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 43% 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.

What is the cheapest airline that flies from Chicago to Kona Intl?

Southwest, Delta, and Alaska Airlines are the most popular carriers operating from Chicago to Kona Intl

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 July 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.

$210 Cheap Flights from Chicago to Kailua-Kona in 2025

Q: What is the typical price of a round-trip flight between Chicago and Kailua-Kona?

Prices are currently low for flights on this route. Typical prices usually range from $684 to $829. The lowest price recently found on this route was $445.

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Find the cheapest flights from Chicago to Kailua-Kona

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

7:00 am - 1:29 pmORD-KOA

11h 29m1 stop

9:55 pm - 3:58 pmKOA-ORD

13h 03m1 stop

$445American Airlines

Find Deal

Tue, Sep 2 - Wed, Sep 10

6:10 am - 7:00 pmORD-KOA

17h 50m2 stops

9:47 pm - 1:17 pmKOA-ORD

10h 30m1 stop

$447Delta

Find Deal

Tue, Sep 2 - Tue, Sep 9

7:15 am - 5:34 pmORD-KOA

15h 19m1 stop

9:47 pm - 1:17 pmKOA-ORD

10h 30m1 stop

$448Delta

Find Deal

Wed, Aug 20 - Wed, Aug 27

10:56 am - 7:34 pmORD-KOA

13h 38m2 stops

1:15 pm - 5:23 amKOA-ORD

11h 08m1 stop

$450United Airlines

Find Deal

Wed, Aug 20 - Wed, Aug 27

6:20 am - 3:51 pmORD-KOA

14h 31m2 stops

9:40 pm - 4:57 pmKOA-ORD

15h 17m1 stop

$451Alaska Airlines

Find Deal

Mon, Sep 1 - Fri, Nov 7

6:20 am - 3:51 pmORD-KOA

14h 31m2 stops

7:03 am - 7:03 amKOA-ORD

19h 00m2 stops

$456Alaska Airlines

Find Deal

Mon, Sep 1 - Tue, Sep 9

5:15 am - 1:40 pmMDW-KOA

12h 25m1 stop

9:15 pm - 1:40 pmKOA-MDW

12h 25m1 stop

$483Southwest

Find Deal

Tue, Nov 4 - Wed, Nov 19

5:25 am - 6:10 pmMDW-KOA

16h 45m2 stops

9:15 pm - 1:40 pmKOA-MDW

12h 25m1 stop

$488Southwest

Find Deal

Tue, Nov 4 - Wed, Nov 19

7:10 am - 3:25 pmORD-KOA

13h 15m1 stop

8:00 pm - 1:12 pmKOA-ORD

12h 12m1 stop

$490United Airlines

Find Deal

Fri, Oct 3 - Sun, Oct 5

3:20 pm - 10:09 pmORD-KOA

11h 49m1 stop

8:00 am - 11:59 pmKOA-ORD

10h 59m1 stop

$519Hawaiian Airlines

Find Deal

Sat, Sep 27 - Sat, Oct 4

Delta flights from Chicago to Kailua-Kona

Our best Delta deals on Chicago to Kailua-Kona flight tickets

Delta

Sep 2

ORD6:10 amChicago O'Hare Intl

17h 50m

2 stops

KOA7:00 pmKona Intl

Sep 9

KOA9:47 pmKona Intl

10h 30m

1 stop

ORD1:17 pmChicago O'Hare Intl

$447

Find similar

Delta

Aug 20

ORD7:15 amChicago O'Hare Intl

15h 19m

1 stop

KOA5:34 pmKona Intl

Aug 27

KOA9:47 pmKona Intl

10h 30m

1 stop

ORD1:17 pmChicago O'Hare Intl

$448

Find similar

Delta

Oct 23

ORD7:30 amChicago O'Hare Intl

15h 14m

1 stop

KOA5:44 pmKona Intl

Oct 31

KOA9:45 pmKona Intl

10h 43m

1 stop

ORD1:28 pmChicago O'Hare Intl

$452

Find similar

Alaska Airlines flights from Chicago to Kailua-Kona

Our best Alaska Airlines deals on Chicago to Kailua-Kona flight tickets

Alaska Airlines

Sep 1

ORD6:20 amChicago O'Hare Intl

14h 31m

2 stops

KOA3:51 pmKona Intl

Nov 7

KOA9:40 pmKona Intl

15h 17m

1 stop

ORD4:57 pmChicago O'Hare Intl

$451

Find similar

Alaska Airlines

Sep 1

ORD6:20 amChicago O'Hare Intl

14h 31m

2 stops

KOA3:51 pmKona Intl

Sep 9

KOA7:03 amKona Intl

19h 00m

2 stops

ORD7:03 amChicago O'Hare Intl

$456

Find similar

Alaska Airlines

Sep 29

ORD6:20 amChicago O'Hare Intl

32h 07m

2 stops

KOA9:27 amKona Intl

Oct 2

KOA12:16 pmKona Intl

11h 44m

1 stop

ORD5:00 amChicago O'Hare Intl

$463

Find similar

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

Prices

Airlines

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 $1,190.

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 weeks ahead of your departure date. In general, you can expect to find flights to Kailua-Kona for around $696 when searching 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.

How have Chicago to Kailua-Kona flight prices changed over time?

As of July 2025, prices for Chicago to Kailua-Kona flights are approximately 29% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Kailua-Kona

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Kailua-Kona according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

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

Best Price Found	$210
Fastest flight time	10h 55m
Direct flights	Sun
Airports in Kailua-Kona	1 airport

The best one-way flight to Kailua-Kona from Chicago in the past 72 hours is $210. The best round-trip flight deal from Chicago to Kailua-Kona found on momondo in the last 72 hours is $445.

The fastest flight from Chicago to Kailua-Kona takes 10h 55m

Direct flights go from Chicago to Kailua-Kona on Sunday. The only airline offering direct flights is United Airlines.

There is 1 airport near Kailua-Kona: Kona Intl (KOA)

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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 11h 29m.
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 July 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 (40% of total bookings). The next most popular airlines are United Airlines (22%), Alaska Airlines (18%), and Delta (9%).

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
Delta	PriceFrom $364	Free Cancellation	Rating 8.0 7,951 reviews	Search Delta flights
American Airlines	PriceFrom $413	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $416	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $507	Free Cancellation	Rating 7.4 8,846 reviews	Search United Airlines flights
Hawaiian Airlines	PriceFrom $535	Free Cancellation	Rating 7.8 2,562 reviews	Search Hawaiian Airlines flights
Southwest	PriceFrom $547	Free Cancellation	Rating 8.0 4,249 reviews	Search Southwest flights

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.