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The Big Island

$297+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — KOA
feb. 4 — feb. 111
mar. 2/4
mar. 2/11
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 enero 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$551
(Delta)

One-way from

$297
(Alaska Airlines)

Popular in

December

Cheapest in

September

Average price

$622
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. 4% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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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 enero 30, 2025.

This Delta deal was found by Cheapflights users on 1/30. 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.
jue. 5/156:00 amORD - KOA
2 stops17h 39mDelta
mar. 5/209:45 pmKOA - ORD
1 stop10h 46mDelta
Deal found 1/30$552
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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.
mar. 3/47:45 amORD - KOA
1 stop19h 48mAlaska Airlines
mar. 3/1110:09 amKOA - ORD
2 stops21h 55mAlaska Airlines
Deal found 1/30$554
This American Airlines deal was found by Cheapflights users on 1/30. 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.
mar. 3/49:50 amORD - KOA
1 stop14h 22mAmerican Airlines
mar. 3/119:10 pmKOA - ORD
1 stop10h 04mAmerican Airlines
Deal found 1/30$564
This Mytrip deal was found by Cheapflights users on 1/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/146:00 amORD - KOA
3 stops29h 25mMultiple Airlines
lun. 5/192:55 pmKOA - ORD
2 stops21h 18mMultiple Airlines
Deal found 1/30$582
This Southwest deal was found by Cheapflights users on 1/30. 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.
mar. 3/48:35 pmMDW - KOA
2 stops24h 15mSouthwest
mar. 3/117:50 amKOA - MDW
1 stop11h 00mSouthwest
Deal found 1/30$589
This Delta deal was found by Cheapflights users on 1/30. 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.
jue. 4/2410:15 amMDW - KOA
2 stops13h 24mDelta
sáb. 5/38:30 pmKOA - MDW
2 stops12h 52mDelta
Deal found 1/30$594
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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.
mié. 2/197:00 pmORD - ITO
2 stops27h 04mAlaska Airlines
jue. 3/61:40 pmITO - ORD
2 stops23h 18mAlaska Airlines
Deal found 1/30$626
This Southwest deal was found by Cheapflights users on 1/29. 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.
vie. 2/285:10 amMDW - ITO
2 stops17h 05mSouthwest
vie. 3/79:00 amITO - MDW
2 stops16h 15mSouthwest
Deal found 1/29$632
This Southwest deal was found by Cheapflights users on 1/30. 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.
vie. 1/315:45 amORD - KOA
1 stop14h 05mSouthwest
vie. 2/79:00 amKOA - ORD
2 stops21h 20mSouthwest
Deal found 1/30$647
This United Airlines deal was found by Cheapflights users on 1/30. 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.
sáb. 3/17:37 pmORD - KOA
2 stops21h 16mUnited Airlines
dom. 3/910:55 pmKOA - ORD
2 stops20h 28mUnited Airlines
Deal found 1/30$664
This Southwest deal was found by Cheapflights users on 1/30. 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.
mar. 3/45:45 amORD - ITO
2 stops18h 30mSouthwest
mar. 3/116:00 amITO - ORD
2 stops12h 55mSouthwest
Deal found 1/30$694
This Expedia deal was found by Cheapflights users on 1/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/47:45 amORD - MUE
2 stops17h 15mMultiple Airlines
mar. 3/117:17 amMUE - ORD
2 stops24h 47mMultiple Airlines
Deal found 1/30$716

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 enero 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

vie. 5/2

7:00 am-6:39 pm

2 stops16h 39m

Kona Intl

mié. 5/7

9:45 pm-6:01 pm

2 stops15h 16m

$550

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

vie. 2/28

7:45 am-11:33 pm

1 stop19h 48m

Kona Intl

dom. 3/9

10:02 pm-11:59 pm

1 stop20h 57m

$573

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

mar. 2/18

8:05 am-8:12 pm

2 stops16h 07m

Kona Intl

mar. 3/4

9:45 pm-3:23 pm

2 stops13h 38m

$575

ChicagoKailua-Kona

MDW - KOA

MDWKOA

Chicago Midway

mar. 3/4

8:35 pm-4:50 pm

2 stops24h 15m

Kona Intl

mar. 3/11

7:50 am-11:50 pm

1 stop11h 00m

$589

ChicagoKailua-Kona

MDW - KOA

MDWKOA

Chicago Midway

jue. 4/24

10:15 am-6:39 pm

2 stops13h 24m

Kona Intl

sáb. 5/3

8:30 pm-2:22 pm

2 stops12h 52m

$594

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

dom. 5/4

6:15 am-12:55 pm

1 stop11h 40m

Kona Intl

jue. 5/15

8:30 pm-4:45 pm

2 stops15h 15m

$606

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

mié. 2/19

7:00 pm-6:04 pm

2 stops27h 04m

Hilo Intl

jue. 3/6

1:40 pm-4:58 pm

2 stops23h 18m

$626

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

vie. 2/28

5:10 am-6:15 pm

2 stops17h 05m

Hilo Intl

vie. 3/7

9:00 am-5:15 am

2 stops16h 15m

$632

ChicagoHilo

ORD - ITO

ORDITO

Chicago O'Hare Intl

vie. 2/28

5:45 am-6:15 pm

2 stops16h 30m

Hilo Intl

vie. 3/7

7:00 am-11:55 pm

2 stops12h 55m

$704

ChicagoWaimea (Kamuela)

ORD - MUE

ORDMUE

Chicago O'Hare Intl

mar. 3/4

7:45 am-9:00 pm

2 stops17h 15m

Waimea (Kamuela) Waimea Kohala

mar. 3/11

7:17 am-1:04 pm

2 stops24h 47m

$716

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 28 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 $618). 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 enero 30, 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 enero 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
9,688 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
8,454 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
2,320 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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
8,913 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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?

    $297 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 American Airlines and Southwest, with prices starting from $316 and $318, 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.

  • 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 $618). 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

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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
Midway to Honolulu flights
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St. Louis to Waimea (Kamuela) flights
St. Louis to Kapalua flights
Dubuque to Honolulu flights
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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 enero 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$350Average$641FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$414Average$648FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$416Average$680FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$473Average$818FlexibilityNo cancel feeOn-time69%
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