Most delayed flights from MDW: every route ranked

61 regularly flown nonstop routes from Chicago Midway International Airport, worst on-time record first (Aug 2025 – Jul 2026). Routes with fewer than 360 flights in the period are listed separately.

#	Destination	On time	Cancelled	Avg delay	Airlines	Flights
1	MDW → SFO San Francisco, CA	48%	1.2%	30 min	1	485
2	MDW → PDX Portland, OR	62%	1.0%	22 min	1	683
3	MDW → SEA Seattle, WA	64%	0.6%	20 min	1	678
4	MDW → OAK Oakland, CA	64%	1.4%	21 min	1	505
5	MDW → ROC Rochester, NY	67%	2.0%	21 min	1	496
6	MDW → BOS Boston, MA	67%	1.2%	22 min	1	1,360
7	MDW → SJC San Jose, CA	69%	1.5%	17 min	1	519
8	MDW → LGA New York, NY	69%	4.2%	19 min	1	2,385
9	MDW → SMF Sacramento, CA	69%	0.9%	19 min	1	675
10	MDW → LAX Los Angeles, CA	69%	0.9%	17 min	1	1,298
11	MDW → DCA Washington, VA	70%	1.9%	18 min	1	2,100
12	MDW → SLC Salt Lake City, UT	70%	1.9%	14 min	1	619
13	MDW → ONT Ontario, CA	70%	1.1%	17 min	1	360
14	MDW → ALB Albany, NY	71%	1.0%	18 min	1	728
15	MDW → RIC Richmond, VA	72%	1.0%	14 min	1	413
16	MDW → SAN San Diego, CA	72%	1.4%	15 min	1	1,092
17	MDW → JAX Jacksonville, FL	73%	1.0%	15 min	1	416
18	MDW → MIA Miami, FL	73%	1.2%	16 min	2	503
19	MDW → CVG Cincinnati, KY	74%	2.0%	15 min	1	538
20	MDW → BUF Buffalo, NY	74%	1.5%	15 min	1	824
21	MDW → FLL Fort Lauderdale, FL	74%	1.6%	16 min	1	1,123
22	MDW → MHT Manchester, NH	74%	1.0%	16 min	1	522
23	MDW → CLT Charlotte, NC	74%	1.4%	15 min	1	719
24	MDW → HOU Houston, TX	74%	1.2%	14 min	1	1,857
25	MDW → CHS Charleston, SC	74%	1.4%	15 min	1	367
26	MDW → SRQ Sarasota/Bradenton, FL	74%	1.3%	14 min	1	520
27	MDW → DEN Denver, CO	74%	1.3%	16 min	2	2,271
28	MDW → ORF Norfolk, VA	75%	0.9%	16 min	1	578
29	MDW → OKC Oklahoma City, OK	75%	1.8%	17 min	1	559
30	MDW → GRR Grand Rapids, MI	75%	0.9%	15 min	1	931
31	MDW → OMA Omaha, NE	75%	1.1%	14 min	1	1,326
32	MDW → RSW Fort Myers, FL	76%	1.5%	14 min	1	1,162
33	MDW → MSY New Orleans, LA	76%	1.5%	13 min	1	1,013
34	MDW → PHX Phoenix, AZ	76%	1.6%	15 min	2	2,738
35	MDW → MCO Orlando, FL	76%	1.5%	15 min	2	2,756
36	MDW → PHL Philadelphia, PA	76%	1.7%	16 min	2	1,522
37	MDW → BDL Hartford, CT	77%	1.6%	15 min	1	823
38	MDW → LAS Las Vegas, NV	77%	0.8%	13 min	2	2,273
39	MDW → TUL Tulsa, OK	77%	1.6%	17 min	1	451
40	MDW → DTW Detroit, MI	77%	1.7%	13 min	2	1,254
41	MDW → PVD Providence, RI	77%	1.4%	15 min	1	779
42	MDW → MSP Minneapolis, MN	77%	1.8%	16 min	2	2,368
43	MDW → BHM Birmingham, AL	77%	1.1%	13 min	1	458
44	MDW → SAT San Antonio, TX	77%	1.2%	14 min	1	661
45	MDW → AUS Austin, TX	77%	1.0%	12 min	1	1,357
46	MDW → DAL Dallas, TX	77%	2.0%	14 min	1	2,185
47	MDW → SAV Savannah, GA	77%	0.8%	12 min	2	389
48	MDW → TPA Tampa, FL	78%	1.4%	13 min	2	1,581
49	MDW → MCI Kansas City, MO	79%	1.4%	13 min	1	2,102
50	MDW → BWI Baltimore, MD	79%	2.7%	14 min	2	1,857
51	MDW → ABQ Albuquerque, NM	79%	0.4%	12 min	1	449
52	MDW → ATL Atlanta, GA	79%	2.1%	14 min	3	3,527
53	MDW → BNA Nashville, TN	80%	1.4%	13 min	1	1,869
54	MDW → MEM Memphis, TN	80%	1.5%	13 min	1	670
55	MDW → CLE Cleveland, OH	81%	1.4%	12 min	1	1,109
56	MDW → RDU Raleigh/Durham, NC	81%	2.1%	12 min	1	960
57	MDW → PIT Pittsburgh, PA	81%	1.4%	11 min	1	1,116
58	MDW → CMH Columbus, OH	81%	1.7%	10 min	1	1,235
59	MDW → STL St. Louis, MO	82%	1.3%	12 min	1	1,708
60	MDW → IND Indianapolis, IN	83%	1.4%	12 min	1	732
61	MDW → SDF Louisville, KY	83%	1.5%	10 min	1	978

Less frequent routes

Too few flights for a reliable ranking.

Data: U.S. DOT Bureau of Transportation Statistics, Aug 2025 – Jul 2026 (12 months). Latest month published by BTS: July 2026. How we calculate this.