Petr Kovacka defeated Martin Stepanek 3-6 6-3 7-6 in the Czech Republic Masters 3 semi-final on carpet. The upset overturned the form book — Martin Stepanek came in leading the head-to-head 2–0. Petr Kovacka claimed a first win over Martin Stepanek in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-25 | Czech Republic Masters 4 | QF | carpet | Martin Stepanek | 6-2 6-2 |
| 1998-10-26 | Czech Republic Masters 1 | R16 | hard | Martin Stepanek | 6-1 3-6 6-1 |