| ITF W100 Landisville | 08/10 18:25 | 26 |
[208] Iryna Shymanovich
v
McCartney Kessler [110] 
|
4-6,0-6 | |
| ITF W100 Landisville | 08/07 22:35 | 25 |
[287] Sayaka Ishii
v
McCartney Kessler [110]
|
2-6,3-6 | |
| WTA Washington | 07/30 17:00 | 25 |
[115] McCartney Kessler v
Marie Bouzkova
[43] 
|
4-6,6-4,2-6 | |
| WTA Washington | 07/28 16:55 | 19 |
[100] Nao Hibino
v
McCartney Kessler [248]
|
6-3,3-6,3-6 | |
| WTA Washington | 07/27 18:45 | 26 |
[228] Louisa Chirico
v
McCartney Kessler [115]
|
2-6,6-3,6-7 | |
| Wimbledon Women | 07/01 10:00 | 23 |
[119] McCartney Kessler v
Maria Sakkari
[9] 
|
3-6,1-6 | |
| Wimbledon Women | 06/27 13:00 | 19 |
[95] Renata Zarazua
v
McCartney Kessler [118]
|
6-3,3-6,2-6 | |
| Wimbledon Women | 06/26 16:35 | 15 |
[172] Maya Joint
v
McCartney Kessler [118]
|
6-2,4-6,2-6 | |
| Wimbledon Women | 06/25 15:50 | 14 |
[140] Rebecca Marino
v
McCartney Kessler [118]
|
4-6,7-6,4-6 | |
| ITF W100 Ilkley | 06/18 09:30 | 25 |
[122] McCartney Kessler v
Rebecca Marino
[144]
|
6-4,3-6,3-6 | |
| WTA Hertogenbosch | 06/09 10:25 | 19 |
[122] McCartney Kessler v
Dalma Galfi
[145] 
|
3-6,6-7 | |
| WTA Hertogenbosch | 06/08 11:00 | 45 |
[122] McCartney Kessler v
Anouk Koevermans
[333] 
|
4-6,6-3,6-1 | |
| French Open Women | 05/20 17:35 | 14 |
[168] Olivia Gadecki
v
McCartney Kessler [123]
|
7-6,6-1 | |
| WTA Paris | 05/16 13:35 | 26 |
[22] Emma Navarro
v
McCartney Kessler [123]
|
6-1,6-2 | |
| WTA Paris | 05/15 13:50 | 25 |
Simona Halep
v
McCartney Kessler
|
Retired | |
| WTA Madrid | 04/22 11:30 | 14 |
[73] Jaqueline Cristian
v
McCartney Kessler [119]
|
7-6,6-4 | |
| WTA Charleston | 04/01 16:50 | 24 |
[126] Caroline Wozniacki
v
McCartney Kessler [122]
|
6-0,6-1 | |
| WTA Charleston | 03/31 18:20 | 19 |
[120] McCartney Kessler v
Sachia Vickery
[131] 
|
6-7,3-6 | |
| WTA Charleston | 03/30 16:25 | 14 |
[120] McCartney Kessler v
Haley Giavara
[433] |
6-2,6-1 | |
| WTA San Luis Potosi | 03/26 16:00 | 25 |
[120] McCartney Kessler v
Nadia Podoroska
[78] 
|
6-7,6-4,3-6 | |
| WTA Miami | 03/17 15:00 | 14 |
[123] McCartney Kessler v
Camila Osorio
[91] 
|
3-6,6-1,2-6 | |
| WTA Charleston | 03/14 16:10 | 27 |
[123] McCartney Kessler v
Elisabetta Cocciaretto
[60] 
|
5-7,3-6 | |
| WTA Charleston | 03/13 15:25 | 26 |
[123] McCartney Kessler v
Kamilla Rakhimova
[95] 
|
7-5,6-2 | |
| WTA Charleston | 03/12 14:00 | 25 |
[62] Lin Zhu
v
McCartney Kessler [123]
|
6-3,4-6,5-7 | |
| WTA Charleston | 03/11 16:40 | 19 |
[120] Mai Hontama
v
McCartney Kessler [123]
|
1-6,2-6 | |
| WTA Charleston | 03/10 18:55 | 14 |
[110] Darja Semenistaja
v
McCartney Kessler [123]
|
3-6,1-6 | |
| WTA Indian Wells | 03/07 20:55 | 23 |
[123] McCartney Kessler v
Nuria Parrizas-Diaz
[134] 
|
3-6,6-7 | |
| WTA Puerto Vallarta | 02/26 00:00 | 29 |
[192] Taylah Preston
v
McCartney Kessler [153]
|
7-5,3-6,0-6 | |
| WTA Puerto Vallarta | 02/25 01:35 | 28 |
[114] Hailey Baptiste
v
McCartney Kessler [153]
|
4-6,4-6 | |
| WTA Puerto Vallarta | 02/23 22:20 | 27 |
[153] McCartney Kessler v
Leolia Jeanjean
[147] 
|
6-2,6-1 |