Chris Bailey defeated Miles Maclagan 6-4 6-4 in the Great Britain 1 Masters 3 round of 32 on carpet. The upset overturned the form book — Miles Maclagan came in leading the head-to-head 1–0. Chris Bailey claimed a first win over Miles Maclagan in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-09-30 | Central Africa Masters 2 | F | hard | Miles Maclagan | 6-4 3-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.