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O'Hare Intl

$333+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — ORD
Apr 11 — Apr 181
Sat 4/11
Sat 4/18
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 March 12, 2026.

This Alaska Airlines deal was found by Cheapflights users on 3/10. 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.
Thu 4/165:57 pm
ITO
-
ORD
2 stops15h 24m
Multiple Airlines
Mon 4/207:59 pm
ORD
-
ITO
2 stops25h 16m
Multiple Airlines
Deal found 3/10$665
This Alaska Airlines deal was found by Cheapflights users on 3/8. 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.
Wed 7/16:44 pm
ITO
-
ORD
2 stops15h 01m
Multiple Airlines
Tue 7/76:22 am
ORD
-
ITO
2 stops20h 47m
Multiple Airlines
Deal found 3/8$739
This Alaska Airlines deal was found by Cheapflights users on 3/9. 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 6/247:44 pm
ITO
-
ORD
2 stops15h 59m
Multiple Airlines
Wed 7/87:20 am
ORD
-
ITO
2 stops12h 53m
Multiple Airlines
Deal found 3/9$781
This Southwest deal was found by Cheapflights users on 3/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:55 pm
ITO
-
ORD
2 stops14h 25m
Southwest
Wed 3/186:15 am
ORD
-
ITO
2 stops16h 55m
Southwest
Deal found 3/10$785
This Southwest deal was found by Cheapflights users on 3/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/183:30 pm
ITO
-
ORD
2 stops22h 20m
Southwest
Wed 6/36:15 am
ORD
-
ITO
2 stops16h 55m
Southwest
Deal found 3/10$810
This Southwest deal was found by Cheapflights users on 3/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:55 pm
ITO
-
ORD
2 stops15h 05m
Southwest
Thu 4/26:15 am
ORD
-
ITO
2 stops16h 55m
Southwest
Deal found 3/10$825
This Southwest deal was found by Cheapflights users on 3/8. 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.
Mon 6/13:30 pm
ITO
-
ORD
2 stops17h 25m
Southwest
Mon 6/156:05 am
ORD
-
ITO
2 stops17h 05m
Southwest
Deal found 3/8$835
This Alaska Airlines deal was found by Cheapflights users on 3/9. 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 4/78:23 am
ITO
-
ORD
2 stops34h 36m
Multiple Airlines
Wed 5/209:00 am
ORD
-
ITO
2 stops18h 12m
Multiple Airlines
Deal found 3/9$852

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 March 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$665
(Alaska Airlines)

One-way from

$333
(Southwest)
Provider with most accurate pricing for Hilo Intl-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Hilo Intl-Chicago O'Hare Intl flights.
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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 March 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

Thu 4/16

5:57 pm-2:21 pm

2 stops15h 24m

Chicago O'Hare Intl

Mon 4/20

7:59 pm-4:15 pm

2 stops25h 16m

$665

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 7/1

6:44 pm-2:45 pm

2 stops15h 01m

Chicago O'Hare Intl

Tue 7/7

6:22 am-10:09 pm

2 stops20h 47m

$739
Quickest round-trip

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 6/24

7:44 pm-4:43 pm

2 stops15h 59m

Chicago O'Hare Intl

Wed 7/8

7:20 am-3:13 pm

2 stops12h 53m

$781

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 5/18

3:30 pm-6:50 pm

2 stops22h 20m

Chicago O'Hare Intl

Wed 6/3

6:15 am-6:10 pm

2 stops16h 55m

$810

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Tue 4/7

8:23 am-11:59 pm

2 stops34h 36m

Chicago O'Hare Intl

Wed 5/20

9:00 am-10:12 pm

2 stops18h 12m

$852

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Sat 6/6

6:55 pm-5:30 pm

2 stops17h 35m

Chicago O'Hare Intl

Tue 6/16

6:05 am-6:10 pm

2 stops17h 05m

$1,065
Cheapest one-way

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Mon 5/18

6:55 pm-6:50 pm

2 stops18h 55m

$343
Quickest one-way

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Tue 3/24

6:55 pm-2:20 pm

2 stops14h 25m

$363

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 3/26

3:30 pm-1:15 pm

2 stops16h 45m

$418

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Wed 4/8

6:44 pm-3:05 pm

2 stops15h 21m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 17 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 March.
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.

Cheapflights Insights

Everything you need to know about your flight from Hilo to Chicago O'Hare Intl Airport

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

Currently, January is the cheapest month in which you can book a flight from Hilo to Chicago O'Hare Intl Airport (average of $335). Flying from Hilo to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $705). 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 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 March 12, 2026.
Read through reviews of airlines operating flights from Hilo to Chicago O'Hare Intl Airport, such as Alaska Airlines and Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
12,032 reviews

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Alaska Airlines
8.0
Very good
12,032 reviews
Alaska Airlines
8.0
Very good
12,032 reviews

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Southwest
8.0
Very good
4,318 reviews
Alaska Airlines
8.0
Very good
12,032 reviews

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

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. 2 airlines 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.

  • What are the cheapest airlines flying 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. Check Cheapflights for deals on Alaska Airlines for as low as $699.

  • 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.

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

    Currently, January is the cheapest month in which you can book a flight from Hilo to Chicago O'Hare Intl Airport (average of $335). Flying from Hilo to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $705). 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 Chicago O'Hare Intl Airport?

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

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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.
Honolulu to O'Hare Intl flights
Kahului to O'Hare Intl flights
Kailua-Kona to O'Hare Intl flights
Lihue to O'Hare Intl flights

Top 2 airlines flying from Hilo to O'Hare Intl

Discover the top 2 airlines 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 March 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$679Average$753FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$699Average$979FlexibilityNo cancel feeOn-time75%

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