What is the cheapest airline that flies from Chicago Midway to Milwaukee-Mitchell?

Southwest is the most popular carrier operating from Chicago Midway to Milwaukee-Mitchell

When did momondo last update prices for flights from Chicago Midway Airport to Milwaukee-Mitchell Airport?

Prices for flights from Chicago Midway Airport to Milwaukee-Mitchell Airport refresh daily.

How old do you have to be to fly from Chicago Midway Airport to Milwaukee-Mitchell Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Milwaukee-Mitchell Airport.

What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

The necessary travel and health documents for your Milwaukee-Mitchell Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$89 Cheap Flights from Chicago Midway Airport to Milwaukee in 2026

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Find the cheapest flights from Chicago Midway Airport to Milwaukee

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:10 am - 2:30 pm

MDW

MKE

6h 20m

1 stop

5:30 am - 9:30 am

MKE

MDW

4h 00m

1 stop

$219Southwest

Sat, Feb 21 - Wed, Feb 25

1:25 pm - 7:55 pm

MDW

MKE

6h 30m

2 stops

11:45 am - 4:35 pm

MKE

MDW

4h 50m

1 stop

$273Southwest

Wed, Feb 25 - Wed, Mar 4

11:00 am - 4:20 pm

MDW

MKE

5h 20m

1 stop

6:10 am - 10:35 am

MKE

MDW

4h 25m

1 stop

$277Southwest

Mon, Feb 23 - Fri, Feb 27

11:00 am - 4:20 pm

MDW

MKE

5h 20m

1 stop

6:10 am - 10:35 am

MKE

MDW

4h 25m

1 stop

$278Southwest

Thu, Feb 19 - Sun, Feb 22

5:25 am - 11:15 am

MDW

MKE

5h 50m

1 stop

5:50 am - 6:50 am

MKE

MDW

1h 00mnonstop

$287Southwest

Fri, Feb 27 - Fri, Mar 6

7:30 am - 9:43 am

MDW

MKE

26h 13m

1 stop

6:37 pm - 1:08 pm

MKE

MDW

18h 31m

2 stops

$291Frontier

Thu, Feb 19 - Sun, Feb 22

7:55 am - 12:15 pm

MDW

MKE

4h 20m

1 stop

3:20 pm - 7:55 pm

MKE

MDW

4h 35m

1 stop

$307Southwest

Fri, Feb 13 - Sat, Feb 14

1:25 pm - 7:55 pm

MDW

MKE

6h 30m

2 stops

5:30 am - 9:30 am

MKE

MDW

4h 00m

1 stop

$312Southwest

Tue, Feb 10 - Wed, Feb 11

7:55 am - 12:15 pm

MDW

MKE

4h 20m

1 stop

3:20 pm - 7:55 pm

MKE

MDW

4h 35m

1 stop

$337Southwest

Fri, Feb 13 - Sat, Feb 14

9:22 pm - 3:44 pm

MDW

MKE

18h 22m

1 stop

6:20 pm - 2:55 pm

MKE

MDW

20h 35m

2 stops

$361Frontier

Mon, Feb 23 - Fri, Feb 27

Southwest flights from Chicago Midway Airport to Milwaukee

Our best Southwest deals on Chicago Midway Airport to Milwaukee flight tickets

Southwest

Feb 21

MDW8:10 amChicago Midway

6h 20m

1 stop

MKE2:30 pmMilwaukee-Mitchell

Feb 25

MKE5:30 amMilwaukee-Mitchell

4h 00m

1 stop

MDW9:30 amChicago Midway

$219

Southwest

Feb 25

MDW1:25 pmChicago Midway

6h 30m

2 stops

MKE7:55 pmMilwaukee-Mitchell

Mar 4

MKE11:45 amMilwaukee-Mitchell

4h 50m

1 stop

MDW4:35 pmChicago Midway

$273

Southwest

Feb 23

MDW11:00 amChicago Midway

5h 20m

1 stop

MKE4:20 pmMilwaukee-Mitchell

Feb 27

MKE6:10 amMilwaukee-Mitchell

4h 25m

1 stop

MDW10:35 amChicago Midway

$277

Frontier flights from Chicago Midway Airport to Milwaukee

Our best Frontier deals on Chicago Midway Airport to Milwaukee flight tickets

Frontier

Feb 19

MDW7:30 amChicago Midway

26h 13m

1 stop

MKE9:43 amMilwaukee-Mitchell

Feb 22

MKE6:37 pmMilwaukee-Mitchell

18h 31m

2 stops

MDW1:08 pmChicago Midway

$291

Frontier

Feb 23

MDW9:22 pmChicago Midway

18h 22m

1 stop

MKE3:44 pmMilwaukee-Mitchell

Feb 27

MKE6:20 pmMilwaukee-Mitchell

20h 35m

2 stops

MDW2:55 pmChicago Midway

$361

Frontier

Feb 27

MDW7:53 pmChicago Midway

22h 59m

2 stops

MKE6:52 pmMilwaukee-Mitchell

Mar 6

MKE12:36 pmMilwaukee-Mitchell

11h 15m

1 stop

MDW11:51 pmChicago Midway

$366

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sat 2/21

8:10 am-2:30 pm

1 stop6h 20m

Milwaukee-Mitchell

Wed 2/25

5:30 am-9:30 am

1 stop4h 00m

$219

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 2/25

1:25 pm-7:55 pm

2 stops6h 30m

Milwaukee-Mitchell

Wed 3/4

11:45 am-4:35 pm

1 stop4h 50m

$273

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Mon 2/23

11:00 am-4:20 pm

1 stop5h 20m

Milwaukee-Mitchell

Fri 2/27

6:10 am-10:35 am

1 stop4h 25m

$277

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 2/19

11:00 am-4:20 pm

1 stop5h 20m

Milwaukee-Mitchell

Sun 2/22

6:10 am-10:35 am

1 stop4h 25m

$278

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Fri 2/27

5:25 am-11:15 am

1 stop5h 50m

Milwaukee-Mitchell

Fri 3/6

5:50 am-6:50 am

Nonstop1h 00m

$287

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 2/19

