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O'Hare Intl

$343+ Cheap flights from Hilo (ITO) to O'Hare Intl (ORD)

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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — ORD
Jul 12 — Jul 191
Sun 7/12
Sun 7/19
1 adult, Economy
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Cheap flight deals from Hilo to O'Hare Intl

Cheapest flights from Hilo to O'Hare Intl
Explore the most affordable flight options available from Hilo to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.

This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:26 am
ITO
-
ORD
2 stops22h 56m
Multiple Airlines
Wed 9/307:20 am
ORD
-
ITO
2 stops16h 52m
Multiple Airlines
Deal found 6/7$525
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 10/267:44 pm
ITO
-
ORD
2 stops23h 15m
Multiple Airlines
Mon 11/27:56 pm
ORD
-
ITO
2 stops27h 15m
Multiple Airlines
Deal found 6/10$653
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 8/136:49 pm
ITO
-
ORD
2 stops19h 08m
Multiple Airlines
Sun 8/166:20 am
ORD
-
ITO
2 stops20h 39m
Multiple Airlines
Deal found 6/8$655
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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 10/276:00 am
ITO
-
ORD
2 stops12h 59m
Multiple Airlines
Wed 10/287:20 am
ORD
-
ITO
2 stops15h 07m
Multiple Airlines
Deal found 6/11$667
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/263:45 pm
ITO
-
ORD
1 stop10h 25m
American Airlines
Mon 11/210:00 am
ORD
-
ITO
1 stop10h 59m
American Airlines
Deal found 6/10$769
This Expedia deal was found by Cheapflights users on 6/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:44 pm
ITO
-
ORD
2 stops17h 35m
Multiple Airlines
Wed 7/156:00 am
ORD
-
ITO
2 stops17h 17m
Multiple Airlines
Deal found 6/10$780
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 7/37:44 pm
ITO
-
ORD
2 stops16h 00m
Multiple Airlines
Wed 7/228:20 pm
ORD
-
ITO
2 stops26h 57m
Multiple Airlines
Deal found 6/10$833
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/248:45 pm
ITO
-
ORD
2 stops21h 51m
Multiple Airlines
Wed 7/88:20 pm
ORD
-
ITO
2 stops23h 53m
Multiple Airlines
Deal found 6/7$845
This Expedia deal was found by Cheapflights users on 6/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:45 pm
ITO
-
ORD
2 stops21h 51m
Multiple Airlines
Fri 7/316:20 am
ORD
-
ITO
2 stops20h 39m
Multiple Airlines
Deal found 6/8$871

Find flight deals from Hilo to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Hilo (ITO) to O'Hare Intl (ORD). 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 June 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$525
(Alaska Airlines)

One-way from

$343
(Alaska Airlines)
Provider with most accurate pricing for Hilo Intl-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilo Intl-Chicago O'Hare Intl flights.
Search Deals
From Hilo Intl to Chicago O'Hare Intl
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One-way flight from Hilo Intl to Chicago O'Hare Intl
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilo to O'Hare Intl 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 June 12, 2026.
Use the filters below to find and compare flights from Hilo to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 9/16

9:26 am-1:22 pm

2 stops22h 56m

Chicago O'Hare Intl

Wed 9/30

7:20 am-7:12 pm

2 stops16h 52m

$525

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Tue 10/27

6:00 am-11:59 pm

2 stops12h 59m

Chicago O'Hare Intl

Wed 10/28

7:49 pm-5:27 pm

2 stops26h 38m

$653
Quickest round-trip

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 10/26

3:45 pm-7:10 am

1 stop10h 25m

Chicago O'Hare Intl

Mon 11/2

10:00 am-4:59 pm

1 stop10h 59m

$769

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Fri 7/3

7:44 pm-4:44 pm

2 stops16h 00m

Chicago O'Hare Intl

Wed 7/22

8:20 pm-6:17 pm

2 stops26h 57m

$833

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 6/24

8:45 pm-11:36 pm

2 stops21h 51m

Chicago O'Hare Intl

Wed 7/8

8:20 pm-3:13 pm

2 stops23h 53m

$845

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Tue 10/27

6:00 am-5:04 am

1 stop18h 04m

Chicago O'Hare Intl

Wed 10/28

9:30 am-4:15 pm

1 stop11h 45m

$918
Cheapest one-way

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 7/22

8:30 am-5:00 am

2 stops15h 30m

$343

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 7/22

11:27 am-5:05 am

1 stop12h 38m

$557

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 6/25

7:44 pm-5:38 pm

2 stops16h 54m

$571
Quickest one-way

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 6/25

12:45 pm-5:05 am

1 stop11h 20m

$673

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

Compare providers for flights from Hilo to O'Hare Intl

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 Hilo to O'Hare Intl in June.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

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

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated June 12, 2026.
Read through reviews of airlines operating flights from Hilo to Chicago O'Hare Intl Airport, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,234 reviews

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,234 reviews
Southwest
7.9
Good
4,234 reviews

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

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

    Hilo Intl (ITO), located 3.0 mi from the city center, is the airport you fly out of when you book flights from Hilo to Chicago O'Hare Intl. 1 airline have flights from Hilo Intl to Chicago O'Hare Intl on a regular basis. Booking flights from Hilo Intl to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

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

    Departing from Hilo to Chicago O'Hare Intl Airport will take you 10h 25m. Airlines will cover a distance of 4154 mi.

  • What is the cheapest airline to fly from Hilo to Chicago O'Hare Intl Airport round-trip?

    Currently priced at $679, Southwest will fly you from Hilo to Chicago O'Hare Intl Airport 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 O'Hare Intl that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Hilo to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Benton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Oakbrook Terrace
Downers Grove
Des Plaines
Hoffman Estates
Oak Brook
South Holland
Libertyville
Warrenville
Rockford
Great Lakes
Northbrook
Waukegan
Elk Grove Village

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Alternative routes for Hilo to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Hilo to O'Hare Intl

Discover the top airline that operate flights from Hilo to O'Hare Intl. 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 June 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$679Average$793FlexibilityNo cancel feeOn-time63%

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