Flights from Chicago to Maui with American Airlines

Recent searches for flights from Chicago to Maui

Apr 2025
From$888*
Updated: 36 minutes ago
Round tripIEconomy
$607
$1.2K
Displaying fares for April-2025
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range$607-$1,246

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)
    08/16/25 - 08/23/25
    from
    $677Fare subject to changes
    Updated: 23 hours ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    06/26/25 - 07/03/25
    from
    $678Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/20/25 - 05/27/25
    from
    $689Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    06/06/25 - 06/13/25
    from
    $695Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

  • Chicago (ORD)to

    Maui (OGG)
    05/07/25 - 05/14/25
    from
    $709Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/12/25 - 05/19/25
    from
    $709Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/08/25 - 05/15/25
    from
    $709Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    06/05/25 - 06/12/25
    from
    $715Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

  • Chicago (ORD)to

    Maui (OGG)
    06/10/25 - 06/17/25
    from
    $715Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/13/25 - 05/20/25
    from
    $716Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    06/09/25 - 06/16/25
    from
    $723Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/29/25 - 06/05/25
    from
    $723Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

  • Chicago (ORD)to

    Maui (OGG)
    06/11/25 - 06/18/25
    from
    $725Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    06/24/25 - 07/01/25
    from
    $725Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    07/04/25 - 07/11/25
    from
    $741Fare subject to changes
    Updated: 36 minutes ago
    Round trip
    I
    Economy

    Chicago (ORD)to

    Maui (OGG)
    05/17/25 - 05/24/25
    from
    $741Fare subject to changes
    Updated: 36 minutes 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)
11/10/25 - 11/25/25

Round trip

I

Economy

from
$657Fare subject to changes
Updated: 20 minutes ago

Chicago (ORD)to

Maui (OGG)
11/15/25 - 11/22/25

Round trip

I

Economy

from
$679Fare subject to changes
Updated: 19 hours ago

Chicago (ORD)to

Maui (OGG)
11/07/25 - 11/16/25

Round trip

I

Economy

from
$682Fare subject to changes
Updated: 20 hours ago

Chicago (ORD)to

Maui (OGG)
12/01/25 - 12/10/25

Round trip

I

Economy

from
$750Fare subject to changes
Updated: 14 hours ago

Chicago (ORD)to

Maui (OGG)
01/10/26 - 01/18/26

Round trip

I

Economy

from
$759Fare subject to changes
Updated: 20 hours ago

Chicago (ORD)to

Maui (OGG)
02/05/26 - 03/15/26

Round trip

I

Economy

from
$770Fare subject to changes
Updated: 12 hours ago

Chicago (ORD)to

Maui (OGG)
12/14/25 - 12/21/25

Round trip

I

Economy

from
$775Fare subject to changes
Updated: 19 hours ago

Chicago (ORD)to

Maui (OGG)
12/29/25 - 01/10/26

Round trip

I

Economy

from
$875Fare subject to changes
Updated: 20 hours ago

Chicago (ORD)to

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

Round trip

I

Economy

from
$1,830Fare subject to changes
Updated: 13 hours ago

Chicago (ORD)to

Maui (OGG)
12/26/25 - 01/02/26

Round trip

I

Economy

from
$1,998Fare subject to changes
Updated: 16 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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