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$182+ Cheap flights from Maui to Illinois

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — ORD
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Maui to Illinois

Keep the following information in mind while searching for Maui to Illinois flight deals. Data was last updated November 20, 2025.

Round-trip from

$354
(Delta)

One-way from

$182
(Kiwi.com)

Good round-trip deal

$350 or less

Good one-way deal

$371 or less
From Maui to Illinois
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One-way flight from Maui to Illinois
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Price to beat on a round-trip flight from Maui to Illinois.
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Price to beat on a one-way flight from Maui to Illinois.
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Find flight deals from Maui to Illinois

Cheapest flights from Maui to Illinois
Explore the most affordable flight options available from Maui to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/44:04 pmOGG - ORD
1 stop28h 09mMultiple Airlines
Mon 12/89:27 pmORD - OGG
2 stops42h 52mMultiple Airlines
Deal found 11/19$503
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/34:04 pmOGG - ORD
1 stop28h 09mMultiple Airlines
Sun 12/79:52 pmORD - OGG
2 stops42h 27mMultiple Airlines
Deal found 11/18$532
This Southwest deal was found by Cheapflights users on 11/18. 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.
Sat 12/209:35 pmOGG - STL
1 stop10h 45mSouthwest
Wed 12/315:00 amSTL - OGG
1 stop12h 10mSouthwest
Deal found 11/18$552
This United Airlines deal was found by Cheapflights users on 11/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2010:30 pmOGG - STL
1 stop10h 50mUnited Airlines
Wed 12/316:30 amSTL - OGG
2 stops14h 17mUnited Airlines
Deal found 11/18$557
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/263:01 pmOGG - ORD
1 stop10h 55mAmerican Airlines
Thu 11/277:29 amORD - OGG
1 stop12h 01mAmerican Airlines
Deal found 11/19$611
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 12/411:59 pmOGG - ORD
1 stop15h 55mAlaska Airlines
Mon 12/88:59 pmORD - OGG
1 stop30h 41mAlaska Airlines
Deal found 11/19$689
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:10 pmOGG - ORD
1 stop11h 29mDelta
Mon 12/227:25 amORD - OGG
2 stops18h 14mDelta
Deal found 11/19$704
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 12/1811:59 pmOGG - ORD
1 stop16h 03mAlaska Airlines
Mon 12/228:58 pmORD - OGG
1 stop28h 39mAlaska Airlines
Deal found 11/19$743
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 11/2610:48 amOGG - ORD
2 stops15h 40mAlaska Airlines
Thu 11/278:20 amORD - OGG
1 stop35h 20mAlaska Airlines
Deal found 11/19$766
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:59 pmOGG - MDW
2 stops17h 19mDelta
Mon 12/89:34 amMDW - OGG
2 stops14h 44mDelta
Deal found 11/19$827
This Delta deal was found by Cheapflights users on 11/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:55 pmOGG - MDW
2 stops15h 24mDelta
Sun 12/76:00 amMDW - OGG
1 stop13h 24mDelta
Deal found 11/18$911
This Delta deal was found by Cheapflights users on 11/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/272:37 pmOGG - MDW
2 stops14h 24mDelta
Sun 11/306:00 amMDW - OGG
1 stop13h 28mDelta
Deal found 11/20$1,140

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maui to Illinois 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 November 20, 2025.
Use the filters below to find and compare flights from Maui to Illinois that are best for you.

