Sammy Sosa has smashed the most homers for the Cubs in a season, with 66 homers in 1998.

	NAME	HR	SEASON	TM	G	AB	R	H	2B	3B	RBI	BB	HBP	SO	SB	CS	PA	TB	XBH	SH	SF	IBB	GIDP	AVG	OBP	SLG	OPS	WRC	WRAA	WOBA	WRC+	BRAA
1	Sammy Sosa S. Sosa	66	1998	CHC	159	643	134	198	20	0	158	73	1	171	18	9	722	416	86	0	5	14	20	.308	.377	.647	1.024	146	56.6	.425	159	53.7
2	Sammy Sosa S. Sosa	64	2001	CHC	160	577	146	189	34	5	160	116	6	153	0	2	711	425	103	0	12	37	6	.328	.437	.737	1.174	171	82.7	.465	186	79.8
3	Sammy Sosa S. Sosa	63	1999	CHC	162	625	114	180	24	2	141	78	3	171	7	8	712	397	89	0	6	8	17	.288	.367	.635	1.002	138	45.2	.414	143	41.3
4	Hack Wilson H. Wilson	56	1930	CHC	155	585	146	208	35	6	191	105	1	84	3		709	423	97	18				.356	.454	.723	1.177	189	89	.497	171	78.9
5	Sammy Sosa S. Sosa	50	2000	CHC	156	604	106	193	38	1	138	91	2	168	7	4	705	383	89	0	8	19	12	.320	.406	.634	1.040	146	53.4	.428	154	51.8
6	Sammy Sosa S. Sosa	49	2002	CHC	150	556	122	160	19	2	108	103	3	144	2	0	666	330	70	0	4	15	14	.288	.399	.594	.993	129	49.3	.416	157	47.6
7	Andre Dawson A. Dawson	49	1987	CHC	153	621	90	178	24	2	137	32	7	103	11	3	662	353	75	0	2	7	15	.287	.328	.568	.896	109	28.2	.377	124	20.2
8	Dave Kingman D. Kingman	48	1979	CHC	145	532	97	153	19	5	115	45	4	131	4	2	589	326	72	0	8	7	7	.288	.343	.613	.956	107	38.3	.406	144	30.7
9	Ernie Banks E. Banks	47	1958	CHC	154	617	119	193	23	11	129	52	4	87	4	4	682	379	81	1	8	12	14	.313	.366	.614	.980	128	51.5	.416	151	43.3
10	Derrek Lee D. Lee	46	2005	CHC	158	594	120	199	50	3	107	85	5	109	15	3	691	393	99	0	7	23	12	.335	.418	.662	1.080	150	67.4	.444	170	60.9
11	Ernie Banks E. Banks	45	1959	CHC	155	589	97	179	25	6	143	64	7	72	2	4	671	351	76	2	9	20	18	.304	.374	.596	.970	125	47.6	.409	147	40.1
12	Ernie Banks E. Banks	44	1955	CHC	154	596	98	176	29	9	117	45	2	72	9	3	646	355	82	0	3	6	16	.295	.345	.596	.941	116	40.3	.406	142	34.1
13	Ernie Banks E. Banks	43	1957	CHC	156	594	113	169	34	6	102	70	3	85	8	4	674	344	83	2	5	11	12	.285	.360	.579	.939	119	43.9	.402	146	37.4
14	Billy Williams B. Williams	42	1970	CHC	161	636	137	205	34	4	129	72	2	65	7	1	714	373	80	0	4	9	13	.322	.391	.586	.977	139	58.5	.425	147	41.6
15	Ernie Banks E. Banks	41	1960	CHC	156	597	94	162	32	7	117	71	4	69	1	3	678	331	80	0	6	28	14	.271	.350	.554	.904	109	32.7	.381	134	27.4
16	Hank Sauer H. Sauer	41	1954	CHC	142	520	98	150	18	1	103	70	6	68	2	1	605	293	60	2	7		8	.288	.375	.563	.938	108	39.2	.417	138	29.4
17	Sammy Sosa S. Sosa	40	2003	CHC	137	517	99	144	22	0	103	62	5	143	0	1	589	286	62	0	5	9	14	.279	.358	.553	.911	99	26.8	.382	131	23.4
18	Sammy Sosa S. Sosa	40	1996	CHC	124	498	84	136	21	2	100	34	5	134	18	5	541	281	63	0	4	6	14	.273	.323	.564	.888	86	16.1	.370	124	16.6
19	Ryne Sandberg R. Sandberg	40	1990	CHC	155	615	116	188	30	3	100	50	1	84	25	7	675	344	73	0	9	8	8	.306	.354	.559	.913	116	40.3	.396	142	33.3
20	Kris Bryant K. Bryant	39	2016	CHC	155	603	121	176	35	3	102	75	18	154	8	5	699	334	77	0	3	5	3	.292	.385	.554	.939	127	45.1	.396	148	41.4
21	Moises Alou M. Alou	39	2004	CHC	155	601	106	176	36	3	106	68	0	80	3	0	675	335	78	0	6	2	12	.293	.361	.557	.919	116	32.8	.387	133	28.6
22	Rogers Hornsby R. Hornsby	39	1929	CHC	156	602	156	229	47	8	149	87	1	65	2		712	409	94	22				.380	.459	.679	1.139	181	86.8	.497	174	77.3
23	Hack Wilson H. Wilson	39	1929	CHC	150	574	135	198	30	5	159	78	2	83	3		670	355	74	16				.345	.425	.618	1.044	149	60	.459	152	51.1
24	Kyle Schwarber K. Schwarber	38	2019	CHC	155	529	82	132	29	3	92	70	5	156	2	3	610	281	70	0	6	5	6	.250	.339	.531	.871	96	19.5	.357	119	15
25	Aramis Ramirez A. Ramirez	38	2006	CHC	157	594	93	173	38	4	119	50	9	63	2	1	660	333	80	0	7	4	15	.291	.352	.561	.912	111	28.1	.381	125	21.3