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MDW - MKE

Find cheap flights from Chicago Midway Airport to Milwaukee from $341

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Milwaukee departing on 5/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 5/30
Thu 6/6

Search hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Milwaukee, as well as popular online travel agencies
In the last 7 days travelers have searched 43,983,279 times on KAYAK, and here is why:

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Cheap flight deals from Midway to Milwaukee (MDW-MKE)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:59 am - 9:23 pmMDW-MKE
9h 24m1 stop
10:58 am - 6:07 pmMKE-MDW
7h 09m1 stop
$853Delta
Find Deal
Sat, May 11 - Wed, May 15
11:59 am - 9:23 pmMDW-MKE
9h 24m1 stop
10:58 am - 6:07 pmMKE-MDW
7h 09m1 stop
$863Delta
Find Deal
Sat, May 11 - Wed, May 15
9:32 am - 9:23 pmMDW-MKE
11h 51m2 stops
7:00 am - 6:07 pmMKE-MDW
11h 07m1 stop
$869Delta
Find Deal
Sat, May 11 - Wed, May 15
9:32 am - 9:23 pmMDW-MKE
11h 51m2 stops
10:58 am - 6:07 pmMKE-MDW
7h 09m1 stop
$879Delta
Find Deal
Sat, May 11 - Wed, May 15
5:47 pm - 10:08 amMDW-MKE
16h 21m2 stops
7:00 am - 12:40 pmMKE-MDW
5h 40m2 stops
$942Delta
Find Deal
Sat, May 11 - Wed, May 15
5:47 pm - 10:08 amMDW-MKE
16h 21m2 stops
7:00 am - 12:40 pmMKE-MDW
5h 40m2 stops
$982Delta
Find Deal
Sat, May 11 - Wed, May 15

Flights from Midway to Milwaukee - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago Midway Airport to Milwaukee?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Milwaukee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Milwaukee is May, where tickets cost $139 on average. On the other hand, the most expensive months are October and March, where the average cost of tickets is $352 and $320 respectively.

Good to know

Cheapest flight

$341
Flight from Chicago Midway Airport to Milwaukee

When to book flights from Midway to Milwaukee

Are your dates flexible? Find out the best times to travel from Midway to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Milwaukee flights

  • What is the cheapest flight from Chicago Midway Airport to Milwaukee?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Milwaukee was $341 for a one-way ticket and $853 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Milwaukee?

    No, a passport isn't needed to fly from Chicago Midway Airport to Milwaukee. However, local authorities might ask for an official ID.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Milwaukee?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Milwaukee?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Milwaukee.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and MKE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Chicago to Milwaukee

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Milwaukee found on KAYAK in the last 72 hours.
5/26Sun
3 stops
15h 11mMDW-MKE
$341

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Chicago Midway Airport - Milwaukee Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Milwaukee (MKE)United States

Return flight deals:

Milwaukee - Chicago Midway Airport

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