Florian Jeschonek defeated Johan Settergren 7-6 6-7 7-6 in the Germany F1 round of 32 on hard. The upset overturned the form book — Johan Settergren came in leading the head-to-head 1–0. Florian Jeschonek claimed a first win over Johan Settergren in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-19 | Germany F3 | SF | clay | Johan Settergren | 6-3 4-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.