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Cheap flights from Chicago to Milwaukee from $76

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 12/17. 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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American Airlines Logo
10:00 pm - 11:05 pmORD-MKE
1h 05mnonstop
American Airlines Logo
6:57 pm - 8:18 pmMKE-ORD
1h 21mnonstop
$179American Airlines
Find Deal
Sat, Nov 15 - Mon, Nov 17
American Airlines Logo
5:34 pm - 6:27 pmORD-MKE
0h 53mnonstop
American Airlines Logo
5:00 am - 6:10 amMKE-ORD
1h 10mnonstop
$180American Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
Southwest Logo
6:20 am - 10:35 amMDW-MKE
4h 15m1 stop
Southwest Logo
5:50 am - 9:55 amMKE-MDW
4h 05m1 stop
$203Southwest
Find Deal
Sat, Dec 6 - Sun, Dec 7
Southwest Logo
8:25 am - 3:50 pmMDW-MKE
7h 25m2 stops
Southwest Logo
5:50 am - 9:55 amMKE-MDW
4h 05m1 stop
$213Southwest
Find Deal
Sat, Dec 6 - Sun, Dec 7
United Airlines Logo
9:15 pm - 10:09 pmORD-MKE
0h 54mnonstop
United Airlines Logo
2:24 pm - 3:33 pmMKE-ORD
1h 09mnonstop
$222United Airlines
Find Deal
Mon, Apr 13 - Mon, Apr 27
United Airlines Logo
9:45 pm - 10:43 pmORD-MKE
0h 58mnonstop
United Airlines Logo
5:00 am - 6:11 amMKE-ORD
1h 11mnonstop
$239United Airlines
Find Deal
Sat, Nov 22 - Sun, Nov 30
Multiple Airlines Logo
2:26 pm - 9:57 amORD-MKE
19h 31m1 stop
Multiple Airlines Logo
11:02 am - 11:14 amMKE-ORD
24h 12m2 stops
$313Multiple Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 14
Multiple Airlines Logo
1:48 pm - 6:02 pmORD-MKE
28h 14m2 stops
Multiple Airlines Logo
6:25 pm - 10:45 amMKE-ORD
16h 20m1 stop
$322Multiple Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
Spirit Airlines Logo
6:48 am - 6:08 pmORD-MKE
11h 20m1 stop
Spirit Airlines Logo
7:03 pm - 2:31 pmMKE-ORD
19h 28m2 stops
$358Spirit Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
Spirit Airlines Logo
7:00 am - 9:57 amORD-MKE
26h 57m3 stops
Spirit Airlines Logo
11:02 am - 7:47 pmMKE-ORD
32h 45m3 stops
$439Spirit Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 14

Southwest flights from Chicago to Milwaukee

Our best Southwest deals on Chicago to Milwaukee flight tickets
Southwest
Dec 6
MDW6:20 amChicago Midway
4h 15m
1 stop
MKE10:35 amMilwaukee-Mitchell
Dec 7
MKE5:50 amMilwaukee-Mitchell
4h 05m
1 stop
MDW9:55 amChicago Midway
$203
Find similar
Southwest
Dec 6
MDW8:25 amChicago Midway
7h 25m
2 stops
MKE3:50 pmMilwaukee-Mitchell
Dec 7
MKE5:50 amMilwaukee-Mitchell
4h 05m
1 stop
MDW9:55 amChicago Midway
$213
Find similar
Southwest
Nov 13
MDW7:00 pmChicago Midway
4h 30m
1 stop
MKE11:30 pmMilwaukee-Mitchell
Nov 16
MKE5:50 amMilwaukee-Mitchell
4h 05m
1 stop
MDW9:55 amChicago Midway
$228
Find similar

United Airlines flights from Chicago to Milwaukee

Our best United Airlines deals on Chicago to Milwaukee flight tickets
United Airlines
Apr 13
ORD9:15 pmChicago O'Hare Intl
0h 54m
MKE10:09 pmMilwaukee-Mitchell
Apr 27
MKE2:24 pmMilwaukee-Mitchell
1h 09m
ORD3:33 pmChicago O'Hare Intl
$222
Find similar
United Airlines
Nov 22
ORD9:45 pmChicago O'Hare Intl
0h 58m
MKE10:43 pmMilwaukee-Mitchell
Nov 30
MKE5:00 amMilwaukee-Mitchell
1h 11m
ORD6:11 amChicago O'Hare Intl
$239
Find similar
United Airlines
Nov 21
ORD4:20 pmChicago O'Hare Intl
0h 57m
MKE5:17 pmMilwaukee-Mitchell
Nov 30
MKE5:00 amMilwaukee-Mitchell
1h 11m
ORD6:11 amChicago O'Hare Intl
$254
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 October 22, 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 11/15

10:00 pm-11:05 pm

Nonstop1h 05m

Milwaukee-Mitchell

Mon 11/17

6:57 pm-8:18 pm

Nonstop1h 21m

$179

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 11/13

5:34 pm-6:27 pm

Nonstop0h 53m

Milwaukee-Mitchell

Sun 11/16

5:00 am-6:10 am

Nonstop1h 10m

$180

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sat 12/6

6:20 am-10:35 am

1 stop4h 15m

Milwaukee-Mitchell

Sun 12/7

5:50 am-9:55 am

1 stop4h 05m

$203

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sat 12/6

8:25 am-3:50 pm

2 stops7h 25m

Milwaukee-Mitchell

Sun 12/7

5:50 am-9:55 am

1 stop4h 05m

$213

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 4/13

9:15 pm-10:09 pm

Nonstop0h 54m

Milwaukee-Mitchell

Mon 4/27

2:24 pm-3:33 pm

Nonstop1h 09m

$222

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 11/22

9:45 pm-10:43 pm

Nonstop0h 58m

Milwaukee-Mitchell

Sun 11/30

5:00 am-6:11 am

Nonstop1h 11m

$239

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 12/6

2:26 pm-9:57 am

1 stop19h 31m

Milwaukee-Mitchell

Sun 12/14

11:02 am-11:14 am

2 stops24h 12m

$313

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 11/5

1:48 pm-6:02 pm

2 stops28h 14m

Milwaukee-Mitchell

Sun 11/9

6:25 pm-10:45 am

1 stop16h 20m

$322

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 11/13

6:48 am-6:08 pm

1 stop11h 20m

Milwaukee-Mitchell

Sun 11/16

7:03 pm-2:31 pm

2 stops19h 28m

$358

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 12/6

7:00 am-9:57 am

3 stops26h 57m

Milwaukee-Mitchell

Sun 12/14

11:02 am-7:47 pm

3 stops32h 45m

$439

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 $199. 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 $289 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.

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

  • 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
United AirlinesPriceFrom $179Free CancellationRating
7.4
8,988 reviews
Search United Airlines flights
American AirlinesPriceFrom $179Free CancellationRating
7.2
11,029 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 44 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 37 flights out of Chicago into Milwaukee in an average week, so prices vary by time and availability. 11,029 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
Grafton
New Berlin

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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