[124] Caroline Dolehide 5-7,1-6 Venus Williams [14] 2018-08-06 19:30
Stadium: Court Central Round: 24 Ground: Hardcourt outdoor
Home History
| WTA Montreal Qual | 2018/08/05 19:00 | Monica Puig v Caroline Dolehide | 3-6,6-4,3-6 |
| WTA Montreal Qual | 2018/08/04 22:45 | Caroline Dolehide v Yanina Wickmayer | 6-3,6-4 |
| WTA - Washington | 2018/07/31 18:00 | Caroline Dolehide v Donna Vekic | 3-6,4-6 |
| ITF Women Ashland | 2018/07/26 15:40 | Caroline Dolehide v Francoise Abanda | 6-7,6-3,6-3 |
| ITF Women Ashland | 2018/07/24 21:45 | Caroline Dolehide v Victoria Duval | 2-6,6-2,6-1 |
| Wimbledon - Dames | 2018/07/03 10:30 | Daria Saville v Caroline Dolehide | 6-2,6-3 |
| Wimbledon Women Qual | 2018/06/28 13:15 | Caroline Dolehide v Vera Zvonareva | 2-6,3-6 |
| Wimbledon Women Qual | 2018/06/27 10:00 | Caroline Dolehide v Jessica Pieri | 6-2,6-3 |
Away History
| WTA - San Jose | 2018/08/04 02:00 | Venus Williams v Maria Sakkari | 4-6,6-7 |
| WTA - San Jose | 2018/08/03 02:00 | Venus Williams v Heather Watson | 6-4,4-6,6-0 |
| Wimbledon - Dames | 2018/07/06 13:15 | Kiki Bertens v Venus Williams | 6-2,6-7,8-6 |
| Wimbledon - Dames | 2018/07/04 12:00 | Alexandra Dulgheru v Venus Williams | 6-4,0-6,1-6 |
| Wimbledon - Dames | 2018/07/02 12:35 | Johanna Larsson v Venus Williams | 7-6,2-6,1-6 |
| French Open - Dames | 2018/05/27 13:20 | Qiang Wang v Venus Williams | 6-4,7-5 |
| WTA - Rome | 2018/05/17 12:00 | Venus Williams v Anett Kontaveit | 2-6,6-7 |
| WTA - Rome | 2018/05/16 15:05 | Venus Williams v Elena Vesnina | 6-2,4-6,7-5 |