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A series of games was played in the Montreal Challenge Cup.

September 24
Quebec F.C. defeated Montreal Winged Wheelers. (won by default)

September 29
Montreal Winged Wheelers defeated Quebec F.C.

Montreal Winged Wheelers defeat McGill

Montreal Winged Wheelers defeat Montreal Britannia

Montreal Winged Wheelers defeated the Royal Military College

Montreal Winged Wheelers defeat Ottawa F.C.