Maria Sakkari defeated Heather Watson 6-1 6-3 in the New Haven qualifying round 1 on hard. The result followed the form book — Maria Sakkari came in ranked #37, leading the head-to-head 1–0. Maria Sakkari extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-06-10 | Nottingham | R32 | grass | Maria Sakkari | 6-4 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.