CHI - MKE

$91 Find Cheap Flights from Chicago to Milwaukee - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$209
Typical prices: $204-$320
American Airlines
Sun 10/28Mon 10/29
ORD - MKE • Non-stop
Cheapest non-stop
$209
Typical prices: $204-$320
Southwest
Sat 11/10Sat 11/17
MDW - MKE • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and Southwest. Average duration is 1h 04m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 19% average savings
Most popular
Insights
Insights
When to travel
Cheapest • 29% price drop
Most popular
Good to know
+1
Good to know
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Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Milwaukee (CHI-MKE)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Milwaukee

Wed, Oct 28 - Thu, Oct 29
American Airlines Logo
6:59 am - 8:07 amORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 08mnonstop
American Airlines Logo
11:42 am - 12:53 pmMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 11mnonstop
$209American Airlines
Wed, Oct 28 - Wed, Nov 4
American Airlines Logo
6:59 am - 8:07 amORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 08mnonstop
American Airlines Logo
11:38 am - 12:54 pmMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 16mnonstop
$209American Airlines
Tue, Oct 27 - Tue, Nov 3
United Airlines Logo
7:47 pm - 8:52 pmORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 05mnonstop
United Airlines Logo
8:50 am - 10:00 amMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 10mnonstop
$209United Airlines
Wed, Dec 23 - Thu, Dec 24
United Airlines Logo
12:45 pm - 1:56 pmORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 11mnonstop
United Airlines Logo
1:25 pm - 2:39 pmMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 14mnonstop
$209United Airlines
Tue, Nov 10 - Tue, Nov 17
Southwest Logo
9:10 pm - 10:15 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
1h 05mnonstop
Southwest Logo
6:20 am - 7:20 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
1h 00mnonstop
$209Southwest
Mon, Nov 2 - Wed, Nov 4
Southwest Logo
9:15 pm - 10:10 pmMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 55mnonstop
Southwest Logo
6:20 am - 7:20 amMKE  Milwaukee-Mitchell-MDW Chicago Midway
1h 00mnonstop
$209Southwest
Thu, Oct 22 - Mon, Oct 26
United Airlines Logo
5:59 am - 7:07 amORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 08mnonstop
United Airlines Logo
9:18 am - 10:30 amMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 12mnonstop
$209United Airlines
Mon, Oct 26 - Mon, Nov 2
American Airlines Logo
6:59 am - 8:07 amORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
1h 08mnonstop
American Airlines Logo
5:04 am - 6:24 amMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 20mnonstop
$209American Airlines
Wed, Oct 28 - Thu, Oct 29
Southwest Logo
10:20 am - 11:05 amMDW  Chicago Midway-MKE Milwaukee-Mitchell
0h 45mnonstop
Southwest Logo
5:00 pm - 5:50 pmMKE  Milwaukee-Mitchell-MDW Chicago Midway
0h 50mnonstop
$209Southwest
Mon, Nov 16 - Thu, Nov 19
American Airlines Logo
6:49 am - 7:48 amORD  Chicago O'Hare Intl-MKE Milwaukee-Mitchell
0h 59mnonstop
American Airlines Logo
8:48 am - 10:15 amMKE  Milwaukee-Mitchell-ORD Chicago O'Hare Intl
1h 27mnonstop
$209American Airlines
Booking Insights

Price, demand and travel trends for Chicago to Milwaukee flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Chicago to Milwaukee typically range from $204 to $320. The lowest price found in the past 5 days was $209, on American Airlines.

What is the cheapest Chicago to Milwaukee flight route?

Chicago Midway Airport (MDW) to Milwaukee (MKE) is the cheapest Chicago to Milwaukee route, averaging $197 round-trip. Other Chicago to Milwaukee routes average $288, based on KAYAK data over the past 12 months.

Expert advice

Expert advice for your flight from Chicago to Milwaukee

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

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.

Key details for Chicago to Milwaukee flights

Low season

February

Cheapest flight

$91
One-way flight from Chicago O'Hare Intl 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

Your Chicago to Milwaukee flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Milwaukee?

    These are the earliest and latest flight times available from Chicago to Milwaukee:

    • Earliest: departs at 5:59 am and lands at 7:03 am
    • Latest: departs at 10:50 pm and lands at 11:54 pm.

    The flight takes about 1h 04m.

  • What cabin classes can I book on flights from Chicago to Milwaukee?

    Only Economy Class is available on flights from Chicago to Milwaukee.

  • How long is a flight from Chicago to Milwaukee?

    A nonstop flight from Chicago to Milwaukee takes 1h 04m, covering 75 miles.

  • Do I need a passport to fly from Chicago to Milwaukee?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to Milwaukee flight?

    Round-trip flights from Chicago to Milwaukee range from $204 to $320, with an average of $279 over the past 12 months. Anything below $204 counts as a good deal.

  • How much can I save by taking a layover when flying from Chicago to Milwaukee?

    On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $279 round-trip, compared to $1,218 via a layover through Chicago O'Hare Intl (ORD).

  • What is the standard checked-bag allowance on flights from Chicago to Milwaukee?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to Milwaukee spread across the day?

    Morning is the busiest departure period on Chicago to Milwaukee flights, with 36% of flights leaving in that window. Afternoon departures account for 24%, evening flights for 23%, and night flights for 17%.

  • Which airlines offer Wi-Fi on Chicago to Milwaukee flights?

    American Airlines is the only airline on the Chicago to Milwaukee route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Chicago to Milwaukee looking right now?

    One-way fares from Chicago to Milwaukee are currently lower than usual. Average one-way flight prices are about $102, which is 49% below the typical average for this route.

  • What car rental options are available at Milwaukee-Mitchell Airport (MKE)?

    Milwaukee-Mitchell Airport (MKE) hosts 5 major car rental companies, with daily rates starting from around $25 for economy cars. Top options include:

    • Dollar
    • Budget
    • Alamo
    • Hertz
    • Sixt

  • Which airports can I use when flying from Chicago to Milwaukee?

    Flights from Chicago to Milwaukee may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Milwaukee-Mitchell (MKE).

  • Which airports do connecting flights from Chicago to Milwaukee pass through?

    Most connecting flights from Chicago to Milwaukee pass through Chicago O'Hare Intl (ORD), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Chicago to Milwaukee?

    Yes. Flexible dates can save you up to 47% on flights from Chicago to Milwaukee. Monday is the cheapest departure day at $201 round-trip on average, while Saturday is the most expensive at $379, a difference of $178.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago to Milwaukee?

    3 airlines operate flights between Chicago and Milwaukee. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Southwest

  • What popular places can I visit in Milwaukee?

    Some of the most popular sights in Milwaukee are Fiserv Forum, Pabst Theater and Riverside Theater. These are among the most viewed places in Milwaukee on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago to Milwaukee flights?

    Among airlines operating Chicago to Milwaukee flights:

    • United Airlines: offers free seat selection
    • American Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to Milwaukee flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag in Economy Class class
    • American Airlines: a cabin bag in Economy Class class
    • Southwest: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago to Milwaukee flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Saturday. On this route, Monday flights average $201, about $178 less than Saturday fares (47% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago to Milwaukee trip for July. Fares historically average $197 round-trip in that month - typically $123 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Milwaukee-Mitchell Airport.

    • Best Western Plus Milwaukee Airport Hotel & Conference Center
    • Holiday Inn & Suites Milwaukee Airport By IHG
    • Hyatt Place Milwaukee Airport

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,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Milwaukee-Mitchell to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

More options for your flight from Chicago to Milwaukee

Complete your trip to Milwaukee with a hotel stay or car rental