Andrew Kennaugh advanced when Ian Flanagan retired 3-1 in the Great Britain 3 4 round of 32. Andrew Kennaugh claimed a first win over Ian Flanagan in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-01-30 | Great Britain 1 3 | R16 | hard | Ian Flanagan | 6-3 6-3 |