Milan Drinic defeated Miljan Zekic 6-3 3-6 7-6 in the M25 Kursumlijska Banja 2 round of 16 on clay. The upset overturned the form book — Miljan Zekic came in leading the head-to-head 1–0, but Milan Drinic had been the form player, winning 6 of their last 10 on clay. Milan Drinic claimed a first win over Miljan Zekic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-08-07 | M15 Novi Sad 2 | R32 | clay | Miljan Zekic | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.