| 2021-11-26 | Davis Cup WG1 PO: UKR vs NOR | Hard | RR | 8 |  Casper Ruud | 216 |  Sergiy Stakhovsky | 4-6 6-3 7-6(4) | H2H | 3 | 132 | 9 | 0 | 65.6% | 81.4% | 58.1% | 3/5 |
| 2021-11-26 | Davis Cup WG1 PO: UKR vs NOR | Hard | RR | 8 | Casper Ruud | 237 | Vitaliy Sachko | 6-3 6-2 | H2H | 3 | 76 | 5 | 1 | 59.6% | 64.7% | 65.2% | 3/4 |
| 2021-11-15 | Tour Finals | Hard | SF | 2 |  Daniil Medvedev (2) | 8 | Casper Ruud (8) | 6-4 6-2 | H2H | 3 | 79 | 3 | 2 | 59.6% | 82.1% | 73.7% | 0/0 |
| 2021-11-15 | Tour Finals | Hard | RR | 1 |  Novak Djokovic (1) | 8 | Casper Ruud (8) | 7-6(4) 6-2 | H2H | 3 | 90 | 10 | 0 | 73.6% | 89.7% | 42.9% | 0/1 |
| 2021-11-15 | Tour Finals | Hard | RR | 8 | Casper Ruud (8) | 12 |  Cameron Norrie (10) | 1-6 6-3 6-4 | H2H | 3 | 111 | 10 | 0 | 63.4% | 77.8% | 53.8% | 0/2 |
| 2021-11-15 | Tour Finals | Hard | RR | 8 | Casper Ruud (8) | 5 | Andrey Rublev (5) | 2-6 7-5 7-6(5) | H2H | 3 | 143 | 14 | 3 | 66.4% | 64.9% | 51.3% | 7/11 |
| 2021-11-01 | Paris Masters | Hard | QF | 4 |  Alexander Zverev (4) | 8 | Casper Ruud (6) | 7-5 6-4 | H2H | 3 | 94 | 4 | 0 | 74.1% | 86.0% | 53.3% | 3/3 |
| 2021-11-01 | Paris Masters | Hard | R16 | 8 | Casper Ruud (6) | 57 |  Marcos Giron (Q) | 6-2 6-1 | H2H | 3 | 67 | 5 | 1 | 64.4% | 82.8% | 62.5% | 0/0 |
| 2021-11-01 | Paris Masters | Hard | R32 | 8 | Casper Ruud (6) | 36 |  Alexander Bublik | 6-4 6-0 | H2H | 3 | 77 | 2 | 2 | 51.0% | 69.2% | 56.0% | 4/6 |
| 2021-10-25 | Vienna | Hard | QF | 11 |  Jannik Sinner (7) | 8 | Casper Ruud (4) | 7-5 6-1 | H2H | 3 | 97 | 10 | 0 | 67.7% | 76.2% | 40.0% | 4/5 |
