Because of the need for the play-off, no Stanley Cup challenges were made against western teams until the following winter. Ottawa had won Stanley Cup challenges that season, which meant that the 1906 season would have two Stanley Cup holders: Ottawa until March, and Montreal Wanderers for the balance of the year.
1906 Regular Season Results | |||||||||||||||||||
| Date | Opponent | Result | Score | OT | Record | ||||||||||||||
| 1/6 | vs Quebec HC | W | 6-3 | 1-0 | |||||||||||||||
| 1/13 | vs Mtl. Wanderers | W | 8-4 | 2-0 | |||||||||||||||
| 1/20 | at Montreal HC | W | 4-1 | 3-0 | |||||||||||||||
| 1/27 | vs Mtl. Victorias | W | 11-6 | 4-0 | |||||||||||||||
| 2/3 | at Mtl. Wanderers | L | 3-5 | 4-1 | |||||||||||||||
| 2/10 | at Mtl. Victorias | W | 10-4 | 5-1 | |||||||||||||||
| 2/17 | vs Mtl. Shamrocks | W | 13-2 | 6-1 | |||||||||||||||
| 2/25 | at Mtl. Shamrocks | W | 9-3 | 7-1 | |||||||||||||||
| 3/3 | vs Montreal HC | W | 14-9 | 8-1 | |||||||||||||||
| 3/10 | at Quebec HC | W | 12-5 | 9-1 | |||||||||||||||