R. Montgomery leads the head-to-head 3-2 since 2018 against E. Kalieva, over 5 matches.
By surface
| Surface | E. Kalieva | R. Montgomery |
|---|
| Grass | 0 | 1 |
| Clay | 1 | 0 |
| Hard | 1 | 2 |
Match history
| Date | Winner | Score | Event |
|---|
| June 24, 2026 | R. Montgomery | 2 - 0 | Wimbledon · Semi-finals · grass |
| April 7, 2026 | E. Kalieva | 2 - 1 | Madrid (Spain) · 1/16-finals · clay |
| Feb. 19, 2024 | R. Montgomery | 2 - 0 | Puerto Vallarta Challenger Women · Final · hard |
| Feb. 26, 2023 | R. Montgomery | 2 - 0 | WTA Austin · Final · hard |
| Oct. 6, 2022 | E. Kalieva | 2 - 1 | W80 Rancho Santa Fe, CA · 1/8-finals · hard |