Igor Sijsling advanced past Frank Wintermantel via walkover in the Dominican Republic F2 round of 16. Igor Sijsling extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-04-27 | Italy F8 | QF | clay | Igor Sijsling | 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.