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The Big Island

$278+ Cheap flights from Chicago (CHI) to The Big Island

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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — KOA
avr. 16 — avr. 231
mer. 4/16
mer. 4/23
1 adult, Economy
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Cheap flight deals from Chicago to The Big Island

Keep the following information in mind while searching for Chicago to The Big Island flight deals. Data was last updated avril 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$521
(Delta)

One-way from

$278
(Delta)

Popular in

December

Cheapest in

September

Average price

$602

Good round-trip deal

$1,398 or less
Provider with most accurate pricing for Chicago (CHI)-Kona Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Kona Intl flights.
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From Chicago (CHI) to The Big Island
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One-way flight from Chicago (CHI) to The Big Island
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Highest demand for flights based on searches. 2% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago (CHI) to The Big Island.
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Find flight deals from Chicago to The Big Island

Cheapest flights from Chicago to The Big Island
Explore the most affordable flight options available from Chicago to The Big Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on avril 11, 2025.

This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 9/176:00 amORD - KOA
2 stops17h 40mDelta
mer. 9/249:45 pmKOA - ORD
1 stop10h 43mDelta
Deal found 4/10$521
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 9/179:20 amMDW - KOA
2 stops14h 20mDelta
mer. 9/249:45 pmKOA - MDW
2 stops15h 51mDelta
Deal found 4/10$526
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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.
sam. 8/308:59 pmORD - KOA
1 stop17h 32mAlaska Airlines
mar. 9/91:48 pmKOA - ORD
1 stop25h 15mAlaska Airlines
Deal found 4/9$527
This American Airlines deal was found by Cheapflights users on 4/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 8/175:00 amORD - KOA
1 stop13h 29mAmerican Airlines
dim. 8/179:31 pmKOA - ORD
1 stop10h 15mAmerican Airlines
Deal found 4/10$585
This United Airlines deal was found by Cheapflights users on 4/10. 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.
dim. 5/117:10 amORD - KOA
1 stop13h 25mUnited Airlines
ven. 5/167:35 pmKOA - ORD
1 stop12h 40mUnited Airlines
Deal found 4/10$631
This Southwest deal was found by Cheapflights users on 4/10. 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.
mar. 4/296:15 amORD - ITO
2 stops16h 55mSouthwest
jeu. 5/86:00 amITO - ORD
2 stops12h 40mSouthwest
Deal found 4/10$684
This Southwest deal was found by Cheapflights users on 4/10. 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.
mer. 4/236:15 amORD - KOA
2 stops16h 55mSouthwest
mer. 4/308:30 pmKOA - ORD
2 stops12h 35mSouthwest
Deal found 4/10$709
This Alaska Airlines deal was found by Cheapflights users on 4/10. 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.
mar. 5/612:00 pmORD - ITO
2 stops28h 05mAlaska Airlines
mar. 5/138:40 amITO - ORD
2 stops16h 25mAlaska Airlines
Deal found 4/10$710
This Southwest deal was found by Cheapflights users on 4/10. 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.
mer. 10/156:00 amMDW - KOA
1 stop12h 00mSouthwest
mer. 10/228:30 pmKOA - MDW
1 stop11h 25mSouthwest
Deal found 4/10$748
This Southwest deal was found by Cheapflights users on 4/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/208:55 amMDW - ITO
2 stops14h 15mSouthwest
sam. 5/246:55 pmITO - MDW
2 stops12h 15mSouthwest
Deal found 4/9$749
This United deal was found by Cheapflights users on 4/10. 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 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
ven. 9/58:39 amITO - ORD
2 stops15h 22mUnited Airlines
Deal found 4/10$806
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 4/266:45 amORD - ITO
2 stops15h 45mDelta
lun. 5/512:25 pmITO - ORD
2 stops14h 30mDelta
Deal found 4/10$875

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to The Big Island 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 avril 11, 2025.
Use the filters below to find and compare flights from Chicago to The Big Island that are best for you.

