Dusan Lajovic defeated Karen Khachanov 6-3 6-2 in the Madrid Masters round of 64 on clay. The upset overturned the form book — Karen Khachanov came in ranked #15, defending last year's round of 64. Dusan Lajovic extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-09-21 | Hamburg | R16 | clay | Dusan Lajovic | 6-1 6-2 |
| 2020-01-06 | Atp Cup | SF | hard | Dusan Lajovic | 7-5 7-6(1) |
| 2016-07-18 | Kitzbuhel | QF | clay | Dusan Lajovic | 6-3 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.