Elena Dementieva defeated Kateryna Bondarenko 7-6 6-7 6-4 in the New Haven round of 16 on hard. The result followed the form book — Elena Dementieva came in leading the head-to-head 4–1. Elena Dementieva extended the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-09-28 | Tokyo | R32 | hard | Kateryna Bondarenko | 6-2 6-7(3) 6-1 |
| 2008-08-11 | Olympics | R64 | hard | Elena Dementieva | 6-1 6-4 |
| 2008-05-05 | Berlin | R32 | grass | Elena Dementieva | 6-1 6-2 |
| 2008-03-24 | Miami | R64 | hard | Elena Dementieva | 6-0 6-4 |
| 2008-02-04 | Paris | QF | carpet | Elena Dementieva | 7-5 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.