Guillermo Garcia Lopez defeated Dmitry Tursunov 6-4 6-3 in the Estoril round of 16 on clay. The upset overturned the form book — Dmitry Tursunov came in leading the head-to-head 4–1, defending last year's round of 16. Guillermo Garcia Lopez narrowed the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-06-14 | Eastbourne | SF | grass | Dmitry Tursunov | 6-2 6-2 |
| 2008-05-25 | Roland Garros | R64 | clay | Dmitry Tursunov | 7-6(4) 6-0 6-0 |
| 2007-06-18 | Nottingham | QF | grass | Dmitry Tursunov | 4-6 6-3 7-5 |
| 2006-09-11 | Bucharest | R16 | clay | Guillermo Garcia Lopez | 6-2 3-6 7-6(3) |
| 2005-10-03 | Tokyo | R64 | hard | Dmitry Tursunov | 3-6 6-4 6-1 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.