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Cheap flights from Chicago to Milwaukee from $72

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Milwaukee departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

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United Airlines Logo
8:05 pm - 9:11 pmORD-MKE
1h 06mnonstop
United Airlines Logo
5:42 pm - 6:55 pmMKE-ORD
1h 13mnonstop
$179United Airlines
Find Deal
Thu, Dec 18 - Sat, Dec 20
American Airlines Logo
9:58 pm - 11:00 pmORD-MKE
1h 02mnonstop
American Airlines Logo
10:43 am - 11:54 amMKE-ORD
1h 11mnonstop
$180American Airlines
Find Deal
Thu, Dec 18 - Sun, Dec 21
Frontier Logo
11:51 am - 5:58 pmORD-MKE
30h 07m1 stop
Frontier Logo
6:58 pm - 10:41 amMKE-ORD
15h 43m1 stop
$195Frontier
Find Deal
Mon, Feb 2 - Sun, Feb 8
American Airlines Logo
4:20 pm - 5:16 pmORD-MKE
0h 56mnonstop
American Airlines Logo
4:23 pm - 5:36 pmMKE-ORD
1h 13mnonstop
$209American Airlines
Find Deal
Sun, Dec 7 - Wed, Dec 17
Frontier Logo
11:51 am - 5:58 pmORD-MKE
30h 07m1 stop
Frontier Logo
6:58 pm - 6:29 pmMKE-ORD
23h 31m2 stops
$220Frontier
Find Deal
Mon, Feb 2 - Sun, Feb 8
Southwest Logo
6:20 am - 11:15 amMDW-MKE
4h 55m1 stop
Southwest Logo
5:30 am - 9:55 amMKE-MDW
4h 25m1 stop
$229Southwest
Find Deal
Sun, Dec 7 - Wed, Dec 17
Southwest Logo
6:45 am - 11:05 amMDW-MKE
4h 20m1 stop
Southwest Logo
5:50 am - 10:05 amMKE-MDW
4h 15m1 stop
$239Southwest
Find Deal
Thu, Dec 18 - Fri, Dec 19
American Airlines Logo
10:46 am - 11:44 amORD-MKE
0h 58mnonstop
American Airlines Logo
7:53 am - 9:10 amMKE-ORD
1h 17mnonstop
$239American Airlines
Find Deal
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
5:50 pm - 6:53 pmORD-MKE
1h 03mnonstop
United Airlines Logo
12:02 pm - 1:15 pmMKE-ORD
1h 13mnonstop
$241United Airlines
Find Deal
Thu, Dec 18 - Sun, Dec 21
Multiple Airlines Logo
6:12 am - 7:20 pmMDW-MKE
13h 08m2 stops
Multiple Airlines Logo
7:21 pm - 9:04 pmMKE-MDW
25h 43m1 stop
$268Multiple Airlines
Find Deal
Thu, Dec 18 - Fri, Dec 19

Frontier flights from Chicago to Milwaukee

Our best Frontier deals on Chicago to Milwaukee flight tickets
Frontier
Feb 2
ORD11:51 amChicago O'Hare Intl
30h 07m
1 stop
MKE5:58 pmMilwaukee-Mitchell
Feb 8
MKE6:58 pmMilwaukee-Mitchell
15h 43m
1 stop
ORD10:41 amChicago O'Hare Intl
$195
Find similar
Frontier
Feb 2
ORD11:51 amChicago O'Hare Intl
30h 07m
1 stop
MKE5:58 pmMilwaukee-Mitchell
Feb 8
MKE6:58 pmMilwaukee-Mitchell
23h 31m
2 stops
ORD6:29 pmChicago O'Hare Intl
$220
Find similar
Frontier
Mar 20
MDW7:00 amChicago Midway
10h 09m
1 stop
MKE5:09 pmMilwaukee-Mitchell
Mar 22
MKE6:09 pmMilwaukee-Mitchell
17h 24m
2 stops
MDW11:33 amChicago Midway
$683
Find similar

Southwest flights from Chicago to Milwaukee

Our best Southwest deals on Chicago to Milwaukee flight tickets
Southwest
Dec 7
MDW6:20 amChicago Midway
4h 55m
1 stop
MKE11:15 amMilwaukee-Mitchell
Dec 17
MKE5:30 amMilwaukee-Mitchell
4h 25m
1 stop
MDW9:55 amChicago Midway
$229
Find similar
Southwest
Dec 18
MDW6:45 amChicago Midway
4h 20m
1 stop
MKE11:05 amMilwaukee-Mitchell
Dec 19
MKE5:50 amMilwaukee-Mitchell
4h 15m
1 stop
MDW10:05 amChicago Midway
$239
Find similar
Southwest
Mar 20
MDW11:00 amChicago Midway
0h 45m
MKE11:45 amMilwaukee-Mitchell
Mar 22
MKE4:40 pmMilwaukee-Mitchell
0h 50m
MDW5:30 pmChicago Midway
$264
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from Chicago to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 12/18

