Level, 1 wins each over 2 singles meetings since 2021. Last meeting on 02/11/2026 at Rolex Paris Masters - Paris.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 02/11/2026 | Rolex Paris Masters - Paris | Round 1 | indoor hard | Khachanov | 6-3 6-7(6) 1-4 ret. |
| 07/07/2021 | Wimbledon - London | Quarter-final | grass | Shapovalov | 6-4 3-6 5-7 6-1 6-4 |
| indoor hard | Khachanov 1 - 0 Shapovalov |
| grass | Khachanov 0 - 1 Shapovalov |
| 2026 | Khachanov 1 - 0 Shapovalov |
| 2021 | Khachanov 0 - 1 Shapovalov |
187 wins, 130 losses since 2021 (59.0%).
Last matches: D V D D V
157 wins, 126 losses since 2021 (55.5%).
Last matches: D D V D V
Level, 1 wins each over 2 singles meetings since 2021.
On 02/11/2026, at Rolex Paris Masters - Paris (Round 1): Karen Khachanov won 6-3 6-7(6) 1-4 ret..