Dave Williams has the most career penalty minutes, with 3,971 minutes in the box.

	NAME	PIM	GP	G	A	P	+/-	PPG	PPA	SHG	SHA	GWG	OTG	S	S%	FOW	FO	FOW%	HIT	BKS	TKA	GVA	TOI/GP
1	Dave Williams D. Williams	3,971	962	241	272	513	-41	49	54	2	2	25	1	1,740	13.9
2	Dale Hunter D. Hunter	3,565	1,407	323	697	1,020	+101	92	153	10	17	42	4	2,047	15.8
3	Tie Domi T. Domi	3,515	1,020	104	141	245	-54	9	5	0	0	10	0	964	10.8	21	64	32.8	508	48	57	149	10:05
4	Marty McSorley M. McSorley	3,381	961	108	251	359	-14	13	58	8	12	8	1	1,425	7.6	0	0		35	11	4	10	14:01
5	Bob Probert B. Probert	3,300	935	163	221	384	-31	45	42	0	0	23	2	1,108	14.7	13	35	37.1	268	36	48	61	9:31
6	Rob Ray R. Ray	3,207	900	41	50	91	-38	2	1	0	0	4	0	370	11.1	2	4	50.0	236	15	11	43	4:52
7	Craig Berube C. Berube	3,149	1,054	61	98	159	-81	3	2	0	0	8	0	699	8.7	29	70	41.4	242	23	26	53	6:32
8	Tim Hunter T. Hunter	3,146	815	62	76	138	-5	3	3	1	0	8	0	608	10.2
9	Chris Nilan C. Nilan	3,043	688	110	115	225	-1	7	5	0	0	11	0	820	13.4
10	Rick Tocchet R. Tocchet	2,970	1,144	440	512	952	+84	130	132	13	3	50	2	2,806	15.7	1	3	33.3	210	28	71	81	14:57
11	Pat Verbeek P. Verbeek	2,905	1,424	522	540	1,062	-46	186	184	4	6	67	3	3,285	15.9	4	12	33.3	395	27	65	94	13:47
12	Chris Chelios C. Chelios	2,891	1,651	185	763	948	+351	69	338	13	39	31	1	3,627	5.1	1	5	20.0	569	615	286	550	20:55
13	Dave Manson D. Manson	2,792	1,103	102	288	390	-8	43	109	3	6	7	1	2,155	4.7	0	0		258	124	35	157	15:02
14	Scott Stevens S. Stevens	2,785	1,635	196	712	908	+395	75	230	5	18	34	3	3,238	6.1	0	0		612	570	313	296	23:39
15	Donald Brashear D. Brashear	2,634	1,025	85	120	205	-93	4	9	0	0	13	1	1,015	8.4	26	83	31.3	1,189	144	215	290	10:34
16	Willi Plett W. Plett	2,570	834	222	215	437	-43	35	37	0	0	27	0	1,408	15.8
17	Gino Odjick G. Odjick	2,567	605	64	73	137	-21	6	5	0	0	13	0	753	8.5	5	15	33.3	115	24	30	38	9:31
18	Matthew Barnaby M. Barnaby	2,562	834	113	187	300	+5	8	17	0	1	15	1	1,006	11.2	61	145	42.1	528	82	106	164	11:35
19	Gary Roberts G. Roberts	2,560	1,224	438	472	910	+229	109	106	13	4	52	5	2,374	18.4	47	101	46.5	1,021	111	182	273	16:39
20	Chris Neil C. Neil	2,522	1,026	112	138	250	-19	16	16	0	0	12	0	1,249	9.0	29	74	39.2	3,015	216	285	209	10:58
21	Joey Kocur J. Kocur	2,519	820	80	82	162	-99	8	12	0	0	14	1	785	10.2
22	Ken Daneyko K. Daneyko	2,516	1,283	36	142	178	+78	3	7	3	7	3	0	1,170	3.1	1	1	100.0	481	428	127	124	16:42
23	Brendan Shanahan B. Shanahan	2,489	1,524	656	698	1,354	+151	237	270	23	14	109	12	5,086	12.9	293	611	48.0	538	289	260	445	18:13
24	Scott Mellanby S. Mellanby	2,479	1,431	364	476	840	-37	140	135	1	1	56	0	2,960	12.3	53	115	46.1	485	119	161	256	15:01
25	Basil McRae B. McRae	2,457	576	53	83	136	-104	12	10	0	0	4	0	612	8.7