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Cheap flights from Chicago to Milwaukee from $90

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 1/8. 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

Enter your travel dates to find the best prices.
United Airlines Logo
9:07 pm - 10:13 pm
ORD
-
MKE
1h 06mnonstop
United Airlines Logo
5:00 am - 6:22 am
MKE
-
ORD
1h 22mnonstop
$179United Airlines
Sun, Jan 4 - Sun, Jan 11
American Airlines Logo
9:58 pm - 11:00 pm
ORD
-
MKE
1h 02mnonstop
American Airlines Logo
8:08 pm - 9:30 pm
MKE
-
ORD
1h 22mnonstop
$180American Airlines
Thu, Jan 1 - Sun, Jan 4
American Airlines Logo
10:46 am - 11:44 am
ORD
-
MKE
0h 58mnonstop
American Airlines Logo
9:19 am - 10:31 am
MKE
-
ORD
1h 12mnonstop
$183American Airlines
Tue, Feb 17 - Tue, Mar 17
American Airlines Logo
6:35 pm - 7:38 pm
ORD
-
MKE
1h 03mnonstop
American Airlines Logo
8:08 pm - 9:30 pm
MKE
-
ORD
1h 22mnonstop
$194American Airlines
Fri, Dec 26 - Tue, Dec 30
American Airlines Logo
6:29 pm - 7:28 pm
ORD
-
MKE
0h 59mnonstop
American Airlines Logo
6:00 am - 7:20 am
MKE
-
ORD
1h 20mnonstop
$209American Airlines
Mon, Dec 22 - Fri, Dec 26
Multiple Airlines Logo
10:48 am - 7:01 pm
ORD
-
MKE
8h 13m1 stop
Multiple Airlines Logo
7:40 pm - 9:41 pm
MKE
-
ORD
26h 01m2 stops
$214Multiple Airlines
Fri, Jan 9 - Sun, Jan 11
Multiple Airlines Logo
10:48 am - 7:01 pm
ORD
-
MKE
8h 13m1 stop
Multiple Airlines Logo
7:40 pm - 5:52 pm
MKE
-
ORD
22h 12m1 stop
$217Multiple Airlines
Fri, Jan 9 - Sun, Jan 11
Southwest Logo
6:10 am - 11:30 am
MDW
-
MKE
5h 20m1 stop
Southwest Logo
6:30 am - 11:35 am
MKE
-
MDW
5h 05m1 stop
$228Southwest
Thu, Jan 22 - Sat, Jan 24
Southwest Logo
7:55 am - 12:15 pm
MDW
-
MKE
4h 20m1 stop
Southwest Logo
6:10 am - 10:35 am
MKE
-
MDW
4h 25m1 stop
$229Southwest
Sun, Feb 22 - Sun, Mar 1
United Airlines Logo
1:00 pm - 2:05 pm
ORD
-
MKE
1h 05mnonstop
United Airlines Logo
3:30 pm - 4:36 pm
MKE
-
ORD
1h 06mnonstop
$239United Airlines
Tue, Feb 17 - Sat, Feb 21

United Airlines flights from Chicago to Milwaukee

Our best United Airlines deals on Chicago to Milwaukee flight tickets
United Airlines
Jan 4
ORD9:07 pmChicago O'Hare Intl
1h 06m
MKE10:13 pmMilwaukee-Mitchell
Jan 11
MKE5:00 amMilwaukee-Mitchell
1h 22m
ORD6:22 amChicago O'Hare Intl
$179
Find similar
United Airlines
Dec 18
ORD2:10 pmChicago O'Hare Intl
1h 03m
MKE3:13 pmMilwaukee-Mitchell
Dec 22
MKE6:36 amMilwaukee-Mitchell
1h 22m
ORD7:58 amChicago O'Hare Intl
$224
Find similar
United Airlines
Feb 17
ORD1:00 pmChicago O'Hare Intl
1h 05m
MKE2:05 pmMilwaukee-Mitchell
Feb 21
MKE3:30 pmMilwaukee-Mitchell
1h 06m
ORD4:36 pmChicago O'Hare Intl
$239
Find similar

Southwest flights from Chicago to Milwaukee

Our best Southwest deals on Chicago to Milwaukee flight tickets
Southwest
Jan 22
MDW6:10 amChicago Midway
5h 20m
1 stop
MKE11:30 amMilwaukee-Mitchell
Jan 24
MKE6:30 amMilwaukee-Mitchell
5h 05m
1 stop
MDW11:35 amChicago Midway
$228
Find similar
Southwest
Feb 22
MDW7:55 amChicago Midway
4h 20m
1 stop
MKE12:15 pmMilwaukee-Mitchell
Mar 1
MKE6:10 amMilwaukee-Mitchell
4h 25m
1 stop
MDW10:35 amChicago Midway
$229
Find similar
Southwest
Jan 6
MDW1:15 pmChicago Midway
3h 45m
1 stop
MKE5:00 pmMilwaukee-Mitchell
Jan 13
MKE5:30 amMilwaukee-Mitchell
4h 00m
1 stop
MDW9:30 amChicago Midway
$268
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 December 9, 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

Sun 1/4

9:07 pm-10:13 pm

Nonstop1h 06m

Milwaukee-Mitchell

Sun 1/11

5:00 am-6:22 am

Nonstop1h 22m

$179

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 1/1

9:58 pm-11:00 pm

Nonstop1h 02m

Milwaukee-Mitchell

Sun 1/4

8:08 pm-9:30 pm

Nonstop1h 22m

$180

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 2/17

10:46 am-11:44 am

Nonstop0h 58m

Milwaukee-Mitchell

Tue 3/17

9:19 am-10:31 am

Nonstop1h 12m

$183

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 12/26

6:35 pm-7:38 pm

Nonstop1h 03m

Milwaukee-Mitchell

Tue 12/30

8:08 pm-9:30 pm

Nonstop1h 22m

$194

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 12/22

6:29 pm-7:28 pm

Nonstop0h 59m

Milwaukee-Mitchell

Fri 12/26

6:00 am-7:20 am

Nonstop1h 20m

$209

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 1/9

10:48 am-7:01 pm

1 stop8h 13m

Milwaukee-Mitchell

Sun 1/11

7:40 pm-9:41 pm

2 stops26h 01m

$214

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 1/9

10:48 am-7:01 pm

1 stop8h 13m

Milwaukee-Mitchell

Sun 1/11

7:40 pm-5:52 pm

1 stop22h 12m

$217

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 1/22

6:10 am-11:30 am

1 stop5h 20m

Milwaukee-Mitchell

Sat 1/24

6:30 am-11:35 am

1 stop5h 05m

$228

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 2/22

7:55 am-12:15 pm

1 stop4h 20m

Milwaukee-Mitchell

Sun 3/1

6:10 am-10:35 am

1 stop4h 25m

$229

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 2/17

1:00 pm-2:05 pm

Nonstop1h 05m

Milwaukee-Mitchell

Sat 2/21

3:30 pm-4:36 pm

Nonstop1h 06m

$239

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 $283. 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 $381 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 60% 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.

  • 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
9,089 reviews
Search United Airlines flights
American AirlinesPriceFrom $179Free CancellationRating
7.2
11,045 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 52 flights on this route every week with an average price of $218. 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 34 flights out of Chicago into Milwaukee in an average week, so prices vary by time and availability. 11,048 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
Port Washington
West Bend
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.

An easier way to manage your Milwaukee trip

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