Alaska Airlines Flights from Chicago to Maui

Flexpay logo

Book now. Pay later.

Spread the cost of your flight over low monthly payments.

Learn more

Lowest fares from Chicago to Maui

Apr 2025
From$333*
Seen: 11 hours ago
Flight Type One Way|Saver
$333
Displaying fares for April-2025
07

Mo

APR

08

Tu

09

We

10

Th

11

Fr

12

Sa

13

Su

14

Mo

15

Tu

16

We

17

Th

18

Fr

19

Sa

20

Su

21

Mo

22

Tu

23

We

24

Th

25

Fr

26

Sa

27

Su

28

Mo

29

Tu

30

We

01

Th

MAY

02

Fr

03

Sa

04

Su

05

Mo

06

Tu

Range$333

*Fares and availability are based on round trip searches for 1 passenger (1 adult) in Economy class in the last 48 hours. Fares are inclusive of tax and surcharges, and subject to availability.

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

One-way low-fare flights Chicago to Maui.*
From
To
Fare Type
Dates
Price
Chicago (ORD)Maui (OGG)One-way
|
Saver		Depart: May 28, 2025

From

$232

Seen: 15 hours ago

Chicago (ORD)Maui (OGG)One-way
|
Saver		Depart: Jun 10, 2025

From

$260

Seen: 20 hours ago

Chicago (ORD)Maui (OGG)One-way
|
Saver		Depart: May 23, 2025

From

$325

Seen: 18 hours ago

Chicago (ORD)Maui (OGG)One-way
|
Saver		Depart: Nov 7, 2025

From

$333

Seen: 16 hours ago

Chicago (ORD)Maui (OGG)One-way
|
Saver		Depart: Apr 25, 2025

From

$333

Seen: 11 hours ago

Chicago (ORD)Maui (OGG)One-way
|
Saver		Depart: Jul 19, 2025

From

$333

Seen: 4 hours ago

Chicago (ORD)Maui (OGG)One-way
|
Saver		Depart: Aug 29, 2025

From

$333

Seen: 14 hours ago

Chicago (ORD)Maui (OGG)One-way
|
Saver		Depart: Jun 27, 2025

From

$392

Seen: 9 hours ago

*Prices have been available for one-way trips within the last 48 hours and may not be currently available. Fares listed may be Saver fares which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for optional products and services may apply. Other terms and conditions may apply.

Looking for more? See other routes

Explore Alaska Airlines's Flights to Top-Pick Destinations