HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kailua-Kona

$211+ Cheap flights from Chicago (CHI) to Kailua-Kona (KOA)

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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — KOA
Nov 5 — Nov 121
Tue 11/5
Tue 11/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Kailua-Kona 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.

The best prices from Chicago to Kona Intl are usually found in April or February, booked 77 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap flight deals from Chicago to Kailua-Kona

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Kailua-Kona (KOA). 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 October 31, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

March

Cheapest in

April

Round-trip from

$419
(Alaska Airlines)

One-way from

$211
(American Airlines)
Provider with most accurate pricing for Chicago (CHI)-Kona Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Kona Intl flights.
Search Deals
High demand for flights, 31% potential price rise
Search Deals
Best time to find cheap flights, 25% potential price drop
Search Deals
From Chicago (CHI) to Kona Intl
Search Deals
One-way flight from Chicago (CHI) to Kona Intl
Search Deals

Find flight deals from Chicago to Kailua-Kona

Cheapest flights from Chicago to Kailua-Kona
Explore the most affordable flight options available from Chicago to Kailua-Kona. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/117:10 amORD - KOA
1 stop13h 47mUnited Airlines
Tue 12/172:35 pmKOA - ORD
1 stop11h 22mUnited Airlines
Deal found 10/29$420
This Delta deal was found by Cheapflights users on 10/31. 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.
Wed 12/116:05 amORD - KOA
1 stop16h 21mDelta
Tue 12/179:00 pmKOA - ORD
1 stop12h 15mDelta
Deal found 10/31$422
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/161:58 pmORD - KOA
2 stops24h 32mAlaska Airlines
Sun 11/2410:53 pmKOA - ORD
1 stop25h 37mAlaska Airlines
Deal found 10/29$442
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Tue 11/127:00 amORD - KOA
1 stop12h 36mAmerican Airlines
Tue 11/194:35 pmKOA - ORD
2 stops12h 52mAmerican Airlines
Deal found 10/30$450
This Southwest deal was found by Cheapflights users on 10/29. 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.
Thu 11/145:15 amMDW - KOA
1 stop14h 25mSouthwest
Mon 11/1810:00 amKOA - MDW
2 stops21h 35mSouthwest
Deal found 10/29$507
This Delta deal was found by Cheapflights users on 10/31. 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 11/39:24 amMDW - KOA
2 stops14h 17mDelta
Wed 11/139:00 pmKOA - MDW
2 stops16h 02mDelta
Deal found 10/31$567
This Southwest deal was found by Cheapflights users on 10/30. 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.
Fri 11/296:15 amORD - KOA
2 stops18h 00mSouthwest
Fri 12/67:30 amKOA - ORD
2 stops22h 30mSouthwest
Deal found 10/30$686
This Mytrip deal was found by Cheapflights users on 10/30. 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.
Fri 12/275:04 pmMDW - KOA
3 stops33h 24mWestJet
Sun 1/510:30 pmKOA - MDW
3 stops32h 06mWestJet
Deal found 10/30$2,435

Find flights from Chicago to Kailua-Kona within your budget

Customize your flight search to find flights from Chicago to Kailua-Kona 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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Fri 1/10

7:45 am-11:45 pm

1 stop20h 00m

$211

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Fri 1/24

8:05 am-7:50 pm

2 stops15h 45m

$216

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Fri 1/10

7:00 am-7:54 pm

2 stops16h 54m

$241

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sat 2/22

9:13 am-9:19 pm

1 stop16h 06m

$255

ChicagoKailua-Kona

MDW - KOA

MDWKOA

Chicago Midway

Sun 11/10

10:30 pm-12:50 pm

2 stops18h 20m

$263

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 3/9

4:45 pm-9:26 pm

2 stops33h 41m

$299

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Fri 1/24

1:39 pm-10:28 pm

3 stops36h 49m

$447

ChicagoKailua-Kona

MDW - KOA

MDWKOA

Chicago Midway

Fri 1/10

9:30 am-7:54 pm

2 stops14h 24m

$241

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Sun 3/9

6:00 am-2:45 pm

1 stop13h 45m

$320

ChicagoKailua-Kona

ORD - KOA

ORDKOA

Chicago O'Hare Intl

Fri 1/24

7:05 pm-11:45 pm

2 stops56h 40m

$1,251

Flights are sorted by cheapest first

Deals found on 10/31

Showing 1-10 of 17 results
1
2

Compare providers for flights from Chicago to Kailua-Kona

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 Kailua-Kona in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
PricelinePrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy

*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-Kailua-Kona flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Kailua-Kona flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Kailua-Kona flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Kailua-Kona flights, Cheapflights users trust FlightHub the most. FlightHub 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-Kailua-Kona 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 Kailua-Kona

Have a flexible travel schedule? Discover the best time to fly to Kailua-Kona 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 Kailua-Kona

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

How far ahead should I book a flight from Chicago to Kailua-Kona?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Kailua-Kona. Price data was last updated on October 25, 2024.

Booking 64 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Kailua-Kona. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Find deals

What is the cheapest month to book a flight from Chicago to Kailua-Kona?

Currently, November is the cheapest month in which you can book a flight from Chicago to Kailua-Kona (average of $406). Flying from Chicago to Kailua-Kona in June is currently the most expensive (average of $591). 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 KOA?

Find hourly flight availability from Chicago to Kailua-Kona. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2024.

