Between the 1989-90 and 1999-00 seasons, Rob Ray had the most penalty minutes, with 2,687 minutes in the box.

Interpreted as:

most pims by a player 1989-90 to 1999-00

	NAME	PIM	GP	G	A	P	+/-	PPG	PPA	SHG	SHA	GWG	OTG	S	S%	FOW	FO	FOW%	HIT	BKS	TKA	GVA	TOI/GP
1	Rob Ray R. Ray	2,687	714	34	41	75	-32	2	1	0	0	3	0	297	11.4	0	0		55	4	2	16	4:13
2	Tie Domi T. Domi	2,656	628	55	86	141	-46	2	2	0	0	7	0	569	9.7	1	4	25.0	85	10	5	32	9:58
3	Craig Berube C. Berube	2,449	786	52	87	139	-53	2	2	0	0	5	0	561	9.3	1	4	25.0	111	7	12	23	8:00
4	Gino Odjick G. Odjick	2,391	539	58	66	124	-24	6	5	0	0	13	0	681	8.5	1	3	33.3	67	10	18	22	11:29
5	Marty McSorley M. McSorley	2,145	648	74	194	268	-7	11	56	8	12	4	0	1,081	6.8	0	0		35	11	4	10	14:01
6	Bob Probert B. Probert	2,110	589	101	147	248	+7	23	26	0	0	17	1	780	12.9	13	32	40.6	87	15	14	17	10:28
7	Kelly Chase K. Chase	2,017	458	17	36	53	-14	0	1	0	0	4	0	232	7.3	0	1	0.0	8	2	3	4	7:46
8	Shane Churla S. Churla	1,998	419	24	39	63	-49	4	5	0	0	3	0	310	7.7
9	Dave Manson D. Manson	1,983	786	78	229	307	-12	35	90	2	6	7	1	1,737	4.5	0	0		80	33	14	57	15:45
10	Ronnie Stern R. Stern	1,976	606	74	86	160	-31	2	1	3	2	9	1	743	10.0	1	3	33.3	142	14	14	18	9:07
11	Mike Peluso M. Peluso	1,951	458	38	52	90	-15	6	2	0	0	2	0	311	12.2
12	Lyle Odelein L. Odelein	1,885	721	34	155	189	+83	10	42	1	3	5	0	771	4.4	0	0		57	91	46	44	17:48
13	Kris King K. King	1,852	778	62	82	144	-43	0	1	2	2	9	0	728	8.5	0	0		60	7	2	5	8:31
14	Jeff Odgers J. Odgers	1,832	619	63	55	118	-92	15	9	0	0	4	0	567	11.1	1	2	50.0	64	8	3	11	5:23
15	Pat Verbeek P. Verbeek	1,817	830	330	362	692	+41	123	130	1	2	49	2	2,107	15.7	0	1	0.0	148	8	25	32	16:04
16	Stu Grimson S. Grimson	1,797	626	13	19	32	-39	1	0	0	0	2	0	180	7.2	0	0		55	2	3	5	5:13
17	Ken Baumgartner K. Baumgartner	1,767	617	10	35	45	-69	0	0	0	0	1	0	258	3.9
18	Mick Vukota M. Vukota	1,752	508	14	27	41	-19	0	1	0	0	0	0	243	5.8
19	Chris Chelios C. Chelios	1,738	808	105	449	554	+193	39	222	9	24	15	0	2,164	4.9	0	0		120	86	47	113	25:16
20	Ulf Samuelsson U. Samuelsson	1,694	734	31	160	191	+130	3	26	0	8	6	1	764	4.1	0	0		69	81	16	34	15:40
21	Rick Tocchet R. Tocchet	1,626	726	301	345	646	+38	95	99	9	3	34	2	1,948	15.5	0	1	0.0	129	20	53	42	15:41
22	Brendan Shanahan B. Shanahan	1,608	814	406	397	803	+90	137	156	16	9	67	3	2,841	14.3	12	24	50.0	104	34	23	58	18:35
23	Bryan Marchment B. Marchment	1,601	584	27	94	121	-20	4	16	1	4	2	0	649	4.2	0	0		127	51	15	30	18:55
24	Kelly Buchberger K. Buchberger	1,584	791	83	162	245	-120	4	2	12	16	23	1	825	10.1	264	583	45.3	179	52	44	56	16:05
25	Dale Hunter D. Hunter	1,561	725	141	305	446	-15	52	90	1	5	25	3	937	15.0