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Flights from Chicago to Milwaukee

Find cheap airlines flights from Chicago to Milwaukee

Choose from 1 carriers that fly from Chicago to Milwaukee, including American Airlines, Enjoy the cheapest tickets on this route with American Airlines.
American Airlines logo American Airlines

Book direct flights from Chicago to Milwaukee: One way flights from $193, round trip flights from $184. Find flight deals for the next 3 months below.

      • Cheapest nonstop
        ORD 7:23 AM
        59m
        Nonstop
        MKE 8:22 AM
        Chicago - Milwaukee | Fri, Nov 14 | American Airlines
        MKE 5:00 AM
        1h 10m
        Nonstop
        ORD 6:10 AM
        Milwaukee - Chicago | Sun, Nov 16 | American Airlines
        $184 $486
        62% OFF
        62% OFF
        $486 $184
      • ORD 10:20 AM
        1h 4m
        Nonstop
        MKE 11:24 AM
        Chicago - Milwaukee | Fri, Nov 14 | United Airlines
        MKE 5:13 PM
        1h 11m
        Nonstop
        ORD 6:24 PM
        Milwaukee - Chicago | Sun, Nov 16 | United Airlines
        $237 $486
        51% OFF
        51% OFF
        $486 $237
      • ORD 4:20 PM
        57m
        Nonstop
        MKE 5:17 PM
        Chicago - Milwaukee | Wed, Nov 26 | United Airlines
        MKE 3:49 PM
        1h 11m
        Nonstop
        ORD 5:00 PM
        Milwaukee - Chicago | Sun, Nov 30 | United Airlines
        $249 $486
        49% OFF
        49% OFF
        $486 $249
      • ORD 7:16 AM
        59m
        Nonstop
        MKE 8:15 AM
        Chicago - Milwaukee | Wed, Nov 26 | American Airlines
        MKE 5:18 PM
        1h 12m
        Nonstop
        ORD 6:30 PM
        Milwaukee - Chicago | Sun, Nov 30 | American Airlines
        $374
        23% OFF
        $486 $374
      • ORD 4:04 PM
        1h 3m
        Nonstop
        MKE 5:07 PM
        Chicago - Milwaukee | Sun, Dec 28 | United Airlines
        MKE 1:52 PM
        1h 11m
        Nonstop
        ORD 3:03 PM
        Milwaukee - Chicago | Tue, Dec 30 | American Airlines
        $438
        10% OFF
        $486 $438
      • ORD 9:58 PM
        1h 2m
        Nonstop
        MKE 11:00 PM
        Chicago - Milwaukee | Sun, Dec 28 | American Airlines
        MKE 7:45 AM
        1h 18m
        Nonstop
        ORD 9:03 AM
        Milwaukee - Chicago | Tue, Dec 30 | American Airlines
        $447
        8% OFF
        $486 $447
      • CHI 1:00 PM
        17h 25m
        1 stop
        MKE Invalid Date
        Chicago - Milwaukee | Fri, Nov 14 | Normal Airline
        MKE 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Milwaukee - Chicago | Sun, Nov 16 | Normal Airline
        Find More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Chicago to Milwaukee

The distance between Chicago and Milwaukee is about 121.49 km. It takes around 56 minutes on average to fly from Chicago to Milwaukee. The most popular month to Milwaukee is July. The off-season for travel is September.

Cheapest one-way flight price$193
Cheapest round-trip ticket price$184
Off-season for travelSeptember
Peak season for travelJuly
Flight distance121.49 km
Average flight time56 minutes
Popular airlineAmerican Airlines

When is the cheapest time to fly from Chicago to Milwaukee?

The cheapest time for Chicago to Milwaukee flights: Jan 25 to Feb 1 — one way flight prices from $171.

Cheapest flights
From price
Search
  • 916
  • 1623
  • 2330

  • Dec

    307
  • 714
  • 1421
  • 2128

  • Jan

    284
  • 411
  • 1118
  • 1825

  • Feb

    251
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • How long does it take to fly from Chicago (CHI) to Milwaukee (MKE) and what is the distance?

    It takes around 56 minutes to fly from Chicago (CHI) to Milwaukee (MKE).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Milwaukee is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • The cheapest months to fly from Chicago to Milwaukee is September, when demand for travel is lower.
  • After crunching the numbers on our November flight calendar, it's currently cheapest to fly from Chicago to Milwaukee on November 20, 2025 with American Airlines, with prices starting at $179.
  • The time difference between Milwaukee and Chicago is 0h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

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