[222] Federico Gaio 3-6,0-6 Brad Pickett [150] 2023-04-14 12:30
Stadium: Center Court Round: 26 Ground: Clay
Head to Head
| Challenger Roseto | 2022/03/14 12:15 | Flavio Cobolli v Federico Gaio | 6-3,6-4 |
| Challenger Todi | 2021/07/16 17:00 | Federico Gaio v Flavio Cobolli | 7-5,6-4 |
Home History
| Challenger Madrid | 2023/04/09 11:20 | Federico Gaio v Javier Barranco Cosano | 4-6,3-6 |
| Challenger San Luis Potosi | 2023/04/03 21:40 | Federico Gaio v Rubin Statham | 4-6,3-6 |
| Challenger San Luis Potosi | 2023/04/02 20:30 | Federico Gaio v Michail Pervolarakis | 6-1,7-6 |
| Challenger Mexico City | 2023/03/30 23:10 | Federico Gaio v Dominik Koepfer | 4-6,6-4,6-7 |
| Challenger Mexico City | 2023/03/30 00:20 | Marc-Andrea Huesler v Federico Gaio | 6-3,0-6,3-6 |
| Challenger Mexico City | 2023/03/28 20:05 | Federico Gaio v Juan Ignacio Londero | 7-6,3-6,7-6 |
| Challenger Mexico City | 2023/03/27 17:00 | Federico Gaio v Giovanni Mpetshi Perricard | 6-4,7-6 |
| Challenger Mexico City | 2023/03/26 18:05 | Federico Gaio v Luciano Alcocer | 6-2,6-0 |
Away History
| Challenger Split | 2023/04/10 15:15 | Flavio Cobolli v Norbert Gombos | 1-6,6-3,1-6 |
| Challenger Barletta | 2023/04/04 13:45 | Flavio Cobolli v Salvatore Caruso | 4-6,6-7 |
| Challenger Sanremo | 2023/03/29 13:40 | Flavio Cobolli v Vit Kopriva | 3-6,1-6 |
| Challenger Sanremo | 2023/03/28 08:00 | Flavio Cobolli v Francesco Maestrelli | 6-4,6-4 |
| Challenger Zadar | 2023/03/25 10:00 | Flavio Cobolli v Sebastian Ofner | 5-7,5-7 |
| Challenger Zadar | 2023/03/24 10:00 | Giulio Zeppieri v Flavio Cobolli | 6-3,2-6,1-6 |
| Challenger Zadar | 2023/03/22 09:00 | Damir Dzumhur v Flavio Cobolli | 6-3,2-6,5-7 |
| Challenger Zadar | 2023/03/20 14:45 | Mili Poljicak v Flavio Cobolli | 1-6,3-6 |