Angelika Roesch defeated Kathrin Woerle 6-4 7-5 in the Stuttgart 25K round of 16 on clay. The upset overturned the form book — Kathrin Woerle came in leading the head-to-head 2–1, but Angelika Roesch had been the form player, winning 3 of their last 7 on clay. Angelika Roesch narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-04-27 | Johannesburg 100K | R32 | hard | Kathrin Woerle | 6-2 6-2 |
| 2009-03-30 | Latina 50K | R32 | clay | Kathrin Woerle | 6-0 6-2 |
| 2008-09-15 | Mestre 50K | QF | clay | Angelika Roesch | 0-6 7-5 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.