Katie Obrien defeated Jane Odonoghue 7-6 6-1 in the Tipton 25K round of 32 on hard. The upset overturned the form book — Jane Odonoghue came in leading the head-to-head 2–1. Katie Obrien narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-09-25 | Nottingham 25K | R32 | hard | Katie Obrien | 7-6(4) 6-4 |
| 2005-02-07 | Redbridge 25K | R16 | hard | Jane Odonoghue | 6-2 7-6(3) |
| 2003-09-22 | Glasgow 25K | R32 | hard | Jane Odonoghue | 1-6 7-6(2) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.