SPECIAL OCCASION GAMES
The Maple Leafs and Canadiens have met hundreds of times in the last century, with many games falling on special occasions, whether it be for national holidays, public celebrations, or league events. Starting with the rivalry’s first ever game on Boxing Day in 1917, games are given even more unique meaning when falling around the Christmas holidays, Remembrance Day or St. Patrick’s Day, despite their frequency lessening in recent years. And with the advent of the Hall Of Fame Game and Hockey Day In Canada, and many NHL seasons being kicked off between these teams, these games add yet another layer of intrigue and excitement to these already heated and emotionally charged contests.
| # | Year | Location | Winner | Score |
|---|---|---|---|---|
| NHL Season Opener (1917-present) Maple Leafs lead all-time series 11-7 |
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| 036. | 1921 | Toronto | St. Pats | 5-2 |
| 044. | 1922 | Toronto | St. Pats | 7-2 |
| 052. | 1923 | Toronto | St. Pats | 2-1 |
| 060. | 1924 | Montréal | Canadiens | 7-1 |
| 344. | 1955 | Montréal | Canadiens | 2-0 |
| 414. | 1960 | Montréal | Canadiens | 5-0 |
| 608. | 1986 | Toronto | Maple Leafs | 7-4 |
| 623. | 1991 | Montréal | Canadiens | 4-3 |
| 641. | 1999 | Montréal | Maple Leafs | 4-1 |
| 697. | 2009 | Toronto | Canadiens | 4-3 (OT) |
| 703. | 2010 | Toronto | Maple Leafs | 3-2 |
| 709. | 2011 | Toronto | Maple Leafs | 2-0 |
| 715. | 2013 | Montréal | Maple Leafs | 2-1 |
| 720. | 2013 | Montréal | Maple Leafs | 4-3 |
| 725. | 2014 | Toronto | Canadiens | 4-3 |
| 729. | 2015 | Toronto | Canadiens | 3-1 |
| 741. | 2018 | Toronto | Maple Leafs | 3-2 (OT) |
| 748. | 2021 | Toronto | Maple Leafs | 5-4 (OT) |
| Halloween – October 31 all-time series tied 2-2 |
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| 288. | 1951 | Toronto | Maple Leafs | 1-0 |
| 374. | 1957 | Montréal | Maple Leafs | 3-1 |
| 443. | 1962 | Toronto | Canadiens | 4-3 |
| 698. | 2009 | Montréal | Canadiens | 5-4 (SO) |
| Hockey Hall Of Fame Game (1999-present) Maple Leafs lead all-time series 2-1 |
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| 657. | 2002 | Toronto | Canadiens | 5-2 |
| 677. | 2006 | Toronto | Maple Leafs | 5-1 |
| 692. | 2008 | Toronto | Maple Leafs | 6-3 |
| Remembrance Day – November 11 Maple Leafs lead all-time series 3-1 |
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| 205. | 1944 | Toronto | Maple Leafs | 3-1 |
| 317. | 1953 | Toronto | Maple Leafs | 4-1 |
| 582. | 1978 | Montréal | Canadiens | 3-2 |
| 677. | 2006 | Toronto | Maple Leafs | 5-1 |
| U.S. Thanksgiving all-time series tied 3-3 |
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| 103. | 1931 | Montréal | Canadiens | 3-2 |
| 110. | 1932 | Toronto | Maple Leafs | 2-0 |
| 136. | 1936 | Montréal | Maple Leafs | 4-2 |
| 238. | 1947 | Montréal | Canadiens | 2-0 |
| 251. | 1948 | Montréal | Maple Leafs | 2-0 |
| 264. | 1949 | Montréal | Canadiens | 5-3 |
| Festivus – December 23 Canadiens lead all-time series 2-1 |
