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Maui

$172+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OGG
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap 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 December 21, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/19. 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 12/238:39 amORD - OGG
1 stop16h 58mAlaska Airlines
Thu 12/251:47 pmOGG - ORD
1 stop11h 15mAlaska Airlines
Deal found 12/19$763
This Alaska Airlines deal was found by Cheapflights users on 12/19. 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 12/238:39 amORD - OGG
1 stop16h 58mMultiple Airlines
Thu 12/2510:18 amOGG - ORD
2 stops16h 11mMultiple Airlines
Deal found 12/19$768
This Delta deal was found by Cheapflights users on 12/21. 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.
Mon 12/226:00 amSTL - OGG
1 stop13h 24mDelta
Wed 12/3111:40 pmOGG - STL
1 stop9h 43mDelta
Deal found 12/21$787
This Southwest deal was found by Cheapflights users on 12/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:15 amORD - OGG
2 stops13h 05mSouthwest
Mon 12/299:25 pmOGG - ORD
1 stop14h 50mSouthwest
Deal found 12/21$788
This Southwest deal was found by Cheapflights users on 12/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1910:30 pmMDW - OGG
1 stop18h 20mSouthwest
Fri 12/269:35 pmOGG - MDW
1 stop14h 00mSouthwest
Deal found 12/18$818
This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:35 pmSTL - OGG
2 stops26h 12mUnited Airlines
Wed 12/318:30 pmOGG - STL
2 stops13h 56mUnited Airlines
Deal found 12/21$823
This Southwest deal was found by Cheapflights users on 12/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:40 amMDW - OGG
2 stops13h 10mSouthwest
Tue 12/309:25 pmOGG - MDW
1 stop11h 20mSouthwest
Deal found 12/19$846
This Southwest deal was found by Cheapflights users on 12/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:10 amMDW - OGG
2 stops13h 40mSouthwest
Thu 12/257:00 pmOGG - MDW
2 stops13h 15mSouthwest
Deal found 12/19$851
This Alaska Airlines deal was found by Cheapflights users on 12/20. 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 12/233:37 pmORD - OGG
1 stop27h 15mAlaska Airlines
Sat 12/273:52 pmOGG - ORD
1 stop18h 45mAlaska Airlines
Deal found 12/20$868
This Alaska Airlines deal was found by Cheapflights users on 12/19. 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 12/238:39 amORD - OGG
1 stop16h 58mAlaska Airlines
Tue 12/3011:59 pmOGG - ORD
1 stop10h 38mAlaska Airlines
Deal found 12/19$871
This Alaska Airlines deal was found by Cheapflights users on 12/20. 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 12/233:37 pmORD - OGG
1 stop27h 15mMultiple Airlines
Sat 12/277:25 pmOGG - ORD
2 stops15h 12mMultiple Airlines
Deal found 12/20$873
This Southwest deal was found by Cheapflights users on 12/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:15 amMDW - OGG
2 stops14h 50mSouthwest
Fri 12/269:35 pmOGG - MDW
1 stop12h 05mSouthwest
Deal found 12/20$878

Find flight deals from Illinois to Maui

Keep the following information in mind while searching for Illinois to Maui flight deals. Data was last updated December 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$398
(Delta)

One-way from

$172
(Alaska Airlines)

Popular in

March

Cheapest in

October

Average price

$978

Good round-trip deal

$928 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 ($78 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 December 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.
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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 December 21, 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

Wed 2/18

7:00 am-7:15 pm

1 stop16h 15m

Kahului

Thu 3/5

10:00 pm-5:48 pm

2 stops15h 48m

$398

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Thu 1/29

9:00 am-10:21 pm

2 stops17h 21m

Kahului

Tue 2/10

7:58 pm-2:29 pm

2 stops14h 31m

$404

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Fri 1/30

9:00 am-10:59 pm

1 stop17h 59m

Kahului

Mon 2/16

11:54 pm-2:58 pm

1 stop11h 04m

$404

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Mon 3/9

7:25 am-5:20 pm

1 stop14h 55m

Kahului

Mon 3/16

9:09 pm-1:25 pm

1 stop11h 16m

$404

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Mon 2/23

3:07 pm-2:40 pm

2 stops27h 33m

Kahului

Tue 3/10

9:09 pm-2:58 pm

2 stops12h 49m

$404

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Wed 2/18

8:20 am-11:46 pm

1 stop19h 26m

Kahului

Tue 2/24

9:09 pm-2:58 pm

2 stops13h 49m

$408

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sat 1/17

3:44 pm-10:59 pm

1 stop35h 15m

Kahului

Wed 1/21

9:00 pm-2:29 pm

2 stops13h 29m

$409

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Thu 2/19

3:07 pm-11:46 pm

1 stop12h 39m

Kahului

Wed 2/25

7:48 pm-2:58 pm

2 stops15h 10m

$409

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sun 1/25

2:06 pm-10:00 pm

1 stop11h 54m

Kahului

Thu 1/29

11:59 pm-2:29 pm

1 stop10h 30m

$412

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sun 1/25

7:20 am-7:15 pm

1 stop15h 55m

Kahului

Wed 2/4

10:00 pm-11:53 pm

1 stop21h 53m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 60 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 $361). Flying from Illinois to Maui in July is currently the most expensive (average of $633). 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 December 21, 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.

Weekly flight availability from Illinois to Maui

Explore weekly flight availability from Illinois to Maui. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 21, 2025.

The most flights from USIL to zzFUK are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 $398, Delta can have you in Maui from Illinois in 16h 15m. 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 Hawaiian Airlines, with prices starting from $202 and $202, 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 $361). Flying from Illinois to Maui in July is currently the most expensive (average of $633). 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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Alternative routes for Illinois to Maui

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$355Average$575FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$357Average$676FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$383Average$650FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$447Average$1,001FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$568Average$768FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$742Average$1,194FlexibilityNo cancel feeOn-time69%

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