Ivan Caballero defeated Francesc Lleal 6-3 6-2 in the Spain 6 4 round of 16 on clay. The upset overturned the form book — Francesc Lleal came in leading the head-to-head 1–0, but Ivan Caballero had been the form player, winning 4 of their last 8 on clay. Ivan Caballero claimed a first win over Francesc Lleal in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-10-15 | Spain 7 4 | R32 | clay | Francesc Lleal | 6-3 6-0 |