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Cheap flights from Chicago to Kailua-Kona from $204

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 1/20. 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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Find the cheapest flights from Chicago to Kailua-Kona

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Kailua-Kona that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Kailua-Kona.

Cheap last minute flights

Planning a quick getaway from Chicago to Kailua-Kona? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Kailua-Kona, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Kailua-Kona

Find recent round-trip train or bus tickets from Chicago to Kailua-Kona.

All round-trip flight deals to Kailua-Kona

The cheapest plane tickets to Kailua-Kona found on KAYAK recently.
5:45 am - 3:50 pmORD-KOA
14h 05m1 stop
9:00 am - 11:30 amKOA-ORD
22h 30m2 stops
$413Southwest
Find Deal
Wed, Jan 8 - Thu, Jan 16
7:20 am - 3:50 pmMDW-KOA
12h 30m1 stop
9:00 am - 9:40 amKOA-MDW
20h 40m2 stops
$413Southwest
Find Deal
Tue, Feb 4 - Wed, Feb 12
9:45 am - 7:50 pmORD-KOA
14h 05m1 stop
9:40 pm - 1:49 pmKOA-ORD
12h 09m1 stop
$422American Airlines
Find Deal
Tue, Jan 7 - Mon, Jan 20
9:45 am - 7:50 pmORD-KOA
14h 05m1 stop
9:40 pm - 3:26 pmKOA-ORD
13h 46m2 stops
$427American Airlines
Find Deal
Tue, Jan 7 - Tue, Jan 21
6:00 am - 6:26 pmORD-KOA
16h 26m1 stop
9:00 pm - 1:15 pmKOA-ORD
12h 15m1 stop
$452Delta
Find Deal
Sun, Dec 8 - Wed, Dec 11
6:17 am - 6:19 pmORD-KOA
16h 02m2 stops
9:00 pm - 1:15 pmKOA-ORD
12h 15m1 stop
$457Delta
Find Deal
Thu, Dec 5 - Sun, Dec 8
5:28 pm - 11:44 pmORD-KOA
34h 16m1 stop
11:15 pm - 11:59 pmKOA-ORD
20h 44m1 stop
$464Alaska Airlines
Find Deal
Fri, Jan 10 - Tue, Jan 21
5:28 pm - 11:44 pmORD-KOA
34h 16m1 stop
12:23 pm - 11:59 pmKOA-ORD
31h 36m2 stops
$470Alaska Airlines
Find Deal
Fri, Jan 10 - Tue, Jan 21
7:10 am - 4:57 pmORD-KOA
13h 47m1 stop
2:20 pm - 5:01 amKOA-ORD
10h 41m1 stop
$507United Airlines
Find Deal
Thu, Dec 5 - Thu, Dec 12
7:00 am - 4:55 pmORD-KOA
13h 55m1 stop
1:13 pm - 5:57 amKOA-ORD
11h 44m1 stop
$523United Airlines
Find Deal
Wed, Feb 26 - Wed, Mar 12
5:45 am - 3:50 pmORD-KOA
14h 05m1 stop
$204Southwest
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Mon, Jan 20
6:05 am - 6:26 pmORD-KOA
16h 21m1 stop
$211Delta
Find Deal
Sat, Dec 7
5:00 am - 3:12 pmORD-KOA
14h 12m2 stops
$216American Airlines
Find Deal
Mon, Dec 9
3:45 pm - 11:23 amORD-KOA
23h 38m1 stop
$217Alaska Airlines
Find Deal
Sun, Jan 19
7:00 pm - 2:59 pmORD-KOA
23h 59m2 stops
$242Alaska Airlines
Find Deal
Sat, Mar 1
7:18 am - 8:12 pmORD-KOA
16h 54m1 stop
$269American Airlines
Find Deal
Sat, Mar 1
6:25 pm - 2:57 pmORD-KOA
