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

Southwest, Frontier, and Delta are the most popular carriers 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.

$100 Cheap Flights from Chicago Midway Airport to Milwaukee (MDW-MKE) in 2025

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Find the cheapest flights from Chicago Midway Airport to Milwaukee (MDW-MKE)

Round-trip

One-way

Last minute

Cheap round-trip flights

8:00 am - 3:00 pmMDW-MKE

7h 00m1 stop

5:50 am - 9:55 amMKE-MDW

4h 05m1 stop

$277Southwest

Find Deal

Fri, Nov 21 - Mon, Nov 24

4:30 pm - 10:25 pmMDW-MKE

5h 55m1 stop

7:55 am - 12:55 pmMKE-MDW

5h 00m1 stop

$308Southwest

Find Deal

Wed, Sep 17 - Thu, Sep 18

9:30 am - 5:25 pmMDW-MKE

7h 55m2 stops

5:50 am - 9:55 amMKE-MDW

4h 05m1 stop

$312Southwest

Find Deal

Fri, Nov 21 - Mon, Nov 24

1:53 pm - 6:41 pmMDW-MKE

28h 48m2 stops

12:53 pm - 8:53 amMKE-MDW

20h 00m1 stop

$315

Find Deal

Thu, Sep 25 - Thu, Oct 2

Southwest flights from Chicago Midway Airport to Milwaukee

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

Southwest

Nov 21

MDW8:00 amChicago Midway

7h 00m

1 stop

MKE3:00 pmMilwaukee-Mitchell

Nov 24

MKE5:50 amMilwaukee-Mitchell

4h 05m

1 stop

MDW9:55 amChicago Midway

$277

Find similar

Southwest

Sep 17

MDW4:30 pmChicago Midway

5h 55m

1 stop

MKE10:25 pmMilwaukee-Mitchell

Sep 18

MKE7:55 amMilwaukee-Mitchell

5h 00m

1 stop

MDW12:55 pmChicago Midway

$308

Find similar

Southwest

Nov 21

MDW9:30 amChicago Midway

7h 55m

2 stops

MKE5:25 pmMilwaukee-Mitchell

Nov 24

MKE5:50 amMilwaukee-Mitchell

4h 05m

1 stop

MDW9:55 amChicago Midway

$312

Find similar

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

Fri 11/21

8:00 am-3:00 pm

1 stop7h 00m

Milwaukee-Mitchell

Mon 11/24

5:50 am-9:55 am

1 stop4h 05m

$277

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 9/17

4:30 pm-10:25 pm

1 stop5h 55m

Milwaukee-Mitchell

Thu 9/18

7:55 am-12:55 pm

1 stop5h 00m

$308

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Fri 11/21

9:30 am-5:25 pm

2 stops7h 55m

Milwaukee-Mitchell

Mon 11/24

5:50 am-9:55 am

1 stop4h 05m

$312

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 9/25

1:53 pm-6:41 pm

2 stops28h 48m

Milwaukee-Mitchell

Thu 10/2

12:53 pm-8:53 am

1 stop20h 00m

$315

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 2/18

6:00 am-11:55 am

1 stop5h 55m

$100

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 2/18

1:25 pm-7:55 pm

2 stops6h 30m

$105

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 10/26

6:50 am-10:20 am

1 stop3h 30m

$129

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Tue 11/25

11:40 am-6:25 pm

1 stop6h 45m

$139

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 10/22

8:05 am-11:47 am

2 stops27h 42m

$151

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 10/26

6:24 pm-7:18 pm

1 stop24h 54m

$161

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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, Wednesday is the cheapest day to fly to Milwaukee from Chicago Midway Airport. The lowest ticket price found for a Wednesday departure recently was $235. 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 $371. 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 morning is the cheapest time of day to fly from Chicago Midway Airport to Milwaukee when you can find flight prices for as low as $239. Flying to Milwaukee in the morning is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $291 per ticket.

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

Direct flights	None

There are no direct flights from Chicago Midway Airport to Milwaukee. There are no popular flight routes from Chicago Midway Airport to Milwaukee.

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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 5h 55m.
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.

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Glendale

Kohler

Pewaukee

West Bend

Port Washington

Grafton

New Berlin

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.