Between the 1949-50 and 1958-59 seasons, Gordie Howe made the most game-winning goals, with 68 game-winners.

NHL most regular-season game-winning goals by a player 1949-50 to 1958-59

	NAME	GWG	GP	G	A	P	PIM	PPG	PPA	SHG	SHA
1	Gordie Howe G. Howe	68	688	383	418	801	724	95	159	7	4
2	Maurice Richard M. Richard	49	593	318	264	582	822	100	90	2	1
3	Bernie Geoffrion B. Geoffrion	42	475	224	230	454	419	69	89	1	0
4	Ted Lindsay T. Lindsay	41	670	248	361	609	1,238	75	102	4	0
5	Dickie Moore D. Moore	38	411	154	215	369	344	52	62	2	0
6	Jean Beliveau J. Beliveau	33	377	208	228	436	490	68	96	0	2
7	Sid Smith S. Smith	33	555	177	172	349	80	52	41	2	1
8	Alex Delvecchio A. Delvecchio	30	533	140	238	378	181	29	80	6	2
9	Metro Prystai M. Prystai	27	562	132	161	293	185	34	26	1	2
10	Tod Sloan T. Sloan	26	578	186	215	401	742	50	74	1	1
11	Johnny Peirson J. Peirson	26	465	127	150	277	266	27	36	2	1
12	Cal Gardner C. Gardner	25	517	113	180	293	379	22	35	1	1
13	Red Kelly R. Kelly	24	677	145	273	418	220	48	91	9	8
14	Fleming MacKell F. MacKell	22	605	141	204	345	538	31	41	11	10
15	Danny Lewicki D. Lewicki	21	461	105	135	240	177	19	42	1	1
16	Bert Olmstead B. Olmstead	21	663	135	341	476	726	41	111	2	2
17	Floyd Curry F. Curry	20	570	104	94	198	147	9	4	12	7
18	Harry Watson H. Watson	20	507	133	117	250	104	24	26	0	0
19	Dutch Reibel D. Reibel	19	409	84	161	245	73	20	62	1	1
20	Wally Hergesheimer W. Hergesheimer	19	351	114	85	199	106	22	21	0	1
21	Dave Creighton D. Creighton	18	590	138	166	304	217	33	47	0	0
22	Ted Kennedy T. Kennedy	18	396	102	204	306	328	27	67	3	5
23	Nick Mickoski N. Mickoski	18	633	144	176	320	295	22	37	6	3
24	Johnny Wilson J. Wilson	18	519	121	139	260	144	37	36	1	1
25	Ed Litzenberger E. Litzenberger	17	358	131	163	294	226	21	51	1	3