HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Hilo

$483+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ITO
abr. 30 — may. 71
mié. 4/30
mié. 5/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Hilo with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 abril 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$704
(Southwest)

One-way from

$483
(Alaska Airlines)

Popular in

June

Cheapest in

November

Average price

$835
Provider with most accurate pricing for Chicago (CHI)-Hilo Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Hilo Intl flights.
Search Deals
From Chicago (CHI) to Hilo Intl
Search Deals
One-way flight from Chicago (CHI) to Hilo Intl
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($155 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 abril 25, 2025.

This Southwest deal was found by Cheapflights users on 4/23. 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.
jue. 5/86:15 amORD - ITO
2 stops16h 55mSouthwest
lun. 5/126:00 amITO - ORD
2 stops12h 40mSouthwest
Deal found 4/23$704
This Alaska Airlines deal was found by Cheapflights users on 4/24. 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.
mié. 10/229:00 amORD - ITO
2 stops16h 18mAlaska Airlines
jue. 10/306:00 amITO - ORD
2 stops12h 10mAlaska Airlines
Deal found 4/24$758
This SmartFares deal was found by Cheapflights users on 4/25. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/96:00 amORD - ITO
2 stops16h 57mMultiple Airlines
lun. 6/169:00 pmITO - ORD
2 stops14h 57mMultiple Airlines
Deal found 4/25$806
This United Airlines deal was found by Cheapflights users on 4/24. 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.
lun. 9/19:30 amORD - ITO
1 stop27h 37mUnited Airlines
vie. 9/56:00 amITO - ORD
2 stops18h 23mUnited Airlines
Deal found 4/24$832
This Delta deal was found by Cheapflights users on 4/24. 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.
jue. 6/57:10 amORD - ITO
2 stops15h 50mDelta
jue. 6/125:25 pmITO - ORD
2 stops18h 55mDelta
Deal found 4/24$879
This Delta deal was found by Cheapflights users on 4/25. 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.
mié. 6/46:00 amMDW - ITO
2 stops18h 09mDelta
mié. 6/111:43 pmITO - MDW
2 stops14h 01mDelta
Deal found 4/25$1,146
This Southwest deal was found by Cheapflights users on 4/24. 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.
sáb. 6/145:45 amMDW - ITO
2 stops13h 45mSouthwest
sáb. 6/146:55 pmITO - MDW
2 stops14h 25mSouthwest
Deal found 4/24$1,598

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 abril 25, 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

jue. 5/8

6:15 am-6:10 pm

2 stops16h 55m

Hilo Intl

lun. 5/12

6:00 am-11:40 pm

2 stops12h 40m

$704

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

mié. 10/22

9:00 am-8:18 pm

2 stops16h 18m

Hilo Intl

jue. 10/30

6:00 am-11:10 pm

2 stops12h 10m

$758

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

lun. 6/9

6:00 am-5:57 pm

2 stops16h 57m

Hilo Intl

lun. 6/16

9:00 pm-4:57 pm

2 stops14h 57m

$806

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

lun. 9/1

9:30 am-8:07 am

1 stop27h 37m

Hilo Intl

vie. 9/5

6:00 am-5:23 am

2 stops18h 23m

$832

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

jue. 6/5

7:10 am-6:00 pm

2 stops15h 50m

Hilo Intl

jue. 6/12

5:25 pm-5:20 pm

2 stops18h 55m

$879

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

mié. 6/4

6:00 am-7:09 pm

2 stops18h 09m

Hilo Intl

mié. 6/11

1:43 pm-8:44 am

2 stops14h 01m

$1,146

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

sáb. 6/14

5:45 am-2:30 pm

2 stops13h 45m

Hilo Intl

sáb. 6/14

6:55 pm-2:20 pm

2 stops14h 25m

$1,598

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

dom. 6/8

7:00 am-5:57 pm

2 stops39h 57m

$483

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

dom. 6/8

9:50 pm-9:53 am

3 stops41h 03m

$700

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

dom. 6/8

6:00 am-6:00 pm

2 stops17h 00m

$5,145

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice 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 Chicago-Hilo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Hilo flight deals on Cheapflights vs. FlightHub >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 eDreams the most. eDreams 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 $766). 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 abril 25, 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 abril 25, 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
9,927 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,927 reviews
Alaska Airlines
8.0
Very good
9,927 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,289 reviews
Alaska Airlines
8.0
Very good
9,927 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,927 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,927 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 Southwest is currently your cheapest option to Hilo, with prices starting at $704. Additional round-trip tickets that might be worth considering are offered by Alaska Airlines and Delta, with the lowest prices starting at $847 and $879, respectively. Southwest 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?

    $483 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $700 and $5,145, 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 $766). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Hilo

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Honolulu flights
O'Hare Intl to Kahului flights
Midway to Honolulu flights
O'Hare Intl to Kailua-Kona flights
O'Hare Intl to Lihue flights
St. Louis to Honolulu flights
Midway to Kahului flights
St. Louis to Kahului flights
Midway to Kailua-Kona flights
Midway to Lihue flights
St. Louis to Lihue flights
O'Hare Intl to Hilo flights
St. Louis to Kailua-Kona flights
Evansville to Honolulu flights
Peoria to Kahului flights
Peoria to Honolulu flights
Champaign to Honolulu flights
O'Hare Intl to Waimea (Big Island) flights
Moline to Honolulu flights
Bloomington to Honolulu flights
St. Louis to Kapalua flights
St. Louis to Hilo flights
Midway to Hilo flights
O'Hare Intl to Hana flights
Moline to Kahului flights
O'Hare Intl to Kapalua flights
Peoria to Lihue flights
Decatur to Honolulu flights
Evansville to Kahului flights
Evansville to Lihue flights
Moline to Lihue flights
St. Louis to Waimea (Big Island) flights
Springfield to Honolulu flights
Springfield to Kahului flights
Moline to Hilo flights
Moline to Kailua-Kona flights
St. Louis to Hana flights
Bloomington to Lihue flights
Springfield to Lihue flights
Champaign to Kailua-Kona flights
Bloomington to Kahului flights
Dubuque to Honolulu flights

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 abril 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$553Average$651FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$681Average$763FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$735Average$928FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.