CHI - MKE

$87 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 1/31. 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
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$174
United Airlines
Thu 12/25Thu 12/25
ORD - MKE • Non-stop
Cheapest one-way
$87
Typical prices: $274-$279
Multiple Airlines
Sat 1/31
ORD - MKE • 1 stop
Our travelers' advice
AI-generated summary based on content written by travel experts
American's Main Cabin Extra offers early boarding.
United's Economy Plus provides extra legroom.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
United Airlines
Cheapest • from $174 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-MKE
Cheapest
ORD-MKE
Most popular
Insights
Insights
Insights
Insights
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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

Thu, Dec 25 - Thu, Dec 25
United Airlines Logo
2:10 pm - 3:13 pmORD-MKE
1h 03mnonstop
United Airlines Logo
5:42 pm - 6:55 pmMKE-ORD
1h 13mnonstop
$174United Airlines
Find Deal
Mon, Dec 1 - Mon, Dec 8
United Airlines Logo
10:20 am - 11:24 amORD-MKE
1h 04mnonstop
United Airlines Logo
5:35 pm - 6:46 pmMKE-ORD
1h 11mnonstop
$179United Airlines
Find Deal
Wed, Jan 28 - Sat, Jan 31
Multiple Airlines Logo
6:05 am - 5:04 pmORD-MKE
10h 59m1 stop
Multiple Airlines Logo
6:02 pm - 10:37 amMKE-ORD
16h 35m2 stops
$265Multiple Airlines
Find Deal
Wed, Jan 28 - Sat, Jan 31
Multiple Airlines Logo
6:05 am - 5:04 pmORD-MKE
10h 59m1 stop
Multiple Airlines Logo
6:02 pm - 2:19 pmMKE-ORD
20h 17m1 stop
$273Multiple Airlines
Find Deal
Sun, Nov 30 - Sun, Dec 7
American Airlines Logo
7:57 pm - 9:06 pmORD-MKE
1h 09mnonstop
American Airlines Logo
11:16 am - 12:23 pmMKE-ORD
1h 07mnonstop
$279American Airlines
Find Deal
Fri, Nov 21 - Sun, Nov 23
Southwest Logo
7:00 pm - 11:30 pmMDW-MKE
4h 30m1 stop
Southwest Logo
11:50 am - 6:40 pmMKE-MDW
6h 50m1 stop
$323Southwest
Find Deal
Thu, Nov 27 - Sun, Nov 30
Southwest Logo
8:20 am - 12:15 pmMDW-MKE
3h 55m1 stop
Southwest Logo
8:40 pm - 11:55 pmMKE-MDW
3h 15m1 stop
$357Southwest
Find Deal
Sun, Feb 8 - Sun, Feb 15
Spirit Airlines Logo
10:18 am - 12:51 pmORD-MKE
26h 33m1 stop
Spirit Airlines Logo
8:24 pm - 1:38 pmMKE-ORD
17h 14m2 stops
$392Spirit Airlines
Find Deal
Sun, Feb 8 - Sun, Feb 15
Spirit Airlines Logo
7:00 am - 12:36 pmORD-MKE
29h 36m2 stops
Spirit Airlines Logo
8:24 pm - 1:38 pmMKE-ORD
17h 14m2 stops
$408Spirit Airlines
Find Deal
Mon, Nov 17 - Fri, Nov 21
American Airlines Logo
2:04 pm - 3:06 pmORD-MKE
1h 02mnonstop
American Airlines Logo
5:00 am - 6:11 amMKE-ORD
1h 11mnonstop
$557American Airlines
Find Deal
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 $179 on the route between Chicago O'Hare Intl Airport (ORD) and Milwaukee (MKE). 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 Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday 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

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
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.

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.

Our travel experts
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
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

Good to know

Low seasonNovember
Cheapest flight$87
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 46% 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 $87 for a one-way ticket and $174 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, and Star Alliance are the airline alliances operating flights between Chicago and Milwaukee, with oneworld 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 $179 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

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

Reviews of the top airline flying from Chicago to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Milwaukee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11037 reviews
6.9Entertainment
6.4Food
7.5Boarding
7.2Comfort
8.0Crew
Airline reviews

We loved the steward on the plane. He made the night enjoyable

10.0 Excellentchloe, Nov 2025ORD - ATW
Read more American Airlines reviews

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Very poor delay in dfw was really bad n long

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

I didn't like that my paid for seat was changed 2 hours before my flight.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

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

Information on your arrival and departure airports

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