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Hilo

$377+ Cheap flights from Chicago (CHI) 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ITO
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Chicago to Hilo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$710
(Alaska Airlines)

One-way from

$377
(Southwest)

Popular in

June

Cheapest in

November

Average price

$738
Provider with most accurate pricing for Chicago (CHI)-Hilo Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Hilo Intl flights.
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From Chicago (CHI) to Hilo Intl
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One-way flight from Chicago (CHI) to Hilo Intl
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Highest demand for flights based on searches. 15% potential increase in price ($155 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($49 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Chicago to Hilo

Cheapest flights from Chicago to Hilo
Explore the most affordable flight options available from Chicago to Hilo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 9/126:20 amORD - ITO
2 stops13h 58mAlaska Airlines
Tue 9/167:49 amITO - ORD
2 stops18h 14mAlaska Airlines
Deal found 4/30$710
This Southwest deal was found by Cheapflights users on 4/30. 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.
Wed 5/286:15 amORD - ITO
2 stops16h 55mSouthwest
Wed 6/46:00 amITO - ORD
2 stops12h 40mSouthwest
Deal found 4/30$724
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 9/19:30 amORD - ITO
1 stop27h 37mUnited Airlines
Sun 9/77:49 amITO - ORD
1 stop17h 34mUnited Airlines
Deal found 4/30$796
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/46:20 pmORD - ITO
2 stops27h 41mDelta
Mon 6/168:00 pmITO - ORD
2 stops16h 20mDelta
Deal found 4/30$931
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/106:00 amMDW - ITO
2 stops18h 09mDelta
Tue 6/1710:44 amITO - MDW
2 stops17h 57mDelta
Deal found 4/30$1,176
This Southwest deal was found by Cheapflights users on 4/30. 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.
Sat 6/75:45 amMDW - ITO
2 stops17h 25mSouthwest
Fri 6/136:00 amITO - MDW
2 stops13h 30mSouthwest
Deal found 4/30$1,349
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 12/2510:00 amORD - ITO
1 stop13h 18mMultiple Airlines
Sat 1/39:00 pmITO - ORD
2 stops15h 03mMultiple Airlines
Deal found 4/30$3,155

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 May 1, 2025.
Use the filters below to find and compare flights from Chicago to Hilo that are best for you.

Fly from

Chicago

Fly to

Hilo

Route

Depart

Return

Price

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Fri 9/12

6:20 am-3:18 pm

2 stops13h 58m

Hilo Intl

Tue 9/16

7:49 am-7:03 am

2 stops18h 14m

$710

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 5/28

6:15 am-6:10 pm

2 stops16h 55m

Hilo Intl

Wed 6/4

6:00 am-11:40 pm

2 stops12h 40m

$724

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 9/1

9:30 am-8:07 am

1 stop27h 37m

Hilo Intl

Sun 9/7

7:49 am-6:23 am

1 stop17h 34m

$796

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 6/4

6:20 pm-5:01 pm

2 stops27h 41m

Hilo Intl

Tue 6/10

4:16 pm-5:20 pm

2 stops20h 04m

$931

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Tue 6/10

6:00 am-8:08 pm

2 stops19h 08m

Hilo Intl

Tue 6/17

12:14 pm-8:41 am

2 stops15h 27m

$1,176

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sat 6/7

5:45 am-6:10 pm

2 stops17h 25m

Hilo Intl

Fri 6/13

6:00 am-12:30 am

2 stops13h 30m

$1,349

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Fri 5/30

6:15 am-6:10 pm

2 stops16h 55m

$377

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Sat 6/14

6:26 pm-8:07 am

2 stops42h 41m

$526

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Fri 6/13

12:59 am-7:00 am

2 stops35h 01m

$580

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sat 6/14

6:00 am-6:29 pm

2 stops17h 29m

$710

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Compare providers for flights from Chicago 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 Chicago to Hilo in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust 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 Chicago-Hilo flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago-Hilo flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Chicago-Hilo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Hilo flights, Cheapflights users trust CheapOair the most. CheapOair 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-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 Chicago to Hilo

Have a flexible travel schedule? Discover the best time to fly to Hilo from Chicago 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 to Hilo

What is the cheapest month to book a flight from Chicago to Hilo?

Currently, March is the cheapest month in which you can book a flight from Chicago to Hilo (average of $330). Flying from Chicago to Hilo in July is currently the most expensive (average of $737). 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.

What is the cheapest time of day to fly from CHI to ITO?

Find hourly flight availability from Chicago to Hilo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

When flying from Chicago to Hilo, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 41% versus a flight at noon.

Rainfall in Hilo by month

Plan your trip to Hilo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilo ranges from 7.4 - 15.5 inches per month. November is typically the wettest month, when rainfall can reach 15.5 in. June is typically the driest time to visit Hilo when rainfall is around 7.4 in.

Temperature in Hilo by month

Plan your trip to Hilo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilo, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 71.6 F).

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 May 1, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Chicago to Hilo by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,293 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    Most people fly into Hilo Intl (ITO) if they book a flight to Hilo from Chicago. On average, Hilo Intl has 0 inbound flights from Chicago per day from 3 airlines. Hilo Intl is conveniently located just 3.0 mi from Hilo’s city center.

  • What are the cheapest airlines flying from Chicago to Hilo round-trip?

    Flying on Alaska Airlines is currently your cheapest option to Hilo, with prices starting at $710. Additional round-trip tickets that might be worth considering are offered by Southwest and United Airlines, with the lowest prices starting at $724 and $796, respectively. Alaska Airlines is 15% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Hilo one-way?

    $377 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on United Airlines and Alaska Airlines, with prices starting from $526 and $580, respectively.

  • Can I find deals for flights from Chicago to Hilo that include hotel bookings?

    Yes. In addition to deals on Chicago to Hilo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Hilo?

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

  • Can I find deals for business class flights from Chicago to Hilo?

    Yes. Cheapflights offers flight deals from Chicago 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 to Hilo?

    Currently, March is the cheapest month in which you can book a flight from Chicago to Hilo (average of $330). Flying from Chicago to Hilo in July is currently the most expensive (average of $737). 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 Chicago to Hilo

Discover the top 3 airlines that operate flights from Chicago 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$553Average$651FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$681Average$763FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$735Average$928FlexibilityNo cancel feeOn-time69%

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