MDW - MKE

$110 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 11/11. 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

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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$248
Southwest
Mon 11/10Mon 11/17
MDW - MKE • 1 stop
Cheapest non-stop
$278
Southwest
Fri 3/6Wed 3/11
MDW - MKE • Non-stop
Start a new search
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

Mon, Nov 10 - Mon, Nov 17
Southwest Logo
6:10 pm - 11:25 pmMDW-MKE
5h 15m1 stop
Southwest Logo
4:05 pm - 10:35 pmMKE-MDW
6h 30m1 stop
$248Southwest
Find Deal
Wed, Nov 12 - Wed, Nov 12
Southwest Logo
5:35 am - 12:00 pmMDW-MKE
6h 25m1 stop
Southwest Logo
4:05 pm - 10:35 pmMKE-MDW
6h 30m1 stop
$267Southwest
Find Deal
Mon, Nov 10 - Mon, Nov 17
Southwest Logo
9:30 am - 5:25 pmMDW-MKE
7h 55m2 stops
Southwest Logo
4:05 pm - 10:35 pmMKE-MDW
6h 30m1 stop
$293Southwest
Find Deal
Thu, Nov 6 - Sun, Nov 9
Southwest Logo
6:20 am - 11:15 amMDW-MKE
4h 55m1 stop
Southwest Logo
5:50 am - 9:55 amMKE-MDW
4h 05m1 stop
$317Southwest
Find Deal
Thu, Nov 27 - Mon, Dec 1
Southwest Logo
5:35 am - 12:15 pmMDW-MKE
6h 40m1 stop
Southwest Logo
5:00 am - 10:10 amMKE-MDW
5h 10m1 stop
$327Southwest
Find Deal
Thu, Nov 6 - Sun, Nov 9
Southwest Logo
9:30 am - 5:25 pmMDW-MKE
7h 55m2 stops
Southwest Logo
5:50 am - 9:55 amMKE-MDW
4h 05m1 stop
$363Southwest
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
12:11 pm - 7:18 pmMDW-MKE
7h 07m1 stop
Frontier Logo
8:04 pm - 11:38 amMKE-MDW
15h 34m2 stops
$371Frontier
Find Deal
Mon, Oct 20 - Tue, Oct 21
Southwest Logo
6:55 pm - 10:35 pmMDW-MKE
3h 40m1 stop
Southwest Logo
4:05 pm - 10:05 pmMKE-MDW
6h 00m1 stop
$379Southwest
Find Deal
Mon, Oct 27 - Fri, Oct 31
Multiple Airlines Logo
12:11 pm - 7:18 pmMDW-MKE
7h 07m1 stop
Multiple Airlines Logo
7:38 pm - 10:26 amMKE-MDW
14h 48m2 stops
$381Multiple Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
12:11 pm - 7:18 pmMDW-MKE
7h 07m1 stop
Frontier Logo
8:04 pm - 11:38 amMKE-MDW
15h 34m2 stops
$418Frontier
Find Deal
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 ($248) and Frontier ($371).

Find deals

Good to know

Cheapest flight$110
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 $110 for a one-way ticket and $248 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.

  • 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)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.