Cheap flights from Chicago to Kailua from £171

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1 stop
Fri, Dec 5
Chicago ORDKailua KOA
£171
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1 stop
Fri, Dec 5
Chicago ORDKailua KOA
£171
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1 stop
Sat, Dec 6
Chicago ORDKailua KOA
£178
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1 stop
Fri, Dec 5
Chicago ORDKailua KOA
£190
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1 stop
Fri, Dec 5
Chicago ORDKailua KOA
£196
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1 stop
Sat, Dec 6
Chicago ORDKailua KOA
£206
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1 stop
Sat, Dec 6 – Tue, Dec 9
Chicago ORDKailua KOA
£322
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1 stop
Sat, Dec 6 – Tue, Dec 9
Chicago ORDKailua KOA
£322
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1 stop
Fri, Dec 5 – Mon, Dec 8
Chicago ORDKailua KOA
£341
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1 stop
Fri, Dec 5 – Mon, Dec 8
Chicago ORDKailua KOA
£348
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1 stop
Fri, Dec 5 – Tue, Dec 9
Chicago ORDKailua KOA
£355
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1 stop
Fri, Dec 5 – Tue, Dec 9
Chicago ORDKailua KOA
£363
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How much do flights to Kailua cost?

Cheapest one-way trip

£171

Cheapest round-trip

£322

Average round-trip

£453

Most popular airline

Hawaiian Airlines

Key info about flying to Kailua

Depart from
O Hare International
Arrive to
Kona International
Average flights per week
133
Flight distance

Check-in for a flight from Chicago to Kailua

NameCarrier codeIATA CodePassport needed during booking
Hawaiian AirlinesHALHANo
Frontier AirlinesFFTF9No
Spirit AirlinesNKSNKNo
Alaska AirlinesASAASNo
United AirlinesUALUANo

Online check-in is not available for these airlines.

Weather in Kailua

Average Weather

MonthAverage monthly max temperatureAverage monthly min temperature
January23°C20°C
February23°C20°C
March23°C20°C
April24°C21°C
May24°C21°C
June25°C22°C
July25°C22°C
August26°C23°C
September26°C23°C
October26°C23°C
November25°C22°C
December24°C21°C
Hottest Month
26°C
August
Coldest month
20°C
February
Sunny days
180
days per year

14 day forecast

Friday
14 Nov
88%
26°C24°C
21 Nov
83%
25°C24°C
Saturday
15 Nov
85%
25°C23°C
22 Nov
88%
24°C23°C
Sunday
16 Nov
89%
25°C23°C
23 Nov
82%
25°C23°C
Monday
17 Nov
89%
25°C22°C
24 Nov
88%
25°C23°C
Tuesday
18 Nov
81%
23°C20°C
25 Nov
85%
25°C23°C
Wednesday
19 Nov
86%
26°C23°C
26 Nov
84%
25°C23°C
Thursday
20 Nov
82%
27°C24°C
27 Nov
25°C22°C

Kailua travel tips

Cool off with shave ice

Hawaiian shave ice is a perfect treat for a humid day. Try a classic rock salt plum flavour or hunt for something more unique at one of the many shave ice shops throughout the town.

Spot a celebrity

It’s not uncommon to see a famous face in Kailua. The beautiful weather and warm, friendly atmosphere make it a favourite destination for celebrities to unwind and enjoy the laid back vibe.

Gambling is illegal in Hawaii

You won’t find any casinos in Kailua, as Hawaii is one of only two states in America where gambling is forbidden. Residents of Hawaii love to gamble, however, and often spend their holidays in Las Vegas to get their fix!

Travelers usually depart from O Hare International, Chicago Midway International, or Chicago Rockford International when they travel from Chicago to Kailua. The most popular airlines for this route are Hawaiian Airlines, Frontier Airlines, Spirit Airlines, Alaska Airlines, and United Airlines. Chicago and Kailua have 133 direct flights per week.

Frequently asked questions

What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Mexico City, London, Guadalajara, Morelia, New York, Orlando, León, Las Vegas, Dallas, Houston, Tampa, Los Angeles, Phoenix, Monterrey, Miami, Denver, Cancún, Istanbul, Atlanta, Calgary.
What are the most popular routes to and from Kailua?
Travelers frequently search for route combinations, such as Kailua and London, Vancouver, New York, San Diego, Portland, Los Angeles, Las Vegas, Salt Lake City, Honolulu, Auckland, San Francisco, San Jose, Phoenix, Bangkok, Seattle, Calgary, Kauai, Shanghai, Brisbane, Paris.
Which airports are there in Chicago?
Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, South Bend International, Dane County Regional, Fort Wayne International, General Wayne A. Downing Peoria International, Quad City International, Central Illinois Regional, Muskegon County, University of Illinois Willard.
What airports are near Kailua?
The main airport in Kailua is Kona International. It is also served by Kona International, Hilo International, Waimea-Kohala.
Which airlines fly between Chicago and Kailua?
Currently, you can fly between Chicago and Kailua with Hawaiian Airlines, Frontier Airlines, Spirit Airlines, Alaska Airlines, United Airlines.
When’s the best time to travel between Chicago and Kailua?
If you don’t have specific dates for your trip between Chicago and Kailua, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.
What flights operate between Chicago and Kailua?
Traveling between Chicago and Kailua, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.
How many airports are there near Chicago?
There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, General Mitchell International, South Bend International, Dane County Regional, Fort Wayne International, General Wayne A. Downing Peoria International, Quad City International, Central Illinois Regional, Muskegon County, University of Illinois Willard
How many airports are there near Kailua?
What time do nonstop (direct) flights between Chicago and Kailua depart?
What time do nonstop (direct) flights between Chicago and Kailua arrive?
What time do flights between Chicago and Kailua depart?
What time do flights between Chicago and Kailua arrive?

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