| Challenger San Benedetto | 07/08 16:00 | 25 | Filippo Volandri v Ruben R. Hidalgo | 4-6,2-6 | |
| Challenger Todi | 07/02 16:00 | 25 | Filippo Volandri v Roberto Marcora | 2-6,7-6,6-4 | |
| Wimbledon | 06/23 12:40 | 23 | Filippo Volandri v Edouard Roger-Vasselin | 6-7,2-6,4-6 | |
| Challenger Milan | 06/17 16:35 | 25 | Juan Lizariturry v Filippo Volandri | 6-4,6-4 | |
| Challenger Caltanissetta | 06/11 16:00 | 26 | Filippo Volandri v Egle Stuckyte | 0-6,6-7 | |
| Challenger Mestre | 06/05 14:00 | 26 |
Filippo Volandri v
Andrea Collarini
|
4-6,6-3,4-6 | |
| Challenger Mestre | 06/04 14:00 | 25 | Filippo Volandri v Niels Desein | 6-3,7-5 | |
| Challenger Rome | 05/09 15:10 | 28 | Pablo Cuevas v Filippo Volandri | 6-3,6-1 | |
| Challenger Rome | 05/07 13:20 | 26 | Ricardas Berankis v Filippo Volandri | 6-7,7-5,3-6 | |
| Challenger Rome | 05/06 15:55 | 25 | Maxim Dubarenco v Filippo Volandri | 1-6,3-6 | |
| Challenger Casablanca | 04/08 11:30 | 25 | Filippo Volandri v Filip Peliwo | 6-7,3-6 | |
| ATP Miami | 03/19 20:05 | 23 | Jiri Vesely v Filippo Volandri | 6-4,7-6 |
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