MKE → MDWMilwaukee to Chicago

live

Direct flights from Milwaukee (MKE) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. 54% of the last 13 operated flights arrived within 15 minutes of schedule. The median arrival is 8 minutes early. No cancellations were recorded across the 13 tracked flights. The nonstop covers 130 km, an estimated 40 minutes in the air. Measured by Pro Flight Search from live flight boards at Milwaukee and Chicago. Updated 21 October 2026 at 02:53 UTC.

Today, MKE → MDW

Tue 20 Oct · local times
  1. 16:00 WN4705Southwest Airlines Left 16:10 +10 Landed 16:42 −8

Checked MKE board 19:49 · MDW board 21:53

MKE Milwaukee smooth · +9
MDW Chicago smooth · +13
130 km · ~0h 40m est.
dep bank 05:55–17:107x weekly
Runs rough · 1 airline · 7x weekly · nonstop
54% on time

of the last 13 operated MKE → MDW flights arrived within 15 minutes

Median arrival delay is −8 min. 0 of 13 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−8 minacross the last 13 operated legs
Flight time~0h 40mestimated from route distance
Weekly departures7x1 direct airline on the leg
Cancelled0.0%recent route rate · 0 of 13

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines

Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.

Who flies it

observed on the boards · 7 days
Southwest AirlinesWN64% on time

Flights WN2910 05:55 Mo Th Fr · WN3869 06:00 Sa · WN2508 06:10 Tu We · WN4705 varies daily

History

operated legs · board outcomes
10-20WN4705dep +10 → arr−8
10-19WN2910dep +11 → arr−10
10-19WN4705dep +11 → arr−8
10-18WN4705dep +1 → arr−23
10-18WN766dep +43 → arr+21
10-17WN3869dep +7 → arr−14
10-17WN4705dep +63 → arr+42
10-16WN2910dep +9 → arr−12
10-16WN4705dep +67 → arr+50
10-151I489dep +64 → arr+57
10-15LXJ618dep +15 → arr+23
10-15WN2910dep +4 → arr−13
10-15WN4705arrived+20

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
MKEMilwaukee +9 min smooth 🌤 clear · N 0 kt Full MKE delay board →
MDWChicago +13 min smooth 🌤 clear · E 3 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at MKE: 44% odds of a 15+ minute delay and around +12 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Milwaukee to Chicago route actually runs

Pro Flight Search records official board updates for nonstop MKE to MDW flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.

Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure

Cite this data

Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.

Suggested citation

Pro Flight Search — Milwaukee (MKE) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/MKE-MDW
How we measure this →

MKE to MDW questions

Is MKE–MDW running on time right now?

Smooth skies ahead. The arrival side at MDW is the weaker end, route health score 84/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on MKE–MDW?

Operators schedule morning departures around 05:55 and evening departures around 17:10 from MKE. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MDW delay card to confirm conditions when you'd arrive.

How long is the flight from MKE to MDW?

Great-circle distance is 130 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 39–41 min gate-to-gate on this route.

How often does MKE–MDW fly?

Southwest Airlines runs the route with about 14 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.