Cheap flights from Kailua-Kona to Chicago from $236
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kailua-Kona to Chicago departing on 9/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Kailua-Kona to Chicago
Cheap round-trip flights
Cheap one-way flights
Delta flights from Kailua-Kona to Chicago
Our best Delta deals on Kailua-Kona to Chicago flight tickets
American Airlines flights from Kailua-Kona to Chicago
Our best American Airlines deals on Kailua-Kona to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Kailua-Kona to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $467. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Kailua-Kona to Chicago for around $1,188.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Kailua-Kona to Chicago during this time can be as low as $456. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $1,188.
What is the cheapest Kona Intl to Chicago flight route?
Fly from Kona Intl to Chicago O'Hare Intl for the best Kona Intl - Chicago flight prices
What cabin class options are available on Kona Intl to Chicago flights?
There are 3 cabin classes available to choose from on Kona Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Kona Intl to Chicago?
Delta, United Airlines, and Alaska Airlines are the most popular carriers operating from Kona Intl to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago from Kailua-Kona according to our data. American Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Kailua-Kona to Chicago on average per week?
As of April 2025, there are 4 flights per week flying from Kailua-Kona to Chicago. The most common day of the week flights depart is Mon, with 25% of flights taking off on this day.
When to book flights from Kailua-Kona to Chicago
Cheap Kailua-Kona to Chicago (KOA to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Kailua-Kona to Chicago
How far is Kona Intl to Chicago by plane?
There are 4220.2 mi between Kona Intl and Chicago. A reasonable flight in good conditions will take 10h 13m.
When did momondo last update prices for flights from Kona Intl Airport to Chicago?
Prices for flights from Kona Intl Airport to Chicago were last updated today.
How many operators does momondo search for flights from Kona Intl Airport to Chicago?
As of April 2025, there are 4 operators available to choose from for flights from Kona Intl Airport to Chicago.
How old do you have to be to fly from Kona Intl Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Kona Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Kailua-Kona to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Kailua-Kona to Chicago is Boeing 787-8 Dreamliner, representing 100.00% of all bookings.
Best airlines flying from Kailua-Kona to Chicago
Compare and see reviews for airlines that fly from Kailua-Kona to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $220 | Free Cancellation | Rating 8.0 9,911 reviews | |||
| PriceFrom $222 | Free Cancellation | Rating 8.0 7,920 reviews | |||
| PriceFrom $392 | Free Cancellation | Rating 7.4 8,685 reviews | |||
| PriceFrom $399 | Free Cancellation | Rating 7.2 10,000 reviews |
United Airlines Flights From Kailua-Kona to Chicago
United Airlines flies from Kailua-Kona to Chicago around 4 times per week, with 8,685 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Kailua-Kona to Chicago in the last 72 hours was $392 (round-trip), much lower than the average airfare cost of $635 for United Airlines flights on this route.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Kailua-Kona to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Kailua-Kona.
Can I find flights from Kailua-Kona to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Kailua-Kona on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Kailua-Kona to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Kailua-Kona.
I’m not ready to book a flight from Kailua-Kona to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Kailua-Kona to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.