Cheap Flight Tickets from Chicago (MDW) to Milwaukee (MKE), Starting at $305

Good to Know: Cheapest and Fastest MDW - MKE Flights

Useful information for finding best airline tickets from Chicago Midway International to General Mitchell International on your next trip.

Cheapest Round Trip Flight

$305

WN Southwest Airlines • 1 stop • 17h 5m

Nov 12 – Nov 19

The cheapest round trip flight from Chicago to Milwaukee (MDW-MKE-MDW) is currently $305

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Cheapest Direct Flight

$550

WN Southwest Airlines • nonstop • 1h 40m

Nov 12

The cheapest nonstop flight from Chicago to Milwaukee (MDW-MKE) is currently $550

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Fastest Flight

50m

The fastest nonstop flight from Chicago to Milwaukee (MDW-MKE) takes 50m

Top Airlines Flying from Chicago to Milwaukee

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Chicago (MDW) to Milwaukee (MKE)

Compare and book low fare round-trip air tickets from Chicago to Milwaukee. Ideal for travelers with confirmed return itineraries.

Nov 12 - Nov 19, Economy
WN
Chicago → Milwaukee
17h 5m
7:20 AM - 5:45 PM • 1 stop
WN
Chicago → Milwaukee
55m
4:15 PM - 5:10 PM • nonstop
$305
Southwest Airlines
Nov 12 - Nov 19, Economy
WN
Chicago → Milwaukee
17h 30m
12:45 PM - 11:35 PM • 1 stop
WN
Chicago → Milwaukee
55m
4:15 PM - 5:10 PM • nonstop
$308
Southwest Airlines
Nov 12 - Nov 19, Economy
WN
Chicago → Milwaukee
13h 55m
2:35 PM - 11:10 PM • 2 stops
WN
Chicago → Milwaukee
55m
4:15 PM - 5:10 PM • nonstop
$314
Southwest Airlines
Nov 12 - Nov 19, Economy
WN
Chicago → Milwaukee
20h 15m
11:10 AM - 11:25 PM • 1 stop
WN
Chicago → Milwaukee
55m
4:15 PM - 5:10 PM • nonstop
$559
Southwest Airlines
Nov 12 - Nov 19, Economy
WN
Chicago → Milwaukee
13h 20m
3:10 PM - 11:10 PM • 2 stops
WN
Chicago → Milwaukee
55m
4:15 PM - 5:10 PM • nonstop
$568
Southwest Airlines
Nov 12 - Nov 19, Economy
WN
Chicago → Milwaukee
10h 50m
8:30 AM - 3:20 PM • 1 stop
WN
Chicago → Milwaukee
6h 45m
8:00 AM - 12:05 PM • 1 stop
$592
Southwest Airlines

Fly from Chicago to Milwaukee with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Milwaukee? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Milwaukee Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to MKE?
The most popular airline flying from Chicago to Milwaukee are
Can I fly from MDW to MKE non-stop?
Yes, you can fly MDW to MKE non-stop on
Which airlines fly nonstop between Chicago and Milwaukee?
The non-stop flights between Chicago and Milwaukee are .
What’s the earliest departure time from MDW to MKE Airport?
The earliest flight leaves MDW at 7:20 am and lands in MKE - General Mitchell International
What are the airports in Milwaukee?
MKE
Can I make changes to my Chicago to Milwaukee flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to MKE?
Read the fare rules of the Chicago to Milwaukee air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Milwaukee?
operate flights between Chicago and Milwaukee
How long does a flight from Chicago to Milwaukee take?
It takes approximately 1 hour to fly non-stop from MDW to MKE, which is 80.49 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Milwaukee (MKE) ?
In the past couple of days, the cheapest tickets to MKE from MDW were found on WN : USD 568
Do I need a passport to fly between MDW and MKE?
No
What’s the latest departure time from MDW to MKE ?
The last flight leaves MDW at 9:15 pm

Chicago (MDW) to Milwaukee (MKE): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport General Mitchell International , Milwaukee, US
Distance 80 miles

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