Fly from

Maui

Fly to

Illinois

Route

Depart

Return

Price

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 1/12

10:00 pm-1:22 pm

1 stop11h 22m

Chicago O'Hare Intl

Tue 1/20

7:30 am-6:04 pm

1 stop14h 34m

$354

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Fri 1/16

10:00 pm-4:44 pm

2 stops14h 44m

Chicago O'Hare Intl

Tue 1/20

7:30 am-6:04 pm

1 stop14h 34m

$355

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 3/2

11:54 pm-2:58 pm

1 stop11h 04m

Chicago O'Hare Intl

Wed 3/4

3:07 pm-11:46 pm

1 stop12h 39m

$384

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 3/2

11:54 pm-11:59 pm

1 stop20h 05m

Chicago O'Hare Intl

Wed 3/4

3:07 pm-2:40 pm

2 stops27h 33m

$389

KahuluiSt. Louis

OGG - STL

OGGSTL

Kahului

Thu 1/29

9:05 pm-1:48 pm

1 stop12h 43m

Lambert-St Louis

Mon 2/2

7:10 am-3:37 pm

1 stop12h 27m

$403

KahuluiSt. Louis

OGG - STL

OGGSTL

Kahului

Thu 1/29

11:00 pm-1:54 pm

1 stop10h 54m

Lambert-St Louis

Mon 2/2

2:50 pm-11:20 pm

1 stop12h 30m

$439

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 1/16

5:30 pm-11:50 am

2 stops14h 20m

Chicago Midway

Tue 1/20

5:05 am-12:50 pm

1 stop11h 45m

$515

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Mon 3/2

5:00 pm-9:58 am

1 stop12h 58m

Chicago Midway

Wed 3/4

12:46 pm-12:30 pm

2 stops27h 44m

$529

KahuluiSt. Louis

OGG - STL

OGGSTL

Kahului

Sat 12/20

9:35 pm-12:20 pm

1 stop10h 45m

Lambert-St Louis

Wed 12/31

5:00 am-1:10 pm

1 stop12h 10m

$552

KahuluiSt. Louis

OGG - STL

OGGSTL

Kahului

Sat 12/20

10:30 pm-1:20 pm

1 stop10h 50m

Lambert-St Louis

Wed 12/31

6:30 am-4:47 pm

2 stops14h 17m

$557

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 40 results
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Best time to book a flight from Maui to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Maui 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 Maui to Illinois

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

Currently, November is the cheapest month in which you can book a flight from Maui to Illinois (average of $222). Flying from Maui to Illinois in February is currently the most expensive (average of $812). 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 FUK to IL?

Find hourly flight availability from Maui to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

It’s optimal to fly from Maui to Illinois at noon. By choosing this option you can save up to 13% on the cost of your flight, compared to a flight in the evening.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated November 20, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Hawaiian Airlines, and United Airlines from Maui to Illinois to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,324 reviews

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
Alaska Airlines
8.0
Very good
11,324 reviews
Alaska Airlines
8.0
Very good
11,324 reviews

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
Hawaiian Airlines
7.8
Good
2,811 reviews
Alaska Airlines
8.0
Very good
11,324 reviews

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
United Airlines
7.4
Good
9,027 reviews
Alaska Airlines
8.0
Very good
11,324 reviews

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.
American Airlines
7.2
Good
11,047 reviews
Alaska Airlines
8.0
Very good
11,324 reviews

Entertainment

7.0

Crew

8.5

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

Related info for your journey

Find useful and relevant information for your journey from Maui to Illinois. 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 Maui to Illinois?

    There are many flights that can get you from Maui to Illinois in 10h 54m. Fly via Delta, Hawaiian Airlines, or Southwest to get the fastest option. There are 4056 mi between Maui and Illinois. This flight may include one or multiple stops.

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

    The cheapest airlines for a one-way flight from Maui to Illinois are Delta ($187), United Airlines ($194), and Alaska Airlines ($198).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maui to Illinois 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 Maui to Illinois?

    Currently, November is the cheapest month in which you can book a flight from Maui to Illinois (average of $222). Flying from Maui to Illinois in February is currently the most expensive (average of $812). 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 Maui to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Maui to Illinois

Discover the top 4 airlines that operate flights from Maui to Illinois. 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$322Average$715FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$432Average$902FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$455Average$729FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$468Average$635FlexibilityNo cancel feeOn-time75%

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