24h 32m2 stops
$311United Airlines
Find Deal
Tue, Dec 31
8:55 am - 1:15 pmORD-KOA
32h 20m1 stop
$312United Airlines
Find Deal
Tue, Dec 31
9:54 pm - 9:28 pmORD-KOA
27h 34m2 stops
Tue, Dec 24
7:00 am - 10:28 pmORD-KOA
43h 28m3 stops
$1,000
Find Deal
Mon, Dec 23
7:00 am - 12:00 pmORD-KOA
33h 00m1 stop
2:26 pm - 5:28 amKOA-ORD
11h 02m1 stop
$571Alaska Airlines
Find Deal
Fri, Nov 15 - Fri, Nov 22
8:30 am - 3:36 pmORD-KOA
11h 06m1 stop
9:45 pm - 2:52 pmKOA-ORD
13h 07m2 stops
$582American Airlines
Find Deal
Fri, Nov 15 - Fri, Nov 22
5:00 am - 3:36 pmORD-KOA
14h 36m2 stops
9:45 pm - 2:52 pmKOA-ORD
13h 07m2 stops
$587American Airlines
Find Deal
Fri, Nov 15 - Fri, Nov 22
1:58 pm - 12:00 pmORD-KOA
26h 02m1 stop
9:23 pm - 11:59 pmKOA-ORD
22h 36m1 stop
$690Alaska Airlines
Find Deal
Fri, Nov 15 - Mon, Nov 18
7:15 am - 3:04 pmORD-KOA
11h 49m1 stop
4:35 pm - 9:27 amKOA-ORD
12h 52m2 stops
$711American Airlines
Find Deal
Fri, Nov 15 - Mon, Nov 18
5:00 am - 3:36 pmORD-KOA
14h 36m2 stops
9:45 pm - 2:54 pmKOA-ORD
13h 09m2 stops
$716American Airlines
Find Deal
Fri, Nov 15 - Mon, Nov 18
6:00 am - 8:55 pmMDW-KOA
18h 55m2 stops
9:25 pm - 6:32 pmKOA-MDW
17h 07m2 stops
$840Delta
Find Deal
Fri, Nov 15 - Fri, Nov 22
6:00 am - 7:53 pmMDW-KOA
17h 53m2 stops
9:25 pm - 6:32 pmKOA-MDW
17h 07m2 stops
$1,644Delta
Find Deal
Fri, Nov 15 - Fri, Nov 22
11:15 am - 4:30 pmORD-KOA
9h 15mnonstop
6:00 pm - 6:10 amKOA-ORD
8h 10mnonstop
$1,113United Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
11:15 am - 4:30 pmORD-KOA
9h 15mnonstop
6:00 pm - 6:10 amKOA-ORD
8h 10mnonstop
$1,201United Airlines
Find Deal
Sat, Jan 25 - Sat, Feb 8
11:15 am - 3:25 pmORD-KOA
9h 10mnonstop
5:10 pm - 6:05 amKOA-ORD
7h 55mnonstop
$1,319United Airlines
Find Deal
Sat, Mar 15 - Sat, Mar 22
11:15 am - 4:25 pmORD-KOA
9h 10mnonstop
6:00 pm - 5:55 amKOA-ORD
7h 55mnonstop
$1,416United Airlines
Find Deal
Sat, Feb 15 - Sat, Feb 22
11:15 am - 3:25 pmORD-KOA
9h 10mnonstop
5:10 pm - 6:05 amKOA-ORD
7h 55mnonstop
$1,423United Airlines
Find Deal
Sat, Mar 15 - Sat, Mar 22
9:20 am - 2:38 pmORD-KOA
9h 18mnonstop
6:00 pm - 6:10 amKOA-ORD
8h 10mnonstop
$1,972United Airlines
Find Deal
Sat, Dec 21 - Sat, Dec 28
11:15 am - 3:25 pmORD-KOA
9h 10mnonstop
5:10 pm - 6:05 amKOA-ORD
7h 55mnonstop
$2,165United Airlines
Find Deal
Sat, Mar 22 - Sat, Mar 29
11:15 am - 4:25 pmORD-KOA
9h 10mnonstop
5:10 pm - 6:05 amKOA-ORD
7h 55mnonstop
$2,879United Airlines
Find Deal
Sat, Mar 1 - Sat, Mar 15
11:15 am - 3:25 pmORD-KOA
9h 10mnonstop
5:10 pm - 6:05 amKOA-ORD
7h 55mnonstop
$2,880United Airlines
Find Deal
Sat, Mar 15 - Sat, Mar 22
9:20 am - 2:38 pmORD-KOA
9h 18mnonstop
6:00 pm - 6:10 amKOA-ORD
8h 10mnonstop
$2,949United Airlines
Find Deal
Sat, Dec 28 - Sat, Jan 4

