Vladyslav Orlov defeated Artem Smirnov 6-0 3-6 7-5 in the M15 Irpin 3 semi-final on clay. The upset overturned the form book — Artem Smirnov came in leading the head-to-head 1–0, but Vladyslav Orlov had been the form player, winning 3 of their last 4 on clay. Vladyslav Orlov claimed a first win over Artem Smirnov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-05-25 | M15 Irpin 1 | F | clay | Artem Smirnov | 6-2 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.