American Airlines flights from Milwaukee to Chicago

Recent searches for flights from Milwaukee to Chicago

There are no flight results at the moment. Please adjust your search
Mar 2026
No results available
Apr 2026
From$328*
Updated: 23 hours ago
Round tripIEconomy
May 2026
From$157*
Updated: 22 hours ago
Round tripIEconomy
$328
Displaying fares for March-2026
  • 28

    Sa

    MAR

  • 29

    Su

  • 30

    Mo

  • 31

    Tu

  • 01

    We

    APR

  • 02

    Th

  • 03

    Fr

  • 04

    Sa

  • 05

    Su

  • 06

    Mo

  • 07

    Tu

  • 08

    We

  • 09

    Th

  • 10

    Fr

  • 11

    Sa

  • 12

    Su

  • 13

    Mo

  • 14

    Tu

  • 15

    We

  • 16

    Th

  • 17

    Fr

  • 18

    Sa

  • 19

    Su

  • 20

    Mo

  • 21

    Tu

  • 22

    We

  • 23

    Th

  • 24

    Fr

  • 25

    Sa

  • 26

    Su

  • 27

    Mo

    • range$328

    DisclaimerFares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Fares listed may be Basic Economy, which class is subject to additional terms and conditions. Additional baggage fees and charges for optional products and services may apply.

    Find deals on Milwaukee to Chicago flights

    $
    keyboard_arrow_down

    Milwaukee (MKE)to

    Chicago (ORD)
    08/04/26 - 09/29/26

    Round trip

    Economy

    from
    $219Fare subject to changes
    Updated: 10 hours ago

    Milwaukee (MKE)to

    Chicago (ORD)
    09/02/26 - 09/16/26

    Round trip

    Economy

    from
    $219Fare subject to changes
    Updated: 4 hours ago

    Milwaukee (MKE)to

    Chicago (ORD)
    07/17/26 - 07/27/26

    Round trip

    Economy

    from
    $228Fare subject to changes
    Updated: 7 hours ago

    Milwaukee (MKE)to

    Chicago (ORD)
    06/27/26 - 07/05/26

    Round trip

    Economy

    from
    $278Fare subject to changes
    Updated: 6 hours ago

    Milwaukee (MKE)to

    Chicago (ORD)
    05/20/26 - 05/23/26

    Round trip

    Economy

    from
    $157Fare subject to changes
    Updated: 22 hours ago

    Milwaukee (MKE)to

    Chicago (ORD)
    05/21/26 - 05/24/26

    Round trip

    Economy

    from
    $248Fare subject to changes
    Updated: 23 hours ago

    Milwaukee (MKE)to

    Chicago (ORD)
    04/04/26 - 04/12/26

    Round trip

    Economy

    from
    $328Fare subject to changes
    Updated: 23 hours ago

    *Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

    American Airlines flights from Milwaukee to Chicago

    Earn up to $400 back on your next American Airlines flight plus, 30,000 bonus miles. Terms apply. Opens another site in a new window that may not meet accessibility guidelines.