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| 011. | 1918 | Toronto | Canadiens | 4-3 |
| 586. | 1979 | Montréal | Canadiens | 8-4 |
| 648. | 2000 | Montréal | Maple Leafs | 5-2 |
| Christmas Eve – December 24 Maple Leafs lead all-time series 2-0 |
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| 104. | 1931 | Montréal | Maple Leafs | 2-1 (OT) |
| 308. | 1952 | Toronto | Maple Leafs | 2-0 |
| Christmas Day – December 25 Maple Leafs lead all-time series 4-0 |
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| 028. | 1920 | Toronto | St. Pats | 5-4 |
| 123. | 1934 | Montréal | Maple Leafs | 6-2 |
| 240. | 1947 | Montréal | Maple Leafs | 3-0 |
| 378. | 1957 | Toronto | Maple Leafs | 5-4 |
| Boxing Day – December 26 Canadiens lead all-time series 8-4 |
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| 001. | 1917 | Toronto | Arenas | 7-5 |
| 105. | 1931 | Toronto | Canadiens | 2-0 (OT) |
| 130. | 1935 | Montréal | Maple Leafs | 2-0 |
| 218. | 1945 | Toronto | Canadiens | 4-2 |
| 227. | 1946 | Montréal | Canadiens | 4-1 |
| 293. | 1951 | Toronto | Canadiens | 3-2 |
| 364. | 1956 | Toronto | Maple Leafs | 1-0 |
| 525. | 1968 | Montréal | Canadiens | 4-2 |
| 558. | 1973 | Toronto | Maple Leafs | 9-2 |
| 613. | 1987 | Toronto | Canadiens | 4-2 |
| 637. | 1998 | Toronto | Canadiens | 2-1 |
| 700. | 2009 | Toronto | Canadiens | 3-2 (OT) |
| New Year’s Eve – December 31 Maple Leafs lead all-time series 2-1 |
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| 020. | 1919 | Toronto | St. Pats | 5-1 |
| 037. | 1921 | Montréal | Canadiens | 5-3 |
| 391. | 1958 | Toronto | Maple Leafs | 2-0 |
| New Year’s Day – January 1 Maple Leafs lead all-time series 5-0 |
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| 147. | 1938 | Toronto | Maple Leafs | 6-4 |
| 241. | 1948 | Toronto | Maple Leafs | 2-1 |
| 253. | 1949 | Toronto | Maple Leafs | 5-3 |
| 546. | 1972 | Toronto | Maple Leafs | 5-2 |
| 606. | 1986 | Toronto | Maple Leafs | 3-2 |
| Chinese New Year Canadiens lead all-time series 5-2-1 |
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| 016. | 1919 | Montréal | Canadiens | 10-0 |
| 312. | 1953 | Toronto | tie | 2-2 |
| 424. | 1961 | Toronto | Canadiens | 3-1 |
| 518. | 1968 | Montréal | Canadiens | 3-0 |
| 559. | 1974 | Montréal | Canadiens | 4-3 |
| 619. | 1990 | Toronto | Canadiens | 5-3 |
| 627. | 1993 | Toronto | Maple Leafs | 4-0 |
| 688. | 2008 | Montréal | Maple Leafs | 4-2 |
| Groundhog Day – February 2 all-time series tied 1-1 |
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| 006. | 1918 | Montréal | Canadiens | 11-2 |
| 080. | 1928 | Montréal | Maple Leafs | 4-3 |
| Valentine’s Day – February 14 Canadiens lead all-time series 3-2-1 |
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| 244. | 1948 | Toronto | Maple Leafs | 4-2 |
| 298. | 1952 | Montréal | Canadiens | 3-1 |
| 312. | 1953 | Toronto | tie | 2-2 |
| 368. | 1957 | Montréal | Maple Leafs | 2-1 |
| 519. | 1968 | Toronto | Canadiens | 4-2 |
| 726. | 2015 | Montréal | Canadiens | 2-1 (SO) |
| Ash Wednesday Maple Leafs lead all-time series 6-5-2 |
