| ITF W60 Berkeley | 09/28 20:30 | 25 | [397] Louisa Chirico v Panna Udvardy [139] | 6-4,4-6,6-4 | |
| WTA Columbus | 09/23 19:30 | 26 | [90] Madison Brengle v Louisa Chirico [432] | 6-4,6-4 | |
| WTA Columbus | 09/22 00:30 | 25 | [131] Maddison Inglis v Louisa Chirico [432] | 3-6,6-1,2-6 | |
| WTA Columbus | 09/19 15:55 | 19 | [430] Louisa Chirico v Ulrikke Eikeri [281] | 6-2,5-7,6-3 | |
| WTA Columbus | 09/18 16:15 | 14 | [239] Alycia Parks v Louisa Chirico [430] | 7-6,1-6,6-7 | |
| US Open Women | 08/24 22:00 | 14 | [152] Dalma Galfi v Louisa Chirico [435] | 3-6,6-1,6-2 | |
| ITF W100 Landisville | 08/09 15:50 | 54 | [433] Louisa Chirico v Ankita Raina [198] | 6-2,1-6,7-10 | |
| WTA Charleston | 07/27 20:35 | 25 | [443] Louisa Chirico v Maria Mateas [363] | 4-6,3-6 | |
| WTA Palermo | 07/17 14:00 | 14 | [169] Qinwen Zheng v Louisa Chirico [435] | 6-2,6-0 | |
| ITF W60 Biarritz | 07/14 11:25 | 25 | [435] Louisa Chirico v Seone Mendez [277] | 6-1,6-7,4-6 | |
| ITF W60 Charleston | 06/24 14:00 | 26 | [412] Sophie Chang v Louisa Chirico [442] | 6-2,6-2 | |
| ITF W60 Charleston | 06/23 16:40 | 25 | [442] Louisa Chirico v Marcela Zacarias [304] | 6-1,7-5 | |
| ITF W60 Charleston | 06/22 14:00 | 54 | Louisa Chirico v Ellie Douglas | 6-4,6-4 | |
| ITF W60 Charleston | 06/21 14:00 | 54 | Louisa Chirico v Tamara Barad Itzhaki | 6-0,6-0 | |
| ITF W25 Sumter | 06/16 14:00 | 25 | [371] Maria Mateas v Louisa Chirico [426] | 6-2,6-7,6-3 | |
| French Open Women | 05/24 13:50 | 14 | [152] Jaqueline Cristian v Louisa Chirico [408] | 6-1,7-5 | |
| WTA Bucharest | 07/13 12:00 | 45 | [236] Louisa Chirico v Basak Eraydin [209] | 2-6,2-6 | |
| ITF W60 Versmold | 07/12 11:00 | 27 | [247] Katharina Hobgarski v Louisa Chirico [236] | 3-6,6-4,6-2 | |
| ITF W60 Versmold | 07/11 11:00 | 26 | [236] Louisa Chirico v Valentini Grammatikopoulou [193] | 6-4,2-6,7-6 | |
| ITF W60 Versmold | 07/09 11:00 | 25 | [455] Nicoleta-Catalina Dascalu v Louisa Chirico [236] | 5-7,4-6 | |
| ITF W60 Stare Splavy | 06/20 08:00 | 26 | [241] Louisa Chirico v Paula Ormaechea [192] | 6-7,2-6 | |
| ITF W60 Stare Splavy | 06/19 11:35 | 25 | [481] Anastasia Detiuc v Louisa Chirico [241] | 4-6,3-6 | |
| ITF W60 Rome | 06/11 13:00 | 25 | [161] Conny Perrin v Louisa Chirico [245] | 7-6,7-5 | |
| ITF W60 Brescia | 06/07 14:55 | 27 | [156] Martina Trevisan v Louisa Chirico [256] | 6-4,7-5 | |
| ITF W60 Brescia | 06/06 10:25 | 26 | [256] Louisa Chirico v Oceane Dodin [447] | 6-3,6-4 | |
| ITF W60 Brescia | 06/05 09:30 | 25 | [256] Louisa Chirico v Lucia Bronzetti [425] | 4-6,6-3,6-1 | |
| ITF W100 Bonita Springs | 05/10 23:00 | 27 | [167] Francesca Di Lorenzo v Louisa Chirico [275] | 6-4,3-6,7-6 | |
| ITF W100 Bonita Springs | 05/09 17:30 | 26 | [379] Gabriela Talaba v Louisa Chirico [275] | 7-5,4-6,6-7 | |
| ITF W100 Bonita Springs | 05/08 17:25 | 25 | [275] Louisa Chirico v Allie Kiick [148] | 6-3,6-3 | |
| ITF W100 Bonita Springs | 05/07 15:30 | 45 | [275] Louisa Chirico v Kayla Day [345] | 6-4,7-5 |