Luke Milligan defeated Oliver Freelove 6-3 6-7 6-2 in the Great Britain Masters 4 round of 16 on grass. The result followed the form book — Luke Milligan came in leading the head-to-head 2–1. Luke Milligan extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-09-23 | Great Britain F8 | R16 | hard | Luke Milligan | 6-4 6-2 |
| 2002-05-13 | Great Britain F4 | R32 | clay | Luke Milligan | 7-6(6) 6-3 |
| 2000-08-14 | Great Britain F7 | R32 | hard | Oliver Freelove | 4-5(5) 5-3 4-0 2-4 5-4(5) |
Averages over each player's completed matches in the selected window (5 vs 1). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. Small sample — read as indicative. About