Daniel Danilovic defeated Colin Fleming 7-5 7-6 in the Greece F6 qualifying round on carpet. The upset overturned the form book — Colin Fleming came in leading the head-to-head 1–0. Daniel Danilovic claimed a first win over Colin Fleming in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-11-03 | Great Britain F18 | R32 | hard | Colin Fleming | 7-5 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.