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$188+ Cheap flights from Wisconsin to Hawaii

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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HNL
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Wisconsin to Hawaii

Keep the following information in mind while searching for Wisconsin to Hawaii flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$382
(Alaska Airlines)

One-way from

$188
(Kiwi.com)

Popular in

July

Cheapest in

November

Average price

$590
Provider with most accurate pricing for Milwaukee-Mitchell-Honolulu flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Honolulu flights.
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From Wisconsin to Hawaii
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One-way flight from Wisconsin to Hawaii
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($108 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Wisconsin to Hawaii

Cheapest flights from Wisconsin to Hawaii
Explore the most affordable flight options available from Wisconsin to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 12/98:59 pmORD - LIH
1 stop20h 54mAlaska Airlines
Tue 12/233:25 pmLIH - ORD
1 stop19h 12mAlaska Airlines
Deal found 10/29$382
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/103:05 pmORD - LIH
2 stops26h 44mAlaska Airlines
Tue 12/162:53 pmLIH - ORD
1 stop19h 16mAlaska Airlines
Deal found 10/28$386
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/93:05 pmORD - KOA
1 stop28h 55mAlaska Airlines
Tue 12/162:20 pmKOA - ORD
1 stop25h 34mAlaska Airlines
Deal found 10/27$391
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 12/98:55 amORD - LIH
1 stop32h 58mAlaska Airlines
Wed 12/243:25 pmLIH - ORD
1 stop19h 12mAlaska Airlines
Deal found 10/29$391
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 12/108:55 amORD - KOA
1 stop11h 05mAlaska Airlines
Wed 12/172:20 pmKOA - ORD
1 stop25h 42mAlaska Airlines
Deal found 10/29$392
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
Mon 12/83:05 pmORD - LIH
1 stop26h 48mAlaska Airlines
Tue 12/233:25 pmLIH - ORD
1 stop19h 12mAlaska Airlines
Deal found 10/29$394
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/108:55 amORD - KOA
1 stop11h 05mAlaska Airlines
Tue 12/162:20 pmKOA - ORD
1 stop25h 34mAlaska Airlines
Deal found 10/27$403
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
Mon 12/88:59 pmORD - LIH
1 stop20h 54mAlaska Airlines
Wed 12/243:25 pmLIH - ORD
1 stop24h 37mAlaska Airlines
Deal found 10/29$403
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:20 amORD - KOA
2 stops26h 06mAlaska Airlines
Thu 12/42:20 pmKOA - ORD
1 stop19h 49mAlaska Airlines
Deal found 10/28$409
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 12/93:05 pmORD - LIH
1 stop26h 48mAlaska Airlines
Thu 12/2511:59 amLIH - ORD
1 stop13h 03mAlaska Airlines
Deal found 10/29$411
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 12/108:55 amORD - KOA
1 stop11h 05mAlaska Airlines
Fri 12/192:25 pmKOA - ORD
1 stop29h 34mAlaska Airlines
Deal found 10/29$412
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:59 pmORD - KOA
1 stop23h 01mAlaska Airlines
Tue 12/166:56 pmKOA - ORD
2 stops15h 13mAlaska Airlines
Deal found 10/27$418

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Hawaii 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 October 30, 2025.
Use the filters below to find and compare flights from Wisconsin to Hawaii that are best for you.

Fly from

Wisconsin

Fly to

Hawaii

Route

Depart

Return

Price

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 12/9

8:55 am-6:18 am

2 stops25h 23m

Lihue

Tue 12/23

3:25 pm-2:37 pm

1 stop19h 12m

$388

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 1/21

9:00 am-1:08 pm

1 stop32h 08m

Lihue

Wed 4/15

8:38 pm-1:59 pm

2 stops12h 21m

$408

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Thu 11/27

8:20 am-6:26 am

2 stops26h 06m

Kona Intl

Thu 12/4

2:20 pm-2:09 pm

1 stop19h 49m

$409

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 1/11

3:49 pm-4:00 pm

2 stops28h 11m

Kona Intl

Thu 1/22

6:00 am-11:37 pm

2 stops13h 37m

$414

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Thu 12/4

8:59 pm-4:27 pm

2 stops23h 28m

Lihue

Thu 12/11

2:53 pm-7:54 pm

1 stop25h 01m

$418

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 1/27

9:00 am-10:59 pm

1 stop17h 59m

Kahului

Sun 2/8

11:59 pm-11:37 pm

1 stop19h 38m

$425

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sat 1/24

7:30 am-7:15 pm

2 stops15h 45m

Kahului

Sat 2/7

10:00 pm-1:22 pm

1 stop11h 22m

$429

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sat 1/24

7:30 am-7:15 pm

2 stops15h 45m

Kahului

Sat 1/31

10:00 pm-1:22 pm

1 stop11h 22m

$429

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Wed 1/28

9:00 am-10:59 pm

1 stop17h 59m

Kahului

Sun 2/8

6:00 am-11:37 pm

2 stops13h 37m

$430

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Sat 1/17

9:00 am-6:17 am

2 stops25h 17m

Lihue

Thu 1/22

10:25 am-2:29 pm

1 stop24h 04m

$430

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Hawaii

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

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

Currently, April is the cheapest month in which you can book a flight from Wisconsin to Hawaii (average of $225). Flying from Wisconsin to Hawaii in June is currently the most expensive (average of $481). 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 WI to HI?

Find hourly flight availability from Wisconsin to Hawaii. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

One of the essential ways to save on airfare from Wisconsin to Hawaii is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 23% on airfare.

What is the cheapest day to fly from Wisconsin to Hawaii?

Use this chart to determine the cheapest time to fly round-trip from Wisconsin to Hawaii. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Wisconsin to Hawaii flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Hawaii

Get insights into the airlines that provide service to Hawaii. 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 Hawaii. Reviews last updated October 30, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta from Wisconsin to Hawaii by reading reviews from past customers. 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
11,217 reviews

Food

7.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,217 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Food

7.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,243 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Food

7.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Food

7.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Food

7.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,035 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Food

7.1

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Hawaii. 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 Wisconsin to Hawaii?

    Alaska Airlines, Delta, and American Airlines can get you from Wisconsin to Hawaii in just under 12h 34m. Your travel time can differ by up to 12h 49m. There are 4173 mi between Wisconsin and Hawaii. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Wisconsin to Hawaii one-way?

    The cheapest airlines for a one-way flight from Wisconsin to Hawaii are Alaska Airlines ($190), Delta ($217), and American Airlines ($221).

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Wisconsin to Hawaii (average of $225). Flying from Wisconsin to Hawaii in June is currently the most expensive (average of $481). 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.

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Top 6 airlines flying from Wisconsin to Hawaii

Discover the top 6 airlines that operate flights from Wisconsin to Hawaii. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$233Average$648FlexibilityNo cancel feeOn-time85%
DeltaCheapest$241Average$727FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$364Average$806FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$374Average$787FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$401Average$606FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$486Average$803FlexibilityNo cancel feeOn-time63%

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