FlyOnSchedule

Best Time to Fly DTW to MDW: On-Time Stats by Hour & Airline

Detroit Metro Wayne County → Chicago Midway International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals75.6%last 12 months
Avg delay when late53 minflights 15+ min late
Cancelled1.2%of scheduled flights
Flights1,256scheduled, 12 months

1,256 flights were scheduled from Detroit (DTW) to Chicago (MDW) in the last 12 months, and 75.6% of those that flew arrived on time, 2.1 points below the US average of 77.6%.

Among 2 airlines, SkyWest Airlines led with 82.3% on time and Southwest Airlines was last with 74.2%.

Over 24 months, Tuesday was the most reliable day (84% on time) and July the worst month (66%).

The cancellation rate was 1.2% (US average 1.8%).

DTW to MDW on-time performance by airline

Last 12 months. Airlines with fewer than 30 completed flights are marked “limited data”.

AirlineOn timeAvg delay when lateCancelledFlights
SkyWest Airlines 82.3%56 min0.5% 204
Southwest Airlines 74.2%52 min1.3% 1,052

80%+ good 70–79.9% fair <70% poor

Best time of day to fly DTW to MDW

On-time arrival % by scheduled departure hour (local time), 3,302 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
6am–7am 86.2%1.0% 297
7am–8am 89.0%0.9% 231
8am–9am 77.6%0.5% 657
9am–10am Limited data 3
10am–11am Limited data 13
11am–12pm Limited data 25
12pm–1pm 81.5%0.2% 495
1pm–2pm 75.5%0.3% 291
2pm–3pm 90.6%0.0% 54
3pm–4pm 84.2%0.0% 57
4pm–5pm 83.9%0.5% 206
5pm–6pm 86.1%0.9% 109
6pm–7pm 79.7%0.3% 365
7pm–8pm 68.7%1.6% 250
8pm–9pm 57.7%2.8% 180
9pm–10pm 69.6%0.0% 69

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on DTW to MDW

On-time arrivals during holiday periods compared with all other days, last 24 months.

PeriodOn timevs other daysCancelledFlights
Thanksgiving week (Tue before to Mon after) 80.4% -1.4 pts 1.9% 53
Christmas & New Year (Dec 20 - Jan 3) 65.8% -16.0 pts 0.0% 115
Summer peak (Jun 15 - Aug 15) 67.9% -14.0 pts 0.9% 533
All other days81.8%—0.6%2,601

Monthly on-time trend

On-time arrival % each month, with the 12-month US average for reference.

What causes delays on this route

Share of reported delay minutes, last 12 months (BTS cause categories).