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$217+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — MKE
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Hilo to Milwaukee

Cheapest flights from Hilo to Milwaukee
Explore the most affordable flight options available from Hilo to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:45 pm
ITO
-
MKE
2 stops16h 29m
Multiple Airlines
Mon 4/203:10 pm
MKE
-
ITO
2 stops31h 31m
Multiple Airlines
Deal found 1/26$620
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/113:02 pm
ITO
-
MKE
2 stops15h 28m
United Airlines
Sun 2/157:00 am
MKE
-
ITO
2 stops14h 29m
United Airlines
Deal found 1/26$1,113

Find flight deals from Hilo to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Hilo (ITO) to Milwaukee (MKE). 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 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$620
(Alaska Airlines)

One-way from

$217
(Alaska Airlines)
Provider with most accurate pricing for Hilo Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilo Intl-Milwaukee-Mitchell flights.
Search Deals
From Hilo Intl to Milwaukee-Mitchell
Search Deals
One-way flight from Hilo Intl to Milwaukee-Mitchell
Search Deals

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 January 27, 2026.
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

Thu 4/16

4:45 pm-2:14 pm

2 stops16h 29m

Milwaukee-Mitchell

Mon 4/20

3:10 pm-5:41 pm

2 stops31h 31m

$620

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Wed 2/11

3:02 pm-10:30 am

2 stops15h 28m

Milwaukee-Mitchell

Sun 2/15

7:00 am-5:29 pm

2 stops14h 29m

$1,113

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Tue 5/19

5:30 pm-3:46 pm

2 stops17h 16m

$217

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Wed 5/20

9:00 pm-11:57 pm

2 stops21h 57m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

  • Most accurate provider: When it comes to deals on Hilo-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hilo-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hilo-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hilo-Milwaukee 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 Hilo-Milwaukee 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 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, April is the cheapest month in which you can book a flight from Hilo to Milwaukee (average of $237). Flying from Hilo to Milwaukee in June is currently the most expensive (average of $636). 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.

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 January 27, 2026.
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
4,268 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Hilo to Milwaukee?

    Departing from Hilo to Milwaukee will take you 15h 28m. Airlines will cover a distance of 4154 mi.

  • 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, April is the cheapest month in which you can book a flight from Hilo to Milwaukee (average of $237). Flying from Hilo to Milwaukee in June is currently the most expensive (average of $636). 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
New Berlin
Oak Creek
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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$638Average$783FlexibilityNo cancel feeOn-time63%

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