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Hilo

$395+ Cheap flights from O'Hare Intl (ORD) to Hilo (ITO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ITO
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Hilo

Cheapest flights from O'Hare Intl to Hilo
Explore the most affordable flight options available from O'Hare Intl to Hilo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 9, 2025.

This Southwest deal was found by Cheapflights users on 12/7. 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 12/147:15 amORD - ITO
2 stops14h 55mSouthwest
Sun 12/216:55 pmITO - ORD
2 stops15h 50mSouthwest
Deal found 12/7$849
This Southwest deal was found by Cheapflights users on 12/7. 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 12/147:15 amORD - ITO
2 stops14h 55mSouthwest
Fri 12/196:00 amITO - ORD
2 stops12h 35mSouthwest
Deal found 12/7$884
This United Airlines deal was found by Cheapflights users on 12/7. 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 12/3110:00 pmORD - ITO
2 stops25h 59mUnited Airlines
Wed 1/75:59 pmITO - ORD
2 stops35h 41mUnited Airlines
Deal found 12/7$911
This United Airlines deal was found by Cheapflights users on 12/8. 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.
Thu 12/189:20 amORD - ITO
1 stop12h 31mUnited Airlines
Thu 1/88:24 amITO - ORD
1 stop17h 00mUnited Airlines
Deal found 12/8$1,087
This Alaska Airlines deal was found by Cheapflights users on 12/8. 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 12/186:00 amORD - ITO
2 stops15h 29mAlaska Airlines
Tue 12/308:29 pmITO - ORD
2 stops14h 08mAlaska Airlines
Deal found 12/8$1,110
This Southwest deal was found by Cheapflights users on 12/8. 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.
Thu 12/187:15 amORD - ITO
2 stops14h 55mSouthwest
Wed 12/313:25 pmITO - ORD
2 stops18h 05mSouthwest
Deal found 12/8$1,114
This Alaska Airlines deal was found by Cheapflights users on 12/8. 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 12/188:00 amORD - ITO
2 stops17h 15mAlaska Airlines
Sun 12/289:00 pmITO - ORD
2 stops13h 41mAlaska Airlines
Deal found 12/8$1,140
This United Airlines deal was found by Cheapflights users on 12/8. 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.
Thu 12/189:20 amORD - ITO
1 stop12h 31mUnited Airlines
Wed 1/73:02 pmITO - ORD
2 stops18h 13mUnited Airlines
Deal found 12/8$1,147

Find flight deals from O'Hare Intl to Hilo

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Hilo (ITO). 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 December 9, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$395
(Alaska Airlines)

Popular in

March

Cheapest in

January

Average price

$1,230
Provider with most accurate pricing for Chicago O'Hare Intl-Hilo Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Hilo Intl flights.
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From Chicago O'Hare Intl to Hilo Intl
Search Deals
Highest demand for flights based on searches. 30% potential increase in price ($466 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 18% potential price decrease ($161 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Hilo 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 December 9, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Hilo that are best for you.

Fly from

O'Hare Intl

Fly to

Hilo

Route

Depart

Return

Price

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 1/21

9:00 am-9:24 pm

2 stops16h 24m

Hilo Intl

Mon 1/26

7:44 pm-2:29 pm

2 stops14h 45m

$395

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 2/25

8:20 am-9:24 pm

2 stops17h 04m

Hilo Intl

Wed 3/4

6:00 am-11:59 pm

2 stops13h 59m

$436

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 2/9

8:00 am-7:04 pm

2 stops15h 04m

Hilo Intl

Thu 2/12

6:00 am-11:59 pm

2 stops13h 59m

$480

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 1/8

9:00 am-9:24 pm

2 stops16h 24m

Hilo Intl

Tue 1/13

6:00 am-11:50 pm

2 stops13h 50m

$501

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Sat 1/24

9:00 am-5:45 pm

2 stops36h 45m

Hilo Intl

Fri 1/30

11:11 am-2:29 pm

2 stops23h 18m

$505

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 1/5

6:00 am-7:14 pm

2 stops17h 14m

Hilo Intl

Mon 1/12

7:44 pm-11:50 pm

2 stops24h 06m

$514

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 5/5

7:00 am-7:23 pm

2 stops17h 23m

Hilo Intl

Tue 5/12

9:00 pm-5:02 pm

2 stops15h 02m

$522

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Sun 2/22

8:20 am-5:41 pm

2 stops37h 21m

Hilo Intl

Sun 3/1

6:00 am-11:59 pm

2 stops13h 59m

$545

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 5/5

9:30 am-7:23 pm

1 stop14h 53m

Hilo Intl

Tue 5/12

9:00 pm-11:28 pm

2 stops21h 28m

$600

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 5/5

9:30 am-7:23 pm

1 stop14h 53m

Hilo Intl

Wed 5/13

10:44 am-6:02 am

2 stops14h 18m

$600

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 23 results
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Compare providers for flights from O'Hare Intl to Hilo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Hilo in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Hilo flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago O'Hare Intl Airport-Hilo flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Hilo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Hilo flights, Cheapflights users trust eDreams the most. eDreams 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 Chicago O'Hare Intl Airport-Hilo 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 O'Hare Intl to Hilo

Have a flexible travel schedule? Discover the best time to fly to Hilo from O'Hare Intl 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 Chicago O'Hare Intl Airport to Hilo

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Hilo?

Currently, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Hilo (average of $422). Flying from Chicago O'Hare Intl Airport to Hilo in July is currently the most expensive (average of $667). 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 Hilo

Get insights into the airlines that provide service to Hilo. 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 Hilo. Reviews last updated December 9, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and United Airlines from Chicago O'Hare Intl Airport to Hilo have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,420 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,420 reviews
Alaska Airlines
8.0
Very good
11,420 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
7.9
Good
4,252 reviews
Alaska Airlines
8.0
Very good
11,420 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,089 reviews
Alaska Airlines
8.0
Very good
11,420 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Hilo. 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 Hilo from Chicago O'Hare Intl?

    Located just 3.0 mi from the city center, Hilo Intl is the airport most travelers will use when flying to Hilo from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to Hilo Intl (ITO) should be relatively easy as there are 0 daily inbound flights from Chicago O'Hare Intl from 3 different airlines.

  • How long is the flight from Chicago O'Hare Intl Airport to Hilo?

    Alaska Airlines can get you from Chicago O'Hare Intl Airport to Hilo in just under 16h 24m. Your travel time can differ by up to . The distance from Chicago O'Hare Intl Airport to Hilo is about 4154 mi.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Hilo round-trip?

    Currently priced at $553, Alaska Airlines will fly you from Chicago O'Hare Intl Airport to Hilo and back. In addition to Alaska Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and United Airlines - these airlines can fly you to your destination from $598 and $887, respectively. These flights start at 47% lower than the current average price 3 months from now.

  • Can I find deals for flights from O'Hare Intl to Hilo that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Hilo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Hilo?

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

  • Can I find deals for business class flights from O'Hare Intl to Hilo?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Hilo 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 Chicago O'Hare Intl Airport to Hilo?

    Currently, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Hilo (average of $422). Flying from Chicago O'Hare Intl Airport to Hilo in July is currently the most expensive (average of $667). 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

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Top 3 airlines flying from O'Hare Intl to Hilo

Discover the top 3 airlines that operate flights from O'Hare Intl to Hilo. 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 December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$553Average$876FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$598Average$771FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$887Average$1,263FlexibilityNo cancel feeOn-time69%

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