| 2022-11-24 | Davis Cup Finals QF: GER vs CAN | Hard | RR | 152 |  Jan-Lennard Struff | 18 |  Denis Shapovalov | 6-3 4-6 7-6(2) | H2H | 3 | - | - | - | - | - | - | - |
| 2022-11-27 | Davis Cup Finals F: CAN vs AUS | Hard | RR | 18 | Denis Shapovalov | 94 |  Thanasi Kokkinakis | 6-2 6-4 | H2H | 3 | - | - | - | - | - | - | - |
| 2022-11-26 | Davis Cup Finals SF: ITA vs CAN | Hard | RR | 45 |  Lorenzo Sonego | 18 | Denis Shapovalov | 7-6(4) 6-7(5) 6-4 | H2H | 3 | - | - | - | - | - | - | - |
| 2022-10-31 | Paris Masters | Hard | R32 | 14 |  Pablo Carreno Busta (14) | 16 | Denis Shapovalov | 7-6(2) 2-6 6-4 | H2H | 3 | 134 | 3 | 2 | 59.3% | 75.0% | 69.7% | 2/5 |
| 2022-10-31 | Paris Masters | Hard | R64 | 16 | Denis Shapovalov | 30 |  Francisco Cerundolo | 6-7(2) 6-3 6-4 | H2H | 3 | 132 | 9 | 3 | 57.3% | 78.4% | 63.2% | 1/2 |
| 2022-10-24 | Vienna | Hard | F | 4 |  Daniil Medvedev (1) | 19 | Denis Shapovalov | 4-6 6-3 6-2 | H2H | 3 | 136 | 6 | 3 | 66.0% | 71.9% | 39.4% | 6/9 |
| 2022-10-24 | Vienna | Hard | SF | 19 | Denis Shapovalov | 27 |  Borna Coric | 7-6(4) 6-0 | H2H | 3 | 88 | 7 | 5 | 62.9% | 94.9% | 39.1% | 1/1 |
| 2022-10-24 | Vienna | Hard | QF | 19 | Denis Shapovalov | 26 |  Daniel Evans | 6-3 6-3 | H2H | 3 | 98 | 7 | 3 | 67.3% | 85.7% | 52.9% | 4/4 |
| 2022-10-24 | Vienna | Hard | R16 | 19 | Denis Shapovalov | 10 |  Taylor Fritz (4) | 6-1 4-6 6-3 | H2H | 3 | 102 | 10 | 4 | 50.8% | 87.9% | 68.8% | 2/3 |
| 2022-10-24 | Vienna | Hard | R32 | 19 | Denis Shapovalov | 130 |  Jurij Rodionov (WC) | 6-4 6-4 | H2H | 3 | 101 | 8 | 4 | 58.1% | 76.7% | 48.4% | 6/7 |
