The Montreal Canadiens had their worst record in a season in 1939-40 and in 1921-22, with a record of 10-33-5.

	TEAM	REC	SEASON	PTS	GP	W	L	T	OTL	PTS%	SOW	SOL	G	GA	DIFF	PP%	PK%	S/GP	S%	SA/GP	SV%
1	Canadiens	10-33-5	1939-40	25	48	10	33	5		.260			90	167	-77
2	Canadiens	11-24-1	1925-26	23	36	11	24	1		.319			79	108	-29
3	Canadiens	22-49-11	2021-22	55	82	22	49		11	.335	3	2	218	317	-99	13.7	75.5	29.78	8.9	34.43	.888
4	Canadiens	11-26-11	1935-36	33	48	11	26	11		.344			82	123	-41
5	Canadiens	16-26-6	1940-41	38	48	16	26	6		.396			121	147	-26
6	Canadiens	18-27-3	1941-42	39	48	18	27	3		.406			134	173	-39
7	Canadiens	15-24-9	1938-39	39	48	15	24	9		.406			115	146	-31
8	Canadiens	31-45-6	2022-23	68	82	31	45		6	.415	5	2	227	305	-78	16.1	72.7	27.28	10.1	33.57	.889
9	Canadiens	20-29-11	1947-48	51	60	20	29	11		.425			147	169	-22
10	Canadiens	28-40-8-6	2000-01	70	82	28	40	8	6	.427			206	232	-26	16.2	82.2	26.20	9.6	28.01	.899
11	Canadiens	18-25-5	1932-33	41	48	18	25	5		.427			92	115	-23
12	Canadiens	29-40-13	2017-18	71	82	29	40		13	.433	2	6	207	258	-51	21.2	74.1	32.77	7.7	32.32	.903
13	Canadiens	18-23-7	1994-95	43	48	18	23	7		.448			125	148	-23	16.3	80.6	28.67	9.1	31.92	.903
14	Canadiens	32-39-11	1998-99	75	82	32	39	11		.457			184	209	-25	14.5	87.2	27.67	8.1	26.91	.905
15	Canadiens	19-23-6	1934-35	44	48	19	23	6		.458			110	145	-35
16	Canadiens	30-36-16	2023-24	76	82	30	36		16	.463	4	8	232	281	-49	17.5	76.5	27.67	10.2	33.40	.897
17	Canadiens	25-30-15	1950-51	65	70	25	30	15		.464			173	184	-11
18	Canadiens	35-40-5	1983-84	75	80	35	40	5		.469			286	295	-9	20.1	79.7	28.65	12.5	25.70	.857
19	Canadiens	30-35-8-9	2002-03	77	82	30	35	8	9	.470			206	234	-28	14.0	81.7	25.84	9.7	32.66	.913
20	Canadiens	31-36-15	1996-97	77	82	31	36	15		.470			249	276	-27	15.7	79.5	30.17	10.1	33.90	.901
21	Canadiens	31-35-16	2011-12	78	82	31	35		16	.476	5	12	207	214	-7	14.3	88.6	28.54	8.8	29.66	.912
22	Canadiens	31-31-9	2019-20	71	71	31	31		9	.500	4	1	208	220	-12	17.7	78.7	34.11	8.6	31.10	.900
23	Canadiens	38-38-6	2015-16	82	82	38	38		6	.500	5	3	216	233	-17	16.2	81.9	30.54	8.6	29.37	.903
24	Canadiens	19-19-12	1942-43	50	50	19	19	12		.500			181	191	-10
25	Canadiens	35-34-9-4	1999-00	83	82	35	34	9	4	.506			196	194	2	16.7	86.8	26.04	9.2	27.61	.914