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Maui

$184+ Cheap flights from Illinois to Maui

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OGG
Aug 28 — Sep 41
Thu 8/28
Thu 9/4
1 adult, Economy
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Cheap flight deals from Illinois to Maui

Keep the following information in mind while searching for Illinois to Maui flight deals. Data was last updated August 23, 2025.

Round-trip from

$441
(American Airlines)

One-way from

$184
(Alaska Airlines)

Popular in

March

Cheapest in

November

Average price

$689

Good round-trip deal

$993 or less

Good one-way deal

$507 or less
From Illinois to Maui
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One-way flight from Illinois to Maui
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Highest demand for flights based on searches. 11% potential increase in price ($90 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Illinois to Maui.
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Price to beat on a one-way flight from Illinois to Maui.
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Find flight deals from Illinois to Maui

Cheapest flights from Illinois to Maui
Explore the most affordable flight options available from Illinois to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2025.

This American Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/295:20 amSTL - OGG
1 stop13h 53mAmerican Airlines
Sun 11/211:00 pmOGG - STL
1 stop10h 40mAmerican Airlines
Deal found 8/23$441
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/297:00 amSTL - OGG
1 stop14h 14mAlaska Airlines
Sun 11/27:55 pmOGG - STL
2 stops15h 23mAlaska Airlines
Deal found 8/21$447
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:50 amSTL - OGG
2 stops15h 42mDelta
Sun 11/210:09 pmOGG - STL
2 stops16h 36mDelta
Deal found 8/23$452
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:20 amORD - OGG
1 stop17h 30mAlaska Airlines
Sat 11/811:59 pmOGG - ORD
1 stop20h 00mAlaska Airlines
Deal found 8/21$464
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:00 amORD - OGG
1 stop11h 16mAmerican Airlines
Mon 11/107:00 pmOGG - ORD
1 stop11h 00mAmerican Airlines
Deal found 8/21$465
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:15 amORD - OGG
2 stops15h 51mDelta
Thu 9/189:07 pmOGG - ORD
1 stop11h 13mDelta
Deal found 8/21$466
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:20 amORD - OGG
1 stop18h 45mAlaska Airlines
Sun 10/2610:59 pmOGG - ORD
1 stop9h 55mAlaska Airlines
Deal found 8/21$467
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:17 amSTL - OGG
1 stop12h 23mAmerican Airlines
Sun 12/711:00 pmOGG - STL
1 stop10h 33mAmerican Airlines
Deal found 8/21$467
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/161:01 pmORD - OGG
2 stops14h 10mAlaska Airlines
Fri 9/268:00 amOGG - ORD
1 stop11h 03mAlaska Airlines
Deal found 8/21$468
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1810:00 amORD - OGG
1 stop17h 05mAlaska Airlines
Fri 10/2411:09 pmOGG - ORD
1 stop19h 50mAlaska Airlines
Deal found 8/21$470
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/217:00 amORD - OGG
1 stop18h 39mAlaska Airlines
Fri 9/267:44 pmOGG - ORD
2 stops12h 27mAlaska Airlines
Deal found 8/21$471
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/167:59 pmORD - OGG
1 stop31h 06mAlaska Airlines
Mon 10/279:30 pmOGG - ORD
1 stop10h 39mAlaska Airlines
Deal found 8/21$472

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Maui that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 23, 2025.
Use the filters below to find and compare flights from Illinois to Maui that are best for you.

Fly from

Illinois

Fly to

Maui

Route

Depart

Return

Price

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Thu 1/22

5:14 am-3:20 pm

1 stop14h 06m

Kahului

Thu 1/29

8:00 pm-9:57 am

1 stop9h 57m

$441

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Wed 10/29

5:20 am-2:13 pm

1 stop13h 53m

Kahului

Tue 11/4

7:00 pm-10:37 am

1 stop11h 37m

$441

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Thu 1/22

6:00 am-1:13 pm

1 stop11h 13m

Kahului

Wed 1/28

7:00 pm-11:44 am

1 stop12h 44m

$441

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Wed 2/11

5:14 am-1:40 pm

1 stop12h 26m

Kahului

Tue 2/17

7:00 pm-8:44 am

1 stop9h 44m

$441

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Wed 10/29

7:00 am-2:13 pm

1 stop12h 13m

Kahului

Sun 11/2

11:00 pm-1:40 pm

1 stop10h 40m

$441

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Mon 2/2

6:00 am-1:13 pm

1 stop11h 13m

Kahului

Tue 2/10

7:00 pm-9:57 am

1 stop10h 57m

$441

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Thu 10/30

9:20 am-9:50 pm

1 stop17h 30m

Kahului

Sat 11/8

11:59 pm-11:59 pm

1 stop20h 00m

$464

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sun 9/21

6:20 am-3:58 pm

1 stop14h 38m

Kahului

Fri 9/26

8:00 am-12:03 am

1 stop11h 03m

$465

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Mon 11/3

6:00 am-1:16 pm

1 stop11h 16m

Kahului

Mon 11/10

7:00 pm-10:00 am

1 stop11h 00m

$465

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Wed 9/24

6:00 am-11:44 am

1 stop10h 44m

Kahului

Wed 10/1

1:14 pm-6:01 am

1 stop11h 47m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/21

Showing 1-10 of 49 results
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Best time to book a flight from Illinois to Maui

Have a flexible travel schedule? Discover the best time to fly to Maui from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Maui

What is the cheapest month to book a flight from Illinois to Maui?

Currently, November is the cheapest month in which you can book a flight from Illinois to Maui (average of $391). Flying from Illinois to Maui in June is currently the most expensive (average of $576). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to FUK?

Find hourly flight availability from Illinois to Maui. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 23, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Maui as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Maui. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Illinois to Maui?

    For as low as $537, American Airlines can have you in Maui from Illinois in 11h 55m. The distance from Illinois to Maui is about 4184 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Illinois to Maui one-way?

    $184 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $221 and $221, respectively.

  • Can I find deals for flights from Illinois to Maui that include hotel bookings?

    Yes. In addition to deals on Illinois to Maui flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Maui?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Maui.

  • Can I find deals for business class flights from Illinois to Maui?

    Yes. Cheapflights offers flight deals from Illinois to Maui by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Maui?

    Currently, November is the cheapest month in which you can book a flight from Illinois to Maui (average of $391). Flying from Illinois to Maui in June is currently the most expensive (average of $576). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 6 airlines flying from Illinois to Maui

Discover the top 6 airlines that operate flights from Illinois to Maui. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$341Average$554FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$357Average$685FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$357Average$1,129FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$436Average$658FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$496Average$1,144FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$498Average$741FlexibilityNo cancel feeOn-time63%

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