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Cheap flights from Chicago to Milwaukee from $75

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 10/3. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:10 pm - 7:05 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 55mnonstop
Southwest Logo
5:45 am - 6:30 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
0h 45mnonstop
$150Southwest
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
9:25 pm - 10:15 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 50mnonstop
Southwest Logo
4:15 pm - 5:10 pmMKE  Milwaukee-Mitchell-MDW Chicago Midway
0h 55mnonstop
$150Southwest
Mon, Nov 9 - Tue, Nov 10
Southwest Logo
8:40 pm - 9:25 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 45mnonstop
Southwest Logo
5:45 am - 6:30 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
0h 45mnonstop
$150Southwest
Mon, Sep 7 - Mon, Sep 14
Southwest Logo
8:40 pm - 9:25 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 45mnonstop
Southwest Logo
5:00 pm - 5:50 pmMKE  Milwaukee-Mitchell-MDW Chicago Midway
0h 50mnonstop
$150Southwest
Thu, Sep 24 - Thu, Oct 1
United Airlines Logo
5:45 pm - 6:55 pmORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 10mnonstop
United Airlines Logo
11:18 am - 12:29 pmMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 11mnonstop
$179United Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
7:58 pm - 9:00 pmORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 02mnonstop
American Airlines Logo
6:00 am - 7:21 amMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 21mnonstop
$179American Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
7:58 pm - 9:00 pmORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 02mnonstop
American Airlines Logo
2:56 pm - 4:15 pmMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 19mnonstop
$180American Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
7:58 pm - 9:00 pmORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 02mnonstop
American Airlines Logo
6:00 am - 7:21 amMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 21mnonstop
$180American Airlines
Sat, Sep 5 - Sun, Sep 6
United Airlines Logo
8:50 am - 10:00 amORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 10mnonstop
United Airlines Logo
2:20 pm - 3:31 pmMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 11mnonstop
$197United Airlines
Fri, Sep 4 - Fri, Sep 11
United Airlines Logo
2:04 pm - 3:11 pmORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 07mnonstop
United Airlines Logo
2:20 pm - 3:31 pmMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 11mnonstop
$199United Airlines
Mon, Oct 12 - Thu, Oct 15

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American Airlines flights from Chicago to Milwaukee

Our best American Airlines deals on Chicago to Milwaukee flight tickets
American Airlines
Sep 5
ORD7:58 pmChicago O'Hare Intl
1h 02m
MKE9:00 pmMilwaukee-Mitchell
Sep 6
MKE2:56 pmMilwaukee-Mitchell
1h 19m
ORD4:15 pmChicago O'Hare Intl
$180
American Airlines
Sep 11
ORD8:51 pmChicago O'Hare Intl
1h 03m
MKE9:54 pmMilwaukee-Mitchell
Sep 22
MKE8:31 amMilwaukee-Mitchell
1h 30m
ORD10:01 amChicago O'Hare Intl
$189
American Airlines
Sep 4
ORD5:27 pmChicago O'Hare Intl
1h 03m
MKE6:30 pmMilwaukee-Mitchell
Sep 11
MKE11:37 amMilwaukee-Mitchell
1h 11m
ORD12:48 pmChicago O'Hare Intl
$198

Southwest flights from Chicago to Milwaukee

Our best Southwest deals on Chicago to Milwaukee flight tickets
Southwest
Sep 5
MDW10:15 amChicago Midway
0h 50m
MKE11:05 amMilwaukee-Mitchell
Sep 6
MKE7:00 amMilwaukee-Mitchell
0h 50m
MDW7:50 amChicago Midway
$179
Southwest
Sep 5
MDW2:25 pmChicago Midway
4h 05m
1 stop
MKE6:30 pmMilwaukee-Mitchell
Sep 6
MKE7:00 amMilwaukee-Mitchell
0h 50m
MDW7:50 amChicago Midway
$189
Southwest
Oct 8
MDW9:40 pmChicago Midway
0h 50m
MKE10:30 pmMilwaukee-Mitchell
Oct 11
MKE5:10 pmMilwaukee-Mitchell
0h 50m
MDW6:00 pmChicago Midway
$190

