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Cheap flights from Chicago Midway Airport to Milwaukee from $87

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
9:15 pm - 10:15 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
1h 00mnonstop
Southwest Logo
6:20 am - 7:20 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
1h 00mnonstop
$173Southwest
Thu, Nov 12 - Mon, Nov 16
Southwest Logo
9:15 pm - 10:15 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
1h 00mnonstop
Southwest Logo
6:20 am - 7:20 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
1h 00mnonstop
$174Southwest
Thu, Nov 12 - Mon, Nov 16
Southwest Logo
10:40 am - 11:30 amMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 50mnonstop
Southwest Logo
6:00 am - 7:05 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
1h 05mnonstop
$181Southwest
Fri, Jan 8 - Mon, Jan 11
Southwest Logo
10:20 am - 3:25 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
5h 05m1 stop Kansas City
Southwest Logo
6:20 am - 7:20 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
1h 00mnonstop
$183Southwest
Thu, Nov 12 - Mon, Nov 16
Southwest Logo
6:30 pm - 11:10 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
4h 40m1 stop Lambert-St Louis
Southwest Logo
6:20 am - 7:20 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
1h 00mnonstop
$184Southwest
Thu, Nov 12 - Mon, Nov 16
Southwest Logo
10:10 am - 11:00 amMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 50mnonstop
Southwest Logo
4:50 pm - 5:40 pmMKE  Milwaukee-Mitchell-MDW Chicago Midway
0h 50mnonstop
$189Southwest
Fri, Dec 4 - Fri, Dec 11
Southwest Logo
7:50 pm - 8:40 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 50mnonstop
Southwest Logo
3:05 pm - 8:10 pmMKE  Milwaukee-Mitchell-MDW Chicago Midway
5h 05m1 stop Lambert-St Louis
$191Southwest
Fri, Jan 8 - Mon, Jan 11
Southwest Logo
5:20 pm - 10:20 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
5h 00m1 stop Nashville Intl
Southwest Logo
5:50 pm - 10:45 pmMKE  Milwaukee-Mitchell-MDW Chicago Midway
4h 55m1 stop Lambert-St Louis
$193Southwest
Mon, Nov 16 - Mon, Nov 23
Southwest Logo
10:20 am - 3:25 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
5h 05m1 stop Kansas City
Southwest Logo
8:00 am - 3:30 pmMKE  Milwaukee-Mitchell-MDW Chicago Midway
7h 30m1 stop Lambert-St Louis
$198Southwest
Thu, Nov 12 - Mon, Nov 16
Southwest Logo
6:30 pm - 11:10 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
4h 40m1 stop Lambert-St Louis
Southwest Logo
8:00 am - 3:30 pmMKE  Milwaukee-Mitchell-MDW Chicago Midway
7h 30m1 stop Lambert-St Louis
$199Southwest
Thu, Nov 12 - Mon, Nov 16

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Southwest flights from Chicago Midway Airport to Milwaukee

Our best Southwest deals on Chicago Midway Airport to Milwaukee flight tickets
Southwest
Nov 12
MDW9:15 pmChicago Midway
1h 00m
MKE10:15 pmMilwaukee-Mitchell
Nov 16
MKE6:20 amMilwaukee-Mitchell
1h 00m
MDW7:20 amChicago Midway
$173
Southwest
Nov 12
MDW9:15 pmChicago Midway
1h 00m
MKE10:15 pmMilwaukee-Mitchell
Nov 16
MKE6:20 amMilwaukee-Mitchell
1h 00m
MDW7:20 amChicago Midway
$174
Southwest
Jan 8
MDW10:40 amChicago Midway
0h 50m
MKE11:30 amMilwaukee-Mitchell
Jan 11
MKE6:00 amMilwaukee-Mitchell
1h 05m
MDW7:05 amChicago Midway
$181

