Madison Brengle advanced when Yanina Wickmayer retired 6-2 3-0 in the Newport Beach round of 16. Madison Brengle extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-02-14 | W100 Nicholasville 1 | QF | hard | Madison Brengle | 6-2 4-6 6-1 |
| 2016-07-18 | Washington | R64 | hard | Yanina Wickmayer | 7-5 6-4 |
| 2014-05-12 | Prague 100K | R32 | clay | Madison Brengle | 6-4 6-3 |
| 2009-05-11 | Saint-Gaudens 50K | R32 | clay | Yanina Wickmayer | 6-4 6-3 |
Averages over each player's completed matches in the selected window (183 vs 78). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About