Ian Flanagan defeated Chris Eaton 6-4 7-5 in the Great Britain F21 round of 32 on hard. Ian Flanagan extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-08-06 | Great Britain F14 | R32 | hard | Ian Flanagan | 7-5 6-4 |
| 2006-01-30 | Great Britain 1 1 | R16 | hard | Chris Eaton | 6-4 2-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.