Between the 1989-90 and 1999-00 seasons, Brian Chapman had the most penalty minutes per game, with 9.67 per game.

NHL most pim per games by a player played 1989-90 to 1999-00

	NAME	PIM/GP	GP	G	A	P	+/-	PIM	PPG	PPA	SHG	SHA	GWG	OTG	S	S%	FOW	FO	FOW%	HIT	BKS	TKA	GVA	TOI/GP
1	Brian Chapman B. Chapman	9.67	3	0	0	0	0	29	0	0	0	0	0	0	0
2	Dale Purinton D. Purinton	7.00	1	0	0	0	-1	7	0	0	0	0	0	0	1	0.0	0	0		1	1	0	0	12:45
3	Richard Brown R. Brown	7.00	1	0	0	0	0	7	0	0	0	0	0	0	0
4	Bob Bodak B. Bodak	7.00	1	0	0	0	0	7	0	0	0	0	0	0	1	0.0
5	Jason Simon J. Simon	6.80	5	0	0	0	-1	34	0	0	0	0	0	0	0
6	Link Gaetz L. Gaetz	6.77	53	6	6	12	-32	359	3	3	0	0	0	0	77	7.8
7	Chris McRae C. McRae	6.43	7	1	0	1	0	45	0	0	0	0	0	0	1	100.0
8	John Kordic J. Kordic	5.75	83	9	6	15	-10	477	3	0	0	0	0	0	52	17.3
9	Rocky Thompson R. Thompson	5.73	15	0	0	0	0	86	0	0	0	0	0	0	3	0.0
10	Gordie Dwyer G. Dwyer	5.63	24	0	1	1	-6	135	0	0	0	0	0	0	7	0.0	0	0		53	4	2	4	4:57
11	Steve Martinson S. Martinson	5.21	14	0	0	0	-2	73	0	0	0	0	0	0	2	0.0
12	Dave Morissette D. Morissette	5.18	11	0	0	0	+1	57	0	0	0	0	0	0	2	0.0	0	0		2	1	0	0	3:50
13	Marc Labelle M. Labelle	5.11	9	0	0	0	-4	46	0	0	0	0	0	0	2	0.0
14	Peter Leboutillier P. Leboutillier	5.03	35	2	1	3	-1	176	0	0	0	0	0	0	11	18.2
15	Brian Wesenberg B. Wesenberg	5.00	1	0	0	0	+1	5	0	0	0	0	0	0	0
16	Darryl Williams D. Williams	5.00	2	0	0	0	0	10	0	0	0	0	0	0	1	0.0
17	Chris Kotsopoulos C. Kotsopoulos	5.00	2	0	0	0	-1	10	0	0	0	0	0	0	0
18	Mitchell Molloy M. Molloy	5.00	2	0	0	0	0	10	0	0	0	0	0	0	0
19	Wayne Van Dorp W. Van Dorp	4.97	89	11	9	20	+3	442	0	1	0	0	1	0	59	18.6
20	Kevin Evans K. Evans	4.89	9	0	1	1	-3	44	0	0	0	0	0	0	6	0.0
21	Chris Nilan C. Nilan	4.89	122	13	19	32	-10	596	0	0	0	0	2	0	120	10.8
22	Shane Churla S. Churla	4.77	419	24	39	63	-49	1,998	4	5	0	0	3	0	310	7.7
23	Brantt Myhres B. Myhres	4.68	128	6	2	8	-4	599	0	0	0	0	2	0	26	23.1	0	1	0.0	9	1	0	1	3:03
24	Marc Laforge M. Laforge	4.57	14	0	0	0	-3	64	0	0	0	0	0	0	0
25	Terry Ryan T. Ryan	4.50	8	0	0	0	0	36	0	0	0	0	0	0	0