Maui

$165+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OGG
Mar 17 — Mar 241
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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 February 15, 2026.

This American Airlines deal was found by Cheapflights users on 2/12. 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.
Tue 5/1210:41 am
ORD
-
OGG
2 stops14h 15m
American Airlines
Mon 5/183:03 pm
OGG
-
ORD
1 stop11h 15m
American Airlines
Deal found 2/12$431
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 4/76:00 am
ORD
-
OGG
1 stop12h 24m
American Airlines
Wed 4/153:03 pm
OGG
-
ORD
1 stop11h 15m
American Airlines
Deal found 2/11$432
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Tue 3/106:25 am
STL
-
OGG
1 stop12h 18m
United Airlines
Tue 3/175:00 pm
OGG
-
STL
1 stop12h 36m
United Airlines
Deal found 2/12$432
This Delta deal was found by Cheapflights users on 2/13. 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.
Tue 4/147:20 am
ORD
-
OGG
2 stops17h 12m
Delta
Fri 4/2410:30 pm
OGG
-
ORD
2 stops17h 48m
Delta
Deal found 2/13$433
This Delta deal was found by Cheapflights users on 2/13. 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.
Tue 3/179:50 am
ORD
-
OGG
1 stop13h 35m
Delta
Tue 3/2412:59 pm
OGG
-
ORD
2 stops15h 11m
Delta
Deal found 2/13$434
This Delta deal was found by Cheapflights users on 2/13. 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.
Tue 3/107:10 am
ORD
-
OGG
2 stops16h 15m
Delta
Tue 3/178:05 pm
OGG
-
ORD
2 stops15h 38m
Delta
Deal found 2/13$436
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Wed 3/46:25 am
STL
-
OGG
1 stop12h 18m
United Airlines
Wed 3/185:00 pm
OGG
-
STL
1 stop12h 36m
United Airlines
Deal found 2/11$437
This Delta deal was found by Cheapflights users on 2/11. 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.
Tue 4/76:00 am
MDW
-
OGG
1 stop14h 13m
Delta
Wed 4/1510:30 pm
OGG
-
MDW
2 stops14h 28m
Delta
Deal found 2/11$438
This Delta deal was found by Cheapflights users on 2/11. 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.
Tue 4/77:10 am
ORD
-
OGG
1 stop13h 03m
Delta
Wed 4/159:15 pm
OGG
-
ORD
2 stops15h 52m
Delta
Deal found 2/11$438
This Delta deal was found by Cheapflights users on 2/11. 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 4/136:19 am
STL
-
OGG
2 stops18h 13m
Delta
Wed 4/228:00 pm
OGG
-
STL
1 stop12h 23m
Delta
Deal found 2/11$438
This Delta deal was found by Cheapflights users on 2/12. 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 5/79:23 am
MDW
-
OGG
2 stops15h 12m
Delta
Mon 5/1110:00 pm
OGG
-
MDW
2 stops15h 14m
Delta
Deal found 2/12$439
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Mon 3/97:39 pm
ORD
-
OGG
1 stop20h 49m
Multiple Airlines
Tue 3/249:34 am
OGG
-
ORD
2 stops14h 15m
Multiple Airlines
Deal found 2/12$440

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 February 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$431
(American Airlines)

One-way from

$165
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$759

Good round-trip deal

$951 or less

Good one-way deal

$497 or less
Provider with most accurate pricing for Chicago (CHI)-Kahului flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Kahului flights.
From Illinois to Maui
One-way flight from Illinois to Maui
Highest demand for flights based on searches. 0% potential increase in price ($6 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in February 2026
Price to beat on a round-trip flight from Illinois to Maui.
Price to beat on a one-way flight from Illinois to Maui.

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 February 15, 2026.
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

Tue 3/10

6:25 am-1:43 pm

1 stop12h 18m

Kahului

Tue 3/17

5:00 pm-10:36 am

1 stop12h 36m

$432

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Thu 4/9

5:30 am-3:13 pm

1 stop14h 43m

Kahului

Mon 4/27

10:30 pm-9:18 pm

2 stops17h 48m

$434

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 3/17

9:50 am-6:25 pm

1 stop13h 35m

Kahului

Tue 3/24

12:59 pm-9:10 am

2 stops15h 11m

$434

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 4/14

7:20 am-7:32 pm

2 stops17h 12m

Kahului

Mon 4/20

10:30 pm-6:52 pm

2 stops15h 22m

$436

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 5/12

8:42 am-7:35 pm

2 stops15h 53m

Kahului

Mon 5/18

9:00 pm-6:50 pm

2 stops16h 50m

$436

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 4/7

6:00 am-3:13 pm

1 stop14h 13m

Kahului

Wed 4/15

10:30 pm-5:58 pm

2 stops14h 28m

$438

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Mon 4/13

6:19 am-7:32 pm

2 stops18h 13m

Kahului

Wed 4/22

8:00 pm-1:23 pm

1 stop12h 23m

$438

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Wed 4/15

7:02 am-7:32 pm

2 stops17h 30m

Kahului

Wed 4/22

8:00 pm-1:23 pm

1 stop12h 23m

$438

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Thu 5/7

8:42 am-7:35 pm

2 stops15h 53m

Kahului

Mon 5/11

10:00 pm-6:50 pm

2 stops15h 50m

$439

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Tue 4/14

7:02 am-7:32 pm

2 stops17h 30m

Kahului

Fri 4/24

9:15 pm-9:31 pm

2 stops19h 16m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

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, June is the cheapest month in which you can book a flight from Illinois to Maui (average of $347). 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 February 15, 2026.

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.

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 February 15, 2026.

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 $432, United Airlines can have you in Maui from Illinois in 12h 18m. 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 $202 and $211, 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, June is the cheapest month in which you can book a flight from Illinois to Maui (average of $347). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 February 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$307Average$681FlexibilityNo cancel feeOn-time85%
DeltaCheapest$311Average$561FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$366Average$653FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$430Average$948FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$568Average$813FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$704Average$1,024FlexibilityNo cancel feeOn-time69%

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