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Cheap flights from Chicago to Kona

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.
Kailua-Kona.$240 per passenger.Departing Sat, 24 Jan.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 24 Jan, arriving in Kona.Price includes taxes and charges.From $240, select.
Kailua-Kona.$293 per passenger.Departing Thu, 12 Mar.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 12 Mar, arriving in Kona.Price includes taxes and charges.From $293, select.
Kailua-Kona.$338 per passenger.Departing Tue, 17 Feb.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 17 Feb, arriving in Kona.Price includes taxes and charges.From $338, select.
Kailua-Kona.$351 per passenger.Departing Mon, 4 May.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 4 May, arriving in Kona.Price includes taxes and charges.From $351, select.
Kailua-Kona.$438 per passenger.Departing Tue, 2 Jun.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 2 Jun, arriving in Kona.Price includes taxes and charges.From $438, select.
Kailua-Kona.$441 per passenger.Departing Wed, 4 Nov.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 4 Nov, arriving in Kona.Price includes taxes and charges.From $441, select.
Kailua-Kona.$493 per passenger.Departing Tue, 30 Dec.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Tue, 30 Dec, arriving in Kona.Price includes taxes and charges.From $493, select.
Kailua-Kona.$596 per passenger.Departing Sat, 17 Oct.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Sat, 17 Oct, arriving in Kona.Price includes taxes and charges.From $596, select.

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 January.
Dec
from $493
Jan
from $240
Feb
from $338
Mar
from $293
Apr
Find prices
May
from $351
Jun
from $438
Jul
Find prices
Aug
Find prices
Sep
Find prices
Oct
from $596
Nov
from $441

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 found$240
Cheapest month to flyJanuary
Average flight time9 hrs, 10 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 $481. 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 10 minutes is the average flight time from Chicago to Kona.
United flies direct from Chicago to Kona.
As of December 2025, there is one flight per week flying from Chicago to Kona.
The cheapest month to fly from Chicago to Kona is usually February.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Kona Airport on Monday, 23 February 2026.
Yes – the average flight time is 9 hours and 10 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.
The cheapest airline that flies to Kona is Delta .

Travelling from Chicago to Kona International Airport at Keahole (KOA): What you need to know

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

  • 9 hours 10 minutes is the average journey time for a direct Chicago to Kona International Airport at Keahole flight.

  • The timezone in Kailua-Kona is UTC-10, which is five hours behind Chicago. Kona International Airport at Keahole is located in Kailua-Kona.

  • For stress-free travel, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This ensures you have enough time to catch your flight from Chicago to KOA.

  • High season means busier airports, so plan to arrive even earlier. Give yourself at least two hours before a domestic flight and four hours for an international journey to stick to your schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • Get there in one go from O'Hare International Airport (ORD). Direct flights from Chicago to Kona International Airport at Keahole (KOA) can be booked from here.

  • United Airlines is a popular airline that offers direct flights from Chicago to Kona International Airport at Keahole departing from ORD.

  • The preferred choice for passengers flying between ORD and KOA is United Airlines.

  • With 75.0% of services arriving as planned, United Airlines is the most punctual carrier on this route.

  • ORD is about 40 kilometres from central Chicago. If you're ride-sharing, driving or catching a cab from the centre, it'll take 35 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the travel time to be around 55 minutes.

  • In search of a comfortable hotel near O'Hare International Airport? If you're catching an early flight from Chicago to Kona International Airport at Keahole, these accommodation options will put you just around the corner from the terminal:

  • 74.85% of flights leaving from O'Hare International Airport touch down at their destination on schedule.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is about 19 kilometres from central Chicago. It takes 20 minutes or so to get to the airport if you're driving from the city centre. Public transport takes roughly 45 minutes.

  • Want to enjoy an extra night away before your Chicago to KOA flight? Check in to a hotel near Chicago Midway International Airport before your adventure officially starts. These stays are calling your name:

  • Chicago Midway International Airport has an on-time performance rate of 77.88%. This figure gives an insight into how often flights that depart from this airport land on time.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 137 kilometres away. It takes roughly 1 hour 25 minutes to reach the airport by car and 4 hours 15 minutes or so if you use public transport.

  • Skip the morning rush on departure day — stay close to Chicago Rockford International Airport and know you'll get to your boarding gate with time to spare. Settle in at one of these hotels the day before if you've booked an early Chicago to Kona International Airport at Keahole flight:

  • Airports have an on-time performance rating that measures how often flights arrive as expected. At RFD, that figure is 76.19%.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Kona International Airport at Keahole (KOA)

  • After your flight from Chicago to Kona International Airport at Keahole has landed, kick back and relax at a hotel close by. Banyan Tree Sanctuary Guest House is a comfortable option that's not too far from KOA.

  • Grab a Kona International Airport at Keahole rental car and discover Kailua-Kona and beyond with your own wheels. Dollar, Hertz and Thrifty are popular providers you can book with here.

  • Secure the lowest price by booking your ride around one week ahead of your Chicago to Kona International Airport at Keahole flight.

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

  • Kona International Airport at Keahole is around 13 kilometres from central Kailua-Kona. It takes around 15 minutes or so to get to the city by car.

  • When travelling on public transport, expect a journey of roughly 30 minutes.

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

  • The cheapest price we've found for a one-way ticket from Chicago to Kona International Airport at Keahole is $240. For a return flight on this route, the best price is $481. Depending on when you want to go and the availability, these fares could change.

  • To snag cheap flights from Chicago to KOA, book your ticket four months ahead of your departure date.

  • September is when you're most likely to find a fantastic deal on a Chicago to Kona International Airport at Keahole ticket. If you'd like to travel during a different time of year, the 'Whole month' tool will show you the lowest prices for every month.

  • Never miss a deal on plane tickets from Chicago to KOA by creating a Price Alert. We'll send you an email or notification through the app when a lower fare becomes available.

  • Filters make it easier to find a bargain for your flight from Chicago to Kona International Airport at Keahole. Choose the airlines, flight times and number of stops that line up with your plans. Then sort the results by 'Cheapest' to find the lowest price right away.

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

  • May is the quietest month for flights from Chicago to Kona International Airport at Keahole (KOA), while July is the busiest. Figure out the best time to visit Kailua-Kona based on whether you like a laid-back vibe or a lively atmosphere.

  • When booking your Chicago to KOA plane ticket, consider what kind of weather works for you. August is the warmest month in Kailua-Kona, with temperatures ranging from 17ºC (63ºF) to 25ºC (77ºF).

  • If you like travelling in cooler conditions, search for a cheap ticket from Chicago to Kona International Airport at Keahole in January when temperatures are between 13ºC (55ºF) and 21ºC (70ºF).

More about Kailua-Kona

  • When it comes to searching for somewhere to lay your head, you'll find the most popular stays in Kailua-Kona right here. Browse these options after locking in your flight from Chicago to Kona International Airport at Keahole:

  • Your Kailua-Kona visit should come with a bit of sightseeing. Leading attractions you won't want to miss include Sea Paradise Sailing and Snorkeling Tours, Kona Snorkel Trips and Paradise Sailing Hawai‘i.

Explore more of the United States

  • Honolulu is just one of the many cities in the United States waiting to be explored once you've taken in the sights of Kailua-Kona. Around 257 kilometres away to the north-west, check out popular attractions including Pacific Ocean, Waikiki Beach and Pearl Harbour.

  • Pearl City is another essential stop in the United States and is around 274 kilometres north-west of Kailua-Kona. No journey is complete without dropping by USS Utah Memorial, Mānana Ridge Trail and Sunset Memorial Park.

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

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