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Kapalua

$1,346+ Cheap flights from O'Hare Intl (ORD) to Kapalua (JHM)

This is the cheapest round-trip 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
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Kapalua

Cheapest flights from O'Hare Intl to Kapalua
Explore the most affordable flight options available from O'Hare Intl to Kapalua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Expedia deal was found by Cheapflights users on 1/26. 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.
Sun 2/225:29 pm
ORD
-
JHM
3 stops24h 21m
Multiple Airlines
Sat 2/282:10 pm
JHM
-
ORD
2 stops19h 55m
Multiple Airlines
Deal found 1/26$1,346
This Expedia deal was found by Cheapflights users on 1/24. 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.
Fri 2/135:29 pm
ORD
-
JHM
3 stops24h 21m
Multiple Airlines
Tue 2/172:10 pm
JHM
-
ORD
2 stops19h 01m
Multiple Airlines
Deal found 1/24$1,402
This Expedia deal was found by Cheapflights users on 1/23. 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.
Sat 3/217:24 pm
ORD
-
JHM
3 stops23h 26m
Multiple Airlines
Sat 3/282:10 pm
JHM
-
ORD
2 stops19h 11m
Multiple Airlines
Deal found 1/23$2,118

Find flight deals from O'Hare Intl to Kapalua

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Kapalua (JHM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,402
(Expedia)
Provider with most accurate pricing for Chicago O'Hare Intl-Kapalua West Maui flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Kapalua West Maui flights.
Search Deals
From Chicago O'Hare Intl to Kapalua West Maui
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 January 26, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Kapalua that are best for you.

Fly from

O'Hare Intl

Fly to

Kapalua

Route

Depart

Return

Price

ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Sun 2/22

5:29 pm-1:50 pm

3 stops24h 21m

Kapalua West Maui

Sat 2/28

2:10 pm-2:05 pm

2 stops19h 55m

$1,346

ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Fri 2/13

5:29 pm-1:50 pm

3 stops24h 21m

Kapalua West Maui

Tue 2/17

2:10 pm-1:11 pm

2 stops19h 01m

$1,402

ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Sat 3/21

7:24 pm-1:50 pm

3 stops23h 26m

Kapalua West Maui

Sat 3/28

2:10 pm-2:21 pm

2 stops19h 11m

$2,118

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Compare providers for flights from O'Hare Intl to Kapalua

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Kapalua in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Kapalua flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Kapalua flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Kapalua flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Kapalua flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Kapalua flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Kapalua

Have a flexible travel schedule? Discover the best time to fly to Kapalua from O'Hare Intl 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 Chicago O'Hare Intl Airport to Kapalua

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Kapalua?

Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kapalua (average of $358). Flying from Chicago O'Hare Intl Airport 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 O'Hare Intl 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 Chicago O'Hare Intl?

    If you book a flight to Kapalua from Chicago O'Hare Intl, you will be flying to West Maui, which is the city’s only airport. Kapalua West Maui (JHM) is located 2.8 mi from the center of Kapalua. There are 0 flights from Chicago O'Hare Intl to West Maui per day from 0 different airlines.

  • Can I find deals for flights from O'Hare Intl to Kapalua that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Kapalua flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Kapalua?

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

  • Can I find deals for business class flights from O'Hare Intl to Kapalua?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Kapalua?

    Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Kapalua (average of $358). Flying from Chicago O'Hare Intl Airport 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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