The Chicago Cubs lost their most games in a season in 1966 and in 1962, with 103 losses.

	TEAM	L	SEASON	W	L%	G	W%	AB	R	H	2B	3B	HR	RBI	BB	HBP	SO	SB	CS	PA	TB	XBH	SH	SF	IBB	GIDP	AVG	OBP	SLG	OPS
1	Cubs	103	1966	59	.636	162	.364	5,592	644	1,418	203	43	140	603	457	47	998	76	47	6,213	2,127	386	80	37	53	112	.254	.313	.380	.694
2	Cubs	103	1962	59	.636	162	.364	5,534	632	1,398	196	56	126	600	504	39	1,044	78	50	6,173	2,084	378	54	42	43	131	.253	.317	.377	.694
3	Cubs	101	2012	61	.623	162	.377	5,411	613	1,297	265	36	137	570	447	43	1,235	94	45	5,967	2,045	438	42	24	29	125	.240	.302	.378	.680
4	Cubs	98	1980	64	.605	162	.395	5,619	614	1,411	251	35	107	578	471	18	912	93	64	6,217	2,053	393	69	40	54	119	.251	.309	.365	.674
5	Cubs	97	2000	65	.599	162	.401	5,577	764	1,426	272	23	183	722	632	54	1,120	93	37	6,397	2,293	478	89	45	50	114	.256	.335	.411	.746
6	Cubs	96	2013	66	.593	162	.407	5,498	602	1,307	297	18	172	576	439	67	1,230	63	32	6,077	2,156	487	43	30	28	120	.238	.300	.392	.693
7	Cubs	96	2006	66	.593	162	.407	5,587	716	1,496	271	46	166	677	395	43	928	121	49	6,146	2,357	483	84	37	24	135	.268	.319	.422	.741
8	Cubs	96	1974	66	.593	162	.407	5,574	669	1,397	221	42	110	610	621	29	857	78	73	6,344	2,032	373	80	40	66	121	.251	.327	.365	.691
9	Cubs	95	2002	67	.586	162	.414	5,496	706	1,351	259	29	200	676	585	44	1,269	63	21	6,242	2,268	488	78	39	52	117	.246	.321	.413	.734
10	Cubs	95	1999	67	.586	162	.414	5,482	747	1,411	255	35	189	717	571	39	1,170	60	44	6,201	2,303	479	65	44	38	120	.257	.329	.420	.749
11	Cubs	94	1997	68	.580	162	.420	5,489	687	1,444	269	39	127	642	451	34	1,003	116	60	6,095	2,172	435	83	38	40	119	.263	.321	.396	.717
12	Cubs	94	1960	60	.610	156	.390	5,311	634	1,293	213	48	119	600	531	19	897	51	34	5,960	1,959	380	64	35	69	109	.243	.313	.369	.681
13	Cubs	94	1956	60	.610	157	.390	5,260	597	1,281	202	50	142	563	446	13	776	55	38	5,852	2,009	394	87	46	60	99	.244	.302	.382	.684
14	Cubs	93	1949	61	.604	154	.396	5,214	593	1,336	212	53	97	539	396	26	573	53		5,723	1,945	362	87			121	.256	.312	.373	.685
15	Cubs	92	1957	62	.597	156	.403	5,369	628	1,312	223	31	147	590	461	26	989	28	25	5,947	2,038	401	58	33	34	104	.244	.305	.380	.685
16	Cubs	92	1951	62	.597	155	.403	5,307	614	1,327	200	47	103	572	477	22	647	63	30	5,862	1,930	350	56			139	.250	.315	.364	.678
17	Cubs	91	2021	71	.562	162	.438	5,306	705	1,255	225	26	210	672	502	92	1,596	86	37	5,970	2,162	461	40	30	17	133	.237	.312	.407	.719
18	Cubs	91	2011	71	.562	162	.438	5,549	654	1,423	285	36	148	610	425	59	1,202	69	23	6,128	2,224	469	60	35	35	123	.256	.314	.401	.715
19	Cubs	91	1983	71	.562	162	.438	5,512	701	1,436	272	42	140	649	470	29	868	84	40	6,132	2,212	454	71	50	63	113	.261	.319	.401	.721
20	Cubs	90	1986	70	.563	160	.438	5,499	680	1,409	258	27	155	638	508	15	966	132	62	6,127	2,186	440	54	51	56	113	.256	.318	.398	.716
21	Cubs	90	1965	72	.556	164	.444	5,540	635	1,316	202	33	134	590	532	43	948	65	47	6,205	1,986	369	48	42	62	115	.238	.307	.358	.666
22	Cubs	90	1961	64	.584	156	.416	5,344	689	1,364	238	51	176	650	539	32	1,027	35	25	6,000	2,232	465	52	33	64	115	.255	.325	.418	.743
23	Cubs	90	1954	64	.584	154	.416	5,359	700	1,412	229	45	159	640	478	32	693	46	31	5,965	2,208	433	56	40		119	.263	.325	.412	.737
24	Cubs	90	1948	64	.584	155	.416	5,352	597	1,402	225	44	87	564	444	29	574	39		5,895	1,976	356	70			104	.262	.322	.369	.691
25	Cubs	89	2014	73	.549	162	.451	5,508	614	1,315	270	31	157	590	442	54	1,477	65	40	6,102	2,118	458	57	41	29	94	.239	.300	.385	.684