Kalle Flygt defeated Ross Matheson 6-2 6-4 in the Great Britain F3 round of 16 on carpet. The result followed the form book — Kalle Flygt came in leading the head-to-head 1–0. Kalle Flygt extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-10 | Great Britain F7 | R32 | clay | Kalle Flygt | 6-0 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.