Stadium: Court 8 Round: 25 Ground: Clay
| Challenger Seville | 2018/09/04 16:30 | Donati, Matteo v Maden, Yannick | 6-4,6-3 |
| Challenger Como | 2018/09/02 11:30 | Donati, Matteo v Salvatore Caruso | 6-7,6-7 |
| Challenger Como | 2018/08/31 12:40 | Donati, Matteo v Baldi, Filippo | 1-6,6-3,6-2 |
| Challenger Como | 2018/08/28 09:10 | Dutra Silva, Rogerio v Donati, Matteo | 0-6,4-6 |
| US Open, New York, USA | 2018/08/21 22:30 | Donati, Matteo v Stefano Travaglia | 3-6,2-6 |
| ATP Gstaad Qual | 2018/07/21 09:45 | Jakub Paul v Donati, Matteo | 4-6,6-4,6-4 |
| Challenger Scheveningen | 2018/07/17 12:20 | Donati, Matteo v Antoine Hoang | 4-6,3-6 |
| Challenger Perugia | 2018/07/12 11:00 | Quinzi, Gianluigi v Donati, Matteo | 6-4,6-4 |
| Challenger Biella | 2018/09/17 10:00 | Satral, Jan v Oscar Jose Gutierrez | 6-2,6-2 |
| Challenger Biella | 2018/09/16 12:00 | Paschetto, Francesco v Oscar Jose Gutierrez | 3-6,0-6 |
| Challenger Biella | 2018/09/15 12:00 | Jannik Sinner v Oscar Jose Gutierrez | 6-4,4-6,6-7 |
| ITF Italy F27 | 2018/09/13 16:25 | Oscar Jose Gutierrez v Bortolotti, Marco | 3-6,1-6 |
| ITF Italy F27 | 2018/09/12 16:35 | Oscar Jose Gutierrez v Enrico Dalla Valle | 6-1,6-2 |
| ITF Italy F27 | 2018/09/11 12:00 | Oscar Jose Gutierrez v Vibert, Francois Arthur | 7-6,2-6,6-2 |
| ITF Italy F27 | 2018/09/08 14:00 | Oscar Jose Gutierrez v Curci, Matteo | 6-2,6-3 |
| ITF Italy F26 | 2018/09/07 11:15 | Gijs Brouwer v Oscar Jose Gutierrez | 6-4,6-4 |