Carolina Pillot defeated Despina Papamichail 6-4 6-3 in the Madrid 10K round of 32 on clay. The upset overturned the form book — Despina Papamichail came in leading the head-to-head 2–0, but Carolina Pillot had been the form player, winning 4 of their last 8 on clay. Carolina Pillot claimed a first win over Despina Papamichail in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2013-09-02 | Mestre 50K | Q16 | clay | Despina Papamichail | 7-5 7-5 |
| 2011-09-12 | Mont De Marsan 25K | R16 | clay | Despina Papamichail | 6-7(4) 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.