| 2019-11-21 | Davis Cup Finals RR: FRA vs SRB | Hard | RR | 2 | Novak Djokovic | 24 | Benoit Paire | 6-3 6-3 | H2H | 3 | 69 | 6 | 5 | 62.7% | 67.6% | 36.4% | 3/6 |
| 2019-10-28 | Paris Masters | Hard | R32 | 13 | Gael Monfils (13) | 23 | Benoit Paire | 6-4 7-6(4) | H2H | 3 | 86 | 7 | 2 | 78.3% | 72.2% | 66.7% | 3/3 |
| 2019-10-28 | Paris Masters | Hard | R64 | 23 | Benoit Paire | 91 | Damir Dzumhur (LL) | 7-5 6-4 | H2H | 3 | 86 | 8 | 8 | 51.1% | 84.4% | 37.2% | 11/12 |
| 2019-10-21 | Basel | Hard | R32 | 105 | Henri Laaksonen (WC) | 25 | Benoit Paire (8) | 6-3 7-5 | H2H | 3 | 67 | 5 | 1 | 58.5% | 83.9% | 45.5% | 2/4 |
| 2019-10-07 | Shanghai Masters | Hard | R32 | 26 | Nikoloz Basilashvili (15) | 23 | Benoit Paire | 6-4 1-6 6-1 | H2H | 3 | 97 | 2 | 5 | 67.6% | 66.7% | 60.9% | 2/4 |
| 2019-10-07 | Shanghai Masters | Hard | R64 | 23 | Benoit Paire | 69 | Marco Cecchinato (Q) | 6-2 7-5 | H2H | 3 | 71 | 10 | 1 | 59.3% | 90.6% | 50.0% | 0/0 |
| 2019-09-30 | Tokyo | Hard | R32 | 136 | Yasutaka Uchiyama (Q) | 23 | Benoit Paire (4) | 6-2 6-2 | H2H | 3 | 54 | 4 | 0 | 63.2% | 91.7% | 71.4% | 0/0 |
| 2019-09-23 | Chengdu | Hard | R16 | 63 | Pablo Carreno Busta | 23 | Benoit Paire (3) | 6-3 3-6 6-3 | H2H | 3 | 78 | 7 | 4 | 65.7% | 87.0% | 62.5% | 0/1 |
| 2019-09-16 | Metz | Hard | QF | 23 | Benoit Paire (3) | 98 | Gregoire Barrere (WC) | 7-6(4) 6-4 | H2H | 3 | 79 | 14 | 2 | 65.6% | 82.5% | 57.1% | 0/1 |
| 2019-09-16 | Metz | Hard | R16 | 23 | Benoit Paire (3) | 41 | Richard Gasquet | 3-6 6-3 6-4 | H2H | 3 | 97 | 15 | 4 | 54.5% | 85.7% | 45.7% | 3/5 |