| Challenger Cortina Qual | 2014/07/28 10:25 | Viktor Troicki v Omar Giacalone | 7-6,3-6,6-3 |
| ITF Italy F24 | 2014/07/24 14:00 | Omar Giacalone v Arthur De Greef | 7-5,4-6,5-7 |
| ITF Italy F24 | 2014/07/23 12:00 | Omar Giacalone v Giovanni Rizzuti | 6-2,2-6,6-4 |
| ITF Italy F23 | 2014/07/14 10:30 | Nicola Ghedin v Omar Giacalone | 6-2,7-5 |
| ITF Italy F19 | 2014/06/18 09:30 | Gleb Sakharov v Omar Giacalone | 7-5,6-1 |
| ITF Italy F19 | 2014/06/17 11:10 | Omar Giacalone v Filippo Borella | 6-1,6-1 |
| Challenger Caltanissetta Qual | 2014/06/08 17:40 | Alexander Zverev v Omar Giacalone | 6-4,6-4 |
| ITF Italy F15 | 2014/05/21 13:30 | Roberto Marcora v Omar Giacalone | 6-1,6-1 |