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$597+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — MKE
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap 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 October 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$803
(Alaska Airlines)

One-way from

$597
(Alaska Airlines)
Provider with most accurate pricing for Hilo Intl-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Hilo Intl-Milwaukee-Mitchell flights.
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From Hilo Intl to Milwaukee-Mitchell
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One-way flight from Hilo Intl to Milwaukee-Mitchell
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Find 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 October 28, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/113:25 pmITO - MKE
2 stops18h 30mSouthwest
Thu 11/206:20 amMKE - ITO
2 stops19h 20mSouthwest
Deal found 10/27$814
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/293:44 pmITO - MKE
2 stops14h 43mDelta
Sun 1/45:40 amMKE - ITO
2 stops16h 11mDelta
Deal found 10/27$962
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:44 pmITO - MKE
2 stops15h 16mUnited Airlines
Mon 1/55:00 amMKE - ITO
2 stops16h 51mUnited Airlines
Deal found 10/27$963
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:55 pmITO - MKE
2 stops15h 00mSouthwest
Sun 1/45:20 amMKE - ITO
2 stops16h 50mSouthwest
Deal found 10/27$964
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 12/311:44 pmITO - MKE
2 stops20h 25mAlaska Airlines
Sat 1/33:05 pmMKE - ITO
2 stops28h 09mAlaska Airlines
Deal found 10/27$983
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:40 pmITO - MKE
2 stops26h 05mUnited Airlines
Mon 1/55:00 amMKE - ITO
2 stops16h 51mUnited Airlines
Deal found 10/27$1,070
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:44 pmITO - MKE
2 stops15h 16mUnited Airlines
Sun 1/46:36 amMKE - ITO
2 stops15h 15mUnited Airlines
Deal found 10/27$1,176
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:44 pmITO - MKE
2 stops15h 16mUnited Airlines
Sat 1/36:36 amMKE - ITO
2 stops16h 38mUnited Airlines
Deal found 10/27$1,201
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:44 pmITO - MKE
2 stops35h 35mUnited Airlines
Fri 12/196:36 amMKE - ITO
2 stops15h 15mUnited Airlines
Deal found 10/27$1,370
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:43 pmITO - MKE
2 stops14h 41mAmerican Airlines
Thu 11/207:24 amMKE - ITO
3 stops18h 58mAmerican Airlines
Deal found 10/27$1,580

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 October 28, 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

Thu 4/16

6:49 pm-2:03 pm

2 stops14h 14m

Milwaukee-Mitchell

Mon 4/20

2:36 pm-3:23 pm

2 stops29h 47m

$803

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Mon 12/29

3:44 pm-10:27 am

2 stops14h 43m

Milwaukee-Mitchell

Sun 1/4

5:40 am-5:51 pm

2 stops16h 11m

$962

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Tue 12/30

7:44 pm-3:00 pm

2 stops15h 16m

Milwaukee-Mitchell

Mon 1/5

6:36 am-5:51 pm

2 stops15h 15m

$963

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Mon 12/29

7:44 pm-3:00 pm

2 stops15h 16m

Milwaukee-Mitchell

Mon 1/5

5:00 am-5:51 pm

2 stops16h 51m

$963

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Tue 12/30

6:55 pm-1:55 pm

2 stops15h 00m

Milwaukee-Mitchell

Sun 1/4

5:20 am-6:10 pm

2 stops16h 50m

$964

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Wed 12/31

4:40 pm-10:45 pm

2 stops26h 05m

Milwaukee-Mitchell

Mon 1/5

5:00 am-5:51 pm

2 stops16h 51m

$1,070

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Wed 12/31

7:44 pm-3:00 pm

2 stops15h 16m

Milwaukee-Mitchell

Sun 1/4

6:36 am-5:51 pm

2 stops15h 15m

$1,176

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Mon 12/29

7:44 pm-3:00 pm

2 stops15h 16m

Milwaukee-Mitchell

Sat 1/3

6:36 am-7:14 pm

2 stops16h 38m

$1,201

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Tue 12/30

7:44 pm-3:00 pm

2 stops15h 16m

Milwaukee-Mitchell

Sat 1/3

8:28 am-7:14 pm

2 stops14h 46m

$1,201

HiloMilwaukee

ITO - MKE

ITOMKE

Hilo Intl

Wed 12/10

6:44 pm-10:19 am

2 stops35h 35m

Milwaukee-Mitchell

Fri 12/19

6:36 am-5:51 pm

2 stops15h 15m

$1,370

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 12 results
1
2
  • 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 March is currently the most expensive (average of $631). 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 October 28, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 88% on flights from Hilo to Milwaukee by exploring options for tickets in the morning.

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 October 28, 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
4,240 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

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.

  • How long is the flight from Hilo to Milwaukee?

    Departing from Hilo to Milwaukee will take you 14h 14m. Airlines will cover a distance of 4154 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 March is currently the most expensive (average of $631). 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$638Average$751FlexibilityNo cancel feeOn-time63%

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