Agnieszka Radwanska advanced when Coco Vandeweghe retired 6-3 in the Beijing round of 64. Agnieszka Radwanska extended the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2017-08-28 | US Open | R32 | hard | Coco Vandeweghe | 7-5 4-6 6-4 |
| 2017-08-07 | Toronto | R64 | hard | Agnieszka Radwanska | 6-3 6-2 |
| 2016-06-13 | Birmingham | R32 | grass | Coco Vandeweghe | 7-5 4-6 6-3 |
| 2015-09-21 | Tokyo | R32 | hard | Agnieszka Radwanska | 6-3 6-3 |
| 2015-08-24 | New Haven | R32 | hard | Agnieszka Radwanska | 6-0 6-2 |
| 2014-09-29 | Beijing | R64 | hard | Agnieszka Radwanska | 6-4 6-3 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (190 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About