Andrea Stoppini defeated Gianluca Luddi 7-6 7-6 in the Italy 5 3 round of 16 on clay. The upset overturned the form book — Gianluca Luddi came in leading the head-to-head 2–0. Andrea Stoppini claimed a first win over Gianluca Luddi in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-04-02 | Italy 2 2 | R16 | clay | Gianluca Luddi | 6-3 6-3 |
| 1999-08-02 | Italy F15 | R32 | clay | Gianluca Luddi | 5-7 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.