| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-01-20 | Australian Open | R32 | hard | Marin Cilic | 6-7(3) 6-4 6-0 5-7 6-3 |
| 2019-01-14 | Australian Open | R16 | hard | Roberto Bautista Agut | 6-7(6) 6-3 6-2 4-6 6-4 |
| 2017-10-30 | Paris Masters | R16 | hard | Marin Cilic | 7-6(4) 6-2 |
| 2017-07-03 | Wimbledon | R16 | grass | Marin Cilic | 6-2 6-2 6-2 |
| 2016-01-18 | Australian Open | R32 | hard | Roberto Bautista Agut | 6-4 7-6(5) 7-5 |
| 2015-10-19 | Moscow | F | hard | Marin Cilic | 6-4 6-4 |
| 2014-10-13 | Moscow | F | hard | Marin Cilic | 6-4 6-4 |
Averages from each player's recent completed matches (19 vs 20). ATP, WTA & Challenger.