Southwest flights from Chicago to Kailua-Kona

Our best Southwest deals on Chicago to Kailua-Kona flight tickets
Southwest
Jan 8
ORD5:45 amChicago O'Hare Intl
14h 05m
1 stop
KOA3:50 pmKona Intl
Jan 16
KOA9:00 amKona Intl
22h 30m
2 stops
ORD11:30 amChicago O'Hare Intl
Southwest
Feb 4
MDW7:20 amChicago Midway
12h 30m
1 stop
KOA3:50 pmKona Intl
Feb 12
KOA9:00 amKona Intl
10h 20m
1 stop
MDW11:20 pmChicago Midway
Southwest
Feb 4
MDW9:40 amChicago Midway
14h 40m
2 stops
KOA8:20 pmKona Intl
Feb 12
KOA9:00 amKona Intl
20h 40m
2 stops
MDW9:40 amChicago Midway

American Airlines flights from Chicago to Kailua-Kona

Our best American Airlines deals on Chicago to Kailua-Kona flight tickets
American Airlines
Jan 7
ORD9:45 amChicago O'Hare Intl
14h 05m
1 stop
KOA7:50 pmKona Intl
Jan 20
KOA9:40 pmKona Intl
12h 09m
1 stop
ORD1:49 pmChicago O'Hare Intl
American Airlines
Jan 7
ORD9:45 amChicago O'Hare Intl
14h 05m
1 stop
KOA7:50 pmKona Intl
Jan 21
KOA9:40 pmKona Intl
13h 46m
2 stops
ORD3:26 pmChicago O'Hare Intl
American Airlines
Jan 25
ORD8:05 amChicago O'Hare Intl
15h 45m
2 stops
KOA7:50 pmKona Intl
Feb 5
KOA9:40 pmKona Intl
12h 45m
2 stops
ORD2:25 pmChicago O'Hare Intl

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 from Chicago to Kailua-Kona?

February. The cheapest time of year to fly to Kailua-Kona from Chicago is February. Most expensive is March

What is the cheapest day to depart Chicago for Kailua-Kona?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Saturday

When is the cheapest time to fly from Chicago to Kailua-Kona?

In the morning. Chicago to Kailua-Kona flights are approximately 11% more expensive in the evening than in the morning

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

Delta. Delta, Alaska Airlines, and American Airlines are the most popular carriers operating from Chicago to Kailua-Kona

What is the cheapest Chicago to Kailua-Kona flight route?

Chicago O'Hare Intl - Kona Intl. Fly from Chicago O'Hare Intl to Kona Intl for the best Chicago - Kailua-Kona flight prices

How far in advance should you book Chicago to Kailua-Kona flights?

14 days before. The cheapest time to buy a flight from Chicago to Kailua-Kona is approximately 14 days to departure

Can stopping save me money on Chicago to Kailua-Kona flights?

You could potentially save up to 63% on your flight if you consider stops on a Chicago to Kailua-Kona flight.

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

As of November 2024, prices for Chicago to Kailua-Kona flights are approximately 14% cheaper 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

$204

Fastest flight time

9h 10m

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 $204. The best round-trip flight deal from Chicago to Kailua-Kona found on momondo in the last 72 hours is $413.
The fastest flight from Chicago to Kailua-Kona takes 9h 10m
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)

  • 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 55m.

  • 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?

  • 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?

  • What is the most popular airline from Chicago to Kailua-Kona?


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
DeltaPriceFrom $350Free CancellationRating
8.0
8,788 reviews
Search Delta flights
Alaska AirlinesPriceFrom $399Free CancellationRating
8.0
9,439 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $410Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $469Free CancellationRating
7.4
9,194 reviews
Search United Airlines 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.


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