The 1920 Connaught Cup was the Canadian National Challenge Cup for soccer that year.
| 3 July, 1920 | Toronto Willys Overland | 2-3 | Hamilton Westinghouse | Toronto, ON | ||
| Fred Dierden Bailey |
Tiny Thombs Tiny Thombs Pilkington |
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| 4 September 1920 | Hamilton Westinghouse | 0-0 | Winnipeg Brittania | Hamilton, ON | ||
| Stadium: Harvester Park Attendance: 3,500 Referee: Billy Murchie |
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| 6 September 1920 | Hamilton Westinghouse | 2-1 | Winnipeg Brittania | Toronto, ON | ||
| Stadium: Varsity Stadium Attendance: 6,000 |
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