Grigor Dimitrov (Bulgaria) 1 - 1 Maxime Cressy (USA)
| Date | Tournament | Rnd | Winner | Score | 
|---|---|---|---|---|
| 02 May 2022 | Mutua Madrid Open  Madrid,
                        Spain ATP Tour Masters, Clay | R64 | Grigor Dimitrov
                            (BUL  ) | 6-2 7-6(4) | 
| 08 Jan 2022 | Melbourne Summer Set  Melbourne,
                        Australia ATP Tour 250, Hard | SF | Maxime Cressy
                            (USA  ) | 5-7 6-7(9) |