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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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ITO
Jun 28 — Jul 51
Sat 6/28
Sat 7/5
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 June 23, 2025.

Round-trip from

$476
(Alaska Airlines)

One-way from

$377
(Alaska Airlines)

Popular in

June

Cheapest in

November

Average price

$1,228
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. 11% potential increase in price ($111 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 23, 2025.

This Alaska Airlines deal was found by Cheapflights users on 6/21. 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 10/68:20 amORD - ITO
2 stops17h 11mAlaska Airlines
Fri 10/316:00 amITO - ORD
2 stops12h 59mAlaska Airlines
Deal found 6/21$476
This Trip.com deal was found by Cheapflights users on 6/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/57:08 amORD - ITO
2 stops28h 52mMultiple Airlines
Tue 8/127:00 pmITO - ORD
2 stops17h 15mMultiple Airlines
Deal found 6/21$688
This Southwest deal was found by Cheapflights users on 6/22. 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.
Fri 10/175:40 amMDW - ITO
2 stops14h 00mSouthwest
Sat 10/256:00 amITO - MDW
2 stops12h 25mSouthwest
Deal found 6/22$784
This United Airlines deal was found by Cheapflights users on 6/22. 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.
Sun 11/29:35 amORD - ITO
1 stop13h 23mUnited Airlines
Thu 11/64:34 pmITO - ORD
2 stops14h 49mUnited Airlines
Deal found 6/22$803
This Southwest deal was found by Cheapflights users on 6/23. 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.
Fri 6/276:15 amORD - ITO
2 stops20h 25mSouthwest
Sun 6/296:00 amITO - ORD
2 stops12h 40mSouthwest
Deal found 6/23$804
This Delta deal was found by Cheapflights users on 6/22. 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.
Sat 9/276:45 pmMDW - ITO
2 stops28h 45mDelta
Mon 9/299:43 amITO - MDW
2 stops27h 24mDelta
Deal found 6/22$933
This American Airlines deal was found by Cheapflights users on 6/22. 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.
Sat 11/110:00 amORD - ITO
1 stop11h 54mAmerican Airlines
Thu 11/64:34 pmITO - ORD
1 stop10h 36mAmerican Airlines
Deal found 6/22$1,310
This Delta deal was found by Cheapflights users on 6/22. 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.
Sun 11/236:00 pmORD - ITO
2 stops24h 22mDelta
Fri 11/286:49 pmITO - ORD
2 stops18h 57mDelta
Deal found 6/22$1,336

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 June 23, 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

Mon 9/1

8:00 am-5:39 pm

2 stops38h 39m

Hilo Intl

Fri 9/5

8:36 am-7:03 am

2 stops17h 27m

$511

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Tue 8/5

7:08 am-7:00 am

2 stops28h 52m

Hilo Intl

Tue 8/12

7:00 pm-5:15 pm

2 stops17h 15m

$688

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Tue 7/1

8:05 am-6:10 pm

2 stops15h 05m

Hilo Intl

Mon 7/7

6:00 am-12:30 am

2 stops13h 30m

$794

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Fri 6/27

6:15 am-9:40 pm

2 stops20h 25m

Hilo Intl

Sun 6/29

6:00 am-11:40 pm

2 stops12h 40m

$804

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Mon 9/1

9:30 am-8:07 am

1 stop27h 37m

Hilo Intl

Fri 9/5

8:36 am-11:12 pm

2 stops33h 36m

$873

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Fri 9/19

6:00 am-4:56 pm

2 stops15h 56m

Hilo Intl

Sun 9/21

12:20 pm-8:46 am

2 stops15h 26m

$1,124

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Fri 7/4

10:00 am-9:45 pm

2 stops16h 45m

$377

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Sun 8/3

9:42 pm-8:08 am

2 stops39h 26m

$454

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Tue 7/29

6:00 am-3:55 pm

2 stops14h 55m

$587

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/21

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 $732). 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.

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 June 23, 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
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

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
4,278 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

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
7,966 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

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
8,831 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Boarding

8.1

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 $476. Additional round-trip tickets that might be worth considering are offered by Southwest and United Airlines, with the lowest prices starting at $784 and $803, respectively. Alaska Airlines is 42% 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 Alaska Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $454 and $587, 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 $732). 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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Alternative routes for Chicago to Hilo

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$593Average$936FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$681Average$763FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$735Average$963FlexibilityNo cancel feeOn-time69%

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