8:05 pm-9:11 pm

Nonstop1h 06m

Milwaukee-Mitchell

Sat 12/20

5:42 pm-6:55 pm

Nonstop1h 13m

$179

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 12/18

9:58 pm-11:00 pm

Nonstop1h 02m

Milwaukee-Mitchell

Sun 12/21

10:43 am-11:54 am

Nonstop1h 11m

$180

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 2/2

11:51 am-5:58 pm

1 stop30h 07m

Milwaukee-Mitchell

Sun 2/8

6:58 pm-10:41 am

1 stop15h 43m

$195

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sun 12/7

4:20 pm-5:16 pm

Nonstop0h 56m

Milwaukee-Mitchell

Wed 12/17

4:23 pm-5:36 pm

Nonstop1h 13m

$209

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 2/2

11:51 am-5:58 pm

1 stop30h 07m

Milwaukee-Mitchell

Sun 2/8

6:58 pm-6:29 pm

2 stops23h 31m

$220

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 12/7

6:20 am-11:15 am

1 stop4h 55m

Milwaukee-Mitchell

Wed 12/17

5:30 am-9:55 am

1 stop4h 25m

$229

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 12/18

6:45 am-11:05 am

1 stop4h 20m

Milwaukee-Mitchell

Fri 12/19

5:50 am-10:05 am

1 stop4h 15m

$239

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 2/18

10:46 am-11:44 am

Nonstop0h 58m

Milwaukee-Mitchell

Sat 2/21

7:53 am-9:10 am

Nonstop1h 17m

$239

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 12/18

5:50 pm-6:53 pm

Nonstop1h 03m

Milwaukee-Mitchell

Sun 12/21

12:02 pm-1:15 pm

Nonstop1h 13m

$241

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 12/18

6:12 am-7:20 pm

2 stops13h 08m

Milwaukee-Mitchell

Fri 12/19

7:21 pm-9:04 pm

1 stop25h 43m

$268

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 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 typical price of a round-trip flight between Chicago and Milwaukee?

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. 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 to Milwaukee on a Thursday will generally be more expensive and average around $371. 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 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 $359 per ticket.

What is the cheapest Chicago to Milwaukee-Mitchell flight route?

Fly from Chicago Midway to Milwaukee-Mitchell for the best Chicago - Milwaukee-Mitchell flight prices

What cabin class options are available on Chicago to Milwaukee-Mitchell flights?

There are 4 cabin classes available to choose from on Chicago to Milwaukee-Mitchell 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 to Milwaukee flights?

You could potentially save up to 46% on your flight if you consider stops on a Chicago to Milwaukee flight.

When to book flights from Chicago to Milwaukee

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Milwaukee according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Milwaukee (CHI to MKE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Milwaukee

Fastest flight time

0h 45m

Direct flights

Every day

Airports in Milwaukee

1 airport
The fastest flight from Chicago to Milwaukee takes 0h 45m
Direct flights go from Chicago to Milwaukee every day.
There is 1 airport near Milwaukee: Milwaukee-Mitchell (MKE)
Search flight deals

  • Is flying the fastest way to get from Chicago to Milwaukee?

    To save time, the fastest way to travel is by flight from Chicago to Milwaukee on Southwest. Expect the length of time you’ll spend onboard Southwest to be about 0h 45m compared to taking a train from Chicago to Milwaukee or a bus from Chicago to Milwaukee which have been found to be slower alternatives.

  • Is flying the cheapest way to get from Chicago to Milwaukee?

    A train from Chicago to Milwaukee from $42 can save you up to 76% on the cost of your trip compared to booking a flight from Chicago to Milwaukee or a bus from Chicago to Milwaukee.

  • How far is Chicago to Milwaukee-Mitchell by plane?

    A flight from Chicago to Milwaukee-Mitchell will travel around 81.6 mi. In terms of flight time, this usually takes a little over 0h 45m.

  • When did momondo last update prices for flights from Chicago to Milwaukee-Mitchell Airport?

    Prices for flights from Chicago to Milwaukee-Mitchell Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Milwaukee-Mitchell Airport?

  • How old do you have to be to fly from Chicago to Milwaukee-Mitchell Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Milwaukee-Mitchell Airport.

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The required travel and health documents for your Milwaukee-Mitchell Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Milwaukee-Mitchell Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Milwaukee?

  • What is the most popular airline from Chicago to Milwaukee?

Best airlines flying from Chicago to Milwaukee

Compare and see reviews for airlines that fly from Chicago to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,050 reviews
Search United Airlines flights
American AirlinesPriceFrom $179Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights

  • United Airlines Flights From Chicago to Milwaukee

    The lowest priced United Airlines flight from Chicago to Milwaukee from the last 72 hours was $179. Generally, United Airlines has 40 flights on this route every week with an average price of $239. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Chicago to Milwaukee

    The best American Airlines deal for Chicago to Milwaukee flight tickets found on momondo in the last 72 hours was $179, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $235 round-trip. American Airlines operates 16 flights out of Chicago into Milwaukee in an average week, so prices vary by time and availability. 11,038 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Traveling to a place near Milwaukee?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milwaukee?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Milwaukee. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Milwaukee with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Milwaukee from Chicago with this policy.

How can momondo help me find flights from Chicago to Milwaukee?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Milwaukee.

I’m not ready to book a flight from Chicago to Milwaukee right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Milwaukee now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milwaukee and let you know when they change.

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