Monica Niculescu defeated Tsvetana Pironkova 6-3 6-2 in the New Haven round of 32 on hard. The upset overturned the form book — Tsvetana Pironkova came in leading the head-to-head 4–2, defending last year's round of 32. Monica Niculescu narrowed the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-06-17 | W100+H Nottingham 1 | R16 | grass | Tsvetana Pironkova | 2-6 6-3 6-3 |
| 2017-06-26 | Eastbourne | R32 | grass | Tsvetana Pironkova | 6-0 6-4 |
| 2011-01-17 | Australian Open | R64 | hard | Monica Niculescu | 6-4 6-1 |
| 2009-01-05 | Brisbane | R32 | hard | Tsvetana Pironkova | 6-7 6-4 6-4 |
| 2008-02-09 | Antwerp | Q32 | hard | Tsvetana Pironkova | 6-4 6-1 |
| 2002-08-12 | Bucharest 10K | F | clay | Monica Niculescu | 6-1 7-6(4) |
Averages over each player's completed matches in the selected window (196 vs 199). 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