| 11‑Nov‑2024 | Tour Finals | Hard | RR | 1 | 4 | (1)Sinner d. (4)Daniil Medvedev [RUS] | 6-3 6-4 | (ch) | 1.71 | 8.2% | 0.0% | 57.1% | 82.1% | 71.4% | 1/2 | 1:13 |
| 2‑Oct‑2024 | Shanghai Masters | Hard | QF | 1 | 5 | (1)Sinner d. (5)Daniil Medvedev [RUS] | 6-1 6-4 | (ch) | 1.94 | 18.0% | 0.0% | 66.0% | 84.8% | 58.8% | 1/1 | 1:24 |
| 26‑Aug‑2024 | US Open | Hard | QF | 1 | 5 | (1)Sinner d. (5)Daniil Medvedev [RUS] | 6-2 1-6 6-1 6-4 | (ch) | 1.42 | 4.1% | 1.0% | 52.6% | 76.5% | 60.9% | 6/8 | 2:39 |
| 1‑Jul‑2024 | Wimbledon | Grass | QF | 1 | 5 | (5)Daniil Medvedev [RUS] d. (1)Sinner | 6-7(7) 6-4 7-6(4) 2-6 6-3 | (ch) | 1.14 | 11.3% | 2.7% | 64.7% | 80.4% | 52.8% | 4/7 | 4:00 |
| 18‑Mar‑2024 | Miami Masters | Hard | SF | 3 | 4 | (2)Sinner d. (3)Daniil Medvedev [RUS] | 6-1 6-2 | (ch) | 1.88 | 14.9% | 2.1% | 63.8% | 80.0% | 58.8% | 3/3 | 1:09 |
| 15‑Jan‑2024 | Australian Open | Hard | F | 4 | 3 | (4)Sinner d. (3)Daniil Medvedev [RUS] | 3-6 3-6 6-4 6-4 6-3 | (ch) | 0.99 | 9.7% | 3.5% | 61.1% | 73.9% | 53.6% | 8/12 | 3:44 |
| 13‑Nov‑2023 | Tour Finals | Hard | SF | 4 | 3 | (4)Sinner d. (3)Daniil Medvedev [RUS] | 6-3 6-7(4) 6-1 | (ch) | 1.15 | 9.6% | 1.9% | 57.7% | 83.3% | 47.7% | 2/2 | 2:29 |
| 23‑Oct‑2023 | Vienna | Hard | F | 4 | 3 | (2)Sinner d. (1)Daniil Medvedev [RUS] | 7-6(7) 4-6 6-3 | (ch) | 1.08 | 4.2% | 0.0% | 72.9% | 64.0% | 50.0% | 9/13 | 3:06 |
| 27‑Sep‑2023 | Beijing | Hard | F | 7 | 3 | (6)Sinner d. (2)Daniil Medvedev [RUS] | 7-6(2) 7-6(2) | (ch) | 1.44 | 4.0% | 0.0% | 68.0% | 82.4% | 70.8% | 1/1 | 2:01 |
| 20‑Mar‑2023 | Miami Masters | Hard | F | 11 | 5 | (4)Daniil Medvedev [RUS] d. (10)Sinner | 7-5 6-3 | (ch) | 0.63 | 9.5% | 0.0% | 55.6% | 68.6% | 32.1% | 2/6 | 1:34 |
| 13‑Feb‑2023 | Rotterdam | Hard | F | 14 | 11 | (6)Daniil Medvedev [RUS] d. Sinner | 5-7 6-2 6-2 | (ch) | 0.78 | 2.1% | 1.0% | 57.3% | 61.8% | 46.3% | 7/12 | 2:29 |
| 24‑Oct‑2022 | Vienna | Hard | QF | 12 | 4 | (1)Daniil Medvedev [RUS] d. (6)Sinner | 6-4 6-2 | (ch) | 0.61 | 6.5% | 0.0% | 53.2% | 63.6% | 48.3% | 3/6 | 1:30 |
| 15‑Nov‑2021 | Tour Finals | Hard | RR | 11 | 2 | (2)Daniil Medvedev [RUS] d. (9)Sinner | 6-0 6-7(5) 7-6(8) | (ch) | 0.78 | 4.8% | 1.9% | 61.5% | 71.9% | 50.0% | 6/11 | 2:29 |
| 8‑Mar‑2021 | Marseille | Hard | QF | 34 | 3 | (1)Daniil Medvedev [RUS] d. (5)Sinner | 6-2 6-4 | (ch) | 0.61 | 3.6% | 0.0% | 60.7% | 58.8% | 54.5% | 2/5 | 1:15 |
| 17‑Feb‑2020 | Marseille | Hard | R16 | 68 | 5 | (1)Daniil Medvedev [RUS] d. Sinner | 1-6 6-1 6-2 | (ch) | 0.56 | 1.5% | 1.5% | 61.2% | 58.5% | 46.2% | 3/7 | 1:19 |
