 2 | Result |
| Sebastian Baez | Juan Pablo Varillas | 7-5, 6-3 |
| Alexander Bublik | Pedro Martinez | 6-3,7-6(4) |
| Gregoire Barrere | Brandon Nakashima | 6-3, 6-3 |
| Laslo Djere | Constant Lestienne | 6-1(ret’d) |
| Tomas Martin Etcheverry | Luca van Assche | 7-6(7), 6-3 |
| Arthur Fils | Juan Manuel Cerundolo | 6-1, 1-6, 6-4 |
| Fabio Fognini | Andy Miurray | 6-4, 4-6, 6-4 |
| Marton Fucsovics | Filip Krajinovic | 6-4, 6-2 |
| Cristian Garin | Pedro Cachin | 6-4, 3-6, 7-6(5) |
| Thanasi Kokkinakis | Jaume Munar | 4-2(ret’d) |
| Alexandre Muller | Kyle Edmund | 6-1, 6-3 |
| Alexei Popyrin | Christopher O’Connell | 6-2, 7-6(5) |
| Arthur Rinderknech | Flavio Copolli | 6-4, 6-3 |
| Roman Safiullin | Marcos Giron | 6-4, 6-3 |
| Stan Wawrinka | Ilya Ivashka | 6-2, 6-4 |
| Wu Yibing | Richard Gasquet | 3-6, 6-3, 6-3 |
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