Fly from

Chicago

Fly to

The Big Island

Route

Depart

Return

Price

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mar. 5/6

7:50 am-5:39 pm

1 stop14h 49m

Kona Intl

mar. 5/13

9:39 pm-1:30 pm

1 stop10h 51m

$556

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mar. 5/6

6:58 pm-1:52 pm

2 stops23h 54m

Kona Intl

mar. 5/13

12:42 pm-6:05 am

1 stop12h 23m

$559

ChicagoKailua-Kona

MDW - KOA

MDWKOA

Chicago Midway

lun. 5/5

10:20 am-6:42 pm

2 stops13h 22m

Kona Intl

mar. 5/13

9:39 pm-6:45 pm

2 stops16h 06m

$582

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

lun. 4/21

6:00 am-2:20 pm

1 stop13h 20m

Kona Intl

lun. 4/28

1:42 pm-6:06 am

1 stop11h 24m

$623

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

dim. 5/11

7:10 am-3:35 pm

1 stop13h 25m

Kona Intl

ven. 5/16

7:35 pm-1:15 pm

1 stop12h 40m

$631

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

mar. 4/29

6:15 am-6:10 pm

2 stops16h 55m

Hilo Intl

jeu. 5/8

6:00 am-11:40 pm

2 stops12h 40m

$684

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mer. 4/23

6:15 am-6:10 pm

2 stops16h 55m

Kona Intl

mer. 4/30

8:30 pm-2:05 pm

2 stops12h 35m

$709

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

mar. 5/6

12:00 pm-11:05 am

2 stops28h 05m

Hilo Intl

mar. 5/13

8:40 am-6:05 am

2 stops16h 25m

$710

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

mar. 5/20

8:55 am-6:10 pm

2 stops14h 15m

Hilo Intl

sam. 5/24

6:55 pm-12:10 pm

2 stops12h 15m

$749

ChicagoKailua-Kona

MDW - KOA

MDWKOA

Chicago Midway

mar. 7/1

8:05 am-5:55 pm

2 stops14h 50m

Kona Intl

mer. 7/2

8:20 pm-1:20 pm

2 stops12h 00m

$794

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 29 results
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Best time to book a flight from Chicago to The Big Island

Have a flexible travel schedule? Discover the best time to fly to The Big Island 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 The Big Island

What is the cheapest month to book a flight from Chicago to The Big Island?

Currently, October is the cheapest month in which you can book a flight from Chicago to The Big Island (average of $409). Flying from Chicago to The Big Island in June is currently the most expensive (average of $624). 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 FUI?

Find hourly flight availability from Chicago to The Big Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated avril 11, 2025.

When flying from Chicago to The Big Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in The Big Island by month

Plan your trip to The Big Island by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in The Big Island ranges from 1.6 - 2.8 inches per month. January is typically the wettest month, when rainfall can reach 2.8 in. February is typically the driest time to visit The Big Island when rainfall is around 1.6 in.

Temperature in The Big Island by month

Plan your trip to The Big Island by taking into account the average temperature totals by month.

If weather is an important factor for your trip to The Big Island, use this chart to help with planning. For those seeking warmer temperatures, August 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 The Big Island

Get insights into the airlines that provide service to The Big Island. 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 The Big Island. Reviews last updated avril 11, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Chicago to The Big Island to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,851 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

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
9,851 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

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
4,279 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

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
7,910 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

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
8,636 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Comfort

7.9

Overall

8.0

Entertainment

7.1

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 The Big Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to The Big Island one-way?

    $278 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Alaska Airlines and Southwest, with prices starting from $312 and $332, respectively.

  • What are the most popular routes from Chicago to The Big Island?

    The most popular flight routes from Chicago to The Big Island are Chicago O'Hare Intl - Kona Intl, Chicago Midway - Kona Intl and Chicago O'Hare Intl - Hilo Intl.

  • What are the cheapest flights from Chicago to The Big Island?

    While on average a flight from Chicago to The Big Island is generally $1,894, our data shows the cheapest flight currently is $1,237. When looking at the most popular route, (Chicago O'Hare Intl - Kona Intl), you can expect to pay $467 for that flight.

  • Can I find deals for flights from Chicago to The Big Island that include hotel bookings?

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

  • How can I find direct flights from Chicago to The Big Island?

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

  • Can I find deals for business class flights from Chicago to The Big Island?

    Yes. Cheapflights offers flight deals from Chicago to The Big Island 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 The Big Island?

    Currently, October is the cheapest month in which you can book a flight from Chicago to The Big Island (average of $409). Flying from Chicago to The Big Island in June is currently the most expensive (average of $624). 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 The Big Island

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

Top 6 airlines flying from Chicago to The Big Island

Discover the top 6 airlines that operate flights from Chicago to The Big Island. 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 avril 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$318Average$566FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$410Average$644FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$412Average$691FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$445Average$788FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$508Average$856FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$593Average$713FlexibilityNo cancel feeOn-time63%

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