Round: 45 Ground: Clay
| ITF Greece F6 | 2016/04/27 07:00 | Addison, Aaron v Callahan, Hunter | 6-4,7-6 |
| ITF Greece F6 | 2016/04/25 09:15 | Callahan, Hunter v Krainik, Pavel | 3-6,7-5,6-3 |
| ITF Greece F5 | 2016/04/21 10:15 | Callahan, Hunter v Glasspool, Lloyd | 6-7,2-6 |
| ITF Greece F5 | 2016/04/20 10:10 | Callahan, Hunter v Sarmiento, Raymond | 4-6,7-6,7-5 |
| ITF Greece F5 | 2016/04/18 08:40 | Beran, Martin v Callahan, Hunter | 6-3,3-6,6-7 |
| ITF Greece F5 | 2016/04/17 08:30 | Amiri, Farzin Danny v Callahan, Hunter | 3-6,6-7 |
| ITF Greece F5 | 2016/04/16 07:00 | Stoute, Isaac v Callahan, Hunter | 6-7,4-6 |
| ITF USA F9 Qual | 2016/02/28 14:00 | Burnette, Sean v Callahan, Hunter | 4-6,2-6 |