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C$343 Cheap Flights from Kona (KOA) to Chicago (CHIA)

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Flight deals from Kona to Chicago

Looking for a cheap last-minute deal or the best return flight from Kona Airport to Chicago? If you want to travel next month, return fares start from C$1,008. Find the lowest prices on one-way and return tickets right here.
Chicago.C$343 per passenger.Departing Tue., May 19.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Kona on Tue., May 19, arriving in Chicago Midway.Price includes taxes and charges.From C$343, select.
Chicago.C$391 per passenger.Departing Wed., Aug. 19.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Kona on Wed., Aug. 19, arriving in Chicago Midway.Price includes taxes and charges.From C$391, select.
Chicago.C$474 per passenger.Departing Wed., Jun. 3.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Kona on Wed., Jun. 3, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$474, select.
Chicago.C$492 per passenger.Departing Sat., Oct. 10.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Kona on Sat., Oct. 10, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$492, select.
Chicago.C$501 per passenger.Departing Sat., Sep. 12.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Kona on Sat., Sep. 12, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$501, select.
Chicago.C$506 per passenger.Departing Mon., Nov. 23.One-way flight with Delta.Outbound indirect flight with Delta, departs from Kona on Mon., Nov. 23, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$506, select.
Chicago.C$507 per passenger.Departing Wed., Apr. 15.One-way flight with Hawaiian Airlines.Outbound indirect flight with Hawaiian Airlines, departs from Kona on Wed., Apr. 15, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$507, select.
Chicago.C$526 per passenger.Departing Wed., Jul. 15.One-way flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departs from Kona on Wed., Jul. 15, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$526, select.
Chicago.C$1,536 per passenger.Departing Sat., Jan. 2.One-way flight with Delta.Outbound indirect flight with Delta, departs from Kona on Sat., Jan. 2, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$1,536, select.
Chicago.C$2,302 per passenger.Departing Sat., Jan. 2.One-way flight with United.Outbound direct flight with United departs from Kona on Sat., Jan. 2, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$2,302, select.

Find the cheapest month to fly from Kona to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Kona to Chicago flights are currently cheapest in May.
Apr.
from C$507
May
from C$343
Jun.
from C$474
Jul.
from C$526
Aug.
from C$391
Sep.
from C$501
Oct.
from C$492
Nov.
from C$506
Dec.
Find prices
Jan.
from C$1,536
Feb.
Find prices
Mar.
Find prices

Which airlines fly from Kona to Chicago?

Alternative Kona to Chicago routes

Looking for the cheapest, fastest or easiest route from Kona to Chicago? You could fly into the following airports instead.

Chicago Midway

14km from central Chicago
ClosestCheapest
from C$343
Search flights

Chicago O'Hare International

25km from central Chicago
from C$350
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from C$587
Search flights

Kailua-Kona to Chicago: Flight information

The things to know before you go.
Cheapest flight foundC$343
Cheapest month to flyMay
Average flight time8 hrs, 2 mins
Most popular airlineLufthansa
Average flights per week6

Finding cheap flights from Kona to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Kona to Chicago is C$909. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
8 hours and 2 minutes is the average flight time from Kona to Chicago.
Lufthansa and United fly direct from Kona to Chicago.
As of April 2026, there are 3 flights per week flying from Kona to Chicago.
The cheapest month to fly from Kona to Chicago is usually August.
If you're flying from Kona Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from C$909.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Kona Airport to Chicago on Monday, August 3, 2026.
Yes – the average flight time is 8 hours and 2 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Alaska Airlines offers the cheapest flight tickets to Chicago.

Flying from Kona International Airport at Keahole (KOA) to Chicago: what you need to know

  • Take a direct flight from Kona International Airport at Keahole Airport to Chicago and you'll be in the air for around 9 hours 20 minutes.

  • Chicago is 5 hours ahead of Kailua-Kona, where Kona International Airport at Keahole Airport is located. Chicago operates on the UTC-5 timezone.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This way, you'll have plenty of time to catch your flight from KOA to Chicago.

  • Popular months like July or high seasons such as summer and spring break will mean longer queues at check-in and security. Play it safe and get to the terminal even earlier. Arriving two hours before domestic flights and up four hours ahead of international flights is a wise move.

  • You can catch a direct flight from Kona International Airport at Keahole Airport to Chicago that arrives at O'Hare International Airport (ORD).

  • Book your seat with United. This well-known airline offers direct flights from Kona International Airport at Keahole Airport to Chicago.

  • For a flight within United States, you don't need a visa or passport. However, you'll have to present another kind of identification, such as a driver's licence or ID card. Once you've booked flight tickets from Kona International Airport at Keahole to Chicago, make sure your ID is up to date.

  • Located around 13 kilometres from central Kailua-Kona, KOA can be reached in about 16 minutes by car, depending on traffic. The journey by public transport is roughly 32 minutes.

  • Booking a hotel room for the night can take the stress out of arriving at the airport on time. If you want somewhere to stay before your flight from Kona International Airport at Keahole Airport to Chicago, check out Ohana Hale. It's a short ride from KOA.

How to find the cheapest flights from Kona International Airport at Keahole Airport (KOA) to Chicago

  • C$343 is the cheapest price we've seen for a one-way ticket from Kona International Airport at Keahole Airport to Chicago. For a return flight on this route, the best price is C$909. Depending on the availability when you book, these fares may change.

  • Book 11 months before you want to travel. After crunching the numbers on our calendar, this is how far you'll want to book ahead to find cheap tickets from KOA to Chicago.

  • Plan your trip for July. That's the cheapest month for tickets from Kona International Airport at Keahole Airport to Chicago. If you're flexible with your dates, use the 'Whole month' tool to see the lowest price across each month.

  • Sign into your online account or use the app to set up a Price Alert. You'll be notified straight away if there's a better deal on this route. It's easy to do, and it'll save you time checking for cheap tickets from KOA to Chicago every day.

  • Use the filters to tailor your flights from Kona International Airport at Keahole Airport to Chicago. Enter your preferred arrival and departure times, number of stops and airlines. Alternatively, sort your results by 'Cheapest' to find the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from the centre of Chicago. With your own car rental or in a cab, the drive is around 35 minutes.

  • It'll take around 54 minutes if you're using public transport.

  • If you're coming in on a late flight from Kona International Airport at Keahole Airport to Chicago, nothing beats the convenience of staying near the terminal. Grab your suitcases from the carousel and then be showered and sleeping not long after at one of these hotels near ORD:

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • It's time to figure out your dates for your flight from Kona International Airport at Keahole Airport to Chicago. August is the busiest month for a trip to Chicago. If you want a quieter vibe, go in February.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Lock in your flights from Kona International Airport at Keahole Airport to Chicago in this month if you enjoy this type of weather.

  • Search for cheap flights from KOA to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

  • Once you've booked your flight from Kona International Airport at Keahole to Chicago, think about where you'd like to stay in this city. Make one of these accommodation options your base for exploring Chicago:

  • Millennium Park and Art Institute of Chicago are a couple of big attractions to add to your Chicago itinerary. Continue your sightseeing adventures at LandShark Beer Garden at Navy Pier.

Complete your Chicago trip with a car rental

  • We use the same magic that helped you find your cheap flight from Kona International Airport at Keahole to Chicago to track down deals on car rentals. Search for your ride in seconds and compare offers in one place. Plus you'll find all the info on car rentals in Chicago, from the most popular car type to the best time to book.

Plan the rest of your trip from Kailua-Kona to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.