Frederic Niemeyer defeated David Critchley 6-1 7-5 in the Canada Masters 4 round of 32 on hard. Frederic Niemeyer extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-05-02 | Greece 1 Masters 3 | R16 | hard | Frederic Niemeyer | 6-3 2-6 6-1 |
| 1997-09-05 | USA 5 Masters 2 | R32 | hard | David Critchley | 3-6 6-4 7-6 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.