Stefano Cobolli defeated Manuel Jorquera 4-6 6-4 6-2 in the Italy 1 2 round of 32 on clay. Stefano Cobolli extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-08-01 | Italy F24 | R32 | clay | Manuel Jorquera | 6-7(2) 6-4 6-3 |
| 2003-09-29 | Italy 6 3 | R32 | clay | Manuel Jorquera | 7-5 7-6(7) |
| 2002-10-28 | Italy 8 1 | QF | hard | Stefano Cobolli | 7-5 6-3 |
| 2000-06-19 | Italy 3 1 | R32 | clay | Stefano Cobolli | 6-4 6-2 |