Alec Deckers defeated Luke Simkiss 6-4 6-4 in the M25 Roehampton 1 quarter-final on hard. Alec Deckers extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-10-31 | M25 Sunderland 2 | R32 | hard | Alec Deckers | 4-6 7-6(5) 7-6(6) |
| 2023-06-30 | M15 Alkmaar 1 | QF | clay | Luke Simkiss | 7-6(6) 4-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.