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Kapalua

$322+ Cheap flights from Illinois to Kapalua (JHM)

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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — JHM
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap flight deals from Illinois to Kapalua

Cheapest flights from Illinois to Kapalua
Explore the most affordable flight options available from Illinois to Kapalua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 21, 2025.

This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/253:37 pmORD - JHM
3 stops26h 13mMultiple Airlines
Tue 12/302:10 pmJHM - ORD
2 stops18h 59mMultiple Airlines
Deal found 12/20$1,952

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Kapalua 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 Kapalua that are best for you.

Fly from

Illinois

Fly to

Kapalua

Route

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Return

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ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Sun 2/22

12:56 pm-1:50 pm

3 stops52h 54m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Best time to book a flight from Illinois to Kapalua

Have a flexible travel schedule? Discover the best time to fly to Kapalua 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 Kapalua

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

Currently, February is the cheapest month in which you can book a flight from Illinois to Kapalua (average of $361). Flying from Illinois to Kapalua 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.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Kapalua. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kapalua from Illinois?

    Kapalua West Maui (JHM), located 2.8 mi from the city center, is the airport you fly into when you book flights from Illinois to Kapalua.

  • What are the most popular routes from Illinois to Kapalua?

    The most popular flight routes from Illinois to Kapalua are Chicago O'Hare Intl - Kapalua West Maui, Moline Quad-City - Kapalua West Maui and Lambert-St Louis - Kapalua West Maui.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Illinois to Kapalua (average of $361). Flying from Illinois to Kapalua 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

Traveling to a place near Kapalua?

Book flights to Kapalua if you plan to visit one of these locations
Kaanapali
Lahaina

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