7:30 am-9:43 am

1 stop26h 13m

Milwaukee-Mitchell

Sun 2/22

6:37 pm-1:08 pm

2 stops18h 31m

$291

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Fri 2/13

7:55 am-12:15 pm

1 stop4h 20m

Milwaukee-Mitchell

Sat 2/14

3:20 pm-7:55 pm

1 stop4h 35m

$307

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Tue 2/10

1:25 pm-7:55 pm

2 stops6h 30m

Milwaukee-Mitchell

Wed 2/11

5:30 am-9:30 am

1 stop4h 00m

$312

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Fri 2/13

7:55 am-12:15 pm

1 stop4h 20m

Milwaukee-Mitchell

Sat 2/14

3:20 pm-7:55 pm

1 stop4h 35m

$337

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Mon 2/23

9:22 pm-3:44 pm

1 stop18h 22m

Milwaukee-Mitchell

Fri 2/27

6:20 pm-2:55 pm

2 stops20h 35m

$361

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Milwaukee

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Milwaukee?

According to our data, Monday is the cheapest day to fly to Milwaukee from Chicago Midway Airport. The lowest ticket price found for a Monday departure recently was $199. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago Midway Airport to Milwaukee on a Thursday will generally be more expensive and average around $327. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Milwaukee?

In the evening is the cheapest time of day to fly from Chicago Midway Airport to Milwaukee when you can find flight prices for as low as $179. Flying to Milwaukee in the evening is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $320 per ticket.

What is the cheapest Chicago Midway to Milwaukee-Mitchell flight route?

Fly from Chicago Midway to Milwaukee-Mitchell for the best Chicago Midway - Milwaukee-Mitchell flight prices

What cabin class options are available on Chicago Midway to Milwaukee-Mitchell flights?

There is only 1 cabin class available to choose from on Chicago Midway to Milwaukee-Mitchell flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago Midway Airport to Milwaukee

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Milwaukee according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago Midway Airport to Milwaukee (MDW to MKE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Milwaukee

Fastest flight time	0h 45m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Milwaukee	1 airport

The fastest flight from Chicago Midway Airport to Milwaukee takes 0h 45m

Direct flights go from Chicago Midway Airport to Milwaukee on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There is 1 airport in Milwaukee. From Chicago Midway Airport there are direct flights to Milwaukee-Mitchell (MKE).

Search flight deals

How far is Chicago Midway to Milwaukee-Mitchell by plane?
The straight-line distance from Chicago Midway to Milwaukee-Mitchell is 86.8 mi. By plane, this route typically takes 0h 45m.
When did momondo last update prices for flights from Chicago Midway Airport to Milwaukee-Mitchell Airport?
Prices for flights from Chicago Midway Airport to Milwaukee-Mitchell Airport refresh daily.
How old do you have to be to fly from Chicago Midway Airport to Milwaukee-Mitchell Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Milwaukee-Mitchell Airport.
What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?
The necessary travel and health documents for your Milwaukee-Mitchell Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Milwaukee?
momondo data reveals that the most frequently booked plane model on the route from Chicago Midway Airport to Milwaukee is Boeing 737 MAX 8, representing 21.43% of all bookings. The subsequent popular models are Airbus A321neo at 21.43%, Airbus A320neo at 14.29%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 14.29%.

Sheboygan

Waukesha

Wauwatosa

Oak Creek

Mequon

Glendale

Pewaukee

Kohler

West Bend

Port Washington

New Berlin

Grafton

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milwaukee?

It is quick and easy to find Chicago to Milwaukee flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Milwaukee that suits you.

Can I find flights from Chicago to Milwaukee with flexible booking policies on momondo?

Flights from Chicago to Milwaukee with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Milwaukee?

momondo provides multiple filters to help you find the best flight to Milwaukee from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Milwaukee right now. Can momondo alert me if prices change?

Price alerts on flights to Milwaukee from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.