Flights from Maui (OGG) to Chicago (ORD) on Alaska Airlines

Lowest fares from Maui to Chicago

Nov 2026
From$340*
Seen: 18 hours ago
Flight Type One Way|Saver
Dec 2026
From$289*
Seen: 18 hours ago
Flight Type One Way|Saver
Jan 2027
From$289*
Seen: 18 hours ago
Flight Type One Way|Saver
cmp-daily-histogram-bars-legend-min-price-aria-label $289
cmp-daily-histogram-bars-legend-max-price-aria-label $1.3K
Displaying fares for November-2026
  • OGG–ORD, Nov 11, 2026: From $340
    11

    We

    NOV

  • OGG–ORD, Nov 12, 2026: From $340
    12

    Th

  • OGG–ORD, Nov 13, 2026: From $428
    13

    Fr

  • OGG–ORD, Nov 14, 2026: From $428
    14

    Sa

  • OGG–ORD, Nov 15, 2026: From $428
    15

    Su

  • OGG–ORD, Nov 16, 2026: From $340
    16

    Mo

  • OGG–ORD, Nov 17, 2026: From $340
    17

    Tu

  • OGG–ORD, Nov 18, 2026: From $340
    18

    We

  • OGG–ORD, Nov 19, 2026: From $340
    19

    Th

  • OGG–ORD, Nov 20, 2026: From $478
    20

    Fr

  • OGG–ORD, Nov 21, 2026: From $364
    21

    Sa

  • OGG–ORD, Nov 22, 2026: From $364
    22

    Su

  • OGG–ORD, Nov 23, 2026: From $372
    23

    Mo

  • OGG–ORD, Nov 24, 2026: From $340
    24

    Tu

  • OGG–ORD, Nov 25, 2026: From $340
    25

    We

  • OGG–ORD, Nov 26, 2026: From $457
    26

    Th

  • OGG–ORD, Nov 27, 2026: From $936
    27

    Fr

  • OGG–ORD, Nov 28, 2026: From $1,317
    28

    Sa

  • OGG–ORD, Nov 29, 2026: From $955
    29

    Su

  • OGG–ORD, Nov 30, 2026: From $530
    30

    Mo

  • OGG–ORD, Dec 1, 2026: From $320
    01

    Tu

    DEC

  • OGG–ORD, Dec 2, 2026: From $289
    02

    We

  • OGG–ORD, Dec 3, 2026: From $289
    03

    Th

  • OGG–ORD, Dec 4, 2026: From $289
    04

    Fr

  • OGG–ORD, Dec 5, 2026: From $382
    05

    Sa

  • OGG–ORD, Dec 6, 2026: From $382
    06

    Su

  • OGG–ORD, Dec 7, 2026: From $340
    07

    Mo

  • OGG–ORD, Dec 8, 2026: From $289
    08

    Tu

  • OGG–ORD, Dec 9, 2026: From $289
    09

    We

  • OGG–ORD, Dec 10, 2026: From $289
    10

    Th

    • Range$289-$1,317

    *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 Maui to Chicago.*

    $
    keyboard_arrow_down
    One-way low-fare flights Maui to Chicago.*
    From
    To
    Fare Type
    Dates
    Price
    Maui (OGG)Chicago (ORD)One-way
    |
    Saver    		Depart: Dec 4, 2026

    From

    $289

    Seen: 18 hours ago

    Maui (OGG)Chicago (ORD)One-way
    |
    Saver    		Depart: Dec 9, 2026

    From

    $289

    Seen: 18 hours ago

    Maui (OGG)Chicago (ORD)One-way
    |
    Saver    		Depart: Dec 11, 2026

    From

    $289

    Seen: 18 hours ago

    Maui (OGG)Chicago (ORD)One-way
    |
    Saver    		Depart: Dec 15, 2026

    From

    $289

    Seen: 18 hours ago

    Maui (OGG)Chicago (ORD)One-way
    |
    Saver    		Depart: Jan 26, 2027

    From

    $289

    Seen: 18 hours ago

    Maui (OGG)Chicago (ORD)One-way
    |
    Saver    		Depart: Feb 2, 2027

    From

    $289

    Seen: 18 hours ago

    Maui (OGG)Chicago (ORD)One-way
    |
    Saver    		Depart: Feb 18, 2027

    From

    $289

    Seen: 18 hours ago

    Maui (OGG)Chicago (ORD)One-way
    |
    Saver    		Depart: Feb 23, 2027

    From

    $289

    Seen: 18 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.

    Frequently Asked Questions on flights from Maui (OGG) to Chicago (ORD)

    When is the best time to book a flight from Maui to Chicago?

    Want to find the lowest fares by day and time flying from Maui to Chicago on Alaska Airlines or Hawaiian Airlines? Check out our flight search widget.

    Can I earn points on my flight to Chicago?

    Yes, with Atmosâ„¢ Rewards you can earn points on flights to 1000+ destinations worldwide through the growing network of Alaska and Hawaiian Airlines. Not an Atmosâ„¢ Rewards member yet? Learn more and join today.

    Can I rent a car when I arrive at O'Hare International Airport?

    Yes, you can rent a car at O'Hare International Airport. Check availability and book now

    Where can I find the status of my flight to Chicago?

    You can check the status of your upcoming Alaska Airlines flight on our flight schedule page.

    Where can I find answers to questions about flying with Alaska Airlines?

    Visit the Alaska Airlines Help Center to quickly browse our help pages by category to find the information you need.

    Can I change or cancel my Alaska Airlines flight to Chicago?

    Yes, you can review, modify, or cancel a reservation from our Manage Your Reservation tool. You can learn more about our policy for changing or cancelling a reservation here.Â