Evelyn Mayr defeated Anastasia Grymalska 7-5 6-2 in the Antalya Ali Bey Manavgat 10K qualifying round on clay. Evelyn Mayr extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-06-08 | Campobasso 25K | R32 | clay | Anastasia Grymalska | 6-4 2-6 6-4 |
| 2009-03-16 | Rome-Pomezia 10K | R16 | clay | Evelyn Mayr | 6-2 3-6 6-3 |
| 2009-03-09 | Rome-Real 10K | R32 | clay | Anastasia Grymalska | 7-6(10) 7-5 |
| 2008-02-11 | Arezzo 10K | F | clay | Evelyn Mayr | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.