Alaska Airlines Flights from Chicago to Maui

Lowest fares from Chicago to Maui

Apr 2026
From$322*
Seen: 10 hours ago
Flight Type One Way|Saver
May 2026
From$247*
Seen: 10 hours ago
Flight Type One Way|Saver
Jun 2026
From$334*
Seen: 10 hours ago
Flight Type One Way|Saver
$247
$422
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    • Range$247-$422

    *Displayed prices have been available within the past 24 hours and may not be available at the time of booking. Fares listed may be Saver fares, which is our most restrictive fare option and subject to additional restrictions. For roundtrip journeys, the price displayed—available within the past 24 hours—is the aggregate of the lowest available fare each way. Additional baggage charges and fees for optional products and services may apply. Other terms and conditions may apply.

    One-way low-fare flights Chicago to Maui.*

    $
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    One-way low-fare flights Chicago to Maui.*
    From
    To
    Fare Type
    Dates
    Price
    Chicago (ORD)Maui (OGG)One-way
    |
    Saver    		Depart: May 11, 2026

    From

    $247

    Seen: 10 hours ago

    Chicago (ORD)Maui (OGG)One-way
    |
    Saver    		Depart: May 12, 2026

    From

    $247

    Seen: 10 hours ago

    Chicago (ORD)Maui (OGG)One-way
    |
    Saver    		Depart: May 13, 2026

    From

    $247

    Seen: 10 hours ago

    Chicago (ORD)Maui (OGG)One-way
    |
    Saver    		Depart: May 6, 2026

    From

    $247

    Seen: 1 hour ago

    Chicago (ORD)Maui (OGG)One-way
    |
    Saver    		Depart: May 27, 2026

    From

    $255

    Seen: 10 hours ago

    Chicago (ORD)Maui (OGG)One-way
    |
    Saver    		Depart: May 7, 2026

    From

    $255

    Seen: 10 hours ago

    Chicago (ORD)Maui (OGG)One-way
    |
    Saver    		Depart: May 14, 2026

    From

    $255

    Seen: 10 hours ago

    Chicago (ORD)Maui (OGG)One-way
    |
    Saver    		Depart: Aug 5, 2026

    From

    $277

    Seen: 10 hours ago

    *Displayed prices have been available within the past 24 hours and may not be available at the time of booking. Fares listed may be Saver fares, which is our most restrictive fare option and subject to additional restrictions. For roundtrip journeys, the price displayed—available within the past 24 hours—is the aggregate of the lowest available fare each way. Additional baggage charges and fees for optional products and services may apply. Other terms and conditions may apply.

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