Francesco Maestrelli leads 2 to 1 over 3 singles meetings since 2022. Last meeting on 27/03/2023 at Sanremo Challenger.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 27/03/2023 | Sanremo Challenger | Round 1 | clay | Cobolli | 6-4 6-4 |
| 18/01/2023 | Tenerife 1 Challenger | Round 2 | hard | Maestrelli | 6-3 7-5 |
| 15/07/2022 | Verona Challenger | Quarter-final | clay | Maestrelli | 6-3 6-2 |
| clay | Maestrelli 1 - 1 Cobolli |
| hard | Maestrelli 1 - 0 Cobolli |
| 2023 | Maestrelli 1 - 1 Cobolli |
| 2022 | Maestrelli 1 - 0 Cobolli |
203 wins, 168 losses since 2021 (54.7%).
Last matches: D V V D V
239 wins, 176 losses since 2021 (57.6%).
Last matches: D V D V V
Francesco Maestrelli leads 2 to 1 over 3 singles meetings since 2022.
On 27/03/2023, at Sanremo Challenger (Round 1): Flavio Cobolli won 6-4 6-4.