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Cheap flights from Chicago to Milwaukee from $110

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 9/30. 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
8:50 pm - 9:56 pmORD-MKE
1h 06mnonstop
United Airlines Logo
7:00 am - 8:10 amMKE-ORD
1h 10mnonstop
$179United Airlines
Find Deal
Thu, Oct 16 - Sun, Oct 19
United Airlines Logo
7:35 pm - 8:46 pmORD-MKE
1h 11mnonstop
United Airlines Logo
3:44 pm - 4:54 pmMKE-ORD
1h 10mnonstop
$184United Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
American Airlines Logo
5:55 pm - 6:48 pmORD-MKE
0h 53mnonstop
American Airlines Logo
5:05 am - 6:07 amMKE-ORD
1h 02mnonstop
$201American Airlines
Find Deal
Sat, Sep 20 - Sun, Sep 21
American Airlines Logo
8:14 pm - 9:12 pmORD-MKE
0h 58mnonstop
American Airlines Logo
6:23 pm - 7:39 pmMKE-ORD
1h 16mnonstop
$219American Airlines
Find Deal
Thu, Sep 11 - Mon, Sep 15
Southwest Logo
4:30 pm - 10:25 pmMDW-MKE
5h 55m1 stop
Southwest Logo
12:40 pm - 8:50 pmMKE-MDW
8h 10m1 stop
$272Southwest
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Wed, Oct 1 - Sat, Oct 4
Southwest Logo
2:50 pm - 8:50 pmMDW-MKE
6h 00m1 stop
Southwest Logo
5:35 pm - 11:15 pmMKE-MDW
5h 40m1 stop
$297Southwest
Find Deal
Sat, Sep 20 - Sun, Sep 21
Frontier Logo
10:42 am - 6:41 pmORD-MKE
7h 59m1 stop
Frontier Logo
3:03 pm - 11:59 pmMKE-ORD
8h 56m1 stop
$306Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
Logo
5:17 pm - 11:58 amORD-MKE
18h 41m1 stop
Logo
3:03 pm - 9:37 amMKE-ORD
18h 34m1 stop
$322
Find Deal
Sat, Sep 20 - Sun, Sep 21
Logo
10:18 am - 11:02 amORD-MKE
24h 44m1 stop
Logo
11:57 am - 10:41 amMKE-ORD
22h 44m2 stops
$340
Find Deal
Wed, Nov 5 - Sun, Nov 9
Frontier Logo
10:42 am - 7:19 pmORD-MKE
8h 37m1 stop
Frontier Logo
7:36 pm - 9:28 pmMKE-ORD
25h 52m1 stop
$414Frontier
Find Deal
Mon, Sep 15 - Fri, Sep 19

United Airlines flights from Chicago to Milwaukee

Our best United Airlines deals on Chicago to Milwaukee flight tickets
United Airlines
Oct 16
ORD8:50 pmChicago O'Hare Intl
1h 06m
MKE9:56 pmMilwaukee-Mitchell
Oct 19
MKE7:00 amMilwaukee-Mitchell
1h 10m
ORD8:10 amChicago O'Hare Intl
$179
Find similar
United Airlines
Sep 19
ORD7:35 pmChicago O'Hare Intl
1h 11m
MKE8:46 pmMilwaukee-Mitchell
Sep 21
MKE3:44 pmMilwaukee-Mitchell
1h 10m
ORD4:54 pmChicago O'Hare Intl
$184
Find similar
United Airlines
Sep 13
ORD2:03 pmChicago O'Hare Intl
1h 06m
MKE3:09 pmMilwaukee-Mitchell
Sep 16
MKE6:00 amMilwaukee-Mitchell
1h 10m
ORD7:10 amChicago O'Hare Intl
$189
Find similar

American Airlines flights from Chicago to Milwaukee

Our best American Airlines deals on Chicago to Milwaukee flight tickets
American Airlines
Sep 20
ORD5:55 pmChicago O'Hare Intl
0h 53m
MKE6:48 pmMilwaukee-Mitchell
Sep 21
MKE5:05 amMilwaukee-Mitchell
1h 02m
ORD6:07 amChicago O'Hare Intl
$201
Find similar
American Airlines
Sep 11
ORD8:14 pmChicago O'Hare Intl
0h 58m
MKE9:12 pmMilwaukee-Mitchell
Sep 15
MKE6:23 pmMilwaukee-Mitchell
1h 16m
ORD7:39 pmChicago O'Hare Intl
$219
Find similar
American Airlines
Sep 2
ORD6:15 pmChicago O'Hare Intl
1h 03m
MKE7:18 pmMilwaukee-Mitchell
Sep 9
MKE10:34 amMilwaukee-Mitchell
1h 06m
ORD11:40 amChicago O'Hare Intl
$250
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 1, 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

Thu 10/16

8:50 pm-9:56 pm

Nonstop1h 06m

Milwaukee-Mitchell

Sun 10/19

7:00 am-8:10 am

Nonstop1h 10m

$179

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 9/19

7:35 pm-8:46 pm

Nonstop1h 11m

Milwaukee-Mitchell

Sun 9/21

3:44 pm-4:54 pm

Nonstop1h 10m

$184

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 9/20

5:55 pm-6:48 pm

Nonstop0h 53m

Milwaukee-Mitchell

Sun 9/21

5:05 am-6:07 am

Nonstop1h 02m

$201

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 9/11

8:14 pm-9:12 pm

Nonstop0h 58m

Milwaukee-Mitchell

Mon 9/15

6:23 pm-7:39 pm

Nonstop1h 16m

$219

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Wed 10/1

4:30 pm-10:25 pm

1 stop5h 55m

Milwaukee-Mitchell

Sat 10/4

12:40 pm-8:50 pm

1 stop8h 10m

$272

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

Sat 9/20

2:50 pm-8:50 pm

1 stop6h 00m

Milwaukee-Mitchell

Sun 9/21

5:35 pm-11:15 pm

1 stop5h 40m

$297

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Fri 9/19

10:42 am-6:41 pm

1 stop7h 59m

Milwaukee-Mitchell

Sun 9/21

3:03 pm-11:59 pm

1 stop8h 56m

$306

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 9/20

5:17 pm-11:58 am

1 stop18h 41m

Milwaukee-Mitchell

Sun 9/21

3:03 pm-9:37 am

1 stop18h 34m

$322

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 11/5

10:18 am-11:02 am

1 stop24h 44m

Milwaukee-Mitchell

Sun 11/9

11:57 am-10:41 am

2 stops22h 44m

$340

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 9/15

10:42 am-7:19 pm

1 stop8h 37m

Milwaukee-Mitchell

Fri 9/19

7:36 pm-9:28 pm

1 stop25h 52m

$414

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 $291 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

Fastest flight time

0h 47m

Direct flights

Mon, Wed, Fri, Sat and Sun

Airports in Milwaukee

1 airport
The fastest flight from Chicago to Milwaukee takes 0h 47m
Direct flights go from Chicago to Milwaukee on Monday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Milwaukee: Milwaukee-Mitchell (MKE)
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  • 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 American Airlines. Expect the length of time you’ll spend onboard American Airlines to be about 0h 47m compared to taking a train from Chicago to Milwaukee or a bus from Chicago to Milwaukee which have been found to be slower alternatives.

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

    A bus from Chicago to Milwaukee from $43 can save you up to 75% 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 47m.

  • 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 21 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
Oak Creek
Wauwatosa
Mequon
Glendale
Pewaukee
Kohler
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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