MDW - MKE

$95 Find Cheap Flights from Chicago Midway Airport to Milwaukee

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 1/7. 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
1 adult, Economy, 0 bags

KAYAK searches 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$228
Southwest
Wed 12/3Sun 12/7
MDW - MKE • 1 stop
Cheapest one-way
$95
Frontier
Wed 1/7
MDW - MKE • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Milwaukee!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Milwaukee

Wed, Dec 3 - Sun, Dec 7
Southwest Logo
6:20 am - 11:40 amMDW-MKE
5h 20m1 stop
Southwest Logo
5:50 am - 9:55 amMKE-MDW
4h 05m1 stop
$228Southwest
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Wed, Dec 10 - Thu, Dec 11
Southwest Logo
5:15 pm - 9:30 pmMDW-MKE
4h 15m1 stop
Southwest Logo
6:00 am - 11:25 amMKE-MDW
5h 25m1 stop
$239Southwest
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Thu, Dec 4 - Sun, Dec 7
Southwest Logo
5:15 pm - 9:30 pmMDW-MKE
4h 15m1 stop
Southwest Logo
5:50 am - 9:55 amMKE-MDW
4h 05m1 stop
$248Southwest
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Sun, Dec 21 - Sun, Jan 4
Multiple Airlines Logo
2:16 pm - 11:13 amMDW-MKE
20h 57m1 stop
Multiple Airlines Logo
8:15 pm - 11:20 amMKE-MDW
39h 05m2 stops
$261Multiple Airlines
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Thu, Dec 4 - Sun, Dec 7
Southwest Logo
5:15 pm - 9:30 pmMDW-MKE
4h 15m1 stop
Southwest Logo
5:50 am - 9:55 amMKE-MDW
4h 05m1 stop
$267Southwest
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Wed, Nov 26 - Sun, Nov 30
Multiple Airlines Logo
5:30 pm - 11:40 amMDW-MKE
18h 10m1 stop
Multiple Airlines Logo
7:43 pm - 9:17 amMKE-MDW
37h 34m2 stops
$284Multiple Airlines
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Thu, Dec 11 - Thu, Dec 18
Multiple Airlines Logo
3:10 pm - 9:39 amMDW-MKE
18h 29m1 stop
Multiple Airlines Logo
8:15 pm - 1:21 pmMKE-MDW
17h 06m2 stops
$303Multiple Airlines
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Sun, Dec 21 - Sun, Jan 4
Multiple Airlines Logo
2:16 pm - 11:13 amMDW-MKE
20h 57m1 stop
Multiple Airlines Logo
8:15 pm - 9:58 pmMKE-MDW
25h 43m1 stop
$309Multiple Airlines
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Tue, Dec 16 - Fri, Dec 26
Southwest Logo
5:15 pm - 9:30 pmMDW-MKE
4h 15m1 stop
Southwest Logo
5:50 am - 10:05 amMKE-MDW
4h 15m1 stop
$318Southwest
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Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
3:10 pm - 9:39 amMDW-MKE
18h 29m1 stop
Multiple Airlines Logo
6:09 pm - 9:52 amMKE-MDW
15h 43m2 stops
$338Multiple Airlines
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Booking Insights

KAYAK's insights & trends for Midway to Milwaukee flights

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.

Which airlines provide the cheapest flights from Chicago Midway Airport to Milwaukee?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Milwaukee were found on Southwest ($228) and Delta ($620).

Find deals

Good to know

Cheapest flight$95
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 $95 for a one-way ticket and $228 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?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Milwaukee flight route.

  • 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.

Everything you need to know for your flight from Midway to Milwaukee

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Milwaukee (MKE)