| 2024-10-21 | Vienna | Hard | R16 | 10 |  Alex de Minaur | 31 |  Flavio Cobolli | 7-6 3-1 RET | H2H | 3 | - | - | - | - | - | - | - |
| 2024-10-21 | Vienna | Hard | R32 | 31 | Flavio Cobolli | 62 |  Alejandro Davidovich Fokina | 7-6 6-3 | H2H | 3 | 94 | 5 | 0 | 70.0% | 71.4% | 76.2% | 3/3 |
| 2024-10-02 | Shanghai Masters | Hard | R32 | 4 |  Novak Djokovic (4) | 30 | Flavio Cobolli (28) | 6-1 6-2 | H2H | 3 | 63 | 3 | 2 | 60.0% | 83.3% | 81.3% | 0/0 |
| 2024-10-02 | Shanghai Masters | Hard | R64 | 30 | Flavio Cobolli (28) | 236 |  Stan Wawrinka (WC) | 6-7(6) 7-6(4) 6-3 | H2H | 3 | 150 | 7 | 1 | 57.0% | 78.5% | 67.3% | 3/3 |
| 2024-09-26 | Beijing | Hard | QF | 5 |  Daniil Medvedev (3) | 32 | Flavio Cobolli | 6-2 6-4 | H2H | 3 | 88 | 5 | 4 | 52.1% | 78.4% | 47.1% | 10/11 |
| 2024-09-26 | Beijing | Hard | R16 | 32 | Flavio Cobolli | 63 | Pavel Kotov (Q) | 6-4 6-2 | H2H | 3 | 76 | 3 | 2 | 62.0% | 87.1% | 57.9% | 1/1 |
| 2024-09-26 | Beijing | Hard | R32 | 32 | Flavio Cobolli | 26 |  Alexander Bublik (8) | 4-6 6-1 7-6(4) | H2H | 3 | 123 | 6 | 4 | 56.9% | 80.6% | 44.7% | 3/5 |
| 2024-09-15 | Davis Cup Finals RR: ITA vs NED | Hard | RR | 32 | Flavio Cobolli | 38 |  Tallon Griekspoor | 7-6(4) 4-6 6-3 | H2H | 3 | 127 | 6 | 2 | 68.3% | 75.4% | 65.6% | 2/3 |
| 2024-09-13 | Davis Cup Finals RR: ITA vs BEL | Hard | RR | 72 |  Zizou Bergs | 32 | Flavio Cobolli | 6-3 6-7(5) 6-0 | H2H | 3 | 147 | 11 | 3 | 67.1% | 78.9% | 42.9% | 3/5 |
| 2024-08-26 | US Open | Hard | R128 | 31 | Flavio Cobolli (31) | 70 | James Duckworth | 6-1 4-6 6-4 6-4 | H2H | 5 | 156 | 11 | 5 | 50.8% | 78.7% | 54.2% | 6/8 |
