FlyOnSchedule

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

General Mitchell International → Chicago Midway International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals71.6%last 12 months
Avg delay when late50 minflights 15+ min late
Cancelled1.7%of scheduled flights
Flights298scheduled, 12 months

Over the last 12 months, 71.6% of Milwaukee (MKE) to Chicago (MDW) flights arrived on time (298 scheduled flights). That is 6.0 points below the national average of 77.6%.

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

Over 24 months, Tuesday was the most reliable day (90% on time) and March the worst month (57%).

The cancellation rate was 1.7% (US average 1.8%).

MKE 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
Southwest Airlines 71.6%50 min1.7% 298

80%+ good 70–79.9% fair <70% poor

Best time of day to fly MKE to MDW

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

Show the numbers
Departure hourOn timeCancelledFlights
5am–6am 95.0%1.6% 122
6am–7am Limited data 26
7am–8am Limited data 1
2pm–3pm Limited data 9
4pm–5pm 52.6%3.0% 99
5pm–6pm 35.9%0.0% 41

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on MKE to MDW

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

PeriodOn timevs other daysCancelledFlights
Summer peak (Jun 15 - Aug 15) 69.9% -2.6 pts 0.0% 94
All other days72.5%—2.5%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).