
Flights from Chicago to Maui with American Airlines
Recent searches for flights from Chicago to Maui
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Popular flights with American Airlines
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*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.

Find deals on Chicago to Maui flights
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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.