| 2‑Oct‑2024 | Shanghai Masters | Hard | SF | 1 | 33 | (1)Sinner d. (30)Tomas Machac [CZE] | 6-4 7-5 | (ch) | 1.33 | 14.5% | 1.4% | 66.7% | 73.9% | 60.9% | 2/3 | 1:43 |
| 12‑Aug‑2024 | Cincinnati Masters | Hard | SF | 1 | 4 | (1)Sinner d. (3)Alexander Zverev [GER] | 7-6(9) 5-7 7-6(4) | (ch) | 1.08 | 10.2% | 0.8% | 61.9% | 69.9% | 64.4% | 2/5 | 3:07 |
| 8‑Apr‑2024 | Monte Carlo Masters | Clay | SF | 2 | 12 | (12)Stefanos Tsitsipas [GRE] d. (2)Sinner | 6-4 3-6 6-4 | (ch) | 0.89 | 1.0% | 2.0% | 57.8% | 74.6% | 46.5% | 12/15 | 2:40 |
| 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 |
| 4‑Mar‑2024 | Indian Wells Masters | Hard | SF | 3 | 2 | (2)Carlos Alcaraz [ESP] d. (3)Sinner | 1-6 6-3 6-2 | (ch) | 0.92 | 1.4% | 2.7% | 62.2% | 65.2% | 53.6% | 3/6 | 2:05 |
| 7‑Aug‑2023 | Canada Masters | Hard | SF | 8 | 14 | (7)Sinner d. (12)Tommy Paul [USA] | 6-4 6-4 | (ch) | 1.13 | 5.7% | 4.3% | 45.7% | 78.1% | 42.1% | 8/11 | 1:56 |
| 10‑Apr‑2023 | Monte Carlo Masters | Clay | SF | 8 | 9 | (6)Holger Rune [DEN] d. (7)Sinner | 1-6 7-5 7-5 | (ch) | 0.96 | 0.0% | 4.3% | 56.0% | 64.6% | 56.9% | 11/14 | 2:46 |
| 20‑Mar‑2023 | Miami Masters | Hard | SF | 11 | 1 | (10)Sinner d. (1)Carlos Alcaraz [ESP] | 6-7(4) 6-4 6-2 | (ch) | 1.24 | 7.7% | 3.8% | 63.5% | 68.2% | 55.3% | 9/12 | 3:01 |
| 6‑Mar‑2023 | Indian Wells Masters | Hard | SF | 13 | 2 | (1)Carlos Alcaraz [ESP] d. (11)Sinner | 7-6(4) 6-3 | (ch) | 0.93 | 5.6% | 5.6% | 50.0% | 77.8% | 47.2% | 4/6 | 1:52 |
| 22‑Mar‑2021 | Miami Masters | Hard | SF | 31 | 12 | (21)Sinner d. (7)Roberto Bautista Agut [ESP] | 5-7 6-4 6-4 | (ch) | 1.06 | 5.0% | 2.0% | 65.0% | 64.6% | 57.1% | 7/10 | 2:28 |
