Alan Mackin advanced when Mirko Pehar retired 6-3 4-1 in the Jamaica F20 round of 16. Alan Mackin extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-09-27 | USA F26 | R16 | hard | Alan Mackin | 6-3 6-3 |
| 1999-08-16 | Morocco F1 | R16 | clay | Mirko Pehar | 6-7 6-2 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.