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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 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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United Airlines Logo
7:39 pm - 8:47 pmORD-MKE
1h 08mnonstop
United Airlines Logo
2:30 pm - 3:41 pmMKE-ORD
1h 11mnonstop
$179United Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
9:50 am - 10:44 amORD-MKE
0h 54mnonstop
American Airlines Logo
8:53 am - 10:09 amMKE-ORD
1h 16mnonstop
$180American Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Southwest Logo
1:15 pm - 5:00 pmMDW-MKE
3h 45m1 stop
Southwest Logo
5:30 am - 9:30 amMKE-MDW
4h 00m1 stop
$219Southwest
Find Deal
Wed, Jan 21 - Thu, Jan 22
Southwest Logo
1:25 pm - 7:55 pmMDW-MKE
6h 30m2 stops
Southwest Logo
5:30 am - 9:30 amMKE-MDW
4h 00m1 stop
$233Southwest
Find Deal
Wed, Jan 21 - Thu, Jan 22
Multiple Airlines Logo
12:39 pm - 6:26 pmORD-MKE
29h 47m2 stops
Multiple Airlines Logo
8:14 pm - 5:38 pmMKE-ORD
21h 24m1 stop
$318Multiple Airlines
Find Deal
Mon, Dec 22 - Sun, Jan 4
Multiple Airlines Logo
3:10 pm - 9:39 amMDW-MKE
18h 29m1 stop
Multiple Airlines Logo
6:09 pm - 9:52 amMKE-MDW
15h 43m2 stops
$329Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Spirit Airlines Logo
1:52 pm - 9:39 amORD-MKE
19h 47m2 stops
Spirit Airlines Logo
10:34 am - 11:08 amMKE-ORD
24h 34m2 stops
$334Spirit Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Spirit Airlines Logo
1:52 pm - 9:39 amORD-MKE
19h 47m2 stops
Spirit Airlines Logo
10:34 am - 12:39 pmMKE-ORD
26h 05m3 stops
$365Spirit Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Frontier Logo
12:39 pm - 7:21 pmORD-MKE
30h 42m2 stops
Frontier Logo
7:48 pm - 9:02 amMKE-ORD
13h 14m1 stop
$525Frontier
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Sat, Dec 20 - Sat, Jan 3
Frontier Logo
7:00 am - 7:09 pmORD-MKE
12h 09m1 stop
Frontier Logo
7:43 pm - 11:34 amMKE-ORD
15h 51m2 stops
$741Frontier
Find Deal
Sat, Nov 29 - Sun, Nov 30

American Airlines flights from Chicago to Milwaukee

Our best American Airlines deals on Chicago to Milwaukee flight tickets
American Airlines
Dec 4
ORD9:50 amChicago O'Hare Intl
0h 54m
MKE10:44 amMilwaukee-Mitchell
Dec 7
MKE8:53 amMilwaukee-Mitchell
1h 16m
ORD10:09 amChicago O'Hare Intl
$180
Find similar
American Airlines
Dec 22
ORD6:29 pmChicago O'Hare Intl
0h 59m
MKE7:28 pmMilwaukee-Mitchell
Jan 4
MKE6:00 amMilwaukee-Mitchell
1h 20m
ORD7:20 amChicago O'Hare Intl
$183
Find similar
American Airlines
Nov 26
ORD5:36 pmChicago O'Hare Intl
0h 53m
MKE6:29 pmMilwaukee-Mitchell
Nov 28
MKE3:28 pmMilwaukee-Mitchell
1h 12m
ORD4:40 pmChicago O'Hare Intl
$210
Find similar

Frontier flights from Chicago to Milwaukee

Our best Frontier deals on Chicago to Milwaukee flight tickets
Frontier
Dec 20
ORD12:39 pmChicago O'Hare Intl
30h 42m
2 stops
MKE7:21 pmMilwaukee-Mitchell
Jan 3
MKE7:48 pmMilwaukee-Mitchell
13h 14m
1 stop
ORD9:02 amChicago O'Hare Intl
$525
Find similar
Frontier
Nov 14
ORD6:00 amChicago O'Hare Intl
13h 19m
1 stop
MKE7:19 pmMilwaukee-Mitchell
Nov 17
MKE8:04 pmMilwaukee-Mitchell
23h 34m
1 stop
ORD7:38 pmChicago O'Hare Intl
$679
Find similar
Frontier
Nov 14
ORD6:00 amChicago O'Hare Intl
13h 19m
1 stop
MKE7:19 pmMilwaukee-Mitchell
Nov 17
MKE8:04 pmMilwaukee-Mitchell
23h 34m
1 stop
ORD7:38 pmChicago O'Hare Intl
$680
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 10, 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 12/6

7:39 pm-8:47 pm

Nonstop1h 08m

Milwaukee-Mitchell

Sat 12/13

2:30 pm-3:41 pm

Nonstop1h 11m

$179

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 12/4

9:50 am-10:44 am

Nonstop0h 54m

Milwaukee-Mitchell

Sun 12/7

8:53 am-10:09 am

Nonstop1h 16m

$180

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 1/21

1:15 pm-5:00 pm

1 stop3h 45m

Milwaukee-Mitchell

Thu 1/22

5:30 am-9:30 am

1 stop4h 00m

$219

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 1/21

1:25 pm-7:55 pm

2 stops6h 30m

Milwaukee-Mitchell

Thu 1/22

5:30 am-9:30 am

1 stop4h 00m

$233

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 12/22

12:39 pm-6:26 pm

2 stops29h 47m

Milwaukee-Mitchell

Sun 1/4

8:14 pm-5:38 pm

1 stop21h 24m

$318

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Thu 12/4

3:10 pm-9:39 am

1 stop18h 29m

Milwaukee-Mitchell

Sun 12/7

6:09 pm-9:52 am

2 stops15h 43m

$329

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 12/4

1:52 pm-9:39 am

2 stops19h 47m

Milwaukee-Mitchell

Sun 12/7

10:34 am-11:08 am

2 stops24h 34m

$334

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 12/4

1:52 pm-9:39 am

2 stops19h 47m

Milwaukee-Mitchell

Sun 12/7

10:34 am-12:39 pm

3 stops26h 05m

$365

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 12/20

12:39 pm-7:21 pm

2 stops30h 42m

Milwaukee-Mitchell

Sat 1/3

7:48 pm-9:02 am

1 stop13h 14m

$525

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 11/29

7:00 am-7:09 pm

1 stop12h 09m

Milwaukee-Mitchell

Sun 11/30

7:43 pm-11:34 am

2 stops15h 51m

$741

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, Friday is the cheapest day to fly to Milwaukee from Chicago. The lowest ticket price found for a Friday departure recently was $218. 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 3 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 55% 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

Best Price Found

$179

Fastest flight time

0h 45m

Direct flights

Every day

Airports in Milwaukee

1 airport
The best flight deal from Chicago to Milwaukee found on momondo in the last 72 hours is $179
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 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 53m.

  • 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
American AirlinesPriceFrom $179Free CancellationRating
7.2
11,045 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,012 reviews
Search United 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 53 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 30 flights out of Chicago into Milwaukee in an average week, so prices vary by time and availability. 11,045 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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