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Maui

$190+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OGG
dic. 3 — dic. 101
mié. 12/3
mié. 12/10
1 adult, Economy
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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 noviembre 3, 2025.

This Alaska Airlines deal was found by Cheapflights users on 11/3. 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.
vie. 12/58:55 amORD - OGG
2 stops15h 31mAlaska Airlines
mar. 12/911:59 pmOGG - ORD
1 stop15h 55mAlaska Airlines
Deal found 11/3$428
This Alaska Airlines deal was found by Cheapflights users on 11/3. 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.
sáb. 12/68:55 amORD - OGG
1 stop33h 51mAlaska Airlines
lun. 12/811:59 pmOGG - ORD
1 stop15h 55mAlaska Airlines
Deal found 11/3$430
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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.
jue. 12/48:00 amORD - OGG
2 stops18h 21mAlaska Airlines
mié. 12/106:00 amOGG - ORD
2 stops13h 50mAlaska Airlines
Deal found 11/1$431
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/79:06 pmORD - OGG
1 stop19h 13mMultiple Airlines
mar. 12/99:51 amOGG - ORD
2 stops16h 14mMultiple Airlines
Deal found 11/2$432
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
lun. 12/88:59 pmORD - OGG
1 stop30h 41mAlaska Airlines
sáb. 12/1311:59 pmOGG - ORD
1 stop15h 55mAlaska Airlines
Deal found 11/2$434
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
jue. 12/43:05 pmORD - OGG
1 stop12h 35mAlaska Airlines
dom. 12/1411:59 pmOGG - ORD
1 stop10h 10mAlaska Airlines
Deal found 11/2$435
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/66:50 amORD - OGG
2 stops14h 37mMultiple Airlines
mar. 12/94:04 pmOGG - ORD
1 stop34h 01mMultiple Airlines
Deal found 11/3$436
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
jue. 12/43:05 pmORD - OGG
1 stop12h 35mAlaska Airlines
mar. 12/99:00 pmOGG - ORD
2 stops13h 09mAlaska Airlines
Deal found 11/2$438
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
jue. 12/48:55 amORD - OGG
1 stop18h 45mAlaska Airlines
vie. 12/126:00 amOGG - ORD
2 stops13h 50mAlaska Airlines
Deal found 11/2$440
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
sáb. 12/68:55 amORD - OGG
1 stop18h 45mAlaska Airlines
vie. 12/121:52 pmOGG - ORD
1 stop29h 58mAlaska Airlines
Deal found 11/2$441
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/59:06 pmORD - OGG
1 stop19h 13mMultiple Airlines
mar. 12/911:41 amOGG - ORD
2 stops14h 24mMultiple Airlines
Deal found 10/31$442
This Delta deal was found by Cheapflights users on 11/3. 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.
mié. 12/36:15 amSTL - OGG
2 stops18h 03mDelta
mié. 12/1010:00 pmOGG - STL
2 stops17h 10mDelta
Deal found 11/3$454

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 noviembre 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$426
(Alaska Airlines)

One-way from

$190
(Alaska Airlines)

Popular in

March

Cheapest in

October

Average price

$646

Good round-trip deal

$780 or less

Good one-way deal

$497 or less
Provider with most accurate pricing for Chicago (CHI)-Kahului flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Kahului flights.
Search Deals
From Illinois to Maui
Search Deals
One-way flight from Illinois to Maui
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Maui.
Search Deals
Price to beat on a one-way flight from Illinois to Maui.
Search Deals

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 noviembre 3, 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

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

mar. 1/20

9:00 am-8:30 pm

2 stops15h 30m

Kahului

mar. 1/27

7:58 pm-2:38 pm

2 stops14h 40m

$431

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

vie. 12/5

8:55 am-10:21 pm

2 stops17h 26m

Kahului

mar. 12/9

10:33 pm-7:54 pm

2 stops17h 21m

$433

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

jue. 12/4

8:55 am-11:40 pm

1 stop18h 45m

Kahului

sáb. 12/13

11:59 pm-11:50 pm

1 stop19h 51m

$435

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

lun. 1/19

9:00 am-10:59 pm

1 stop17h 59m

Kahului

sáb. 1/31

11:59 pm-2:29 pm

1 stop10h 30m

$435

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

jue. 1/8

9:00 am-10:59 pm

1 stop17h 59m

Kahului

vie. 1/16

11:59 pm-2:29 pm

1 stop10h 30m

$435

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

jue. 12/4

3:05 pm-11:40 pm

1 stop12h 35m

Kahului

mar. 12/9

9:00 pm-2:09 pm

2 stops13h 09m

$438

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

lun. 1/12

3:49 pm-2:31 pm

2 stops26h 42m

Kahului

mar. 1/20

7:06 pm-2:38 pm

2 stops15h 32m

$443

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

dom. 1/18

9:00 am-10:59 pm

1 stop17h 59m

Kahului

vie. 1/30

11:59 pm-2:29 pm

1 stop10h 30m

$444

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

jue. 12/11

3:05 pm-11:40 pm

1 stop12h 35m

Kahului

vie. 12/12

1:52 pm-2:09 pm

1 stop20h 17m

$444

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

dom. 1/18

9:00 am-10:59 pm

1 stop17h 59m

Kahului

dom. 1/25

11:59 pm-2:29 pm

1 stop10h 30m

$454

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 51 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, February is the cheapest month in which you can book a flight from Illinois to Maui (average of $367). Flying from Illinois to Maui in July is currently the most expensive (average of $632). 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 noviembre 3, 2025.

When flying from Illinois to Maui, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 27% versus a flight in the morning.

What is the cheapest day to fly from Illinois to Maui?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Maui. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Maui flight should consider departing on Monday mornings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 $481, Alaska Airlines can have you in Maui from Illinois in 11h 14m. The distance from Illinois to Maui is about 4056 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?

    $190 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 Delta and American Airlines, with prices starting from $231 and $241, 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, February is the cheapest month in which you can book a flight from Illinois to Maui (average of $367). Flying from Illinois to Maui in July is currently the most expensive (average of $632). 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 noviembre 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$357Average$680FlexibilityNo cancel feeOn-time85%
DeltaCheapest$357Average$562FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$401Average$651FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$407Average$1,112FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$479Average$754FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$580Average$1,186FlexibilityNo cancel feeOn-time69%

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