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Cheap flights from Chicago to Milwaukee from $78

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 5/23. 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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Find the cheapest flights from Chicago to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:45 pm - 6:43 pm
ORD
-
MKE
0h 58mnonstop
United Airlines Logo
9:44 am - 10:50 am
MKE
-
ORD
1h 06mnonstop
$177United Airlines
Sat, Mar 21 - Sun, Mar 22
United Airlines Logo
4:26 pm - 5:31 pm
ORD
-
MKE
1h 05mnonstop
United Airlines Logo
7:00 am - 8:06 am
MKE
-
ORD
1h 06mnonstop
$181United Airlines
Fri, Feb 27 - Sat, Feb 28
United Airlines Logo
7:50 pm - 8:55 pm
ORD
-
MKE
1h 05mnonstop
United Airlines Logo
6:00 am - 7:06 am
MKE
-
ORD
1h 06mnonstop
$184United Airlines
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
9:25 am - 10:30 am
ORD
-
MKE
1h 05mnonstop
United Airlines Logo
5:00 am - 6:06 am
MKE
-
ORD
1h 06mnonstop
$191United Airlines
Tue, Mar 10 - Tue, Mar 17
United Airlines Logo
8:45 pm - 9:50 pm
ORD
-
MKE
1h 05mnonstop
United Airlines Logo
7:00 am - 8:00 am
MKE
-
ORD
1h 00mnonstop
$199United Airlines
Sun, Mar 8 - Sun, Mar 15
American Airlines Logo
6:54 am - 7:49 am
ORD
-
MKE
0h 55mnonstop
American Airlines Logo
6:44 am - 7:55 am
MKE
-
ORD
1h 11mnonstop
$200American Airlines
Wed, Mar 25 - Wed, Apr 1
United Airlines Logo
1:00 pm - 2:05 pm
ORD
-
MKE
1h 05mnonstop
United Airlines Logo
2:40 pm - 3:46 pm
MKE
-
ORD
1h 06mnonstop
$207United Airlines
Mon, Feb 23 - Fri, Feb 27
Southwest Logo
4:45 pm - 10:05 pm
MDW
-
MKE
5h 20m
1 stop
Southwest Logo
4:10 pm - 5:00 pm
MKE
-
MDW
0h 50mnonstop
$218Southwest
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
4:45 pm - 10:05 pm
MDW
-
MKE
5h 20m
1 stop
Southwest Logo
10:20 am - 3:10 pm
MKE
-
MDW
4h 50m
1 stop
$219Southwest
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
10:00 am - 3:30 pm
MDW
-
MKE
5h 30m
2 stops
Southwest Logo
4:10 pm - 5:00 pm
MKE
-
MDW
0h 50mnonstop
$232Southwest
Wed, Mar 25 - Wed, Apr 1

Southwest flights from Chicago to Milwaukee

Our best Southwest deals on Chicago to Milwaukee flight tickets
Southwest
Mar 10
MDW4:45 pmChicago Midway
5h 20m
1 stop
MKE10:05 pmMilwaukee-Mitchell
Mar 17
MKE4:10 pmMilwaukee-Mitchell
0h 50m
MDW5:00 pmChicago Midway
$218
Southwest
Mar 10
MDW4:45 pmChicago Midway
5h 20m
1 stop
MKE10:05 pmMilwaukee-Mitchell
Mar 17
MKE10:20 amMilwaukee-Mitchell
4h 50m
1 stop
MDW3:10 pmChicago Midway
$219
Southwest
Mar 25
MDW10:00 amChicago Midway
5h 30m
2 stops
MKE3:30 pmMilwaukee-Mitchell
Apr 1
MKE4:10 pmMilwaukee-Mitchell
0h 50m
MDW5:00 pmChicago Midway
$232

United Airlines flights from Chicago to Milwaukee

Our best United Airlines deals on Chicago to Milwaukee flight tickets
United Airlines
Mar 21
ORD5:45 pmChicago O'Hare Intl
0h 58m
MKE6:43 pmMilwaukee-Mitchell
Mar 22
MKE9:44 amMilwaukee-Mitchell
1h 06m
ORD10:50 amChicago O'Hare Intl
$177
United Airlines
Feb 27
ORD4:26 pmChicago O'Hare Intl
1h 05m
MKE5:31 pmMilwaukee-Mitchell
Feb 28
MKE7:00 amMilwaukee-Mitchell
1h 06m
ORD8:06 amChicago O'Hare Intl
$181
United Airlines
Feb 24
ORD7:50 pmChicago O'Hare Intl
1h 05m
MKE8:55 pmMilwaukee-Mitchell
Feb 28
MKE6:00 amMilwaukee-Mitchell
1h 06m
ORD7:06 amChicago O'Hare Intl
$184

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 February 11, 2026.
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

Sat 3/21

5:45 pm-6:43 pm

Nonstop0h 58m

Milwaukee-Mitchell

Sun 3/22

9:44 am-10:50 am

Nonstop1h 06m

$177

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 2/27

4:26 pm-5:31 pm

Nonstop1h 05m

Milwaukee-Mitchell

Sat 2/28

7:00 am-8:06 am

Nonstop1h 06m

$181

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 2/24

7:50 pm-8:55 pm

Nonstop1h 05m

Milwaukee-Mitchell

Sat 2/28

6:00 am-7:06 am

Nonstop1h 06m

$184

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 3/10

9:25 am-10:30 am

Nonstop1h 05m

Milwaukee-Mitchell

Tue 3/17

5:00 am-6:06 am

Nonstop1h 06m

$191

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sun 3/8

8:45 pm-9:50 pm

Nonstop1h 05m

Milwaukee-Mitchell

Sun 3/15

7:00 am-8:00 am

Nonstop1h 00m

$199

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 3/25

6:54 am-7:49 am

Nonstop0h 55m

Milwaukee-Mitchell

Wed 4/1

6:44 am-7:55 am

Nonstop1h 11m

$200

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 2/23

1:00 pm-2:05 pm

Nonstop1h 05m

Milwaukee-Mitchell

Fri 2/27

2:40 pm-3:46 pm

Nonstop1h 06m

$207

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Tue 3/10

4:45 pm-10:05 pm

1 stop5h 20m

Milwaukee-Mitchell

Tue 3/17

4:10 pm-5:00 pm

Nonstop0h 50m

$218

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Tue 3/10

4:45 pm-10:05 pm

1 stop5h 20m

Milwaukee-Mitchell

Tue 3/17

10:20 am-3:10 pm

1 stop4h 50m

$219

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 3/25

10:00 am-3:30 pm

2 stops5h 30m

Milwaukee-Mitchell

Wed 4/1

4:10 pm-5:00 pm

Nonstop0h 50m

$232

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 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 Tuesday will generally be more expensive and average around $361. 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 $320 per ticket.

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

Fly from Chicago O'Hare Intl 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?

No. A direct flight is the cheapest option for a flight between Chicago to Milwaukee.

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 in Milwaukee. From Chicago there are direct flights to Milwaukee-Mitchell (MKE).
Search flight deals

  • 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?

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
9,269 reviews
Search United Airlines flights
American AirlinesPriceFrom $179Free CancellationRating
7.2
11,262 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 20 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 $289 round-trip. American Airlines operates 20 flights out of Chicago into Milwaukee in an average week, so prices vary by time and availability. 11,265 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
Pewaukee
Kohler
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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