CHI - MKE

$72 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 2/1. 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

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Everything you should know

Cheapest round-trip
$179
Overall average: $249
United Airlines
Sun 2/1Mon 2/2
ORD - MKE • Non-stop
Cheapest one-way
$72
Frontier
Sun 2/1
MDW - MKE • 1 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 • 33% average savings
ORD-MKE
Most popular
Insights
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We hope you love your trip to Milwaukee!
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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

Sun, Feb 1 - Mon, Feb 2
United Airlines Logo
2:40 pm - 3:43 pm
ORD
-
MKE
1h 03mnonstop
United Airlines Logo
3:20 pm - 4:33 pm
MKE
-
ORD
1h 13mnonstop
$179United Airlines
Sat, Jan 31 - Sat, Feb 7
Multiple Airlines Logo
10:48 am - 6:53 pm
ORD
-
MKE
8h 05m1 stop
Multiple Airlines Logo
7:48 pm - 6:04 pm
MKE
-
ORD
22h 16m2 stops
$184Multiple Airlines
Fri, Jan 16 - Tue, Mar 10
American Airlines Logo
9:07 pm - 10:02 pm
ORD
-
MKE
0h 55mnonstop
American Airlines Logo
12:13 pm - 1:18 pm
MKE
-
ORD
1h 05mnonstop
$194American Airlines
Thu, Jan 15 - Mon, Jan 19
American Airlines Logo
3:00 pm - 3:57 pm
ORD
-
MKE
0h 57mnonstop
American Airlines Logo
6:58 pm - 8:20 pm
MKE
-
ORD
1h 22mnonstop
$209American Airlines
Fri, Jan 23 - Tue, Jan 27
Frontier Logo
1:00 pm - 10:17 am
MDW
-
MKE
21h 17m1 stop
Frontier Logo
6:53 pm - 12:05 pm
MKE
-
MDW
17h 12m2 stops
$219Frontier
Sun, Feb 1 - Sun, Feb 8
Frontier Logo
12:21 pm - 6:06 pm
ORD
-
MKE
29h 45m1 stop
Frontier Logo
6:58 pm - 10:41 am
MKE
-
ORD
15h 43m1 stop
$227Frontier
Fri, Feb 6 - Tue, Feb 10
Southwest Logo
8:15 am - 11:30 am
MDW
-
MKE
3h 15m1 stop
Southwest Logo
5:30 am - 9:30 am
MKE
-
MDW
4h 00m1 stop
$258Southwest
Fri, Jan 16 - Mon, Mar 9
Southwest Logo
7:05 am - 12:15 pm
MDW
-
MKE
5h 10m1 stop
Southwest Logo
5:50 am - 6:50 am
MKE
-
MDW
1h 00mnonstop
$284Southwest
Sat, Jan 17 - Wed, Mar 11
Delta Logo
1:28 pm - 8:54 pm
MDW
-
MKE
7h 26m1 stop
Delta Logo
9:35 am - 5:54 pm
MKE
-
MDW
8h 19m1 stop
$502Delta
Sat, Jan 17 - Thu, Mar 12
Delta Logo
5:00 pm - 10:23 am
MDW
-
MKE
17h 23m1 stop
Delta Logo
6:43 am - 6:40 pm
MKE
-
MDW
11h 57m1 stop
$515Delta
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.

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 $224 on the route between Chicago O'Hare Intl Airport (ORD) and Milwaukee (MKE). Over the past month, this route was, on average, 33% 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.

Can I save money by flying with a layover from Chicago to Milwaukee?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $320, prices are generally cheapest when you fly direct.

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$72
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 55% increase in price.
Flight from Chicago Midway 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 $72 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 Midway 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?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Milwaukee, with Star Alliance being the most commonly used for this route.

  • 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.

KAYAK’s top tips for finding a cheap flight from Chicago to Milwaukee

  • Looking for a cheap flight? 25% of our users found flights on this route for $149 or less one-way and $320 or less round-trip.

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, Southwest

American Airlines, United Airlines, +1 more

Tuesday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Wednesday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Thursday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Friday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Saturday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Sunday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

See more direct flights

Direct returns

Milwaukee-Mitchell to Chicago

Monday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Tuesday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Wednesday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Thursday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Friday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Saturday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

Sunday

American Airlines, United Airlines, Southwest

American Airlines, United Airlines, +1 more

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$3140h 55m
Trains$441h 32m