Leos Friedl defeated Petr Kovacka 6-4 2-6 6-2 in the Slovenia Masters 3 round of 16 on clay. The upset overturned the form book — Petr Kovacka came in leading the head-to-head 1–0. Leos Friedl claimed a first win over Petr Kovacka in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-25 | Czech Republic Masters 3 | R16 | carpet | Petr Kovacka | 6-7 6-2 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.