[148] Rafael Natal 3-6,6-7 Matteo Arnaldi [76] 2023-07-15 00:25
Stadium: Grandstand Round: 26 Ground: Clay
Head to Head
| Challenger Cordenons | 2022/08/01 14:30 | Flavio Cobolli v Matteo Arnaldi | 3-6,7-5,3-6 |
| Challenger Vicenza | 2022/05/26 13:15 | Matteo Arnaldi v Flavio Cobolli | 6-4,4-6,6-4 |
| Challenger Napoli | 2021/10/13 09:00 | Matteo Arnaldi v Flavio Cobolli | 1-6,6-3,2-6 |
Home History
| Challenger San Benedetto | 2023/07/14 19:30 | Richard Gasquet v Flavio Cobolli | 4-6,6-3,6-1 |
| Challenger San Benedetto | 2023/07/12 15:00 | Flavio Cobolli v Hernan Casanova | 6-3,6-4 |
| Challenger San Benedetto | 2023/07/11 12:55 | Gianmarco Ferrari v Flavio Cobolli | 3-6,1-6 |
| Challenger Milan | 2023/07/08 13:05 | Facundo Diaz Acosta v Flavio Cobolli | 6-0,4-6,6-3 |
| Challenger Milan | 2023/07/07 15:10 | Thiago Agustin Tirante v Flavio Cobolli | 4-6,6-3,3-6 |
| Challenger Milan | 2023/07/05 14:30 | Federico Gaio v Flavio Cobolli | 3-6,0-6 |
| Challenger Milan | 2023/07/04 09:25 | Michael Vrbensky v Flavio Cobolli | 4-6,0-6 |
| Wimbledon | 2023/06/26 15:50 | Flavio Cobolli v Juan Pablo Ficovich | 3-6,4-6 |
Away History
| Wimbledon | 2023/07/05 17:20 | Matteo Arnaldi v Roberto Carballes Baena | 7-6,3-6,4-6,4-6 |
| Wimbledon | 2023/06/29 10:30 | Matteo Arnaldi v Frederico Ferreira Silva | 7-5,6-4,6-4 |
| Wimbledon | 2023/06/28 10:00 | Matteo Arnaldi v Federico Gaio | 7-6,6-4 |
| Wimbledon | 2023/06/26 13:05 | Matteo Arnaldi v Juncheng Shang | 3-6,7-6,7-5 |
| Challenger Heilbronn | 2023/06/11 13:00 | Facundo Diaz Acosta v Matteo Arnaldi | 6-7,1-6 |
| Challenger Heilbronn | 2023/06/10 12:25 | Pedro Martinez v Matteo Arnaldi | 6-7,5-7 |
| Challenger Heilbronn | 2023/06/09 16:25 | Matteo Arnaldi v Jaume Munar | 1-6,6-4,7-5 |
| Challenger Heilbronn | 2023/06/07 16:00 | Matteo Arnaldi v Marko Topo | 2-6,6-3,6-1 |