CHI - MKE

$90 Find Cheap Flights from Chicago to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Milwaukee departing on 1/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Milwaukee, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$179
Overall average: $249
American Airlines
Fri 1/16Mon 1/19
ORD - MKE • Non-stop
Cheapest one-way
$90
Typical prices: $274-$279
American Airlines
Wed 1/14
ORD - MKE • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Main Cabin Extra offers early boarding.
United's Economy Plus provides extra legroom.
Expert advice
Expert advice
Expert advice
Expert advice
Top routes
ORD-MKE
Cheapest • 22% average savings
ORD-MKE
Most popular
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Milwaukee!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Milwaukee (CHI-MKE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Milwaukee

Fri, Jan 16 - Mon, Jan 19
American Airlines Logo
9:07 pm - 10:02 pm
ORD
-
MKE
0h 55mnonstop
American Airlines Logo
6:58 pm - 8:20 pm
MKE
-
ORD
1h 22mnonstop
$179American Airlines
Thu, Jan 29 - Thu, Feb 5
American Airlines Logo
3:00 pm - 3:57 pm
ORD
-
MKE
0h 57mnonstop
American Airlines Logo
9:30 am - 10:46 am
MKE
-
ORD
1h 16mnonstop
$180American Airlines
Tue, Dec 30 - Sun, Jan 4
American Airlines Logo
8:45 am - 9:47 am
ORD
-
MKE
1h 02mnonstop
American Airlines Logo
8:08 pm - 9:30 pm
MKE
-
ORD
1h 22mnonstop
$194American Airlines
Wed, Mar 11 - Tue, Mar 24
Southwest Logo
11:00 am - 11:45 am
MDW
-
MKE
0h 45mnonstop
Southwest Logo
5:50 am - 6:50 am
MKE
-
MDW
1h 00mnonstop
$199Southwest
Wed, Mar 11 - Tue, Mar 24
Southwest Logo
9:10 pm - 9:55 pm
MDW
-
MKE
0h 45mnonstop
Southwest Logo
4:05 pm - 9:55 pm
MKE
-
MDW
5h 50m1 stop
$209Southwest
Tue, Dec 30 - Sat, Jan 3
American Airlines Logo
6:35 pm - 7:38 pm
ORD
-
MKE
1h 03mnonstop
American Airlines Logo
8:08 pm - 9:30 pm
MKE
-
ORD
1h 22mnonstop
$209American Airlines
Tue, Feb 17 - Sat, Feb 21
United Airlines Logo
2:30 pm - 3:35 pm
ORD
-
MKE
1h 05mnonstop
United Airlines Logo
5:00 am - 6:06 am
MKE
-
ORD
1h 06mnonstop
$239United Airlines
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
5:15 am - 6:47 pm
ORD
-
MKE
13h 32m2 stops
Multiple Airlines Logo
7:37 pm - 5:52 pm
MKE
-
ORD
22h 15m1 stop
$284Multiple Airlines
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
8:51 pm - 6:52 pm
ORD
-
MKE
22h 01m1 stop
Multiple Airlines Logo
7:37 pm - 1:13 pm
MKE
-
ORD
17h 36m1 stop
$296Multiple Airlines
Sun, Jan 11 - Sun, Jan 18
Frontier Logo
4:21 pm - 9:58 am
MDW
-
MKE
17h 37m2 stops
Frontier Logo
7:42 pm - 9:12 am
MKE
-
MDW
13h 30m1 stop
$300Frontier
Booking Insights

KAYAK's insights & trends for Chicago to Milwaukee flights

Get data-powered insights and trends into flights from Chicago to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Milwaukee?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Milwaukee departing in January.

What is the cheapest Chicago to Milwaukee flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Milwaukee costs $289 on the route between Chicago O'Hare Intl Airport (ORD) and Milwaukee (MKE). Over the past month, this route was, on average, 22% cheaper than other Chicago-Milwaukee routes. It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Milwaukee?

The average price of all round-trip flights from Chicago to Milwaukee clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Milwaukee on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Chicago to Milwaukee. For your return ticket, we recommend flying on a Friday and avoiding Mondays for the best deals.

Expert advice

Expert advice for your flight from Chicago to Milwaukee

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

American's Main Cabin Extra includes early boarding and complimentary alcoholic drinks.


American Airlines offers 20 minutes of free Wi-Fi by watching a short advertisement.

United Airlines

United's Priority Boarding puts you in Zone 2, avoiding carry-on space issues.


United's Economy Plus offers up to six inches more legroom than standard economy seats.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more

Good to know

Low seasonNovember
Cheapest flight$90
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 45% increase in price.
Flight from Chicago O'Hare Airport to Milwaukee

When to book flights from Chicago to Milwaukee

Are your dates flexible? Find out the best times to travel from Chicago to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Milwaukee

  • What is the cheapest flight from Chicago to Milwaukee?

    In the last 3 days, the lowest price for a flight from Chicago to Milwaukee was $90 for a one-way ticket and $179 for a round-trip.

  • Do I need a passport to fly between Chicago and Milwaukee?

    A passport is not required to fly from Chicago to Milwaukee.

  • Which airports will I be using when flying from Chicago to Milwaukee?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Milwaukee-Mitchell is the only airport in Milwaukee. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Milwaukee?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Milwaukee flight route.

  • Which aircraft models fly most regularly from Chicago to Milwaukee?

    The Canadair (Bombardier) Regional Jet is the aircraft model that flies most regularly on the Chicago to Milwaukee flight route.

  • Which airline alliances offer flights from Chicago to Milwaukee?

    oneworld is the only airline alliance operating flights between Chicago and Milwaukee.

  • On which days can I fly direct from Chicago to Milwaukee?

    There are nonstop flights from Chicago to Milwaukee on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Prefer to fly direct from Chicago to Milwaukee?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Milwaukee-Mitchell.
Find which airlines fly direct from Chicago to Milwaukee-Mitchell Airport, which days they fly and book direct flights.

Direct departures

Chicago to Milwaukee-Mitchell

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Milwaukee-Mitchell to Chicago

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Everything you need to know for your flight from Chicago to Milwaukee

Information on your arrival and departure airports

Compare transportation modes for Chicago to Milwaukee

Transportation modeAverage priceAverage duration
Flights$3210h 45m
Trains$641h 32m