| 15‑Jan‑2024 | Australian Open | Hard | SF | 6 | 3 | (3)Daniil Medvedev [RUS] d. (6)Zverev | 5-7 3-6 7-6(4) 7-6(5) 6-3 | (ch) | 0.99 | 8.2% | 0.6% | 77.6% | 71.2% | 57.9% | 10/14 | 4:18 |
| 13‑Nov‑2023 | Tour Finals | Hard | RR | 7 | 3 | (3)Daniil Medvedev [RUS] d. (7)Zverev | 7-6(7) 6-4 | (ch) | 0.83 | 13.4% | 0.0% | 76.1% | 66.7% | 62.5% | 0/2 | 1:45 |
| 27‑Sep‑2023 | Beijing | Hard | SF | 10 | 3 | (2)Daniil Medvedev [RUS] d. (8)Zverev | 6-4 6-3 | (ch) | 0.65 | 2.0% | 2.0% | 74.5% | 71.1% | 46.2% | 2/4 | 1:25 |
| 14‑Aug‑2023 | Cincinnati Masters | Hard | R16 | 17 | 3 | (16)Zverev d. (3)Daniil Medvedev [RUS] | 6-4 5-7 6-4 | (ch) | 0.92 | 3.7% | 2.8% | 69.4% | 66.7% | 57.6% | 6/8 | 2:32 |
| 8‑May‑2023 | Rome Masters | Clay | R16 | 22 | 3 | (3)Daniil Medvedev [RUS] d. (19)Zverev | 6-2 7-6(3) | (ch) | 0.69 | 8.0% | 6.7% | 69.3% | 69.2% | 30.4% | 6/9 | 1:56 |
| 10‑Apr‑2023 | Monte Carlo Masters | Clay | R16 | 16 | 5 | (3)Daniil Medvedev [RUS] d. (13)Zverev | 3-6 7-5 7-6(7) | (ch) | 0.93 | 3.5% | 3.5% | 61.7% | 62.0% | 40.9% | 7/13 | 3:05 |
| 6‑Mar‑2023 | Indian Wells Masters | Hard | R16 | 14 | 6 | (5)Daniil Medvedev [RUS] d. (12)Zverev | 6-7(5) 7-6(5) 7-5 | (ch) | 0.97 | 5.6% | 2.4% | 75.0% | 71.0% | 54.8% | 5/8 | 3:17 |
| 15‑Nov‑2021 | Tour Finals | Hard | F | 3 | 2 | (3)Zverev d. (2)Daniil Medvedev [RUS] | 6-4 6-4 | (ch) | 1.43 | 14.8% | 1.9% | 74.1% | 82.5% | 57.1% | 0/0 | 1:15 |
| 15‑Nov‑2021 | Tour Finals | Hard | RR | 3 | 2 | (2)Daniil Medvedev [RUS] d. (3)Zverev | 6-3 6-7(3) 7-6(6) | (ch) | 0.87 | 16.5% | 1.8% | 78.9% | 69.8% | 65.2% | 3/4 | 2:35 |
| 1‑Nov‑2021 | Paris Masters | Hard | SF | 4 | 2 | (2)Daniil Medvedev [RUS] d. (4)Zverev | 6-2 6-2 | (ch) | 0.56 | 10.5% | 7.0% | 66.7% | 60.5% | 31.6% | 1/5 | 1:20 |
| 2‑Feb‑2021 | Atp Cup | Hard | SF | 7 | 4 | Daniil Medvedev [RUS] d. Zverev | 3-6 6-3 7-5 | (ch) | 1.01 | 6.7% | 8.6% | 62.9% | 74.2% | 41.0% | 8/11 | 2:37 |
| 16‑Nov‑2020 | Tour Finals | Hard | RR | 7 | 4 | (4)Daniil Medvedev [RUS] d. (5)Zverev | 6-3 6-4 | (ch) | 0.72 | 4.4% | 10.3% | 72.1% | 69.4% | 21.1% | 6/9 | 1:29 |
| 2‑Nov‑2020 | Paris Masters | Hard | F | 7 | 5 | (3)Daniil Medvedev [RUS] d. (4)Zverev | 5-7 6-4 6-1 | (ch) | 0.70 | 10.8% | 2.9% | 74.5% | 67.1% | 34.6% | 6/10 | 2:07 |
| 11‑Nov‑2019 | Tour Finals | Hard | RR | 7 | 4 | (7)Zverev d. (4)Daniil Medvedev [RUS] | 6-4 7-6(4) | (ch) | 1.05 | 12.7% | 4.8% | 81.0% | 88.2% | 33.3% | 0/0 | 1:18 |
| 7‑Oct‑2019 | Shanghai Masters | Hard | F | 6 | 4 | (3)Daniil Medvedev [RUS] d. (5)Zverev | 6-4 6-1 | (ch) | 0.67 | 14.6% | 6.3% | 64.6% | 64.5% | 23.5% | 1/5 | 1:13 |
| 6‑Aug‑2018 | Canada Masters | Hard | R16 | 3 | 68 | (2)Zverev d. (Q)Daniil Medvedev [RUS] | 6-3 6-2 | (ch) | 4.35 | 12.5% | 0.0% | 57.5% | 95.7% | 82.4% | 0/0 | 0:52 |
| 19‑Mar‑2018 | Miami Masters | Hard | R64 | 5 | 52 | (4)Zverev d. Daniil Medvedev [RUS] | 6-4 1-6 7-6(5) | (ch) | 0.97 | 6.9% | 5.0% | 65.3% | 71.2% | 45.7% | 8/11 | 2:13 |
| 31‑Jul‑2017 | Washington | Hard | QF | 8 | 50 | (5)Zverev d. Daniil Medvedev [RUS] | 6-2 6-4 | | 1.94 | 14.9% | 4.3% | 63.8% | 83.3% | 70.6% | 2/2 | 0:57 |
| 19‑Sep‑2016 | St. Petersburg | Hard | R16 | 27 | 144 | (5)Zverev d. (Q)Daniil Medvedev [RUS] | 6-3 7-5 | | 1.45 | 3.4% | 3.4% | 56.9% | 75.8% | 52.0% | 5/7 | 1:25 |
