Borut Urh advanced past Blaz Trupej via walkover in the Croatia 4 Masters 3 qualifying round. Borut Urh extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-12 | Slovenia F2 | R32 | clay | Blaz Trupej | 6-2 6-0 |
| 1999-03-06 | Croatia 1 Masters 3 | R16 | clay | Borut Urh | 6-2 5-7 6-3 |
| 1998-03-24 | Croatia 1 Masters 3 | R16 | clay | Borut Urh | 6-3 7-5 |
| 1997-04-05 | Croatia 1 Masters 2 | QF | clay | Blaz Trupej | 6-4 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.