Stadium: Court 5 Round: 25 Ground: Clay
| Piombino, Singles M-ITF-ITA-19A | 2019/08/28 09:30 | de Maio, Mauro v Andres Gabriel Ciurletti | 3-6,4-6 |
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/12 09:45 | de Maio, Mauro v Manuel Mazza | 4-6,2-6 |
| Appiano, Singles M-ITF-ITA-17A | 2019/08/05 17:00 | Virgili, Adelchi v de Maio, Mauro | 7-5,6-4 |
| Appiano, Singles M-ITF-ITA-17A | 2019/08/05 13:10 | Cigna, Nicola v de Maio, Mauro | 6-4,2-6,10-12 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/11 08:00 | de Maio, Mauro v Guido Ivan Justo | 2-6,2-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/10 10:25 | Naser, Javier v de Maio, Mauro | 2-6,1-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/08 14:00 | Brunetti, Lorenzo v de Maio, Mauro | 3-6,2-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/07/08 07:30 | Abibsi, Mohamed Ali v de Maio, Mauro | 2-6,4-6 |
| ITF M15 Bratislava | 2019/08/30 08:00 | Maciej Rajski v Jirousek, Tomas | 5-7,6-4,5-7 |
| ITF M15 Bratislava | 2019/08/29 08:00 | Maciej Rajski v Barbu, Adrian | 6-4,7-6 |
| ITF M15 Bratislava | 2019/08/28 12:55 | Maciej Rajski v Recek, Dominik | 6-3,6-1 |
| ITF M25 Poznan | 2019/08/22 09:00 | Denis Yevseyev v Maciej Rajski | 6-2,6-1 |
| ITF M25 Poznan | 2019/08/20 08:00 | Maciej Rajski v Gajewski, Kamil | 6-1,6-3 |
| Bydgoszcz, Singles Qualifying M-ITF-POL-04A | 2019/08/14 08:00 | Dougaz, Aziz v Maciej Rajski | 6-4,7-5 |
| ITF M15 Novi Sad | 2019/08/08 08:00 | Paroulek, Tadeas v Maciej Rajski | 3-6,6-3,6-2 |
| ITF M15 Novi Sad | 2019/08/06 11:30 | Jirousek, Tomas v Maciej Rajski | 4-6,3-6 |