Gabrio Castrichella defeated Pietro Angelini 6-2 6-3 in the Ukraine Masters 3 semi-final on clay. The result followed the form book — Gabrio Castrichella came in leading the head-to-head 2–1. Gabrio Castrichella extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-04-06 | Italy 1 Masters 4 | QF | clay | Pietro Angelini | 4-6 6-1 6-1 |
| 1995-07-01 | Italy 3 Masters 2 | QF | clay | Gabrio Castrichella | 7-6 7-6 |
| 1992-07-06 | Italy 2 Masters 1 | R32 | clay | Gabrio Castrichella | 7-5 4-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.