Stadium: Court 2 Round: 25 Ground: Clay
| ITF W60 Cordenons | 2023/08/01 14:35 | Diletta Cherubini v Rasheeda McAdoo | 0-6,3-6 |
| ITF W60 Rome | 2023/07/13 12:55 | Diletta Cherubini v Irene Burillo Escorihuela | 6-1,6-7,2-6 |
| ITF W60 Rome | 2023/07/12 14:00 | Julia Terziyska v Diletta Cherubini | 2-6,6-0,2-6 |
| ITF W25 Getxo | 2023/07/07 10:00 | Lucia Cortez Llorca v Diletta Cherubini | 1-6,6-4,6-0 |
| ITF W25 Getxo | 2023/07/05 11:50 | Diletta Cherubini v Adithya Karunaratne | 7-6,6-2 |
| ITF W25 Getxo | 2023/07/04 09:00 | Diletta Cherubini v Ilay Yoruk | 2-6,6-4,6-2 |
| ITF W25 Tarvisio | 2023/06/27 10:30 | Alexandra Ignatik v Diletta Cherubini | 6-7,6-1,6-4 |
| ITF W40 Otocec | 2023/05/31 12:05 | Elvina Kalieva v Diletta Cherubini | 6-0,6-2 |
| ITF W25 Vrnjacka Banja | 2023/08/15 09:20 | Elena Milovanovic v Jovana Grujic | 6-4,6-1 |
| ITF W25 Vrnjacka Banja | 2023/08/14 12:10 | Elena Milovanovic v Anastasija Arsic | 6-2,6-1 |
| ITF W100 Vitoria-Gasteiz | 2023/07/19 07:30 | Elena Milovanovic v Jessika Ponchet | 1-6,0-6 |
| ITF W100 Vitoria-Gasteiz | 2023/07/17 15:00 | Noelia Zeballos v Elena Milovanovic | 6-7,3-6 |
| ITF W100 Vitoria-Gasteiz | 2023/07/16 12:15 | Ana Martinez Vaquero v Elena Milovanovic | 0-6,0-6 |
| ITF W25 Cantanhede | 2023/07/06 13:05 | Aliona Falei v Elena Milovanovic | 6-3,6-1 |
| ITF W25 Cantanhede | 2023/07/05 14:45 | Elena Milovanovic v Tilde Stromquist | 4-6,6-1,6-2 |
| ITF W25 Zaragoza | 2023/06/18 15:15 | Yaroslava Bartashevich v Elena Milovanovic | 6-2,6-3 |