| Wimbledon Women Qual | 06/30 10:00 | 46 | [116] Kristie Ahn v Aryna Sabalenka [135] | 1-6,1-6 | |
| Wimbledon Women Qual | 06/29 11:30 | 45 | [116] Kristie Ahn v Kateryna Kozlova [159] | 2-6,7-6,6-3 | |
| Wimbledon Women Qual | 06/27 10:00 | 44 | [116] Kristie Ahn v Veronika Kudermetova [186] | 6-2,6-1 | |
| ITF Women Ilkley Qual | 06/18 10:00 | 45 | Kristie Ahn v Bianca Andreescu | Cancelled | |
| WTA Nottingham | 06/16 13:20 | 27 | [117] Magdalena Rybarikova v Kristie Ahn [131] | 6-4,6-1 | |
| WTA Nottingham | 06/14 11:50 | 26 | [77] Magda Linette v Kristie Ahn [131] | 3-6,1-6 | |
| WTA Nottingham | 06/12 12:15 | 25 | [139] Kristie Ahn v Naomi Osaka [55] | 6-1,6-1 | |
| WTA Nottingham Qual | 06/11 10:00 | 46 | [139] Kristie Ahn v Destanee Aiava [182] | 7-5,6-2 | |
| WTA Nottingham Qual | 06/10 11:30 | 45 | [139] Kristie Ahn v Gabriela Dabrowski [281] | 6-3,6-4 | |
| ITF Women Surbiton | 06/08 12:30 | 26 | [56] Oceane Dodin v Kristie Ahn [139] | 6-3,6-4 | |
| ITF Women Surbiton | 06/05 13:00 | 25 | [289] Paula Kania v Kristie Ahn [139] | 4-6,6-7 | |
| French Open Women Qual | 05/25 11:20 | 45 | [138] Kristie Ahn v Lucie Hradecka [149] | 6-7,5-7 | |
| French Open Women Qual | 05/24 09:40 | 44 | [138] Kristie Ahn v Asia Muhammad [136] | 6-4,7-5 | |
| ITF Women Saint Gaudens | 05/21 12:30 | 29 | [112] Richel Hogenkamp v Kristie Ahn [151] | 6-2,6-4 | |
| ITF Women Saint Gaudens | 05/20 14:10 | 28 | [151] Kristie Ahn v Destanee Aiava [196] | 7-5,6-4 | |
| ITF Women Saint Gaudens | 05/19 14:00 | 27 | [114] Aryna Sabalenka v Kristie Ahn [151] | 6-3,4-6,5-7 | |
| ITF Women Saint Gaudens | 05/19 08:00 | 26 | [151] Kristie Ahn v Ana Bogdan [106] | 6-1,6-7,7-6 | |
| ITF Women Saint Gaudens | 05/16 09:55 | 25 | Eden Silva v Kristie Ahn | 5-7,3-6 | |
| ITF Women Dothan | 04/23 21:00 | 29 | [182] Kristie Ahn v Amanda Anisimova [309] | 1-6,6-2,6-2 | |
| ITF Women Dothan | 04/22 17:30 | 28 | [182] Kristie Ahn v Barbara Haas [171] | 6-2,6-2 | |
| ITF Women Dothan | 04/21 18:30 | 27 | [212] Fanni Stollar v Kristie Ahn [182] | 3-6,3-6 | |
| ITF Women Dothan | 04/20 15:00 | 26 | [233] Jennifer Elie v Kristie Ahn [182] | 2-6,2-6 | |
| ITF Women Dothan | 04/19 15:00 | 25 | Ashley Kratzer v Kristie Ahn | 4-6,6-4,4-6 | |
| ITF Women Indian Harbour | 04/14 16:00 | 27 | [119] Ons Jabeur v Kristie Ahn [179] | 6-4,6-4 | |
| ITF Women Indian Harbour | 04/13 14:00 | 26 | [179] Kristie Ahn v Sesil Karatantcheva [223] | 6-3,6-0 | |
| ITF Women Indian Harbour | 04/11 18:00 | 25 | Alyona Sotnikova v Kristie Ahn | 1-6,4-6 | |
| WTA Monterrey | 04/06 01:30 | 26 | [206] Kristie Ahn v A Pavlyuchenkova [16] | 6-7,4-6 | |
| WTA Monterrey | 04/04 16:00 | 25 | [206] Kristie Ahn v Jana Cepelova [94] | 6-4,6-2 | |
| WTA Monterrey Qual | 04/03 16:00 | 54 | [206] Kristie Ahn v Beatriz Haddad Maia [157] | 6-2,7-5 | |
| WTA Monterrey Qual | 04/02 19:55 | 46 | [203] Kristie Ahn v Paula Kania [275] | 6-3,6-3 |