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 1/8. 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: $202
United Airlines
Thu 1/1Sat 1/3
ORD - MKE • Non-stop
Cheapest one-way
$90
Typical prices: $274-$279
United Airlines
Thu 1/8
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 airlines
American Airlines
Cheapest • from $179 (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 • 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

Thu, Jan 1 - Sat, Jan 3
United Airlines Logo
4:04 pm - 5:07 pm
ORD
-
MKE
1h 03mnonstop
United Airlines Logo
6:36 am - 7:58 am
MKE
-
ORD
1h 22mnonstop
$179United Airlines
Thu, Dec 25 - Mon, Jan 5
United Airlines Logo
3:58 pm - 5:01 pm
ORD
-
MKE
1h 03mnonstop
United Airlines Logo
5:42 pm - 6:55 pm
MKE
-
ORD
1h 13mnonstop
$194United Airlines
Mon, Dec 15 - Sat, Jan 10
American Airlines Logo
2:09 pm - 3:07 pm
ORD
-
MKE
0h 58mnonstop
American Airlines Logo
1:04 pm - 2:20 pm
MKE
-
ORD
1h 16mnonstop
$209American Airlines
Fri, Dec 19 - Sun, Dec 28
American Airlines Logo
12:25 pm - 1:22 pm
ORD
-
MKE
0h 57mnonstop
American Airlines Logo
7:45 am - 9:03 am
MKE
-
ORD
1h 18mnonstop
$224American Airlines
Thu, Jan 22 - Sat, Jan 24
Southwest Logo
6:10 am - 11:30 am
MDW
-
MKE
5h 20m1 stop
Southwest Logo
6:30 am - 11:35 am
MKE
-
MDW
5h 05m1 stop
$228Southwest
Sun, Feb 22 - Sun, Mar 1
Southwest Logo
7:55 am - 12:15 pm
MDW
-
MKE
4h 20m1 stop
Southwest Logo
6:10 am - 10:35 am
MKE
-
MDW
4h 25m1 stop
$229Southwest
Mon, Dec 15 - Tue, Dec 16
American Airlines Logo
5:03 pm - 5:58 pm
ORD
-
MKE
0h 55mnonstop
American Airlines Logo
5:00 am - 6:14 am
MKE
-
ORD
1h 14mnonstop
$239American Airlines
Sun, Feb 22 - Sun, Mar 1
Frontier Logo
8:56 pm - 9:53 am
MDW
-
MKE
12h 57m2 stops
Frontier Logo
7:40 pm - 7:50 pm
MKE
-
MDW
24h 10m1 stop
$331Frontier
Thu, Dec 25 - Mon, Jan 5
Multiple Airlines Logo
6:00 am - 7:20 pm
ORD
-
MKE
13h 20m2 stops
Multiple Airlines Logo
8:15 pm - 4:19 pm
MKE
-
ORD
20h 04m1 stop
$377Multiple Airlines
Thu, Dec 25 - Mon, Jan 5
Multiple Airlines Logo
7:20 am - 7:20 pm
ORD
-
MKE
12h 00m1 stop
Multiple Airlines Logo
8:15 pm - 4:19 pm
MKE
-
ORD
20h 04m1 stop
$384Multiple Airlines
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 $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
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$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?

    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.

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 11048 reviews
8.0Crew
7.5Boarding
6.9Entertainment
7.2Comfort
6.5Food
Airline reviews

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

8.0 ExcellentConnie, Dec 2025
PHX - MKE
Read more American Airlines reviews

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

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

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$3240h 45m
Buses$582h 35m