The Toronto Maple Leafs had their most penalty minutes in a game against the Red Wings on November 15, 1986, with 154 minutes in the box.

leafs most penalty minutes in a regular-season game

	TEAM	PIM	DATE	TM		OPP	RESULT	G	GA	PPG	PPO	OPP PPG	OPP PPO	S	SA
1	Maple Leafs	154	11/15/1986	TOR	vs	DET	W 6-0	6	0	1	7	0	7	28	21
2	Maple Leafs	146	3/2/1990	TOR	@	DET	L 2-3	2	3	1	3	2	8	27	28
3	Maple Leafs	136	1/13/1986	TOR	vs	DET	W 7-4	7	4	3	8	2	5	45	25
4	Maple Leafs	128	12/5/1981	TOR	vs	WSH	W 9-4	9	4	1	6	2	10	39	37
5	Maple Leafs	117	1/1/1994	TOR	vs	LAK	L 4-7	4	7	1	6	1	6	40	30
6	Maple Leafs	111	3/4/2003	TOR	@	OTT	L 1-4	1	4	0	3	4	11	17	42
7	Maple Leafs	100	3/10/2001	TOR	@	VAN	T 3-3	3	3	0	3	1	10	15	33
8	Maple Leafs	100	11/23/1989	TOR	@	BOS	L 0-6	0	6	0	4	3	6	32	44
9	Maple Leafs	99	3/31/1976	TOR	@	DET	T 4-4	4	4	2		1		34	16
10	Maple Leafs	98	12/9/1953	TOR	vs	MTL	W 3-0	3	0	2		0
11	Maple Leafs	94	3/7/1977	TOR	@	PHI	W 4-2	4	2	2		1		21	23
12	Maple Leafs	88	12/19/1981	TOR	@	WIN	W 8-4	8	4	0	0	1	4	29	41
13	Maple Leafs	86	1/26/1991	TOR	@	CHI	L 1-5	1	5	1	7	2	8	26	35
14	Maple Leafs	84	12/23/1989	TOR	vs	CHI	L 5-7	5	7	2	7	2	5	29	34
15	Maple Leafs	84	3/21/1976	TOR	@	PHI	L 2-4	2	4	2		1		27	28
16	Maple Leafs	83	12/7/1980	TOR	@	QUE	T 4-4	4	4	4	8	2	10	26	26
17	Maple Leafs	82	1/8/2009	TOR	@	MTL	L 2-6	2	6	1	6	2	8	32	29
18	Maple Leafs	82	10/18/1980	TOR	vs	PHI	W 6-2	6	2	3	7	1	5	40	33
19	Maple Leafs	81	1/17/1993	TOR	@	CHI	L 3-5	3	5	1	7	4	9	33	24
20	Maple Leafs	81	1/19/1985	TOR	vs	STL	W 6-1	6	1	2	5	0	5	33	15
21	Maple Leafs	81	3/11/1961	TOR	vs	CHI	T 2-2	2	2	0		0		24	30
22	Maple Leafs	79	11/5/1984	TOR	@	MNS	L 3-5	3	5	1	7	1	6	37	54
23	Maple Leafs	79	3/25/1981	TOR	@	PIT	L 2-5	2	5	0	4	3	8	34	35
24	Maple Leafs	78	10/25/1980	TOR	@	LAK	L 4-5	4	5	0	7	3	12	25	29
25	Maple Leafs	77	12/9/1981	TOR	vs	WIN	T 3-3	3	3	0	3	1	4	35	40