Katerina Siniakova defeated Margarita Gasparyan 2-6 6-3 6-1 in the Moscow qualifying round 2 on hard. The upset overturned the form book — Margarita Gasparyan came in leading the head-to-head 2–0, but Katerina Siniakova had been the form player, winning 2 of their last 4 on hard. Katerina Siniakova claimed a first win over Margarita Gasparyan in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-03-15 | St. Petersburg | R16 | hard | Margarita Gasparyan | 6-4 6-4 |
| 2019-06-24 | Eastbourne | R64 | grass | Margarita Gasparyan | 6-3 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.