No. | R | Date | Score | Opponent | Record |
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1 | L | November 2, 1940 | 1–4 | New York Rangers (1940–41) | 0–1–0 |
2 | W | November 9, 1940 | 3–0 | Detroit Red Wings (1940–41) | 1–1–0 |
3 | W | November 14, 1940 | 6–2 | @ Montreal Canadiens (1940–41) | 2–1–0 |
4 | W | November 16, 1940 | 4–2 | Montreal Canadiens (1940–41) | 3–1–0 |
5 | W | November 17, 1940 | 4–1 | @ Boston Bruins (1940–41) | 4–1–0 |
6 | W | November 21, 1940 | 2–1 OT | @ New York Americans (1940–41) | 5–1–0 |
7 | L | November 23, 1940 | 0–1 | Chicago Black Hawks (1940–41) | 5–2–0 |
8 | W | November 24, 1940 | 4–2 | @ Chicago Black Hawks (1940–41) | 6–2–0 |
9 | W | November 26, 1940 | 4–2 | @ New York Rangers (1940–41) | 7–2–0 |
10 | W | November 30, 1940 | 6–1 | New York Americans (1940–41) | 8–2–0 |
11 | W | December 1, 1940 | 3–1 | @ Detroit Red Wings (1940–41) | 9–2–0 |
12 | W | December 7, 1940 | 3–2 | Boston Bruins (1940–41) | 10–2–0 |
13 | W | December 12, 1940 | 4–3 | Montreal Canadiens (1940–41) | 11–2–0 |
14 | W | December 14, 1940 | 2–1 | Chicago Black Hawks (1940–41) | 12–2–0 |
15 | W | December 15, 1940 | 4–1 | @ Chicago Black Hawks (1940–41) | 13–2–0 |
16 | L | December 17, 1940 | 2–5 | @ Boston Bruins (1940–41) | 13–3–0 |
17 | T | December 21, 1940 | 2–2 OT | New York Americans (1940–41) | 13–3–1 |
18 | L | December 22, 1940 | 1–2 | @ New York Americans (1940–41) | 13–4–1 |
19 | L | December 25, 1940 | 2–3 | @ Detroit Red Wings (1940–41) | 13–5–1 |
20 | W | December 28, 1940 | 3–2 | New York Rangers (1940–41) | 14–5–1 |
21 | L | December 29, 1940 | 2–3 | @ New York Rangers (1940–41) | 14–6–1 |
22 | L | January 4, 1941 | 1–3 | Detroit Red Wings (1940–41) | 14–7–1 |
23 | W | January 7, 1941 | 4–3 OT | @ Montreal Canadiens (1940–41) | 15–7–1 |
24 | W | January 9, 1941 | 3–2 OT | New York Rangers (1940–41) | 16–7–1 |
25 | W | January 11, 1941 | 9–0 | New York Americans (1940–41) | 17–7–1 |
26 | L | January 18, 1941 | 0–1 | Boston Bruins (1940–41) | 17–8–1 |
27 | T | January 19, 1941 | 3–3 OT | @ New York Americans (1940–41) | 17–8–2 |
28 | W | January 23, 1941 | 3–2 | @ Montreal Canadiens (1940–41) | 18–8–2 |
29 | T | January 25, 1941 | 2–2 OT | Montreal Canadiens (1940–41) | 18–8–3 |
30 | W | January 26, 1941 | 2–0 | @ Detroit Red Wings (1940–41) | 19–8–3 |
31 | W | January 30, 1941 | 2–1 | Detroit Red Wings (1940–41) | 20–8–3 |
32 | W | February 1, 1941 | 3–1 | Chicago Black Hawks (1940–41) | 21–8–3 |
33 | L | February 2, 1941 | 1–4 | @ Chicago Black Hawks (1940–41) | 21–9–3 |
34 | L | February 8, 1941 | 2–3 | Boston Bruins (1940–41) | 21–10–3 |
35 | W | February 15, 1941 | 4–3 | New York Rangers (1940–41) | 22–10–3 |
36 | W | February 16, 1941 | 4–1 | @ New York Rangers (1940–41) | 23–10–3 |
37 | T | February 18, 1941 | 2–2 OT | @ Boston Bruins (1940–41) | 23–10–4 |
38 | W | February 20, 1941 | 2–1 | Montreal Canadiens (1940–41) | 24–10–4 |
39 | W | February 22, 1941 | 6–2 | Detroit Red Wings (1940–41) | 25–10–4 |
40 | L | February 23, 1941 | 0–3 | @ Detroit Red Wings (1940–41) | 25–11–4 |
41 | T | February 25, 1941 | 4–4 OT | @ New York Americans (1940–41) | 25–11–5 |
42 | T | March 1, 1941 | 0–0 OT | Boston Bruins (1940–41) | 25–11–6 |
43 | L | March 6, 1941 | 3–4 | @ Montreal Canadiens (1940–41) | 25–12–6 |
44 | W | March 8, 1941 | 6–1 | New York Americans (1940–41) | 26–12–6 |
45 | L | March 9, 1941 | 5–8 | @ New York Rangers (1940–41) | 26–13–6 |
46 | L | March 11, 1941 | 2–3 | @ Boston Bruins (1940–41) | 26–14–6 |
47 | W | March 15, 1941 | 7–1 | Chicago Black Hawks (1940–41) | 27–14–6 |
48 | W | March 16, 1941 | 3–0 | @ Chicago Black Hawks (1940–41) | 28–14–6 | |
The Maple Leafs took on the first-place Boston Bruins in the semi-finals. Boston would win the series four games to three. The Bruins would go on to win the Stanley Cup versus Detroit in four games.