| ITF W80 Macon | 10/17 20:20 | 25 | [134] Hailey Baptiste v Louisa Chirico [256] | 6-0,6-2 | |
| ITF W60 Rancho Santa Fe | 10/13 19:45 | 27 | [218] Louisa Chirico v Yulia Starodubtseva [202] | 6-4,3-6,4-6 | |
| ITF W60 Rancho Santa Fe | 10/12 17:00 | 26 | [218] Louisa Chirico v Makenna Jones [246] | 6-3,7-5 | |
| ITF W60 Rancho Santa Fe | 10/11 20:50 | 25 | Louisa Chirico v Paris Corley | 6-0,6-3 | |
| ITF W60 Templeton | 09/28 19:00 | 26 | [212] Louisa Chirico v Ann Li [156] | 5-7,2-6 | |
| ITF W60 Templeton | 09/27 17:00 | 25 | [212] Louisa Chirico v Ganna Poznikhirenko [483] | Retired | |
| WTA Guadalajara | 09/17 17:00 | 24 | [213] Louisa Chirico v Jasmine Paolini [33] | 0-6,6-7 | |
| WTA San Diego | 09/12 18:30 | 25 | [213] Louisa Chirico v Danielle Collins [43] | 5-7,0-6 | |
| WTA San Diego | 09/10 18:00 | 19 | [179] Renata Zarazua v Louisa Chirico [222] | 3-6,6-3,4-6 | |
| WTA San Diego | 09/09 17:00 | 14 | [222] Louisa Chirico v Caroline Dolehide [106] | 7-6,6-2 | |
| US Open - Femenino | 08/25 18:25 | 15 | [225] Louisa Chirico v Olivia Gadecki [139] | 7-6,3-6,4-6 | |
| US Open - Femenino | 08/23 18:05 | 14 | [80] Nao Hibino v Louisa Chirico [225] | 6-7,3-6 | |
| WTA Stanford | 08/12 17:00 | 14 | [159] Yafan Wang v Louisa Chirico [214] | 7-5,6-1 | |
| WTA Montreal | 08/05 18:35 | 14 | [202] Louisa Chirico v Kayla Day [97] | 2-6,2-6 | |
| WTA Budapest | 07/17 12:35 | 25 | [202] Louisa Chirico v Claire Liu [88] | 4-6,4-6 | |
| WTA Budapest | 07/16 13:05 | 19 | [251] Louisa Chirico v Jana Fett [260] | 7-6,6-1 | |
| WTA Budapest | 07/15 14:00 | 45 | Louisa Chirico v Amandine Hesse | 6-1,6-1 | |
| WTA Bastad | 07/14 09:00 | 28 | [55] Emma Navarro v Louisa Chirico [251] | 6-4,6-4 | |
| WTA Bastad | 07/13 10:25 | 27 | [251] Louisa Chirico v Claire Liu [93] | 6-4,3-6,6-1 | |
| WTA Bastad | 07/12 16:10 | 26 | [75] Rebecca Peterson v Louisa Chirico [251] | 6-7,7-5,1-6 | |
| WTA Bastad | 07/10 12:15 | 25 | [404] Malene Helgo v Louisa Chirico [251] | 1-6,4-6 | |
| ITF W40 La Haya | 07/07 14:45 | 27 | [86] Arantxa Rus v Louisa Chirico [251] | 6-0,6-4 | |
| ITF W40 La Haya | 07/06 17:20 | 26 | [446] Ayla Aksu v Louisa Chirico [251] | 6-7,3-6 | |
| ITF W40 La Haya | 07/06 09:45 | 25 | [270] Suzan Lamens v Louisa Chirico [251] | 6-7,4-6 | |
| ITF W60 Caserta | 06/09 11:00 | 27 | [252] Louisa Chirico v Anastasia Tikhonova [236] | 1-6,2-6 | |
| ITF W60 Caserta | 06/08 08:00 | 26 | [224] Noma Noha Akugue v Louisa Chirico [252] | 1-6,4-6 | |
| ITF W60 Caserta | 06/07 09:35 | 25 | Louisa Chirico v Deborah Chiesa | 6-4,6-3 | |
| ITF W60 Brescia | 06/02 12:50 | 27 | [263] Yuliya Hatouka v Louisa Chirico [252] | 6-2,6-2 | |
| ITF W60 Brescia | 06/01 10:00 | 26 | [252] Louisa Chirico v Hailey Baptiste [243] | 6-7,7-6,6-4 | |
| ITF W60 Brescia | 05/30 15:00 | 25 | [319] Whitney Osuigwe v Louisa Chirico [252] | Retired |