Tsvetana Pironkova defeated Shahar Peer 6-3 6-7 6-3 in the Sydney qualifying final on hard. The upset overturned the form book — Shahar Peer came in leading the head-to-head 5–1. Tsvetana Pironkova narrowed the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-04-07 | Katowice | R16 | hard | Shahar Peer | 6-2 6-1 |
| 2013-04-08 | Katowice | R32 | hard | Shahar Peer | 5-7 7-6(4) 7-6(4) |
| 2010-01-18 | Australian Open | R64 | hard | Shahar Peer | 6-1 6-4 |
| 2008-04-28 | Prague | R16 | clay | Shahar Peer | 7-5 6-2 |
| 2006-05-29 | Roland Garros | R64 | clay | Shahar Peer | 6-2 6-3 |
| 2005-05-16 | Istanbul | QF | clay | Tsvetana Pironkova | 6-3 7-6(4) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.