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$299+ Cheap flights from O'Hare Intl (ORD) to Hilo (ITO)

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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ITO
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
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Cheap 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 September 19, 2025.

Round-trip from

$435
(Alaska Airlines)

One-way from

$299
(Alaska Airlines)

Popular in

June

Cheapest in

August

Average price

$799
From Chicago O'Hare Intl to Hilo Intl
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One-way flight from Chicago O'Hare Intl to Hilo Intl
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Highest demand for flights based on searches. 19% potential increase in price ($229 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 19, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 12/39:15 amORD - ITO
2 stops15h 15mAlaska Airlines
Thu 12/1112:05 pmITO - ORD
2 stops14h 16mAlaska Airlines
Deal found 9/17$435
This Alaska Airlines deal was found by Cheapflights users on 9/19. 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 12/48:00 amORD - ITO
2 stops18h 36mAlaska Airlines
Mon 12/89:00 pmITO - ORD
2 stops17h 54mAlaska Airlines
Deal found 9/19$445
This Alaska Airlines deal was found by Cheapflights users on 9/19. 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 10/157:59 pmORD - ITO
2 stops25h 17mAlaska Airlines
Tue 10/216:13 pmITO - ORD
2 stops13h 51mAlaska Airlines
Deal found 9/19$455
This Alaska Airlines deal was found by Cheapflights users on 9/19. 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 11/410:00 amORD - ITO
2 stops16h 22mAlaska Airlines
Mon 11/179:00 pmITO - ORD
2 stops15h 30mAlaska Airlines
Deal found 9/19$458
This KAYAK deal was found by Cheapflights users on 9/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/298:00 amORD - ITO
2 stops19h 26mAlaska Airlines
Wed 11/59:00 pmITO - ORD
2 stops12h 54mAlaska Airlines
Deal found 9/18$474
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/248:00 amORD - ITO
2 stops17h 31mAlaska Airlines
Mon 10/276:26 pmITO - ORD
2 stops17h 04mAlaska Airlines
Deal found 9/17$488
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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 11/38:00 amORD - ITO
2 stops15h 01mAlaska Airlines
Mon 11/107:43 pmITO - ORD
2 stops16h 47mAlaska Airlines
Deal found 9/18$503
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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 11/88:00 amORD - ITO
2 stops38h 00mAlaska Airlines
Sat 11/159:00 pmITO - ORD
2 stops12h 54mAlaska Airlines
Deal found 9/18$699
This KAYAK deal was found by Cheapflights users on 9/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/241:01 pmORD - ITO
2 stops14h 16mAlaska Airlines
Tue 9/307:00 pmITO - ORD
2 stops13h 11mAlaska Airlines
Deal found 9/18$756

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 September 19, 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 12/3

9:15 am-8:30 pm

2 stops15h 15m

Hilo Intl

Thu 12/11

12:05 pm-6:21 am

2 stops14h 16m

$435

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 12/4

8:00 am-10:36 pm

2 stops18h 36m

Hilo Intl

Mon 12/8

9:00 pm-6:54 pm

2 stops17h 54m

$445

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 10/15

7:59 pm-4:16 pm

2 stops25h 17m

Hilo Intl

Tue 10/21

6:13 pm-1:04 pm

2 stops13h 51m

$455

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 11/4

10:00 am-10:22 pm

2 stops16h 22m

Hilo Intl

Mon 11/17

9:00 pm-4:30 pm

2 stops15h 30m

$458

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Thu 10/23

8:00 am-8:31 pm

2 stops17h 31m

Hilo Intl

Mon 10/27

5:26 pm-1:09 pm

2 stops14h 43m

$458

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 11/12

8:00 am-8:30 pm

2 stops16h 30m

Hilo Intl

Tue 11/18

9:00 pm-4:30 pm

2 stops15h 30m

$458

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 1/7

7:45 am-10:14 pm

2 stops18h 29m

Hilo Intl

Thu 1/8

6:00 am-11:10 pm

2 stops13h 10m

$464

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 1/6

8:59 pm-4:57 pm

2 stops23h 58m

Hilo Intl

Mon 1/12

7:50 pm-1:59 pm

2 stops14h 09m

$475

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 1/6

8:59 pm-4:57 pm

2 stops23h 58m

Hilo Intl

Sun 1/11

6:00 am-11:10 pm

2 stops13h 10m

$486

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Sat 11/1

2:05 pm-10:26 pm

2 stops13h 21m

Hilo Intl

Mon 11/10

9:00 pm-4:30 pm

2 stops15h 30m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 14 results
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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 $330). Flying from Chicago O'Hare Intl Airport to Hilo in December is currently the most expensive (average of $726). 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 September 19, 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
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Overall

8.0

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Overall

8.0

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
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Overall

8.0

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
8,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Overall

8.0

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 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 15h 15m. 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 $747, respectively. These flights start at 40% 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 $330). Flying from Chicago O'Hare Intl Airport to Hilo in December is currently the most expensive (average of $726). 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 September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$553Average$878FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$598Average$763FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$747Average$1,013FlexibilityNo cancel feeOn-time69%

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