Level, 2 wins each over 4 singles meetings since 2021. Last meeting on 12/05/2022 at Internazionali BNL d'Italia - Rome.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 12/05/2022 | Internazionali BNL d'Italia - Rome | Round 3 | clay | Shapovalov | 6-1 5-7 2-6 |
| 25/01/2022 | Australian Open - Melbourne | Quarter-final | hard | Nadal | 3-6 4-6 6-4 6-3 3-6 |
| 18/12/2021 | Mubadala World Tennis Championship | Third place match | hard | Shapovalov | |
| 13/05/2021 | Internazionali BNL d'Italia - Rome | Round 3 | clay | Nadal | 6-3 4-6 6-7(3) |
| clay | Nadal 1 - 1 Shapovalov |
| hard | Nadal 1 - 1 Shapovalov |
| 2022 | Nadal 1 - 1 Shapovalov |
| 2021 | Nadal 1 - 1 Shapovalov |
78 wins, 27 losses since 2021 (74.3%).
Last matches: D D V D V
151 wins, 122 losses since 2021 (55.3%).
Last matches: D V V D V
Level, 2 wins each over 4 singles meetings since 2021.
On 12/05/2022, at Internazionali BNL d'Italia - Rome (Round 3): Denis Shapovalov won 6-1 5-7 2-6.