Head to Head
| Matchplay 120 Women | 2020/05/30 18:00 | Laura Siegemund v Caroline Dolehide | 3-6,4-6 |
Home History
| Matchplay 120 Women | 2020/05/30 18:00 | Laura Siegemund v Caroline Dolehide | 3-6,4-6 |
| Matchplay 120 Women | 2020/05/29 16:00 | Laura Siegemund v Jennifer Brady | 5-7,0-6 |
| Matchplay 120 Women | 2020/05/29 13:00 | Jamie Loeb v Laura Siegemund | 6-1,5-7,1-6 |
| WTA Indian Wells | 2020/03/06 22:35 | Vera Zvonareva v Laura Siegemund | 6-1,4-6,6-2 |
| WTA Indian Wells | 2020/03/05 18:00 | Kurumi Nara v Laura Siegemund | 2-6,2-6 |
| WTA Indian Wells | 2020/03/03 19:45 | Harriet Dart v Laura Siegemund | 2-6,5-7 |
| WTA Doha | 2020/02/25 15:30 | Ashleigh Barty v Laura Siegemund | 6-3,6-2 |
| WTA Doha | 2020/02/23 12:30 | Laura Siegemund v Yaroslava Shvedova | 6-3,6-2 |
Away History
| Matchplay 120 Women | 2020/06/01 13:13 | Jamie Loeb v Caroline Dolehide | 5-7,0-0 |
| Matchplay 120 Women | 2020/05/30 18:00 | Laura Siegemund v Caroline Dolehide | 3-6,4-6 |
| WTA Monterrey | 2020/03/02 23:25 | Olga Govortsova v Caroline Dolehide | 3-6,6-2,6-1 |
| WTA Monterrey | 2020/03/01 22:15 | Lara Arruabarrena v Caroline Dolehide | 6-4,7-6 |
| WTA Monterrey | 2020/02/29 22:00 | Ana Sofia Sanchez v Caroline Dolehide | 3-6,6-4,5-7 |
| WTA Acapulco | 2020/02/27 01:20 | Caroline Dolehide v Christina McHale | 7-5,4-6,3-6 |
| WTA Acapulco | 2020/02/26 03:05 | Usue Maitane Arconada v Caroline Dolehide | 2-6,2-6 |
| WTA Acapulco | 2020/02/23 22:00 | Giulia Gatto Monticone v Caroline Dolehide | 1-6,6-7 |