| Challenger Bergamo MD | 11/03 20:15 | 27 | Squire/Struff v O'Mara/Oswald | 6-1,6-4 | |
| Challenger Bergamo MD | 11/02 13:40 | 26 | Raja/Sharan v O'Mara/Oswald | 6-7,1-6 | |
| Challenger Parma MD | 10/07 14:15 | 28 | Martinez/Zelenay v O'Mara/Oswald | 5-7,6-3,10-8 | |
| Challenger Parma MD | 10/06 13:00 | 27 | Taylor/Walkin v O'Mara/Oswald | 3-6,4-6 | |
| Challenger Parma MD | 10/05 15:30 | 26 | Arnaboldi/Ferrari v O'Mara/Oswald | 2-6,3-6 |