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$265+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — KOA
Jan 2 — Jan 91
Thu 1/2
Thu 1/9
1 adult, Economy
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Cheap flight deals from Chicago to The Big Island

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to The Big Island (zzFUI). 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 December 28, 2024.

Round-trip from

$512
(Delta)

One-way from

$265
(Alaska Airlines)
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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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 December 28, 2024.

This Southwest deal was found by Cheapflights users on 12/28. 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 12/2810:55 pmMDW - KOA
2 stops17h 55mSouthwest
Mon 2/39:00 amKOA - MDW
1 stop10h 20mSouthwest
Deal found 12/28$697
This American Airlines deal was found by Cheapflights users on 12/27. 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.
Tue 12/316:00 amORD - KOA
1 stop13h 57mAmerican Airlines
Thu 1/28:45 pmKOA - ORD
1 stop10h 27mAmerican Airlines
Deal found 12/27$855
This Southwest deal was found by Cheapflights users on 12/28. 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 12/287:15 pmORD - KOA
2 stops21h 35mSouthwest
Mon 2/36:10 amKOA - ORD
2 stops12h 55mSouthwest
Deal found 12/28$962
This United Airlines deal was found by Cheapflights users on 12/28. 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.
Sat 12/288:10 pmORD - KOA
1 stop20h 48mUnited Airlines
Mon 2/312:27 pmKOA - ORD
2 stops13h 27mUnited Airlines
Deal found 12/28$1,084
This Delta deal was found by Cheapflights users on 12/28. 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 12/316:20 amORD - KOA
2 stops17h 19mDelta
Mon 1/69:30 pmKOA - ORD
2 stops15h 59mDelta
Deal found 12/28$1,257
This Alaska Airlines deal was found by Cheapflights users on 12/27. 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.
Sat 12/286:00 amORD - KOA
1 stop20h 59mAlaska Airlines
Sat 1/45:40 pmKOA - ORD
1 stop19h 10mAlaska Airlines
Deal found 12/27$1,628
This Alaska Airlines deal was found by Cheapflights users on 12/27. 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.
Sun 12/296:56 pmORD - ITO
2 stops27h 07mAlaska Airlines
Sun 1/56:35 pmITO - ORD
2 stops19h 24mAlaska Airlines
Deal found 12/27$2,120
This Orbitz deal was found by Cheapflights users on 12/27. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/291:10 pmORD - MUE
2 stops21h 43mMultiple Airlines
Sun 1/57:17 amMUE - ORD
2 stops18h 13mMultiple Airlines
Deal found 12/27$2,255
This Delta deal was found by Cheapflights users on 12/28. 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 12/316:00 amMDW - KOA
2 stops17h 39mDelta
Mon 1/62:15 pmKOA - MDW
2 stops14h 39mDelta
Deal found 12/28$2,376
This United Airlines deal was found by Cheapflights users on 12/27. 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.
Sat 12/281:00 pmORD - ITO
1 stop33h 15mUnited Airlines
Fri 1/178:25 amITO - ORD
1 stop17h 51mUnited Airlines
Deal found 12/27$5,212

Find flights from Chicago to The Big Island within your budget

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 December 28, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 1/21

7:15 am-6:43 pm

2 stops15h 28m

Kona Intl

Mon 1/27

9:00 pm-2:12 pm

2 stops13h 12m

$511

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Mon 2/3

6:55 pm-2:30 pm

2 stops23h 35m

Kona Intl

Mon 2/10

11:15 pm-11:59 pm

1 stop20h 44m

$523

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 2/11

8:00 am-2:45 pm

3 stops34h 45m

Kona Intl

Tue 2/18

4:25 pm-9:44 pm

2 stops25h 19m

$546

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Tue 2/11

9:45 am-7:50 pm

1 stop14h 05m

Kona Intl

Tue 2/18

9:30 pm-11:35 am

1 stop10h 05m

$549

ChicagoKailua-Kona

MDW - KOA

MDWKOA

Chicago Midway

Wed 1/22

8:35 pm-3:50 pm

2 stops23h 15m

Kona Intl

Tue 1/28

9:00 am-9:20 am

2 stops20h 20m

$558

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

Wed 2/26

7:00 pm-4:08 pm

2 stops25h 08m

Hilo Intl

Wed 3/19

7:55 pm-4:53 pm

2 stops15h 58m

$584

ChicagoKailua-Kona

MDW - KOA

MDWKOA

Chicago Midway

Tue 4/15

9:20 am-6:39 pm

2 stops14h 19m

Kona Intl

Wed 4/23

8:40 pm-5:03 pm

2 stops15h 23m

$606

ChicagoWaimea (Kamuela)

ORD - MUE

ORDMUE

Chicago O'Hare Intl

Mon 2/3

2:07 pm-9:00 pm

2 stops34h 53m

Waimea (Kamuela) Waimea Kohala

Mon 2/10

7:17 am-2:03 pm

2 stops26h 46m

$630

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sat 1/25

6:22 pm-12:55 pm

1 stop22h 33m

Kona Intl

Sat 2/1

4:05 pm-12:42 pm

1 stop16h 37m

$632

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Wed 2/26

9:40 am-8:35 pm

2 stops14h 55m

Hilo Intl

Wed 3/19

1:00 pm-11:10 am

2 stops17h 10m

$662

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 23 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.

Travel insights for flights from Chicago to The Big Island

Get recent, data-driven insights about flights from Chicago to The Big Island including ideal travel times, pricing trends, and more.

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 $621). 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 December 28, 2024.

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 December 28, 2024.
Peruse reviews from past customers who have flown with Delta, American Airlines and Southwest 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.
Southwest
8.1
Very good
4,731 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,731 reviews
Southwest
8.1
Very good
4,731 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,575 reviews
Southwest
8.1
Very good
4,731 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,556 reviews
Southwest
8.1
Very good
4,731 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Hawaiian Airlines
7.9
Good
2,299 reviews
Southwest
8.1
Very good
4,731 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,003 reviews
Southwest
8.1
Very good
4,731 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    $265 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 Delta and Hawaiian Airlines, with prices starting from $271 and $274, 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 $1,187, our data shows the cheapest flight currently is $602. When looking at the most popular route, (Chicago O'Hare Intl - Kona Intl), you can expect to pay $483 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 $621). 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.

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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
O'Hare Intl to Kahului flights
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Springfield to Lihue flights
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Champaign to Honolulu flights
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Champaign to Kailua-Kona flights
Dubuque to Honolulu flights
Bloomington to Lihue flights

Top 4 airlines flying from Chicago to The Big Island

Discover the top 4 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 December 28, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$364Average$642FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$404Average$653FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$409Average$652FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$473Average$813FlexibilityNo cancel feeOn-time69%
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