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$362+ Cheap flights from Hilo to Milwaukee (ITO - MKE)

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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — MKE
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Find flight deals from Hilo to Milwaukee

One-way flights from Hilo to Milwaukee
Search for one-way flight options from Hilo to Milwaukee. Find affordable one-way fares based on user searches. Data last updated September 11, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 1/317:50 pmITO - MKE
2 stops13h 55mAlaska Airlines
Deal found 9/10$362
This Southwest deal was found by Cheapflights users on 9/10. 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.
Sun 9/283:25 pmITO - MKE
2 stops17h 15mSouthwest
Deal found 9/10$407
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/287:00 pmITO - MKE
3 stops19h 19mMultiple Airlines
Deal found 9/10$509

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilo to Milwaukee 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 September 11, 2025.
Use the filters below to find and compare flights from Hilo to Milwaukee that are best for you.

Fly from

Hilo

Fly to

Milwaukee

Route

Depart

Return

Price

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Sat 1/31

7:50 pm-1:45 pm

2 stops13h 55m

$362

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Sun 9/28

3:25 pm-1:40 pm

2 stops17h 15m

$407

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Sun 9/28

7:00 pm-7:19 pm

3 stops19h 19m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Hilo to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Hilo 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 Hilo to Milwaukee

What is the cheapest month to book a flight from Hilo to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Hilo to Milwaukee (average of $280). Flying from Hilo to Milwaukee in June is currently the most expensive (average of $376). 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 ITO to MKE?

Find hourly flight availability from Hilo to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Hilo to Milwaukee as you normally would.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated September 11, 2025.
See what other customers who have flown with Southwest from Hilo to Milwaukee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • What is the cheapest airline to fly from Hilo to Milwaukee round-trip?

    Currently priced at $638, Southwest will fly you from Hilo to Milwaukee and back. In addition to Southwest, many other airlines offer competitively priced options for your trip.

  • Can I find deals for flights from Hilo to Milwaukee that include hotel bookings?

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

  • How can I find direct flights from Hilo to Milwaukee?

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

  • Can I find deals for business class flights from Hilo to Milwaukee?

    Yes. Cheapflights offers flight deals from Hilo to Milwaukee 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 Hilo to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Hilo to Milwaukee (average of $280). Flying from Hilo to Milwaukee in June is currently the most expensive (average of $376). 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Oak Creek
New Berlin
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Hilo to Milwaukee

Discover the top airline that operate flights from Hilo to Milwaukee. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$638Average$751FlexibilityNo cancel feeOn-time63%

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