CHI - MKE

$105 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 7/9. 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

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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Flights 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

Tue, Jul 8 - Tue, Jul 15
American Airlines Logo
8:39 am - 9:33 amORD-MKE
0h 54mnonstop
American Airlines Logo
6:27 am - 7:28 amMKE-ORD
1h 01mnonstop
$179American Airlines
Find Deal
Wed, Jul 23 - Wed, Jul 30
American Airlines Logo
8:39 am - 9:33 amORD-MKE
0h 54mnonstop
American Airlines Logo
5:57 pm - 7:03 pmMKE-ORD
1h 06mnonstop
$180American Airlines
Find Deal
Wed, Jul 23 - Wed, Jul 30
American Airlines Logo
8:39 am - 9:33 amORD-MKE
0h 54mnonstop
American Airlines Logo
5:57 pm - 7:03 pmMKE-ORD
1h 06mnonstop
$181American Airlines
Find Deal
Tue, Jul 8 - Tue, Jul 15
Spirit Airlines Logo
10:46 am - 3:42 pmORD-MKE
28h 56m1 stop
Spirit Airlines Logo
4:37 pm - 3:31 pmMKE-ORD
22h 54m1 stop
$238Spirit Airlines
Find Deal
Fri, Jul 25 - Fri, Aug 1
United Airlines Logo
9:40 pm - 10:45 pmORD-MKE
1h 05mnonstop
United Airlines Logo
7:00 am - 8:05 amMKE-ORD
1h 05mnonstop
$239United Airlines
Find Deal
Mon, Jun 30 - Sun, Jul 6
United Airlines Logo
9:40 pm - 10:45 pmORD-MKE
1h 05mnonstop
United Airlines Logo
12:10 pm - 1:15 pmMKE-ORD
1h 05mnonstop
$244United Airlines
Find Deal
Mon, Jun 30 - Sun, Jul 6
 Logo
10:15 pm - 8:25 pmORD-MKE
22h 10m1 stop
 Logo
6:53 pm - 5:21 pmMKE-ORD
22h 28m1 stop
Tue, Jul 8 - Tue, Jul 15
Spirit Airlines Logo
10:46 am - 3:42 pmORD-MKE
28h 56m1 stop
Spirit Airlines Logo
4:37 pm - 7:04 amMKE-ORD
14h 27m2 stops
$264Spirit Airlines
Find Deal
Mon, Jun 30 - Sun, Jul 6
 Logo
2:42 pm - 8:25 pmORD-MKE
29h 43m3 stops
 Logo
6:53 pm - 12:39 pmMKE-ORD
17h 46m1 stop
Mon, Aug 11 - Sat, Aug 16
Delta Logo
11:05 am - 5:52 pmORD-MKE
6h 47m1 stop
Delta Logo
9:28 am - 4:13 pmMKE-ORD
6h 45m1 stop
$412Delta
Find Deal
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
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Milwaukee.

Our data shows that the cheapest route for a return flight from Chicago to Milwaukee cost $179 and was between Chicago O'Hare Intl Airport (ORD) and Milwaukee (MKE). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $179.

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 Wednesday, 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.

Good to know

Low seasonApril
High seasonJune
Cheapest flight$105
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 7% 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 $105 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, and Star Alliance 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 $115 or less one-way.

Prefer to fly direct from Chicago to Milwaukee?

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
See more direct flights

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 10000 reviews
6.5Food
7.5Boarding
7.2Comfort
6.9Entertainment
8.0Crew
Airline reviews

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

6.0 GoodAnonymous, Mar 2025ORD - CLT
Read more American Airlines reviews

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

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

The gate changed over 6 times in the 4 hours before this flight having us walking all over and back again. The agent told me that the American app and the airport monitors are not reliable and I should Google the flight number for accurate flight information! Shocking tip but the gate still kept changing anyway and then the flight was delayed an hour because of another maintenance issue. Not a great experience.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

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$2180h 51m
Trains$441h 26m

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