FlyOnSchedule

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

Chicago Midway International → General Mitchell International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals69.2%last 12 months
Avg delay when late63 minflights 15+ min late
Cancelled3.0%of scheduled flights
Flights298scheduled, 12 months

Over the last 12 months, 69.2% of Chicago (MDW) to Milwaukee (MKE) flights arrived on time (298 scheduled flights). That is 8.4 points below the national average of 77.6%.

Southwest Airlines was the only reporting airline with regular flights on this route.

May has been the best month (77% on time) and Friday the weakest day of the week (60%).

3.0% of flights were cancelled, versus 1.8% nationally.

MDW to MKE on-time performance by airline

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

AirlineOn timeAvg delay when lateCancelledFlights
Southwest Airlines 69.2%63 min3.0% 298

80%+ good 70–79.9% fair <70% poor

Best time of day to fly MDW to MKE

On-time arrival % by scheduled departure hour (local time), 298 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
9am–10am Limited data 8
10am–11am 90.6%0.0% 117
11am–12pm Limited data 24
6pm–7pm Limited data 9
8pm–9pm Limited data 8
9pm–10pm 50.0%6.5% 124
10pm–11pm Limited data 8

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on MDW to MKE

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

PeriodOn timevs other daysCancelledFlights
Summer peak (Jun 15 - Aug 15) 68.5% -1.1 pts 2.1% 94
All other days69.5%—3.4%204

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).