Luke Milligan defeated James Davidson 6-3 4-6 6-4 in the Great Britain Masters 2 round of 16 on grass. The result followed the form book — Luke Milligan came in leading the head-to-head 3–1. Luke Milligan extended the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-04 | Great Britain F10 | R32 | hard | Luke Milligan | 6-4 6-1 |
| 1998-07-26 | Great Britain Masters 3 | QF | grass | Luke Milligan | 7-5 6-3 |
| 1998-04-29 | Great Britain F5 | R16 | clay | Luke Milligan | 6-1 4-6 6-4 |
| 1994-10-02 | Great Britain 4 Masters 4 | R32 | hard | James Davidson | 7-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.