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 August 10, 2026.
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

Cheapest round-trip

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Sat 9/5

6:10 pm-7:05 pm

Nonstop0h 55m

Milwaukee-Mitchell

Mon 9/7

5:45 am-6:30 am

Nonstop0h 45m

$150

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Mon 11/9

9:25 pm-10:15 pm

Nonstop0h 50m

Milwaukee-Mitchell

Tue 11/10

4:15 pm-5:10 pm

Nonstop0h 55m

$150
Quickest round-trip

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Mon 9/7

8:40 pm-9:25 pm

Nonstop0h 45m

Milwaukee-Mitchell

Mon 9/14

5:45 am-6:30 am

Nonstop0h 45m

$150

ChicagoMilwaukee

MDW Chicago Midway - MKE Milwaukee-Mitchell

MDWMKE

Chicago Midway

Thu 9/24

8:40 pm-9:25 pm

Nonstop0h 45m

Milwaukee-Mitchell

Thu 10/1

5:00 pm-5:50 pm

Nonstop0h 50m

$150

ChicagoMilwaukee

ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell

ORDMKE

Chicago O'Hare Intl

Sat 9/5

5:45 pm-6:55 pm

Nonstop1h 10m

Milwaukee-Mitchell

Sun 9/6

11:18 am-12:29 pm

Nonstop1h 11m

$179

ChicagoMilwaukee

ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell

ORDMKE

Chicago O'Hare Intl

Sat 9/5

7:58 pm-9:00 pm

Nonstop1h 02m

Milwaukee-Mitchell

Sun 9/6

6:00 am-7:21 am

Nonstop1h 21m

$179

ChicagoMilwaukee

ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell

ORDMKE

Chicago O'Hare Intl

Sat 9/5

7:58 pm-9:00 pm

Nonstop1h 02m

Milwaukee-Mitchell

Sun 9/6

2:56 pm-4:15 pm

Nonstop1h 19m

$180

ChicagoMilwaukee

ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell

ORDMKE

Chicago O'Hare Intl

Sat 9/5

7:58 pm-9:00 pm

Nonstop1h 02m

Milwaukee-Mitchell

Sun 9/6

6:00 am-7:21 am

Nonstop1h 21m

$180

ChicagoMilwaukee

ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell

ORDMKE

Chicago O'Hare Intl

Fri 9/4

8:50 am-10:00 am

Nonstop1h 10m

Milwaukee-Mitchell

Fri 9/11

2:20 pm-3:31 pm

Nonstop1h 11m

$197

ChicagoMilwaukee

ORD Chicago O'Hare Intl - MKE Milwaukee-Mitchell

ORDMKE

Chicago O'Hare Intl

Mon 10/12

2:04 pm-3:11 pm

Nonstop1h 07m

Milwaukee-Mitchell

Thu 10/15

2:20 pm-3:31 pm

Nonstop1h 11m

$199

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, Monday is the cheapest day to fly to Milwaukee from Chicago. The lowest ticket price found for a Monday departure recently was $201. 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 Saturday will generally be more expensive and average around $328. 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. In the morning is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $327 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 flights?

There are 2 cabin classes available to choose from on Chicago to Milwaukee 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

$199

Fastest flight time

0h 45m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Milwaukee

1 airport
The best one-way flight to Milwaukee from Chicago in the past 72 hours is $199. The best round-trip 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 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

Frequently asked questions about flying 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 45m.

  • 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
7.1
11,897 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
10,095 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 23 flights on this route every week with an average price of $318. 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 $207 round-trip. American Airlines operates 38 flights out of Chicago into Milwaukee in an average week, so prices vary by time and availability. 11,897 American Airlines reviews by users on momondo have scored the airline at 7.1/10.

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
West Bend
Port Washington
Pewaukee
Kohler
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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