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PrivacyMontreal Canadiens - Most Most Loses - Season
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| Montreal Canadiens Seasons |
Montreal Canadiens - Most Most Loses - Season
| Season | Team | Most Loses |
| 2021-22 | Montreal Canadiens | 49 |
| 1983-84 | Montreal Canadiens | 40 |
| 2000-01 | Montreal Canadiens | 40 |
| 2017-18 | Montreal Canadiens | 40 |
| 1998-99 | Montreal Canadiens | 39 |
| 2015-16 | Montreal Canadiens | 38 |
| 1996-97 | Montreal Canadiens | 36 |
| 2002-03 | Montreal Canadiens | 35 |
| 2011-12 | Montreal Canadiens | 35 |
| 1999-00 | Montreal Canadiens | 34 |
| 2006-07 | Montreal Canadiens | 34 |
| 1939-40 | Montreal Canadiens | 33 |
| 1985-86 | Montreal Canadiens | 33 |
| 2009-10 | Montreal Canadiens | 33 |
| 1995-96 | Montreal Canadiens | 32 |
| 1997-98 | Montreal Canadiens | 32 |
| 2001-02 | Montreal Canadiens | 31 |
| 2005-06 | Montreal Canadiens | 31 |
| 2019-20 | Montreal Canadiens | 31 |
| 1950-51 | Montreal Canadiens | 30 |
| 1990-91 | Montreal Canadiens | 30 |
| 1992-93 | Montreal Canadiens | 30 |
| 2003-04 | Montreal Canadiens | 30 |
| 2008-09 | Montreal Canadiens | 30 |
| 2010-11 | Montreal Canadiens | 30 |