Ondrej Krstev defeated Ivan Davydov 6-2 7-6 in the M15 Monastir 13 round of 32 on hard. The upset overturned the form book — Ivan Davydov came in leading the head-to-head 1–0. Ondrej Krstev claimed a first win over Ivan Davydov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-11-26 | M15 Monastir 12 | R32 | hard | Ivan Davydov | 6-4 4-6 6-3 |