Hiroki Kondo defeated Toshiharu Kato 3-6 6-1 6-2 in the Japan F5 round of 16 on carpet. Hiroki Kondo extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-15 | Japan F9 | R16 | carpet | Hiroki Kondo | 6-4 6-2 |
| 2007-06-18 | Japan F7 | R32 | clay | Toshiharu Kato | 7-5 6-4 |
| 2006-09-11 | Japan F9 | R32 | carpet | Hiroki Kondo | 3-6 6-3 6-4 |
| 2001-03-12 | Japan F1 | R32 | carpet | Toshiharu Kato | 4-6 6-2 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.