Round: 54 Ground: Clay
| ITF Poland F6 | 2016/08/24 09:00 | Orlando Luz v Maciej Rajski | 6-4,7-5 |
| ITF Poland F6 | 2016/08/22 12:00 | Maciej Rajski v Pawel Juszczak | 6-1,6-2 |
| ITF Poland F5 | 2016/08/16 10:20 | Neuchrist, Maximilian v Maciej Rajski | 6-2,6-3 |
| ITF Latvia F1 | 2016/08/02 09:45 | Maciej Rajski v Khomentovskiy, Matvey | 6-7,1-6 |
| ITF Slovakia F1 | 2016/07/29 10:20 | Maciej Rajski v Fabian, Patrik | 4-6,4-6 |
| ITF Slovakia F1 | 2016/07/28 11:20 | Maciej Rajski v Dubrivnyy, Artem | 6-4,6-0 |
| ITF Slovakia F1 | 2016/07/26 09:40 | Maciej Rajski v Godry, Levente | 6-3,6-4 |
| ITF Poland F3 | 2016/06/07 11:35 | Maciej Rajski v Kacper Zuk | 6-3,4-6,2-6 |
| ITF Italy F27 | 2016/08/27 14:00 | Bessire, Francesco v Colorado, Maximiliano | 4-6,7-5,6-1 |
| ITF Italy F26 Qual | 2016/08/20 11:45 | Francesco Ferrari v Bessire, Francesco | 6-3,7-5 |
| ITF Morocco F6 | 2016/08/07 22:00 | Bessire, Francesco v Elliot Benchetrit | 2-6,2-6 |
| ITF Morocco F6 | 2016/08/05 22:00 | Briand, Jurgen v Bessire, Francesco | 0-6,5-7 |
| ITF Morocco F6 | 2016/08/05 22:00 | Bessire, Francesco v Karakhi, Reda | 6-2,6-4 |
| ITF Morocco F5 | 2016/07/30 22:00 | Bessire, Francesco v Pontico, Hugo | 3-6,4-6 |
| ITF Morocco F5 | 2016/07/29 22:00 | Bessire, Francesco v Karakhi, Reda | 6-2,6-0 |
| ITF Morocco F4 | 2016/07/23 10:00 | Adnaoui, Mohamed v Bessire, Francesco | 7-5,6-4 |