Flights from Chicago to Maui with American Airlines

Recent searches for flights from Chicago to Maui

Apr 2025
From$542*
Updated: 22 hours ago
Round tripIEconomy
$542
$1.5K
Displaying fares for April-2025
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range$542-$1,538

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.

Popular flights with American Airlines

$

  • Chicago (ORD)to

    Maui (OGG)
    04/15/25 - 04/22/25
    from
    $612*
    Updated: 22 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    04/16/25 - 04/23/25
    from
    $612*
    Updated: 22 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    04/21/25 - 04/28/25
    from
    $650*
    Updated: 22 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/12/25 - 05/19/25
    from
    $659*
    Updated: 22 hours ago
    Round trip
    I
    Economy

  • Chicago (ORD)to

    Maui (OGG)
    05/13/25 - 05/20/25
    from
    $659*
    Updated: 22 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/20/25 - 05/27/25
    from
    $659*
    Updated: 22 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    04/27/25 - 05/04/25
    from
    $665*
    Updated: 22 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    04/08/25 - 04/15/25
    from
    $670*
    Updated: 22 hours ago
    Round trip
    I
    Economy

  • Chicago (ORD)to

    Maui (OGG)
    05/02/25 - 05/12/25
    from
    $672*
    Updated: 1 hour ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/06/25 - 05/13/25
    from
    $673*
    Updated: 22 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    04/01/25 - 04/08/25
    from
    $675*
    Updated: 22 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    04/02/25 - 04/09/25
    from
    $675*
    Updated: 22 hours ago
    Round trip
    I
    Economy

  • Chicago (ORD)to

    Maui (OGG)
    08/23/25 - 08/30/25
    from
    $677*
    Updated: 15 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    06/08/25 - 06/17/25
    from
    $685*
    Updated: 16 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    09/16/25 - 09/25/25
    from
    $689*
    Updated: 21 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/07/25 - 05/14/25
    from
    $694*
    Updated: 22 hours ago
    Round trip
    I
    Economy

*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.

Flights from Chicago to Maui with American Airlines

Find deals on Chicago to Maui flights

$

Chicago (ORD)to

Maui (OGG)
11/04/25 - 11/11/25

Round trip

I

Economy

from
$690
Updated: 16 hours ago

Chicago (ORD)to

Maui (OGG)
02/03/26 - 02/17/26

Round trip

I

Economy

from
$697
Updated: 1 minute ago

Chicago (ORD)to

Maui (OGG)
02/09/26 - 02/19/26

Round trip

I

Economy

from
$721
Updated: 2 hours ago

Chicago (ORD)to

Maui (OGG)
02/07/26 - 02/21/26

Round trip

I

Economy

from
$741
Updated: 22 hours ago

Chicago (ORD)to

Maui (OGG)
12/29/25 - 01/07/26

Round trip

I

Economy

from
$841
Updated: 1 hour ago

Chicago (ORD)to

Maui (OGG)
12/22/25 - 12/30/25

Round trip

I

Economy

from
$1,220
Updated: 16 hours ago

Chicago (ORD)to

Maui (OGG)
12/22/25 - 12/29/25

Round trip

I

Economy

from
$1,310
Updated: 4 hours ago

Chicago (ORD)to

Maui (OGG)
12/25/25 - 01/01/26

Round trip

I

Economy

from
$1,311
Updated: 2 hours ago

Chicago (ORD)to

Maui (OGG)
12/27/25 - 01/04/26

Round trip

I

Economy

from
$1,619
Updated: 4 hours ago

Chicago (ORD)to

Maui (OGG)
12/26/25 - 01/03/26

Round trip

I

Economy

from
$1,798
Updated: 15 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.

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