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

Southwest and Frontier 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 in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Milwaukee

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:10 am - 11:30 am

MDW

MKE

5h 20m1 stop

6:30 am - 11:35 am

MKE

MDW

5h 05m1 stop

$228Southwest

Thu, Jan 22 - Sat, Jan 24

7:55 am - 12:15 pm

MDW

MKE

4h 20m1 stop

6:10 am - 10:35 am

MKE

MDW

4h 25m1 stop

$229Southwest

Sun, Feb 22 - Sun, Mar 1

5:15 pm - 9:30 pm

MDW

MKE

4h 15m1 stop

5:50 am - 10:05 am

MKE

MDW

4h 15m1 stop

$317Southwest

Thu, Jan 1 - Sun, Jan 4

5:15 pm - 9:30 pm

MDW

MKE

4h 15m1 stop

5:50 am - 9:55 am

MKE

MDW

4h 05m1 stop

$327Southwest

Thu, Dec 25 - Mon, Jan 5

8:56 pm - 9:53 am

MDW

MKE

12h 57m2 stops

7:40 pm - 7:50 pm

MKE

MDW

24h 10m1 stop

$331Frontier

Sun, Feb 22 - Sun, Mar 1

1:25 pm - 7:55 pm

MDW

MKE

6h 30m2 stops

12:55 pm - 7:30 pm

MKE

MDW

6h 35m1 stop

$358Southwest

Sun, Jan 18 - Mon, Jan 19

5:15 pm - 9:30 pm

MDW

MKE

4h 15m1 stop

2:35 pm - 7:40 pm

MKE

MDW

5h 05m1 stop

$404Southwest

Thu, Jan 1 - Sat, Jan 3

3:10 pm - 1:28 pm

MDW

MKE

22h 18m2 stops

8:15 pm - 9:58 pm

MKE

MDW

25h 43m1 stop

$491Multiple Airlines

Wed, Dec 24 - Sun, Dec 28

6:12 am - 7:20 pm

MDW

MKE

13h 08m2 stops

12:08 pm - 9:58 pm

MKE

MDW

9h 50m1 stop

$512Multiple Airlines

Thu, Dec 25 - Mon, Jan 5

11:00 am - 11:45 am

MDW

MKE

0h 45mnonstop

5:50 am - 6:50 am

MKE

MDW

1h 00mnonstop

$522Southwest

Fri, Mar 20 - Thu, Mar 26

Southwest flights from Chicago Midway Airport to Milwaukee

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

Southwest

Jan 22

MDW6:10 amChicago Midway

5h 20m

1 stop

MKE11:30 amMilwaukee-Mitchell

Jan 24

MKE6:30 amMilwaukee-Mitchell

5h 05m

1 stop

MDW11:35 amChicago Midway

$228

Find similar

Southwest

Feb 22

MDW7:55 amChicago Midway

4h 20m

1 stop

MKE12:15 pmMilwaukee-Mitchell

Mar 1

MKE6:10 amMilwaukee-Mitchell

4h 25m

1 stop

MDW10:35 amChicago Midway

$229

Find similar

Southwest

Dec 16

MDW6:20 amChicago Midway

5h 20m

1 stop

MKE11:40 amMilwaukee-Mitchell

Dec 23

MKE5:50 amMilwaukee-Mitchell

4h 15m

1 stop

MDW10:05 amChicago Midway

$317

Find similar

Frontier flights from Chicago Midway Airport to Milwaukee

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

Frontier

Feb 22

MDW8:56 pmChicago Midway

12h 57m

2 stops

MKE9:53 amMilwaukee-Mitchell

Mar 1

MKE7:40 pmMilwaukee-Mitchell

24h 10m

1 stop

MDW7:50 pmChicago Midway

$331

Find similar

Frontier

Dec 25

MDW3:10 pmChicago Midway

26h 11m

1 stop

MKE5:21 pmMilwaukee-Mitchell

Jan 5

MKE12:08 pmMilwaukee-Mitchell

9h 50m

1 stop

MDW9:58 pmChicago Midway

$575

Find similar

Frontier

Dec 22

MDW3:10 pmChicago Midway

27h 16m

1 stop

MKE6:26 pmMilwaukee-Mitchell

Dec 26

MKE10:48 amMilwaukee-Mitchell

11h 10m

2 stops

MDW9:58 pmChicago Midway

$882

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

Thu 1/22

6:10 am-11:30 am

1 stop5h 20m

Milwaukee-Mitchell

Sat 1/24

6:30 am-11:35 am

1 stop5h 05m

$228

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 2/22

7:55 am-12:15 pm

1 stop4h 20m

Milwaukee-Mitchell

Sun 3/1

6:10 am-10:35 am

1 stop4h 25m

$229

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 1/1

5:15 pm-9:30 pm

1 stop4h 15m

Milwaukee-Mitchell

Sun 1/4

5:50 am-10:05 am

1 stop4h 15m

$317

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 12/25

5:15 pm-9:30 pm

1 stop4h 15m

Milwaukee-Mitchell

Mon 1/5

5:50 am-9:55 am

1 stop4h 05m

$327

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 2/22

8:56 pm-9:53 am

2 stops12h 57m

Milwaukee-Mitchell

Sun 3/1

7:40 pm-7:50 pm

1 stop24h 10m

$331

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 1/18

1:25 pm-7:55 pm

2 stops6h 30m

Milwaukee-Mitchell

Mon 1/19

12:55 pm-7:30 pm

1 stop6h 35m

$358

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 1/1

5:15 pm-9:30 pm

1 stop4h 15m

Milwaukee-Mitchell

Sat 1/3

2:35 pm-7:40 pm

1 stop5h 05m

$404

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 12/24

3:10 pm-1:28 pm

2 stops22h 18m

Milwaukee-Mitchell

Sun 12/28

8:15 pm-9:58 pm

1 stop25h 43m

$491

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 12/25

6:12 am-7:20 pm

2 stops13h 08m

Milwaukee-Mitchell

Mon 1/5

12:08 pm-9:58 pm

1 stop9h 50m

$512

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Fri 3/20

11:00 am-11:45 am

Nonstop0h 45m

Milwaukee-Mitchell

Thu 3/26

5:50 am-6:50 am

Nonstop1h 00m

$522

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 Tuesday will generally be more expensive and average around $283. 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 $194. 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 $381 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, Wed, 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, Wednesday, Saturday and Sunday. There are no airlines offering direct flights.

There is 1 airport near Milwaukee: 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 16.67% of all bookings. The subsequent popular models are Airbus A321-100/200 at 16.67%, Airbus A321neo at 16.67%, and Boeing 737-700 at 16.67%.

Sheboygan

Waukesha

Wauwatosa

Oak Creek

Mequon

Glendale

Pewaukee

Kohler

Port Washington

West Bend

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.