| ITF W25 Santa Margherita | 10/17 12:00 | 54 | Martina Caregaro v Lucia Ireni | 6-1,6-0 | |
| ITF W15 Antalya | 03/30 08:15 | 25 | Martina Caregaro v Naho Sato | 4-6,2-6 | |
| ITF W25 Santo Domingo | 03/01 16:20 | 24 | Lia Karatancheva v Martina Caregaro | 6-0,3-6,6-4 | |
| ITF W25 Santo Domingo | 02/22 13:25 | 24 | [434] Salma Djoubri v Martina Caregaro [406] | 6-4,2-6,6-3 | |
| ITF W15 Antalya | 02/01 09:45 | 25 | Martina Caregaro v Diana Demidova | 5-7,2-6 | |
| ITF W15 Antalya | 01/31 12:50 | 28 | Claudia Hoste Ferrer v Martina Caregaro | 2-6,7-5,6-3 | |
| ITF W15 Antalya | 01/29 12:45 | 27 | Zinovia Vaneva v Martina Caregaro | 2-6,2-6 | |
| ITF W15 Antalya | 01/29 08:20 | 26 | Xinxin Yao v Martina Caregaro | 4-6,7-6,7-10 | |
| ITF W15 Antalya | 01/28 09:00 | 25 | Briana Szabo v Martina Caregaro | 3-6,6-2,5-10 | |
| WTA Courmayeur | 10/25 17:15 | 25 | [193] Giulia Gatto Monticone v Martina Caregaro [367] | 6-4,7-6 | |
| ITF W25 Braunschweig | 08/25 12:05 | 25 | Martina Caregaro v Mara Guth | 3-6,2-6 | |
| ITF W60 San Bartolome De Tirajana | 08/18 12:10 | 25 | [204] Julia Grabher v Martina Caregaro [321] | 6-3,6-0 | |
| ITF W25 Pescara | 08/04 13:20 | 25 | [325] Martina Caregaro v Aurora Zantedeschi [409] | 6-3,4-6,5-7 | |
| ITF W60 Versmold | 07/29 11:00 | 26 | [324] Martina Caregaro v Mirjam Bjorklund [360] | 1-6,1-6 | |
| ITF W60 Versmold | 07/27 11:00 | 25 | Federica Arcidiacono v Martina Caregaro | 3-6,6-3,3-6 | |
| ITF W60 Amstelveen | 07/06 09:40 | 54 | [319] Martina Caregaro v Ioana Loredana Rosca [385] | 6-2,4-6,7-10 | |
| ITF W60 Amstelveen | 07/05 13:20 | 54 | [319] Martina Caregaro v Isabelle Haverlag [500] | 6-2,6-1 | |
| ITF W25 The Hague | 07/01 16:00 | 26 | [249] Richel Hogenkamp v Martina Caregaro [319] | 6-4,6-2 | |
| ITF W25 The Hague | 06/30 14:50 | 25 | [319] Martina Caregaro v Eleonora Molinaro [289] | 7-5,4-6,6-4 | |
| ITF W25 Jonkoping | 06/16 08:15 | 26 | Martina Caregaro v Caijsa W Hennemann | 2-6,1-6 | |
| ITF W25 Jonkoping | 06/14 11:50 | 25 | Martina Caregaro v Verena Meliss | 6-4,2-6,7-5 | |
| ITF W25 Otocec | 06/02 09:45 | 25 | [406] Nina Potocnik v Martina Caregaro [308] | 4-6,6-4,6-3 | |
| ITF W25 Otocec | 05/25 12:05 | 25 | [306] Martina Caregaro v Anastasia Zarycka [404] | 3-6,3-6 | |
| ITF W25 Platja D’Aro | 05/19 09:00 | 25 | [307] Martina Caregaro v Federica Di Sarra [316] | 1-6,3-6 | |
| WTA Stuttgart | 04/17 10:25 | 14 | [303] Martina Caregaro v Mona Barthel [184] | 1-6,4-6 | |
| ITF W60 Bellinzona | 04/05 10:00 | 54 | [300] Martina Caregaro v Raluca Georgiana Serban [343] | 0-6,0-6 | |
| ITF W60 Bellinzona | 04/04 12:15 | 54 | [301] Martina Caregaro v Lou Brouleau [387] | 6-2,6-1 | |
| ITF W25 Dubai | 03/30 06:30 | 25 | [472] Gozal Ainitdinova v Martina Caregaro [301] | 6-1,6-4 | |
| WTA Doha | 02/27 08:00 | 14 | [166] Cristina Bucsa v Martina Caregaro [300] | 6-1,6-2 | |
| ITF W15 Antalya | 02/24 08:40 | 25 | Martina Caregaro v Shavit Kimchi | Cancelled |