| ITF W35 Santa Margherita | 04/19 08:00 | 27 | [481] Stephanie Wagner v Jennifer Ruggeri [467] | 6-4,4-6,6-3 | |
| ITF W35 Santa Margherita | 04/18 09:15 | 26 | [467] Jennifer Ruggeri v Dalila Spiteri [343] | 5-7,6-2,7-5 | |
| ITF W35 Santa Margherita | 04/16 12:25 | 25 | [341] Lia Karatancheva v Jennifer Ruggeri [467] | 3-6,4-6 | |
| ITF W35 Santa Margherita | 04/13 08:00 | 28 | [464] Jennifer Ruggeri v Anastasiya K Soboleva [321] | 4-6,0-6 | |
| ITF W35 Santa Margherita | 04/12 08:00 | 27 | Jennifer Ruggeri v Yvonne Cavalle-Reimers | 6-2,7-6 | |
| ITF W35 Santa Margherita | 04/11 07:25 | 26 | [258] Sapfo Sakellaridi v Jennifer Ruggeri [464] | 1-6,7-6,4-6 | |
| ITF W35 Santa Margherita | 04/10 10:25 | 25 | Jennifer Ruggeri v Marcella Dessolis | 6-2,6-1 | |
| ITF W35 Santa Margherita | 04/02 12:05 | 25 | [471] Jennifer Ruggeri v Sofia Rocchetti [489] | 3-6,2-6 | |
| ITF W35 Santa Margherita | 03/28 08:25 | 26 | [280] Sapfo Sakellaridi v Jennifer Ruggeri [480] | 6-7,7-5,6-4 | |
| ITF W35 Santa Margherita | 03/26 15:50 | 25 | [481] Sofia Rocchetti v Jennifer Ruggeri [480] | 3-6,2-6 | |
| ITF W35 Alaminos-Larnaca | 03/21 07:00 | 26 | [480] Jennifer Ruggeri v Maja Chwalinska [296] | 3-6,2-6 | |
| ITF W35 Alaminos-Larnaca | 03/20 07:00 | 25 | [318] Andreea Prisacariu v Jennifer Ruggeri [480] | 5-7,7-6,4-6 | |
| ITF W35 Alaminos-Larnaca | 03/17 09:15 | 54 | Lygia Christodoulou v Jennifer Ruggeri | 0-6,2-6 | |
| ITF W35 Solarino | 03/06 08:30 | 25 | Jennifer Ruggeri v Federica Di Sarra | 4-6,2-6 | |
| ITF W35 Hammamet | 02/23 08:00 | 26 | [328] Ilinca D Amariei v Jennifer Ruggeri [483] | 7-6,6-4 | |
| ITF W35 Hammamet | 02/22 11:20 | 25 | Enola Chiesa v Jennifer Ruggeri | 2-6,1-6 | |
| ITF W35 Hammamet | 02/13 13:05 | 25 | [480] Lucie Nguyen Tan v Jennifer Ruggeri [483] | 3-6,7-5,6-2 | |
| ITF W35 Sharm El Sheikh | 01/31 12:50 | 25 | [479] Jennifer Ruggeri v Lola Radivojevic [284] | 2-6,2-6 | |
| ITF W35 Monastir | 01/23 08:30 | 25 | [477] Jennifer Ruggeri v Xinyu Gao [266] | 0-6,1-6 | |
| ITF W25 Selva Gardena | 11/27 18:45 | 25 | [351] Barbora Palicova v Jennifer Ruggeri [472] | 4-6,6-4,7-6 | |
| ITF W25 Santa Margherita | 10/24 11:20 | 25 | [319] Leyre Romero Gormaz v Jennifer Ruggeri [475] | 6-2,6-0 | |
| ITF W25 Santa Margherita | 10/17 13:05 | 25 | [459] Jennifer Ruggeri v Cristina Dinu [301] | 2-6,7-6,1-6 | |
| ITF W25 Santa Margherita | 10/10 11:40 | 25 | [184] Ylena In-Albon v Jennifer Ruggeri [458] | 6-2,6-1 | |
| WTA Parma | 09/18 10:00 | 25 | [453] Jennifer Ruggeri v Chloe Paquet [188] | 3-6,4-6 | |
| WTA Bari | 09/08 18:20 | 27 | Alize Cornet v Jennifer Ruggeri | 6-2,6-4 | |
| WTA Bari | 09/06 11:50 | 26 | Jennifer Ruggeri v Berfu Cengiz | 6-0,6-2 | |
| WTA Bari | 09/04 13:00 | 25 | Jennifer Ruggeri v Freya Christie | 6-3,6-1 | |
| ITF W25 Trieste | 09/01 11:35 | 27 | Jennifer Ruggeri v Iva Primorac | 6-7,3-6 | |
| ITF W25 Trieste | 08/31 13:40 | 26 | Jennifer Ruggeri v Anna Turati | 0-6,6-4,7-6 | |
| ITF W25 Trieste | 08/30 10:25 | 25 | Anastasia Gasanova v Jennifer Ruggeri | 5-7,1-6 |