When flying from Chicago to Kailua-Kona, 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 8% versus a flight at noon.

What is the cheapest day to fly from Chicago to Kailua-Kona?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Kailua-Kona. Price data was last updated on October 27, 2024.

Travelers seeking maximum savings on their Chicago to Kailua-Kona flight should consider departing on Thursday evenings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Find deals

Rainfall in Kailua-Kona by month

Plan your trip to Kailua-Kona by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kailua-Kona 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 Kailua-Kona when rainfall is around 1.6 in.

Temperature in Kailua-Kona by month

Plan your trip to Kailua-Kona by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kailua-Kona, 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 Kailua-Kona

Get insights into the airlines that provide service to Kailua-Kona. 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 Kailua-Kona. Reviews last updated October 31, 2024.
Peruse reviews from past customers who have flown with Delta, American Airlines and Alaska Airlines from Chicago to Kailua-Kona to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,116 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,420 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,835 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Qatar Airways
7.5
Good
3,900 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,240 reviews
Southwest
8.1
Very good
5,116 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Chicago to Kailua-Kona. 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 Kailua-Kona from Chicago?

    Kona Intl (KOA), located 7.7 mi from the city center, is the airport you fly into when you book flights from Chicago to Kailua-Kona. 4 airlines have flights to Kona Intl from Chicago on a regular basis. Booking flights from Chicago to Kona Intl should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • Can I find flights from Chicago to Kailua-Kona for under $500 on Cheapflights?

    Yes, there are multiple flights from Chicago to Kailua-Kona for under $500. The cheapest flight booked recently is on Alaska Airlines for just $419, but on average you can expect to pay $616.

  • Are there nonstop flights from Chicago to Kailua-Kona for under $1,200 on Cheapflights?

    Cheapflights has at least 1 direct flight from Chicago to Kailua-Kona under $1,200. A good price for a nonstop flight from Chicago to Kailua-Kona is less than $1,103.

  • Are there last-minute flights available from Chicago to Kailua-Kona for under $500?

    There are currently 6+ open flights from Chicago to Kailua-Kona within the next 7 days for less than $500.

  • What are the cheapest airlines flying from Chicago to Kailua-Kona round-trip?

    Cheapflights users have booked flights from Chicago to Kailua-Kona round-trip from $419. Other airlines that can offer you cheap pricing are Delta, from $422, and American Airlines, from $425. Alaska Airlines is currently priced 38% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Kailua-Kona one-way?

    $211 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $241 and $255, respectively.

  • What are the cheapest flights from Chicago to Kailua-Kona?

    Looking for the cheapest flight from Chicago to Kailua-Kona? While on average our users pay $1,190, our data indicates the cheapest price to be $1,138. The most popular route (Chicago O'Hare Intl - Kona Intl), is priced around $420.

  • What does ORD to KOA mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and Kona Intl Airport (KOA). Codes like Kona Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Chicago to Kailua-Kona that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Kailua-Kona flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Kailua-Kona with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Kailua-Kona flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Kailua-Kona that include hotel bookings?

    Yes. In addition to deals on Chicago to Kailua-Kona flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Kailua-Kona?

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

  • Can I find deals for business class flights from Chicago to Kailua-Kona?

    Yes. Cheapflights offers flight deals from Chicago to Kailua-Kona by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Kailua-Kona that allow pets onboard?

    Many airlines flying from Chicago to Kailua-Kona offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Kailua-Kona?

    Yes, you can often find last-minute deals on Chicago to Kailua-Kona flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Kailua-Kona flight deals updated?

    The Chicago to Kailua-Kona flight deals you see on this page were last updated on 10/31.

  • What is the cheapest month to book a flight from Chicago to Kailua-Kona?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Kailua-Kona (average of $406). Flying from Chicago to Kailua-Kona in June is currently the most expensive (average of $591). 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 Kailua-Kona

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
Midway to Kahului flights
St. Louis to Honolulu flights
Midway to Kailua-Kona flights
Midway to Lihue flights
St. Louis to Kahului flights
St. Louis to Lihue flights
St. Louis to Kailua-Kona flights
O'Hare Intl to Hilo flights
Moline to Honolulu flights
Moline to Kahului flights
Evansville to Honolulu flights
O'Hare Intl to Hana flights
O'Hare Intl to Kapalua flights
Midway to Hilo flights
Peoria to Honolulu flights
Bloomington to Honolulu flights
O'Hare Intl to Waimea (Kamuela) flights
Moline to Lihue flights
Moline to Kailua-Kona flights
Decatur to Honolulu flights
Peoria to Kahului flights
Bloomington to Kahului flights
Peoria to Lihue flights
St. Louis to Hilo flights
Champaign to Honolulu flights
Bloomington to Lihue flights
Springfield to Lihue flights
Evansville to Lihue flights
St. Louis to Waimea (Kamuela) flights
Evansville to Kahului flights
Dubuque to Honolulu flights
St. Louis to Kapalua flights
St. Louis to Hana flights
Springfield to Kahului flights
Springfield to Honolulu flights
Moline to Hilo flights
Champaign to Kailua-Kona flights

Top 4 airlines flying from Chicago to Kailua-Kona

Discover the top 4 airlines that operate flights from Chicago to Kailua-Kona. 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$350Average$640FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$416Average$661FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$421Average$660FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$491Average$791FlexibilityNo 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.
View all available airlines