when is the last time any sports team from chicago won a playoff game

The Chicago Cubs won in Game 1 of the 2025 NL Wild Card Series against the Padres yesterday.

	TEAM	DATE	W	TM		OPP	RESULT	L	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	9/30/2025	1	CHC	vs	SDP	W 3-1	0	1.000	27	3	6	0	0	2	3	1	0	13	0	0	30	12	2	1	1	1	1	.222	.241	.444	.686
2	White Sox	10/10/2021	1	CWS	vs	HOU	W 12-6	0	1.000	41	12	16	2	0	2	12	5	1	13	0	0	47	24	4	0	0	0	0	.390	.468	.585	1.053
3	White Sox	9/29/2020	1	CWS	@	OAK	W 4-1	0	1.000	36	4	9	2	0	3	4	0	0	11	0	0	36	20	5	0	0	0	0	.250	.250	.556	.806
4	Cubs	10/18/2017	1	CHC	vs	LAD	W 3-2	0	1.000	29	3	5	0	0	3	3	0	1	11	0	0	30	14	3	0	0	0	0	.172	.200	.483	.683
5	Cubs	10/12/2017	1	CHC	@	WSH	W 9-8	0	1.000	37	9	9	4	0	0	7	6	1	9	0	0	44	13	4	0	0	1	0	.243	.364	.351	.715
6	Cubs	10/9/2017	1	CHC	vs	WSH	W 2-1	0	1.000	24	2	4	1	0	0	2	4	1	8	0	0	30	5	1	1	0	0	1	.167	.310	.208	.519
7	Cubs	10/6/2017	1	CHC	@	WSH	W 3-0	0	1.000	31	3	5	2	0	0	3	2	1	13	1	0	35	7	2	1	0	1	1	.161	.235	.226	.461
8	Cubs	11/2/2016	1	CHC	@	CLE	W 8-7	0	1.000	39	8	13	2	0	3	8	4	1	5	2	1	45	24	5	0	1	2	1	.333	.400	.615	1.015
9	Cubs	11/1/2016	1	CHC	@	CLE	W 9-3	0	1.000	39	9	13	1	0	3	9	3	0	6	0	0	42	23	4	0	0	0	1	.333	.381	.590	.971
10	Cubs	10/30/2016	1	CHC	vs	CLE	W 3-2	0	1.000	30	3	7	1	0	1	3	3	1	14	4	0	35	11	2	0	1	1	0	.233	.314	.367	.681
11	Cubs	10/26/2016	1	CHC	@	CLE	W 5-1	0	1.000	37	5	9	1	1	0	5	8	0	8	0	0	45	12	2	0	0	0	1	.243	.378	.324	.702
12	Cubs	10/22/2016	1	CHC	vs	LAD	W 5-0	0	1.000	30	5	7	3	0	2	5	0	0	8	0	0	31	16	5	0	1	0	0	.233	.226	.533	.759
13	Cubs	10/20/2016	1	CHC	@	LAD	W 8-4	0	1.000	39	8	13	5	0	1	8	4	1	9	1	0	45	21	6	1	0	0	1	.333	.409	.538	.948
14	Cubs	10/19/2016	1	CHC	@	LAD	W 10-2	0	1.000	40	10	13	1	0	2	9	3	1	8	0	0	45	20	3	0	1	0	0	.325	.378	.500	.878
15	Cubs	10/15/2016	1	CHC	vs	LAD	W 8-4	0	1.000	33	8	9	5	1	2	7	6	0	5	1	0	39	22	8	0	0	2	0	.273	.385	.667	1.051
16	Cubs	10/11/2016	1	CHC	@	SFG	W 6-5	0	1.000	31	6	6	1	0	1	6	3	0	10	0	0	35	10	2	0	1	0	2	.194	.257	.323	.580
17	Cubs	10/8/2016	1	CHC	vs	SFG	W 5-2	0	1.000	33	5	9	2	0	1	5	1	0	6	0	0	34	14	3	0	0	0	0	.273	.294	.424	.718
18	Cubs	10/7/2016	1	CHC	vs	SFG	W 1-0	0	1.000	27	1	3	1	0	1	1	0	0	10	0	0	27	7	2	0	0	0	0	.111	.111	.259	.370
19	Cubs	10/13/2015	1	CHC	vs	STL	W 6-4	0	1.000	31	6	8	0	1	3	6	4	0	9	0	0	35	19	4	0	0	1	1	.258	.343	.613	.956
20	Cubs	10/12/2015	1	CHC	vs	STL	W 8-6	0	1.000	33	8	13	0	1	6	8	5	0	10	1	1	39	33	7	1	0	1	0	.394	.474	1.000	1.474
21	Cubs	10/10/2015	1	CHC	@	STL	W 6-3	0	1.000	32	6	6	2	0	1	6	4	0	9	1	0	38	11	3	2	0	0	0	.188	.278	.344	.622
22	Cubs	10/7/2015	1	CHC	@	PIT	W 4-0	0	1.000	32	4	7	0	0	2	4	2	1	10	2	0	35	13	2	0	0	0	1	.219	.286	.406	.692
23	White Sox	10/5/2008	1	CWS	vs	TBR	W 5-3	0	1.000	28	5	7	3	0	0	5	5	0	5	3	0	34	10	3	0	1	0	2	.250	.353	.357	.710
24	White Sox	10/26/2005	1	CWS	@	HOU	W 1-0	0	1.000	34	1	8	3	1	0	1	0	0	10	0	0	35	13	4	1	0	0	0	.235	.235	.382	.618
25	White Sox	10/25/2005	1	CWS	@	HOU	W 7-5	0	1.000	53	7	14	2	0	2	7	9	2	11	2	0	64	22	4	0	0	1	3	.264	.391	.415	.806