Cheap flights from Chicago to Kailua-Kona from $233
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Kailua-Kona departing on 9/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Chicago to Kailua-Kona
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Alaska Airlines flights from Chicago to Kailua-Kona
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How to get the cheapest flight ticket from Chicago to Kailua-Kona
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 typical price of a round-trip flight between Chicago and Kailua-Kona?
What is the cheapest month to fly to Kailua-Kona?
The cheapest month to fly to Kailua-Kona from Chicago is in September. Flight prices, which tend to average around $539, are often lower during this time because this is during the off-season. The month of April is another great option to travel to Kailua-Kona, with average flight prices from Chicago averaging around $606.
What is the cheapest day to depart on your flight to Kailua-Kona?
The cheapest day to depart on your flight to Kailua-Kona is on a Tuesday when prices can be found for as low as $628. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Kailua-Kona on Saturday is $1,190.
What is the cheapest time of day to depart on your flight to Kailua-Kona?
Flying to Kailua-Kona from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $686 when looking at flights departing in the afternoon. In contrast, the most expensive time of day to depart to Kailua-Kona is in the morning when prices are around $1,180.
What is the cheapest Chicago to Kona Intl flight route?
Fly from Chicago O'Hare Intl to Kona Intl for the best Chicago - Kona Intl flight prices
How far in advance should I book a flight to Kailua-Kona?
You are more likely to see cheaper flights to Kailua-Kona from Chicago when booking 16 weeks ahead of your departure date. In general, you can expect to find flights to Kailua-Kona for around $695 when searching 16 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Kailua-Kona from Chicago for as low as $544 on momondo.
What cabin class options are available on Chicago to Kona Intl flights?
There are 4 cabin classes available to choose from on Chicago to Kona Intl 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 Chicago to Kona Intl?
Alaska Airlines, Southwest, and American Airlines are the most popular carriers operating from Chicago to Kona Intl
What airlines fly to Kailua-Kona?
American Airlines, United Airlines and Alaska Airlines are the top three most popular airlines that fly to Kailua-Kona from Chicago according to our data. American Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Kailua-Kona. Keep in mind that there are 6 different airlines that fly to Kailua-Kona on a routine basis, so you have a few additional options to choose from.
When to book flights from Chicago to Kailua-Kona
Cheap Chicago to Kailua-Kona (CHI to KOA) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Kailua-Kona
How far is Chicago to Kona Intl by plane?
The straight-line distance from Chicago to Kona Intl is 4220.2 mi. A reasonable flight in good conditions will take 10h 50m.
When did momondo last update prices for flights from Chicago to Kona Intl Airport?
Prices for flights from Chicago to Kona Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Kona Intl Airport?
The number of operators available for flights from Chicago to Kona Intl Airport is 6 as of June 2025.
How old do you have to be to fly from Chicago to Kona Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Kona Intl Airport.
What documentation or ID do you need to fly to Kona Intl Airport?
The travel and health documents you'll need for your trip to Kona Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Kona Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Kailua-Kona?
Based on momondo bookings for flights between Chicago and Kailua-Kona, the leading plane model is Boeing 787-8 Dreamliner, making up 100.00% of the total bookings.
What is the most popular airline from Chicago to Kailua-Kona?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Kailua-Kona is American Airlines (39% of total bookings). The next most popular airlines are United Airlines (24%), Alaska Airlines (19%), and Delta (8%).
Best airlines flying from Chicago to Kailua-Kona
Compare and see reviews for airlines that fly from Chicago to Kailua-Kona with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $364 | Free Cancellation | Rating 8.0 7,958 reviews | |||
| PriceFrom $412 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $417 | Free Cancellation | Rating 8.0 10,000 reviews | |||
| PriceFrom $509 | Free Cancellation | Rating 7.4 8,793 reviews | |||
| PriceFrom $535 | Free Cancellation | Rating 7.8 2,499 reviews | |||
| PriceFrom $547 | Free Cancellation | Rating 8.0 4,283 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Kailua-Kona?
Finding the right flight to Kailua-Kona from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Kailua-Kona quick and easy, saving you time and money.
Can I find flights from Chicago to Kailua-Kona with flexible booking policies on momondo?
momondo does allow users to show only those flights to Kailua-Kona from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to Kailua-Kona?
momondo provides multiple filters to help you find the best flight to Kailua-Kona from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to Kailua-Kona right now. Can momondo alert me if prices change?
Price alerts on flights to Kailua-Kona from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.