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Cheap flights from Chicago to Milwaukee from $100

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 11/17. 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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Cheap round-trip flights

United Airlines Logo
9:25 pm - 10:31 pmORD-MKE
1h 06mnonstop
United Airlines Logo
5:45 pm - 6:55 pmMKE-ORD
1h 10mnonstop
$179United Airlines
Find Deal
Mon, Oct 13 - Wed, Oct 22
American Airlines Logo
12:53 pm - 1:48 pmORD-MKE
0h 55mnonstop
American Airlines Logo
8:16 pm - 9:30 pmMKE-ORD
1h 14mnonstop
$180American Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 21
Southwest Logo
7:55 am - 11:55 amMDW-MKE
4h 00m1 stop
Southwest Logo
9:05 am - 3:25 pmMKE-MDW
6h 20m1 stop
$219Southwest
Find Deal
Tue, Nov 25 - Tue, Dec 9
Southwest Logo
6:55 pm - 10:35 pmMDW-MKE
3h 40m1 stop
Southwest Logo
7:55 am - 1:40 pmMKE-MDW
5h 45m1 stop
$257Southwest
Find Deal
Fri, Oct 3 - Sun, Oct 5
Frontier Logo
6:50 am - 7:18 pmORD-MKE
12h 28m1 stop
Frontier Logo
8:04 pm - 11:53 pmMKE-ORD
27h 49m1 stop
$282Frontier
Find Deal
Mon, Oct 13 - Mon, Oct 20
Multiple Airlines Logo
11:13 am - 11:58 amORD-MKE
24h 45m2 stops
Multiple Airlines Logo
5:45 pm - 10:39 amMKE-ORD
16h 54m1 stop
$311Multiple Airlines
Find Deal
Wed, Oct 1 - Sun, Oct 5
Multiple Airlines Logo
5:17 pm - 11:58 amORD-MKE
18h 41m1 stop
Multiple Airlines Logo
5:45 pm - 10:39 amMKE-ORD
16h 54m1 stop
$336Multiple Airlines
Find Deal
Wed, Oct 1 - Sun, Oct 5
Spirit Airlines Logo
6:35 am - 6:43 pmORD-MKE
12h 08m1 stop
Spirit Airlines Logo
11:32 am - 6:25 amMKE-ORD
18h 53m1 stop
$380Spirit Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
Frontier Logo
10:31 am - 7:18 pmMDW-MKE
8h 47m1 stop
Frontier Logo
8:04 pm - 11:20 pmMKE-MDW
27h 16m2 stops
$401Frontier
Find Deal
Mon, Oct 13 - Mon, Oct 20
Spirit Airlines Logo
6:35 am - 6:43 pmORD-MKE
12h 08m1 stop
Spirit Airlines Logo
11:32 am - 9:44 amMKE-ORD
22h 12m2 stops
$443Spirit Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7

American Airlines flights from Chicago to Milwaukee

Our best American Airlines deals on Chicago to Milwaukee flight tickets
American Airlines
Oct 14
ORD12:53 pmChicago O'Hare Intl
0h 55m
MKE1:48 pmMilwaukee-Mitchell
Oct 21
MKE8:16 pmMilwaukee-Mitchell
1h 14m
ORD9:30 pmChicago O'Hare Intl
$180
Find similar
American Airlines
Oct 3
ORD5:53 pmChicago O'Hare Intl
0h 53m
MKE6:46 pmMilwaukee-Mitchell
Oct 10
MKE8:16 pmMilwaukee-Mitchell
1h 14m
ORD9:30 pmChicago O'Hare Intl
$184
Find similar
American Airlines
Oct 1
ORD6:56 pmChicago O'Hare Intl
1h 04m
MKE8:00 pmMilwaukee-Mitchell
Oct 5
MKE4:33 pmMilwaukee-Mitchell
1h 12m
ORD5:45 pmChicago O'Hare Intl
$189
Find similar

United Airlines flights from Chicago to Milwaukee

Our best United Airlines deals on Chicago to Milwaukee flight tickets
United Airlines
Oct 13
ORD9:25 pmChicago O'Hare Intl
1h 06m
MKE10:31 pmMilwaukee-Mitchell
Oct 22
MKE5:45 pmMilwaukee-Mitchell
1h 10m
ORD6:55 pmChicago O'Hare Intl
$179
Find similar
United Airlines
Sep 19
ORD5:50 pmChicago O'Hare Intl
1h 06m
MKE6:56 pmMilwaukee-Mitchell
Sep 21
MKE6:00 amMilwaukee-Mitchell
1h 10m
ORD7:10 amChicago O'Hare Intl
$309
Find similar
United Airlines
Oct 13
ORD7:35 pmChicago O'Hare Intl
1h 11m
MKE8:46 pmMilwaukee-Mitchell
Oct 22
MKE10:55 amMilwaukee-Mitchell
13h 04m
1 stop
ORD11:59 pmChicago O'Hare Intl
$328
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 September 17, 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

Mon 10/13

9:25 pm-10:31 pm

Nonstop1h 06m

Milwaukee-Mitchell

Wed 10/22

5:45 pm-6:55 pm

Nonstop1h 10m

$179

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 10/14

12:53 pm-1:48 pm

Nonstop0h 55m

Milwaukee-Mitchell

Tue 10/21

8:16 pm-9:30 pm

Nonstop1h 14m

$180

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Tue 11/25

7:55 am-11:55 am

1 stop4h 00m

Milwaukee-Mitchell

Tue 12/9

9:05 am-3:25 pm

1 stop6h 20m

$219

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Fri 10/3

6:55 pm-10:35 pm

1 stop3h 40m

Milwaukee-Mitchell

Sun 10/5

7:55 am-1:40 pm

1 stop5h 45m

$257

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 10/13

6:50 am-7:18 pm

1 stop12h 28m

Milwaukee-Mitchell

Mon 10/20

8:04 pm-11:53 pm

1 stop27h 49m

$282

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 10/1

11:13 am-11:58 am

2 stops24h 45m

Milwaukee-Mitchell

Sun 10/5

5:45 pm-10:39 am

1 stop16h 54m

$311

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 10/1

5:17 pm-11:58 am

1 stop18h 41m

Milwaukee-Mitchell

Sun 10/5

5:45 pm-10:39 am

1 stop16h 54m

$336

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 10/31

6:35 am-6:43 pm

1 stop12h 08m

Milwaukee-Mitchell

Fri 11/7

11:32 am-6:25 am

1 stop18h 53m

$380

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Mon 10/13

10:31 am-7:18 pm

1 stop8h 47m

Milwaukee-Mitchell

Mon 10/20

8:04 pm-11:20 pm

2 stops27h 16m

$401

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 10/31

6:35 am-6:43 pm

1 stop12h 08m

Milwaukee-Mitchell

Fri 11/7

11:32 am-9:44 am

2 stops22h 12m

$443

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, Wednesday is the cheapest day to fly to Milwaukee from Chicago. The lowest ticket price found for a Wednesday departure recently was $235. 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 morning is the cheapest time of day to fly from Chicago to Milwaukee when you can find flight prices for as low as $239. Flying to Milwaukee in the morning is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $304 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 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

$279

Fastest flight time

0h 45m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun

Airports in Milwaukee

1 airport
The best one-way flight to Milwaukee from Chicago in the past 72 hours is $279. The best round-trip flight deal from Chicago to Milwaukee found on momondo in the last 72 hours is $184.
The fastest flight from Chicago to Milwaukee takes 0h 45m
Direct flights go from Chicago to Milwaukee on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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 50m.

  • 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
10,000 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 33 flights on this route every week with an average price of $249. 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
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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