Cheap Flights from Chicago to Kona

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Compare Chicago to Kona flight deals

Find the cheapest month or even day of the year to fly to Kona

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Flight deals from Chicago to Kona

Looking for a cheap last-minute deal or the best return flight from Chicago to Kona? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Kona

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Kona flights are currently cheapest in August.

Direct flights from Chicago to Kona

Chicago to Kona: Alternative routes

Compare routes from Chicago to Kailua-Kona below. You may find an airport to fly into that's cheaper, faster, or easier than Kona.

Chicago to Kailua-Kona: Flight information

The things to know before you go.
Cheapest flight foundR 5,046
Cheapest month to flyAugust
Average flight time9 hrs, 7 mins
Most popular airlineUnited
Average flights per week1

Finding cheap flights from Chicago to Kona: Frequently asked questions

The best price we found for a return flight from Chicago to Kona is R 8,773. 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.
9 hours and 7 minutes is the average flight time from Chicago to Kona.
United flies direct from Chicago to Kona.
As of May 2025, there is one flight per week flying from Chicago to Kona.
The cheapest month to fly from Chicago to Kona is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Kona Airport on Tuesday, 23 September 2025.
Yes – the average flight time is 9 hours and 7 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 Kona 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 Kailua-Kona is around 40 days in advance, so don’t leave your flight to the last minute.

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

  • Begin your travels at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Kona International Airport at Keahole (KOA) taking off from either of these.

  • Approximately 9 hours 20 minutes is how long you can expect to be in the air on a direct flight from Chicago to Kona International Airport at Keahole.

  • Kailua-Kona is 5 hours behind Chicago. Kona International Airport at Keahole is located in Kailua-Kona, which operates on the UTC-10 timezone.

  • The most popular route is from O'Hare International Airport (ORD) to Kona International Airport at Keahole (KOA), with 0 direct weekly services. If you'd like to get going as soon as possible, the earliest flight from ORD to KOA is the 09:20 United option. If you prefer travelling later, the last departure is at 09:20 with United.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you plenty of time to board your flight from Chicago to KOA.

  • Getting on a plane during a peak month like August? Popular seasons (like summer, Christmas/New Year and spring break) can easily add another hour at check-in and security. Play things extra safe and arrive up to four hours before international flights and two hours before domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • You can find a direct flight from Chicago to Kona International Airport at Keahole Airport (KOA) leaving from O'Hare International Airport (ORD).

  • You can travel on a direct flight from Chicago to Kona International Airport at Keahole Airport with United. This popular airline offers services from ORD.

  • From the centre of Chicago, ORD is approximately 40 kilometres away. Use navigation apps or visit the official airport website to find the best way to arrive at the terminal.

  • Looking for a handy hotel near O'Hare International Airport? If you've booked an early flight from Chicago to Kona International Airport at Keahole Airport, these stays will have you sleeping moments from your departure lounge:

Chicago Midway International Airport (MDW)

  • Want other options for a direct flight from Chicago to Kona International Airport at Keahole (KOA)? Browse the fares departing from Chicago Midway International Airport (MDW).

  • United offers direct flights from Chicago to KOA leaving from MDW. Book your favourite window seat and reach your destination in a single hop.

  • You can get to MDW from the centre of Chicago in approximately 21 minutes by car, depending on traffic conditions. The journey on public transport will take roughly 46 minutes to cover the 19 kilometres or so.

  • Want to spoil yourself with an extra night away before your flight from Chicago to KOA? Kick back in a hotel near Chicago Midway International Airport before your break officially begins. Here's where you can stay:

About Kona International Airport at Keahole Airport (KOA)

  • Get off your flight from Chicago to Kona International Airport at Keahole Airport and jump into your hotel bed soon after. If you need a convenient option that's not too far from KOA, consider Ohana Hale.

Getting from Kona International Airport at Keahole Airport (KOA) to central Kailua-Kona

  • Kona International Airport at Keahole Airport is approximately 13 kilometres from central Kailua-Kona. With a cab or in your own car rental, the drive is around 16 minutes.

  • When travelling by public transport, expect a journey time of roughly 32 minutes.

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

  • R 5,031 is the cheapest price we've found for a one-way ticket from Chicago to Kona International Airport at Keahole Airport. Return flights start from R 8,773. Prices may vary depending on availability at the time of booking.

  • We recommend booking as soon as possible to secure cheap tickets from Chicago to KOA. You're more likely to score a great deal and enjoy a larger selection of flight times and dates.

  • The 'Whole month' search function shows you the cheapest tickets from Chicago to Kona International Airport at Keahole Airport across the month. It's a great way to find a bargain if your dates are flexible.

  • Set up a Price Alert and track any changes on this route through email or push notifications. You'll be the first to know when the fares drop. Timing is key for finding cheap tickets from Chicago to KOA.

  • Tailor your flights with filters. Select your ideal departure and arrival times, total journey duration and airlines. You can also sort results by 'Fastest,' 'Best' or 'Cheapest' flights from Chicago to Kona International Airport at Keahole Airport.

The best time to fly from Chicago to Kona International Airport at Keahole Airport (KOA)

  • It's time to figure out your trip dates for your flight from Chicago to Kona International Airport at Keahole Airport. July is the busiest month for a trip to Kailua-Kona. If you want a more relaxed atmosphere, go in May.

  • Think about the type of weather that'll work with your plans for Kailua-Kona. August is known as the warmest month. Book your flights from Chicago to KOA sometime then and you can expect temperatures of between 17ºC and 25ºC.

  • January has average temperatures of between 13ºC and 21ºC. Look for cheap flights from Chicago to Kona International Airport at Keahole Airport around that time if you'd rather travel in cooler conditions.

More about Kailua-Kona

  • When it comes to looking for somewhere to rest your head, you'll find the best places to stay in Kailua-Kona right here. Check out these options after you've booked your flight from Chicago to Kona International Airport at Keahole Airport:

  • There are so many things to discover in this city it can be difficult to know where to begin. Hulihee Palace, The Puako Petroglyphs and Daifukuji Soto Mission are major attractions which should be on every Kailua-Kona itinerary.

Complete your Kailua-Kona trip with a car rental

  • Finding you a cheap flight from Chicago to Kona International Airport at Keahole isn't the only thing we're good at. Browse our car rentals in Kailua-Kona and explore on your own terms. We search for deals from trusted car rental companies and put them all in one place. You can instantly compare rates and then book with no fees.

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