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| 025. | 1920 | Montréal | St. Pats | 8-2 |
| 033. | 1921 | Montréal | St. Pats | 5-3 |
| 065. | 1925 | Montréal | St. Pats | 3-1 |
| 258. | 1949 | Toronto | Canadiens | 2-0 |
| 284. | 1951 | Toronto | Maple Leafs | 3-1 |
| 369. | 1957 | Toronto | Maple Leafs | 3-1 |
| 395. | 1959 | Toronto | Canadiens | 5-2 |
| 424. | 1961 | Toronto | Canadiens | 3-1 |
| 466. | 1964 | Montréal | Canadiens | 4-0 |
| 526. | 1969 | Toronto | Maple Leafs | 5-1 |
| 534. | 1970 | Montréal | tie | 3-3 |
| 555. | 1973 | Montréal | Canadiens | 4-1 |
| 563. | 1975 | Toronto | tie | 2-2 |
| Hockey Day In Canada (2000-present) Canadiens lead all-time series 7-5 |
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| 644. | 2000 | Montréal | Canadiens | 2-1 |
| 649. | 2001 | Toronto | Maple Leafs | 5-1 |
| 665. | 2004 | Toronto | Maple Leafs | 5-4 |
| 706. | 2011 | Montréal | Canadiens | 3-0 |
| 712. | 2012 | Toronto | Canadiens | 5-0 |
| 716. | 2013 | Montréal | Maple Leafs | 6-0 |
| 722. | 2014 | Toronto | Maple Leafs | 5-3 |
| 726. | 2015 | Montréal | Canadiens | 2-1 (SO) |
| 742. | 2019 | Montréal | Maple Leafs | 4-3 (OT) |
| 747. | 2020 | Montréal | Canadiens | 2-1 (OT) |
| 750. | 2021 | Toronto | Canadiens | 2-1 |
| 763. | 2023 | Montréal | Canadiens | 3-2 (OT) |
| Leap Day – February 29 Maple Leafs lead all-time series 1-0 |
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| 356. | 1956 | Toronto | Maple Leafs | 4-1 |
| St. Patrick’s Day – March 17 Maple Leafs lead all-time series 4-3 |
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| 083. | 1928 | Toronto | Maple Leafs | 5-3 |
| 259. | 1949 | Montréal | Canadiens | 3-1 |
| 329. | 1955 | Toronto | Maple Leafs | 3-1 |
| 413. | 1960 | Montréal | Maple Leafs | 6-2 |
| 601. | 1984 | Montréal | Canadiens | 6-1 |
| 681. | 2007 | Montréal | Canadiens | 3-2 (SO) |
| 739. | 2018 | Toronto | Maple Leafs | 4-0 |
| NHL Season Finisher (1917-present) Canadiens lead all-time series 10-6 |
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| 027. | 1920 | Toronto | St. Pats | 11-4 |
| 035. | 1921 | Toronto | St. Pats | 6-4 |
| 043. | 1922 | Toronto | Canadiens | 8-7 |
| 077. | 1927 | Toronto | Maple Leafs | 2-1 |
| 109. | 1932 | Montréal | Canadiens | 4-2 |
| 183. | 1942 | Montréal | Canadiens | 7-3 |
| 640. | 1999 | Montréal | Canadiens | 3-2 |
| 682. | 2007 | Toronto | Maple Leafs | 6-5 |
| 690. | 2008 | Montréal | Canadiens | 3-1 |
| 702. | 2010 | Montréal | Maple Leafs | 4-3 (OT) |
| 708. | 2011 | Toronto | Canadiens | 4-1 |
| 714. | 2012 | Montréal | Canadiens | 4-1 |
| 719. | 2013 | Toronto | Canadiens | 4-1 |
| 728. | 2015 | Toronto | Canadiens | 4-3 (SO) |
| 740. | 2018 | Toronto | Maple Leafs | 4-2 |
| 744. | 2019 | Montréal | Canadiens | 6-5 (SO) |
| Victoria Day Maple Leafs lead all-time series 1-0 |
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| P74. | 2021 | Toronto | Maple Leafs | 2-1 |
| U.S. Memorial Day Canadiens lead all-time series 1-0 |
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| P78. | 2021 | Toronto | Canadiens | 3-1 |
Two Solitudes 