The Pittsburgh Penguins had their most penalty minutes in a game versus the Flyers on December 8, 1988, with 140 minutes in the box.

penguins most penalty minutes in a regular-season game vs flyers

	TEAM	PIM	DATE	TM		OPP	RESULT	G	GA	PPG	PPO	OPP PPG	OPP PPO	S	SA
1	Penguins	140	12/8/1988	PIT	@	PHI	L 3-4	3	4	2	11	2	8	30	28
2	Penguins	110	10/29/1981	PIT	@	PHI	L 4-6	4	6	3	6	2	5	21	42
3	Penguins	102	2/16/1992	PIT	@	PHI	T 3-3	3	3	2	7	2	5	34	28
4	Penguins	98	12/11/2007	PIT	@	PHI	L 2-8	2	8	2	3	4	13	22	40
5	Penguins	73	11/26/1988	PIT	vs	PHI	W 4-3	4	3	1	4	1	7	26	44
6	Penguins	67	3/19/1988	PIT	vs	PHI	W 7-0	7	0	4	10	0	12	38	38
7	Penguins	61	2/7/1982	PIT	@	PHI	L 4-5	4	5	2	4	1	5	28	29
8	Penguins	60	2/11/1990	PIT	@	PHI	W 4-1	4	1	0	3	0	6	25	38
9	Penguins	60	11/9/1975	PIT	@	PHI	L 4-6	4	6	1		2		30	57
10	Penguins	59	3/26/2000	PIT	@	PHI	L 1-3	1	3	1	3	1	6	28	40
11	Penguins	56	3/6/1983	PIT	vs	PHI	L 3-5	3	5	2	7	1	6	28	27
12	Penguins	54	11/6/1988	PIT	@	PHI	L 4-5	4	5	3	8	3	8	27	27
13	Penguins	51	4/7/2001	PIT	@	PHI	L 3-4	3	4	2	3	3	9	14	39
14	Penguins	51	3/31/1992	PIT	vs	PHI	W 6-5	6	5	3	5	1	7	38	27
15	Penguins	51	12/29/1988	PIT	vs	PHI	L 2-3	2	3	0	7	2	6	17	31
16	Penguins	50	1/31/2001	PIT	vs	PHI	L 1-5	1	5	1	5	1	7	31	27
17	Penguins	50	11/12/1987	PIT	@	PHI	L 2-5	2	5	0	7	2	8	27	38
18	Penguins	44	1/30/1993	PIT	vs	PHI	W 4-2	4	2	3	7	2	7	36	29
19	Penguins	43	11/3/1987	PIT	vs	PHI	W 5-1	5	1	1	7	0	7	32	28
20	Penguins	43	3/20/1986	PIT	@	PHI	L 1-5	1	5	0	8	2	5	24	28
21	Penguins	43	2/24/1983	PIT	@	PHI	L 3-6	3	6	2	6	2	8	30	43
22	Penguins	42	3/24/1987	PIT	vs	PHI	T 3-3	3	3	0	4	0	1	39	38
23	Penguins	42	1/23/1982	PIT	vs	PHI	T 5-5	5	5	0	5	2	7	35	36
24	Penguins	41	12/21/1984	PIT	vs	PHI	W 4-2	4	2	1	8	1	6	26	33
25	Penguins	40	11/16/1993	PIT	vs	PHI	W 11-5	11	5	3	5	2	5	48	30