| ITF W80 Rancho Santa Fe | 10/06 17:00 | 26 | [275] Storm Sanders v Louisa Chirico [195] | 6-1,6-7,6-0 | |
| ITF W80 Rancho Santa Fe | 10/04 20:10 | 25 | [195] Louisa Chirico v Yue Yuan [102] | 6-4,6-1 | |
| ITF W60 Templeton | 09/28 21:20 | 25 | [226] Elvina Kalieva v Louisa Chirico [193] | 6-4,6-2 | |
| ITF W60 Berkeley | 09/24 19:05 | 28 | [194] Louisa Chirico v Yue Yuan [108] | 7-5,5-7,1-6 | |
| ITF W60 Berkeley | 09/23 18:15 | 27 | [194] Louisa Chirico v Ashlyn Krueger [220] | 6-2,6-1 | |
| ITF W60 Berkeley | 09/22 21:15 | 26 | [194] Louisa Chirico v Robin Montgomery [383] | 3-6,6-2,6-4 | |
| ITF W60 Berkeley | 09/20 20:10 | 25 | Louisa Chirico v Jenna Defalco | 7-6,6-3 | |
| US Open Women | 08/24 15:00 | 14 | [200] Nao Hibino v Louisa Chirico [192] | 6-3,7-6 | |
| ITF W60 Bronx | 08/18 15:10 | 26 | [196] Louisa Chirico v Oksana Selekhmeteva [145] | 4-6,1-6 | |
| ITF W60 Bronx | 08/16 17:25 | 25 | [72] Daria Saville v Louisa Chirico [196] | 6-4,1-6,2-6 | |
| ITF W100 Landisville | 08/11 14:00 | 26 | [93] Lin Zhu v Louisa Chirico [201] | 6-4,6-2 | |
| ITF W100 Landisville | 08/10 17:55 | 25 | Louisa Chirico v Makenna Jones | 6-2,7-6 | |
| WTA Washington | 08/03 00:20 | 25 | [216] Louisa Chirico v Emma Raducanu [10] | 4-6,2-6 | |
| WTA Washington | 07/31 14:30 | 19 | [92] Xiyu Wang v Louisa Chirico [213] | 1-6,6-3,5-7 | |
| WTA Washington | 07/30 14:00 | 14 | [213] Louisa Chirico v Yue Yuan [140] | 6-4,2-6,6-2 | |
| WTA Palermo | 07/17 14:00 | - | Louisa Chirico v Asia Muhammad | Walkover | |
| WTA Palermo | 07/16 16:40 | 26 | [283] Gabriela Ce v Louisa Chirico [235] | 3-6,3-6 | |
| WTA Palermo | 07/16 15:15 | 26 | Ylena In-Albon v Louisa Chirico | Cancelled | |
| ITF W60 Rome | 07/14 12:55 | 26 | [235] Louisa Chirico v Tara Wurth [237] | 2-6,2-6 | |
| ITF W60 Rome | 07/13 11:20 | 25 | [162] Paula Ormaechea v Louisa Chirico [235] | 4-6,6-4,4-6 | |
| Wimbledon Women | 06/28 13:00 | 23 | [4] Paula Badosa v Louisa Chirico [236] | 6-2,6-1 | |
| Wimbledon Women | 06/23 13:15 | 19 | [227] Louisa Chirico v Kathinka Von Deichmann [183] | 6-3,6-7,6-1 | |
| Wimbledon Women | 06/22 13:35 | 15 | [134] Reka-Luca Jani v Louisa Chirico [227] | 3-6,2-6 | |
| Wimbledon Women | 06/21 10:00 | 14 | [262] Anna Siskova v Louisa Chirico [227] | 6-1,1-6,0-6 | |
| French Open Women | 05/18 09:35 | 15 | [101] Donna Vekic v Louisa Chirico [231] | 6-0,3-6,7-5 | |
| French Open Women | 05/16 13:55 | 14 | [253] Jana Fett v Louisa Chirico [231] | 5-7,3-6 | |
| ITF W100 Charleston | 04/28 16:55 | 26 | Louisa Chirico v Taylor Townsend | 3-6,3-6 | |
| ITF W100 Charleston | 04/27 18:55 | 25 | [152] Lucrezia Stefanini v Louisa Chirico [213] | 3-6,2-6 | |
| ITF W60 Charlottesville | 04/24 16:55 | 29 | [279] Louisa Chirico v Xiyu Wang [127] | 6-4,6-3 | |
| ITF W60 Charlottesville | 04/23 17:40 | 28 | [279] Louisa Chirico v Lucrezia Stefanini [153] | 7-6,6-1 |