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Cheap flight deals from Milwaukee to Chicago Starting at AED 345

Whether you’re going for a one-way or round-trip to Chicago, we’ve got you covered! Check out these different flight options from Milwaukee below.

  • One way
  • Round-trip
      • Cheapest nonstop
        MKE18:00
        1h 9m
        Nonstop
        ORD19:09
        Sat, Feb 22|Milwaukee - Chicago|American Airlines
        AED 345AED 627
        45% OFF
        45% OFF
        AED 627AED 345

        Choose American Airlines flights from Milwaukee to Chicago. The one-way direct flight with American Airlines departs from General Mitchell International Airport on Sat, Feb 22, arriving at O'Hare International Airport. One-way Prices start from AED 345 including taxes and charges.

      • MKE11:35
        1h 5m
        Nonstop
        ORD12:40
        Sat, Feb 22|Milwaukee - Chicago|United Airlines
        AED 442AED 627
        30% OFF
        30% OFF
        AED 627AED 442

        Choose United Airlines flights from Milwaukee to Chicago. The one-way direct flight with United Airlines departs from General Mitchell International Airport on Sat, Feb 22, arriving at O'Hare International Airport. One-way Prices start from AED 442 including taxes and charges.

      • MKE13:30
        1h 5m
        Nonstop
        ORD14:35
        Wed, Feb 19|Milwaukee - Chicago|United Airlines
        AED 443AED 627
        28% OFF
        28% OFF
        AED 627AED 443

        Choose United Airlines flights from Milwaukee to Chicago. The one-way direct flight with United Airlines departs from General Mitchell International Airport on Wed, Feb 19, arriving at O'Hare International Airport. One-way Prices start from AED 443 including taxes and charges.

      • MKE11:25
        1h 5m
        Nonstop
        ORD12:30
        Tue, Mar 18|Milwaukee - Chicago|United Airlines
        AED 459
        AED 459

        Choose United Airlines flights from Milwaukee to Chicago. The one-way direct flight with United Airlines departs from General Mitchell International Airport on Tue, Mar 18, arriving at O'Hare International Airport. One-way Prices start from AED 459 including taxes and charges.

      • MKE10:15
        1h 5m
        Nonstop
        ORD11:20
        Tue, Feb 18|Milwaukee - Chicago|United Airlines
        AED 463
        AED 463

        Choose United Airlines flights from Milwaukee to Chicago. The one-way direct flight with United Airlines departs from General Mitchell International Airport on Tue, Feb 18, arriving at O'Hare International Airport. One-way Prices start from AED 463 including taxes and charges.

      • MKE13:25
        1h 5m
        Nonstop
        ORD14:30
        Wed, Mar 19|Milwaukee - Chicago|United Airlines
        AED 468
        AED 468

        Choose United Airlines flights from Milwaukee to Chicago. The one-way direct flight with United Airlines departs from General Mitchell International Airport on Wed, Mar 19, arriving at O'Hare International Airport. One-way Prices start from AED 468 including taxes and charges.

      • MKE08:08
        1h 1m
        Nonstop
        ORD09:09
        Mon, Mar 17|Milwaukee - Chicago|American Airlines
        AED 473
        AED 473

        Choose American Airlines flights from Milwaukee to Chicago. The one-way direct flight with American Airlines departs from General Mitchell International Airport on Mon, Mar 17, arriving at O'Hare International Airport. One-way Prices start from AED 473 including taxes and charges.

      • MKE16:50
        1h 6m
        Nonstop
        ORD17:56
        Fri, Feb 28|Milwaukee - Chicago|American Airlines
        AED 479
        AED 479

        Choose American Airlines flights from Milwaukee to Chicago. The one-way direct flight with American Airlines departs from General Mitchell International Airport on Fri, Feb 28, arriving at O'Hare International Airport. One-way Prices start from AED 479 including taxes and charges.

      • MKE13:00
        1h 6m
        Nonstop
        ORD14:06
        Sat, Mar 1|Milwaukee - Chicago|American Airlines
        AED 479
        AED 479

        Choose American Airlines flights from Milwaukee to Chicago. The one-way direct flight with American Airlines departs from General Mitchell International Airport on Sat, Mar 1, arriving at O'Hare International Airport. One-way Prices start from AED 479 including taxes and charges.

      • MKE06:20
        1h 1m
        Nonstop
        ORD07:21
        Fri, Mar 14|Milwaukee - Chicago|American Airlines
        AED 480
        AED 480

        Choose American Airlines flights from Milwaukee to Chicago. The one-way direct flight with American Airlines departs from General Mitchell International Airport on Fri, Mar 14, arriving at O'Hare International Airport. One-way Prices start from AED 480 including taxes and charges.

      • MKE01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sun, Feb 23|Milwaukee - Chicago|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Milwaukee to Chicago flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA6148

    American Airlines

    05:00

    MKE

    1.0h

    Nonstop

    06:01

    ORD

    SMTWTFS
    Search

  2. AA6031

    American Airlines

    05:52

    MKE

    1.1h

    Nonstop

    06:55

    ORD

    SMTWTFS
    Search

  3. UA4803

    United Airlines

    06:50

    MKE

    1.1h

    Nonstop

    07:58

    ORD

    SMTWTFS
    Search

  4. UA5402

    United Airlines

    08:25

    MKE

    1.1h

    Nonstop

    09:30

    ORD

    SMTWTFS
    Search

  5. UA4740

    United Airlines

    10:15

    MKE

    1.1h

    Nonstop

    11:23

    ORD

    SMTWTFS
    Search

  6. UA5671

    United Airlines

    10:45

    MKE

    1.0h

    Nonstop

    11:45

    ORD

    SMTWTFS
    Search

  7. UA5863

    United Airlines

    13:25

    MKE

    1.1h

    Nonstop

    14:30

    ORD

    SMTWTFS
    Search

  8. UA5600

    United Airlines

    14:22

    MKE

    1.1h

    Nonstop

    15:30

    ORD

    SMTWTFS
    Search

  9. UA5502

    United Airlines

    15:52

    MKE

    1.1h

    Nonstop

    17:00

    ORD

    SMTWTFS
    Search

  10. UA5648

    United Airlines

    17:47

    MKE

    1.1h

    Nonstop

    18:55

    ORD

    SMTWTFS
    Search
Find more flights and airlines

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

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Chicago from Milwaukee have changed and are set to move below.

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

Frequently Asked Questions

  • When are flight tickets from Milwaukee (MKE) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Milwaukee to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Milwaukee (MKE) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AED 823.

  • How long does it take to fly from Milwaukee (MKE) to Chicago (CHI)?

    It takes about 5 hours 29 minutes to fly from Milwaukee (MKE) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.

  • What are the most popular airlines that fly from Milwaukee (MKE) to Chicago (CHI)?

    Airlines with flights from Milwaukee (MKE) to Chicago (CHI): Emirates, Alaska Airlines, United Airlines, avianca, Air New Zealand and American Airlines.

  • What's the most popular airline for non-stop flights from Milwaukee (MKE) to Chicago (CHI)?

    American Airlines operates 1 non-stop flights from Milwaukee (MKE) to Chicago (CHI).

  • How many airports are there in Chicago (CHI)?

How to find a cheap flight from Milwaukee to Chicago

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Milwaukee to Chicago

Cheapest direct flight priceAED 344
Cheapest return ticket priceAED 805
Off-season for travelDecember
Peak season for travelMay
Flight distance121.49 km
Average flight time5 hours 29 minutes
Popular airlineUnited Airlines

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