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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 2/23. 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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Cheap round-trip flights

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American Airlines Logo
3:00 pm - 3:57 pm
ORD
-
MKE
0h 57mnonstop
American Airlines Logo
6:58 pm - 8:20 pm
MKE
-
ORD
1h 22mnonstop
$179American Airlines
Sat, Feb 7 - Mon, Feb 9
United Airlines Logo
5:50 pm - 6:53 pm
ORD
-
MKE
1h 03mnonstop
United Airlines Logo
3:20 pm - 4:33 pm
MKE
-
ORD
1h 13mnonstop
$209United Airlines
Sun, Jan 4 - Thu, Jan 8
Southwest Logo
6:10 am - 11:30 am
MDW
-
MKE
5h 20m1 stop
Southwest Logo
5:30 am - 9:30 am
MKE
-
MDW
4h 00m1 stop
$209Southwest
Thu, Jan 22 - Tue, Jan 27
Multiple Airlines Logo
11:51 am - 6:33 pm
ORD
-
MKE
30h 42m1 stop
Multiple Airlines Logo
6:53 pm - 1:13 pm
MKE
-
ORD
18h 20m1 stop
$219Multiple Airlines
Thu, Jan 22 - Tue, Jan 27
American Airlines Logo
9:58 pm - 11:00 pm
ORD
-
MKE
1h 02mnonstop
American Airlines Logo
1:04 pm - 2:20 pm
MKE
-
ORD
1h 16mnonstop
$224American Airlines
Sun, Jan 4 - Thu, Jan 8
Southwest Logo
6:10 am - 11:30 am
MDW
-
MKE
5h 20m1 stop
Southwest Logo
5:25 am - 10:20 am
MKE
-
MDW
4h 55m1 stop
$228Southwest
Fri, Jan 30 - Sun, Feb 1
Multiple Airlines Logo
12:05 pm - 6:33 pm
ORD
-
MKE
30h 28m2 stops
Multiple Airlines Logo
6:53 pm - 1:13 pm
MKE
-
ORD
18h 20m1 stop
$235Multiple Airlines
Thu, Jan 22 - Tue, Jan 27
United Airlines Logo
8:39 pm - 9:44 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
Frontier Logo
11:51 am - 5:58 pm
ORD
-
MKE
30h 07m1 stop
Frontier Logo
7:13 pm - 10:35 am
MKE
-
ORD
15h 22m1 stop
$258Frontier
Mon, Jan 26 - Thu, Jan 29
Frontier Logo
6:01 pm - 9:43 am
MDW
-
MKE
15h 42m2 stops
Frontier Logo
6:51 pm - 7:58 pm
MKE
-
MDW
25h 07m1 stop
$378Frontier
Sun, Jan 18 - Sun, Jan 25

American Airlines flights from Chicago to Milwaukee

Our best American Airlines deals on Chicago to Milwaukee flight tickets
American Airlines
Jan 12
ORD9:07 pmChicago O'Hare Intl
0h 55m
MKE10:02 pmMilwaukee-Mitchell
Jan 28
MKE9:30 amMilwaukee-Mitchell
1h 16m
ORD10:46 amChicago O'Hare Intl
$179
Find similar
American Airlines
Jan 4
ORD9:58 pmChicago O'Hare Intl
1h 02m
MKE11:00 pmMilwaukee-Mitchell
Jan 8
MKE1:04 pmMilwaukee-Mitchell
1h 16m
ORD2:20 pmChicago O'Hare Intl
$224
Find similar
American Airlines
Dec 27
ORD4:55 pmChicago O'Hare Intl
0h 54m
MKE5:49 pmMilwaukee-Mitchell
Jan 10
MKE1:04 pmMilwaukee-Mitchell
1h 16m
ORD2:20 pmChicago O'Hare Intl
$255
Find similar

United Airlines flights from Chicago to Milwaukee

Our best United Airlines deals on Chicago to Milwaukee flight tickets
United Airlines
Jan 4
ORD5:50 pmChicago O'Hare Intl
1h 03m
MKE6:53 pmMilwaukee-Mitchell
Jan 8
MKE3:20 pmMilwaukee-Mitchell
1h 13m
ORD4:33 pmChicago O'Hare Intl
$209
Find similar
United Airlines
Dec 29
ORD6:40 pmChicago O'Hare Intl
1h 15m
MKE7:55 pmMilwaukee-Mitchell
Dec 30
MKE7:08 amMilwaukee-Mitchell
1h 22m
ORD8:30 amChicago O'Hare Intl
$239
Find similar
United Airlines
Dec 23
ORD9:07 pmChicago O'Hare Intl
1h 06m
MKE10:13 pmMilwaukee-Mitchell
Dec 31
MKE7:08 amMilwaukee-Mitchell
1h 22m
ORD8:30 amChicago O'Hare Intl
$266
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 23, 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

Sat 2/7

3:00 pm-3:57 pm

Nonstop0h 57m

Milwaukee-Mitchell

Mon 2/9

6:58 pm-8:20 pm

Nonstop1h 22m

$179

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sun 1/4

5:50 pm-6:53 pm

Nonstop1h 03m

Milwaukee-Mitchell

Thu 1/8

3:20 pm-4:33 pm

Nonstop1h 13m

$209

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 1/22

6:10 am-11:30 am

1 stop5h 20m

Milwaukee-Mitchell

Tue 1/27

5:30 am-9:30 am

1 stop4h 00m

$209

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 1/22

11:51 am-6:33 pm

1 stop30h 42m

Milwaukee-Mitchell

Tue 1/27

6:53 pm-1:13 pm

1 stop18h 20m

$219

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sun 1/4

9:58 pm-11:00 pm

Nonstop1h 02m

Milwaukee-Mitchell

Thu 1/8

1:04 pm-2:20 pm

Nonstop1h 16m

$224

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Fri 1/30

6:10 am-11:30 am

1 stop5h 20m

Milwaukee-Mitchell

Sun 2/1

5:25 am-10:20 am

1 stop4h 55m

$228

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 1/22

12:05 pm-6:33 pm

2 stops30h 28m

Milwaukee-Mitchell

Tue 1/27

6:53 pm-1:13 pm

1 stop18h 20m

$235

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 2/17

8:39 pm-9:44 pm

Nonstop1h 05m

Milwaukee-Mitchell

Sat 2/21

3:30 pm-4:36 pm

Nonstop1h 06m

$239

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 1/26

11:51 am-5:58 pm

1 stop30h 07m

Milwaukee-Mitchell

Thu 1/29

7:13 pm-10:35 am

1 stop15h 22m

$258

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sun 1/18

6:01 pm-9:43 am

2 stops15h 42m

Milwaukee-Mitchell

Sun 1/25

6:51 pm-7:58 pm

1 stop25h 07m

$378

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 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 $179. 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 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?

You could potentially save up to 27% 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 57m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Milwaukee

1 airport
The fastest flight from Chicago to Milwaukee takes 0h 57m
Direct flights go from Chicago to Milwaukee on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Milwaukee. From Chicago there are direct flights to Milwaukee-Mitchell (MKE).
Search flight deals

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

    A bus 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 train 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 57m.

  • 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
American AirlinesPriceFrom $179Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago to Milwaukee

    The lowest priced American Airlines flight from Chicago to Milwaukee from the last 72 hours was $179. Generally, American Airlines has 10 flights on this route every week with an average price of $235. American Airlines is rated 7.2/10 by our users.

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
Pewaukee
Glendale
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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