Denis Shapovalov defeated Benoit Paire 7-6 4-6 6-4 in the Madrid Masters round of 32 on clay. Denis Shapovalov claimed a first win over Benoit Paire in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-08-16 | Cincinnati Masters | R32 | hard | Benoit Paire | 6-3 4-6 7-5 |
| 2019-05-20 | Lyon | QF | clay | Benoit Paire | 6-3 4-6 7-6(4) |
| 2018-07-02 | Wimbledon | R64 | grass | Benoit Paire | 0-6 6-2 6-4 7-6(3) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.