| W75 Vero Beach | 01/28 17:30 | - |
[111] Caroline Dolehide v
Gabriela Lee
[335] 
|
6-1,5-7,6-1 | |
| WTA Buenos Aires | 11/28 18:40 | 27 |
[93] Mayar Sherif
v
Caroline Dolehide [111]
|
3-6,6-4,6-4 | |
| WTA Buenos Aires | 11/27 15:00 | 26 |
[173] Despina Papamichail
v
Caroline Dolehide [111]
|
2-6,6-7 | |
| WTA Buenos Aires | 11/25 14:40 | 25 |
Candela Vazquez
v
Caroline Dolehide
|
1-6,0-6 | |
| WTA Austin | 11/04 20:15 | 25 |
[112] Caroline Dolehide v
Marina Stakusic
[151] 
|
1-6,4-6 | |
| ITF W100 Tyler | 10/22 18:00 | - |
Carmen Andreea Herea
v
Caroline Dolehide
|
6-3,6-7,6-2 | |
| WTA Tampico | 10/15 21:40 | 26 |
Caroline Dolehide v
Katrina Scott
|
6-4,3-6,3-6 | |
| WTA Tampico | 10/15 02:30 | 25 |
[86] Caroline Dolehide v
Diletta Cherubini
[391] 
|
Retired | |
| WTA Wuhan | 10/04 11:50 | 14 |
[88] Caroline Dolehide v
Anna Blinkova
[71] 
|
6-4,4-6,1-6 | |
| WTA Suzhou | 10/03 04:40 | 27 |
[107] Katie Volynets
v
Caroline Dolehide [88]
|
3-6,6-2,7-5 | |
| WTA Suzhou | 10/02 04:15 | 26 |
[88] Caroline Dolehide v
Joanna Garland
[134] 
|
6-4,6-4 | |
| WTA Suzhou | 10/01 04:20 | 25 |
[88] Caroline Dolehide v
Moyuka Uchijima
[92] 
|
4-6,6-4,7-6 | |
| WTA Suzhou | 09/28 02:00 | 19 |
[88] Caroline Dolehide v
Arianne Hartono
[257] 
|
6-3,6-2 | |
| WTA Suzhou | 09/27 02:00 | 14 |
[88] Caroline Dolehide v
Destanee Aiava
[179] 
|
6-3,6-3 | |
| WTA Beijing | 09/24 03:00 | 23 |
[88] Caroline Dolehide v
Sorana Cirstea
[64] 
|
2-6,3-6 | |
| US Open Women | 08/26 17:35 | 23 |
[78] Caroline Dolehide v
Xinyu Wang
[34] 
|
6-2,4-6,2-6 | |
| WTA Cleveland | 08/18 17:40 | 25 |
[18] Liudmila Samsonova
v
Caroline Dolehide [76]
|
6-4,7-6 | |
| WTA Cincinnati | 08/08 15:00 | 23 |
[76] Caroline Dolehide v
Rebecca Sramkova
[38] 
|
6-1,4-6,6-7 | |
| WTA Montreal | 07/28 16:40 | 23 |
[55] Caroline Dolehide v
Anna Blinkova
[81]
|
4-6,1-6 | |
| WTA Washington | 07/23 19:45 | 26 |
[57] Caroline Dolehide v
Clara Tauson
[19] 
|
6-3,5-7,4-6 | |
| WTA Washington | 07/22 15:00 | 25 |
[31] McCartney Kessler
v
Caroline Dolehide [57]
|
6-7,7-5,3-6 | |
| WTA Washington | 07/20 17:55 | 19 |
[58] Caroline Dolehide v
Aliaksandra Sasnovich
[92] 
|
6-2,4-6,6-3 | |
| WTA Washington | 07/19 18:00 | 14 |
[58] Caroline Dolehide v
Cristina Bucsa
[93] 
|
6-3,7-6 | |
| Wimbledon Women | 07/03 14:25 | 24 |
[16] Barbora Krejcikova
v
Caroline Dolehide [67]
|
6-4,3-6,6-2 | |
| Wimbledon Women | 07/01 15:10 | 23 |
[67] Caroline Dolehide v
Arantxa Rus
[94] 
|
6-2,6-2 | |
| WTA Eastbourne | 06/21 15:55 | 45 |
[64] Caroline Dolehide v
Balcatta FC Women
[111] |
3-6,6-3,4-6 | |
| WTA Berlin | 06/16 11:05 | 25 |
[64] Caroline Dolehide v
Ons Jabeur
[61] 
|
6-7,1-6 | |
| WTA Berlin | 06/15 12:00 | 19 |
Anastasia Potapova
v
Caroline Dolehide
|
Walkover | |
| WTA Berlin | 06/14 12:55 | 45 |
Sonja Zhenikhova
v
Caroline Dolehide
|
7-6,2-6,3-6 | |
| French Open Women | 05/28 16:25 | 24 |
[67] Caroline Dolehide v
Jelena Ostapenko
[21] 
|
7-5,3-6,3-6 |
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