FlightRecord

Denver (DEN) to Chicago (MDW): On-Time Performance

Data through July 2026

Denver (DEN) to Chicago (MDW) effectively runs on two schedules. In December 2024, 87% of arrivals were on time; in June 2025 that fell to 58% — a 29-point seasonal swing. Across the full period the route averages 75% on-time against a national 78%. Morning departures also hold up better than evening ones (90% vs 56%), which matters most in the rough months.

On-time
75%
arrived <15 min late
Avg delay
15 min
completed flights
Cancelled
1.2%
Flights/day
6.1
last 12 months
Duration
2h 22m
scheduled
Distance
895 mi

Best airline from DEN to MDW

2 airlines flew this route regularly between 2024-07 and 2026-07.

AirlineOn-timeAvg delayCancelledFlights
Southwest Airlinesmost reliable76%15 min1.2%4,985
Frontier Airlines72%19 min1.3%467

Monthly on-time trend

Monthly on-time percentage for DEN to MDW flights50%75%100%August 2024: 74% on-time (285 flights)74Aug 2024September 2024: 86% on-time (265 flights)86October 2024: 84% on-time (270 flights)84November 2024: 83% on-time (240 flights)83Nov 2024December 2024: 87% on-time (245 flights)87January 2025: 79% on-time (214 flights)79February 2025: 78% on-time (192 flights)78Feb 2025March 2025: 83% on-time (213 flights)83April 2025: 79% on-time (193 flights)79May 2025: 66% on-time (187 flights)66May 2025June 2025: 58% on-time (274 flights)58July 2025: 64% on-time (299 flights)64August 2025: 65% on-time (224 flights)65Aug 2025September 2025: 79% on-time (203 flights)79October 2025: 84% on-time (214 flights)84November 2025: 84% on-time (187 flights)84Nov 2025December 2025: 71% on-time (195 flights)71January 2026: 86% on-time (156 flights)86February 2026: 78% on-time (138 flights)78Feb 2026March 2026: 69% on-time (171 flights)69April 2026: 76% on-time (161 flights)76May 2026: 75% on-time (163 flights)75May 2026June 2026: 61% on-time (201 flights)61July 2026: 68% on-time (212 flights)68

Best time to fly from DEN to MDW

Aim for departures around 6 a.m. (97% on-time); avoid 5 p.m. departures (51%).

On-time percentage by scheduled departure hour, DEN to MDW5 a.m.: 94% on-time (379 flights)56 a.m.: 97% on-time (262 flights)67 a.m.: 92% on-time (417 flights)78 a.m.: 91% on-time (412 flights)89 a.m.: 84% on-time (282 flights)910 a.m.: 85% on-time (280 flights)1011 a.m.: 82% on-time (253 flights)1112 p.m.: 82% on-time (229 flights)121 p.m.: 78% on-time (442 flights)132 p.m.: 67% on-time (297 flights)143 p.m.: 75% on-time (252 flights)154 p.m.: 75% on-time (260 flights)165 p.m.: 51% on-time (477 flights)176 p.m.: 65% on-time (348 flights)187 p.m.: 51% on-time (268 flights)198 p.m.: 58% on-time (438 flights)209 p.m.: 52% on-time (152 flights)21scheduled departure hour

By day of week

DayOn-timeAvg delay
Monday75%16 min
Tuesday79%14 min
Wednesdaybest80%12 min
Thursday72%16 min
Friday74%16 min
Saturday78%14 min
Sunday70%18 min

What causes delays on this route

Share of total delay minutes by cause, as reported by carriers to the US DOT.

  • Late-arriving aircraft53%
  • Airline operations33%
  • National airspace system13%
  • Weather2%

Frequently asked questions

How often are flights from DEN to MDW delayed?
25% of DEN–MDW flights arrived 15 or more minutes late (the US DOT definition of a delay) between 2024-07 and 2026-07. The average arrival delay across completed flights was 15 minutes.
Which airline is most reliable from DEN to MDW?
Southwest Airlines has the best on-time record on this route at 76%, based on 4,985 flights. 2 airlines flew DEN–MDW frequently enough to compare in this period.
What is the best time of day to fly from DEN to MDW?
Departures around 6 a.m. have the best record (97% on-time), while departures around 5 p.m. have the worst (51%). As on most US routes, delays accumulate through the day, so earlier flights are generally safer.
How long is the flight from DEN to MDW?
The scheduled DEN–MDW flight time averages 2h 22m over 895 miles. Actual arrival times vary — flights on this route land 15+ minutes late 25% of the time.
How often are DEN to MDW flights cancelled?
1.2% of scheduled flights on this route were cancelled between 2024-07 and 2026-07, at or below the national rate of 1.6%.
What is the worst month to fly from DEN to MDW?
June 2025 was the roughest month in this dataset, with only 58% of arrivals on time. The best was December 2024 at 87%. If your dates are flexible, that 29-point gap is worth planning around.

Based on 5,452 flights, 2024-07–2026-07. Source: US DOT Bureau of Transportation Statistics. Updated 2026-09-28.