O'Hare Intl

$218+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — ORD
Oct 11 — Oct 181
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Cheap 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 September 11, 2025.

Round-trip from

$744
(Alaska Airlines)

One-way from

$218
(KAYAK)

Popular in

November

Cheapest in

March

Average price

$764
From Hilo Intl to Chicago O'Hare Intl
One-way flight from Hilo Intl to Chicago O'Hare Intl
Highest demand for flights based on searches. 46% potential increase in price ($962 potential increase over avg. RT price).
Cheapest flight prices on average. 28% potential price decrease ($246 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find 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 September 11, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/10. 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 9/258:36 amITO - ORD
2 stops15h 24mAlaska Airlines
Mon 9/291:01 pmORD - ITO
2 stops14h 16mAlaska Airlines
Deal found 9/10$744
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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 10/108:35 amITO - ORD
2 stops34h 24mAlaska Airlines
Fri 10/176:00 amORD - ITO
2 stops21h 19mAlaska Airlines
Deal found 9/10$798
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/258:36 amITO - ORD
3 stops30h 22mUnited Airlines
Mon 9/299:26 pmORD - ITO
2 stops39h 41mUnited Airlines
Deal found 9/10$1,022
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/108:35 amITO - ORD
2 stops23h 37mUnited Airlines
Fri 10/179:30 amORD - ITO
1 stop29h 53mUnited Airlines
Deal found 9/10$1,072

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 September 11, 2025.
Use the filters below to find and compare flights from Hilo to Chicago O'Hare Intl Airport that are best for you.

Fly from

Hilo

Fly to

O'Hare Intl

Route

Depart

Return

Price

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 9/25

8:36 am-5:00 am

2 stops15h 24m

Chicago O'Hare Intl

Mon 9/29

1:01 pm-10:17 pm

2 stops14h 16m

$744

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Fri 10/10

8:35 am-11:59 pm

2 stops34h 24m

Chicago O'Hare Intl

Fri 10/17

6:00 am-10:19 pm

2 stops21h 19m

$798

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Thu 9/25

8:36 am-7:58 pm

3 stops30h 22m

Chicago O'Hare Intl

Mon 9/29

9:26 pm-8:07 am

2 stops39h 41m

$1,022

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Fri 10/10

8:35 am-1:12 pm

2 stops23h 37m

Chicago O'Hare Intl

Fri 10/17

9:30 am-10:23 am

1 stop29h 53m

$1,072

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Sat 1/24

6:00 am-11:10 pm

2 stops13h 10m

$218

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Sat 1/24

1:25 pm-7:16 pm

3 stops25h 51m

$304

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Sat 1/24

6:49 pm-5:20 am

1 stop30h 31m

$399

HiloChicago

ITO - ORD

ITOORD

Hilo Intl

Sun 9/28

4:28 pm-5:15 pm

2 stops19h 47m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

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, August is the cheapest month in which you can book a flight from Hilo to Chicago O'Hare Intl Airport (average of $245). Flying from Hilo to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 September 11, 2025.
Read through reviews of airlines operating flights from Hilo to Chicago O'Hare Intl Airport, such as Alaska Airlines, Southwest, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Boarding

8.1

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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. 3 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.

  • 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 15h 24m. 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 are the cheapest airlines flying from Hilo to Chicago O'Hare Intl Airport round-trip?

    Currently priced at $555, Alaska Airlines will fly you from Hilo to Chicago O'Hare Intl Airport 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 $693 and $757, respectively. Alaska Airlines is priced at 50% lower than the current average price of a flight leaving 3 months from now.

  • 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, August is the cheapest month in which you can book a flight from Hilo to Chicago O'Hare Intl Airport (average of $245). Flying from Hilo to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Beloit
Racine
Rockford
Orland Park
Oak Brook
Downers Grove
Naperville
Elk Grove Village
Evanston
Merrillville
Bridgeview
Warrenville

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Top 3 airlines flying from Hilo to O'Hare Intl

Discover the top 3 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$555Average$1,030FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$693Average$768FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$757Average$969FlexibilityNo cancel feeOn-time69%

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