| Challenger Caltanissetta | 06/17 16:00 | 29 | [104] Jaume Munar v Matteo Donati [217] | 6-2,7-6 | |
| Challenger Caltanissetta | 06/16 17:50 | 28 | Matteo Donati v Attila Balazs | 0-6,6-4,6-4 | |
| Challenger Caltanissetta | 06/15 17:20 | 27 | [217] Matteo Donati v Alessandro Giannessi [161] | Retired | |
| Challenger Caltanissetta | 06/14 13:30 | 26 | Miljan Zekic v Matteo Donati | Walkover | |
| Challenger Caltanissetta | 06/12 10:40 | 25 | [217] Matteo Donati v Casper Ruud [137] | 7-6,7-5 | |
| Challenger Poznan | 06/07 16:00 | 26 | [236] Matteo Donati v Hubert Hurkacz [188] | 3-6,7-6,3-6 | |
| Challenger Poznan | 06/06 10:00 | 25 | [487] Michal Dembek v Matteo Donati [236] | 6-7,3-6 | |
| Challenger Vicenza | 06/03 09:15 | 29 | [145] Hugo Dellien v Matteo Donati [236] | 6-4,5-7,6-4 | |
| Challenger Vicenza | 06/02 13:15 | 28 | [228] Salvatore Caruso v Matteo Donati [236] | 5-7,3-6 | |
| Challenger Vicenza | 06/01 11:45 | 27 | [200] Miomir Kecmanovic v Matteo Donati [236] | 7-6,6-7,3-6 | |
| Challenger Vicenza | 05/30 14:15 | 26 | [236] Matteo Donati v Joao Domingues [271] | 6-4,4-6,6-4 | |
| Challenger Vicenza | 05/28 14:25 | 25 | [421] Liam Caruana v Matteo Donati [236] | 2-6,2-6 | |
| ATP Geneva Qual | 05/19 08:00 | 64 | Matteo Donati v Marko Miladinovic | 2-6,4-6 | |
| Challenger Řím | 05/08 10:05 | 25 | [277] Václav Šafránek v Matteo Donati [242] | 1-6,6-2,6-3 | |
| Challenger Ostrava | 05/05 13:40 | 28 | [256] Matteo Donati v Arthur De Greef [289] | 6-7,4-6 | |
| Challenger Ostrava | 05/04 12:00 | 27 | [256] Matteo Donati v Andrea Collarini [234] | 5-7,6-3,7-5 | |
| Challenger Ostrava | 05/03 11:25 | 26 | [226] Uladzimir Ignatik v Matteo Donati [256] | 5-7,3-6 | |
| Challenger Ostrava | 05/01 13:55 | 25 | [476] Evan Furness v Matteo Donati [256] | 2-6,3-6 | |
| Challenger Francavilla | 04/27 14:35 | 27 | [205] Casper Ruud v Matteo Donati [254] | 6-7,6-4,7-5 | |
| Challenger Francavilla | 04/25 14:30 | 26 | [283] Mathias Bourgue v Matteo Donati [254] | 4-6,6-2,4-6 | |
| Challenger Francavilla | 04/24 10:25 | 25 | [254] Matteo Donati v Salvatore Caruso [196] | 6-0,6-3 | |
| Challenger Barletta | 04/13 10:00 | 27 | [196] Jaume Munar v Matteo Donati [263] | 6-4,7-6 | |
| Challenger Barletta | 04/11 11:20 | 26 | [263] Matteo Donati v Yannick Maden [131] | 6-2,6-4 | |
| Challenger Barletta | 04/09 16:15 | 25 | [263] Matteo Donati v Guido Andreozzi [161] | 2-6,6-3,6-4 | |
| Challenger Alicante Qual | 03/31 11:20 | 45 | [258] Matteo Donati v Elliot Benchetrit [342] | 3-6,6-7 | |
| Challenger Marbella Qual | 03/25 11:00 | 46 | [268] Marco Trungelliti v Matteo Donati [258] | 6-4,7-5 | |
| Challenger Marbella Qual | 03/24 10:00 | 45 | Miguel Semmler v Matteo Donati | 4-6,4-6 | |
| Challenger Jokohama | 02/26 04:00 | 25 | Matteo Donati v Tobias Kamke | 7-6,2-6,5-7 | |
| Challenger Kyoto | 02/20 07:00 | 25 | Soon Woo Kwon v Matteo Donati | 6-4,7-6 | |
| ATP Montpellier Qual | 02/04 11:20 | 26 | Kenny de Schepper v Matteo Donati | 7-6,4-6,7-6 |