Delta flights from Chicago Midway Airport to Milwaukee

Our best Delta deals on Chicago Midway Airport to Milwaukee flight tickets
Delta
Nov 12
MDW9:30 amChicago Midway
3h 06m
1 stop
MKE12:36 pmMilwaukee-Mitchell
Nov 16
MKE12:44 pmMilwaukee-Mitchell
3h 55m
1 stop
MDW4:39 pmChicago Midway
$3,591
Delta
Nov 7
MDW5:31 pmChicago Midway
3h 42m
1 stop
MKE9:13 pmMilwaukee-Mitchell
Nov 8
MKE7:05 amMilwaukee-Mitchell
5h 42m
1 stop
MDW12:47 pmChicago Midway
$3,592

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Thu 11/12

9:15 pm-10:15 pm

Nonstop1h 00m

Milwaukee-Mitchell

Mon 11/16

6:20 am-7:20 am

Nonstop1h 00m

$173

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Thu 11/12

9:15 pm-10:15 pm

Nonstop1h 00m

Milwaukee-Mitchell

Mon 11/16

6:20 am-7:20 am

Nonstop1h 00m

$174

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Fri 1/8

10:40 am-11:30 am

Nonstop0h 50m

Milwaukee-Mitchell

Mon 1/11

6:00 am-7:05 am

Nonstop1h 05m

$181

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Thu 11/12

10:20 am-3:25 pm

1 stop5h 05m

Milwaukee-Mitchell

Mon 11/16

6:20 am-7:20 am

Nonstop1h 00m

$183

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Thu 11/12

6:30 pm-11:10 pm

1 stop4h 40m

Milwaukee-Mitchell

Mon 11/16

6:20 am-7:20 am

Nonstop1h 00m

$184
Quickest round-trip

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Fri 12/4

10:10 am-11:00 am

Nonstop0h 50m

Milwaukee-Mitchell

Fri 12/11

4:50 pm-5:40 pm

Nonstop0h 50m

$189

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Fri 1/8

7:50 pm-8:40 pm

Nonstop0h 50m

Milwaukee-Mitchell

Mon 1/11

3:05 pm-8:10 pm

1 stop5h 05m

$191

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Mon 11/16

5:20 pm-10:20 pm

1 stop5h 00m

Milwaukee-Mitchell

Mon 11/23

5:50 pm-10:45 pm

1 stop4h 55m

$193

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Thu 11/12

10:20 am-3:25 pm

1 stop5h 05m

Milwaukee-Mitchell

Mon 11/16

8:00 am-3:30 pm

1 stop7h 30m

$198

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Thu 11/12

6:30 pm-11:10 pm

1 stop4h 40m

Milwaukee-Mitchell

Mon 11/16

8:00 am-3:30 pm

1 stop7h 30m

$199

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Milwaukee from

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

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 $201. 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 Saturday will generally be more expensive and average around $379. 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. In the morning is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $328 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 Airport to Milwaukee flights?

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

Can stopping save me money on Chicago Midway Airport to Milwaukee flights?

You could potentially save up to 57% on your flight if you consider stops on a Chicago Midway Airport to Milwaukee flight.

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

Best Price Found

$87

Fastest flight time

0h 50m

Direct flights

Wed, Thu, Fri, Sat and Sun

Airports in Milwaukee

1 airport
The best one-way flight to Milwaukee from Chicago Midway Airport in the past 72 hours is $87. The best round-trip flight deal from Chicago Midway Airport to Milwaukee found on momondo in the last 72 hours is $173.
The fastest flight from Chicago Midway Airport to Milwaukee takes 0h 50m
Direct flights go from Chicago Midway Airport to Milwaukee on Wednesday, 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

Frequently asked questions about flying from Chicago Midway Airport to Milwaukee

  • 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 50m.

  • 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?

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Oak Creek
Mequon
Wauwatosa
Glendale
West Bend
Kohler
Port Washington
Pewaukee
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.

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