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Kapalua

$427+ Cheap flights from Wisconsin 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — JHM
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Wisconsin to Kapalua

Cheapest flights from Wisconsin to Kapalua
Explore the most affordable flight options available from Wisconsin to Kapalua. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Expedia deal was found by Cheapflights users on 1/28. 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 2/275:29 pm
ORD
-
JHM
3 stops24h 21m
Multiple Airlines
Wed 3/112:10 pm
JHM
-
ORD
2 stops18h 01m
Multiple Airlines
Deal found 1/28$917
This Expedia deal was found by Cheapflights users on 1/28. 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 2/195:29 pm
ORD
-
JHM
3 stops24h 21m
Multiple Airlines
Fri 3/62:10 pm
JHM
-
ORD
2 stops20h 01m
Multiple Airlines
Deal found 1/28$1,094
This Expedia deal was found by Cheapflights users on 1/28. 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 2/125:29 pm
ORD
-
JHM
3 stops24h 21m
Multiple Airlines
Mon 2/162:10 pm
JHM
-
ORD
2 stops19h 01m
Multiple Airlines
Deal found 1/28$1,594
This Expedia deal was found by Cheapflights users on 1/27. 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.
Mon 3/92:57 pm
MSP
-
JHM
3 stops27h 53m
Multiple Airlines
Sat 3/142:10 pm
JHM
-
MSP
2 stops18h 51m
Multiple Airlines
Deal found 1/27$1,689

Find flight deals from Wisconsin to Kapalua

Keep the following information in mind while searching for Wisconsin to Kapalua flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$917
(Expedia)

One-way from

$427
(Kiwi.com)
Provider with most accurate pricing for Milwaukee-Mitchell-Kapalua West Maui flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Kapalua West Maui flights.
Search Deals
From Wisconsin to Kapalua West Maui
Search Deals
One-way flight from Wisconsin to Kapalua West Maui
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 29, 2026.
Use the filters below to find and compare flights from Wisconsin to Kapalua that are best for you.

Fly from

Wisconsin

Fly to

Kapalua

Route

Depart

Return

Price

ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Fri 2/27

5:29 pm-1:50 pm

3 stops24h 21m

Kapalua West Maui

Wed 3/11

2:10 pm-1:11 pm

2 stops18h 01m

$917

ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Thu 2/19

5:29 pm-1:50 pm

3 stops24h 21m

Kapalua West Maui

Fri 3/6

2:10 pm-2:11 pm

2 stops20h 01m

$1,094

ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Thu 2/12

5:29 pm-1:50 pm

3 stops24h 21m

Kapalua West Maui

Mon 2/16

2:10 pm-1:11 pm

2 stops19h 01m

$1,594

MinneapolisKapalua

MSP - JHM

MSPJHM

Minneapolis St Paul

Mon 3/9

2:57 pm-1:50 pm

3 stops27h 53m

Kapalua West Maui

Sat 3/14

2:10 pm-2:01 pm

2 stops18h 51m

$1,689

ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Sat 3/14

7:39 pm-1:50 pm

2 stops47h 11m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Best time to book a flight from Wisconsin to Kapalua

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

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Kapalua (average of $270). Flying from Wisconsin to Kapalua in June is currently the most expensive (average of $670). 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 Wisconsin 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 Wisconsin?

    Most people fly into Kapalua West Maui (JHM) if they book a flight to Kapalua from Wisconsin. West Maui is conveniently located just 2.8 mi from Kapalua’s city center.

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

    The most popular route from Wisconsin to Kapalua is Chicago O'Hare Intl - Kapalua West Maui. You may also consider Green Bay Austin-Straubel - Kapalua West Maui or Milwaukee-Mitchell - Kapalua West Maui.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to Kapalua (average of $270). Flying from Wisconsin to Kapalua in June is currently the most expensive (average of $670). 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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