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Maui

$257+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OGG
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$431
(American Airlines)

One-way from

$257
(Delta)

Popular in

March

Cheapest in

September

Average price

$663

Good round-trip deal

$1,033 or less

Good one-way deal

$577 or less
Provider with most accurate pricing for Chicago (CHI)-Kahului flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Kahului flights.
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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. 13% potential increase in price ($103 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 May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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 8/257:49 amSTL - OGG
1 stop11h 13mAmerican Airlines
Wed 9/35:50 pmOGG - STL
1 stop11h 29mAmerican Airlines
Deal found 4/30$431
This Delta deal was found by Cheapflights users on 4/29. 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 8/257:30 amSTL - OGG
2 stops14h 20mDelta
Wed 9/312:05 pmOGG - STL
2 stops15h 27mDelta
Deal found 4/29$442
This United Airlines deal was found by Cheapflights users on 4/29. 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 6/46:00 amSTL - OGG
1 stop10h 27mUnited Airlines
Tue 6/1010:00 pmOGG - STL
2 stops13h 53mUnited Airlines
Deal found 4/29$510
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 9/236:00 amSTL - OGG
2 stops15h 06mAlaska Airlines
Wed 10/17:00 pmOGG - STL
2 stops17h 34mAlaska Airlines
Deal found 4/29$535
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 6/47:51 pmORD - OGG
1 stop31h 22mAlaska Airlines
Wed 6/1110:34 pmOGG - ORD
1 stop26h 06mAlaska Airlines
Deal found 4/30$545
This Southwest deal was found by Cheapflights users on 4/30. 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 9/26:15 amORD - OGG
2 stops15h 15mSouthwest
Tue 9/98:30 pmOGG - ORD
2 stops12h 40mSouthwest
Deal found 4/30$547
This Southwest deal was found by Cheapflights users on 4/30. 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 9/26:10 amMDW - OGG
1 stop11h 15mSouthwest
Tue 9/98:30 pmOGG - MDW
1 stop12h 25mSouthwest
Deal found 4/30$550
This Hawaiian Airlines deal was found by Cheapflights users on 4/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:00 amSTL - OGG
1 stop12h 13mHawaiian Airlines
Tue 9/308:00 amOGG - STL
1 stop10h 59mHawaiian Airlines
Deal found 4/29$554
This American Airlines deal was found by Cheapflights users on 4/30. 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 9/15:00 amORD - OGG
1 stop14h 02mAmerican Airlines
Sat 9/61:40 pmOGG - ORD
1 stop11h 30mAmerican Airlines
Deal found 4/30$555
This Delta deal was found by Cheapflights users on 4/30. 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 5/277:15 amORD - OGG
1 stop14h 46mDelta
Tue 6/109:45 pmOGG - ORD
1 stop10h 38mDelta
Deal found 4/30$561
This Southwest deal was found by Cheapflights users on 4/29. 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.
Thu 9/47:15 amSTL - OGG
2 stops14h 15mSouthwest
Tue 9/98:30 pmOGG - STL
2 stops12h 00mSouthwest
Deal found 4/29$568
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 8/96:00 amMDW - OGG
2 stops18h 33mDelta
Mon 9/812:05 pmOGG - MDW
2 stops15h 41mDelta
Deal found 4/30$641

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 May 1, 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

Tue 5/27

6:00 am-7:25 pm

2 stops18h 25m

Kahului

Tue 6/10

12:05 pm-8:39 am

2 stops15h 34m

$502

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Wed 6/4

6:00 am-11:27 am

1 stop10h 27m

Kahului

Tue 6/10

10:00 pm-4:53 pm

2 stops13h 53m

$510

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Wed 6/4

7:51 pm-10:13 pm

1 stop31h 22m

Kahului

Wed 6/11

10:34 pm-5:40 am

1 stop26h 06m

$545

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Sun 5/4

6:15 am-12:25 pm

1 stop11h 10m

Kahului

Tue 5/6

1:49 pm-9:54 am

2 stops15h 05m

$546

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 5/27

7:15 am-5:01 pm

1 stop14h 46m

Kahului

Tue 6/10

9:45 pm-1:23 pm

1 stop10h 38m

$561

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Sat 5/3

3:08 pm-10:25 pm

1 stop12h 17m

Kahului

Fri 5/9

9:45 pm-11:59 pm

2 stops21h 14m

$576

St. LouisKahului

STL - OGG

STLOGG

Lambert-St Louis

Sun 5/4

6:45 am-1:00 pm

1 stop11h 15m

Kahului

Tue 5/6

8:25 pm-11:10 am

1 stop9h 45m

$601

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sat 5/3

6:05 am-4:35 pm

2 stops15h 30m

Kahului

Mon 5/5

8:25 pm-11:45 am

1 stop10h 20m

$670

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sun 5/4

7:00 am-4:45 pm

2 stops14h 45m

Kahului

Tue 5/6

8:30 pm-3:00 pm

2 stops13h 30m

$676

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 6/5

9:20 am-7:25 pm

2 stops15h 05m

Kahului

Wed 6/11

12:05 pm-8:44 am

2 stops15h 39m

$703

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 29 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 May 1, 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.

Rainfall in Maui by month

Plan your trip to Maui by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maui ranges from 0.1 - 3.8 inches per month. January is typically the wettest month, when rainfall can reach 3.8 in. June is typically the driest time to visit Maui when rainfall is around 0.1 in.

Temperature in Maui by month

Plan your trip to Maui by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maui, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 71.6 F).

Reviews of airlines servicing Maui

Get insights into the airlines that provide service to Maui. 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 Maui. Reviews last updated May 1, 2025.
To help decide which airline to fly from Illinois to Maui, see what other customers have to say about Alaska Airlines, Southwest and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,408 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Food

7.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    $257 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Alaska Airlines and Hawaiian Airlines, with prices starting from $260 and $308, 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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Alternative routes for Illinois to Maui

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$341Average$539FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$349Average$1,051FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$357Average$685FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$419Average$619FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$473Average$1,083FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$479Average$753FlexibilityNo cancel feeOn-time63%

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