KOA - CHI

$161 Find Cheap Flights from Kailua-Kona to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kailua-Kona to Chicago departing on 4/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kailua-Kona to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kailua-Kona to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$432
Typical prices: $562-$1,193
Alaska Airlines
Wed 4/29Mon 5/4
KOA - ORD • 1 stop
Cheapest one-way
$161
Typical prices: $359-$681
Multiple Airlines
Tue 4/21
KOA - ORD • 2 stops
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Prepare for USDA checkpoints at Kona Intl.
Take the CTA Blue Line from ORD to downtown Chicago.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
1 day a week
Sat
You can fly direct with United Airlines. Average duration is 7h 58m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Denver (DEN)
Cheapest • Avg $486 (round-trip)
Phoenix (PHX)
Shortest trip • 9h 46m (one-way)
Insights
Insights
Insights
Insights
Top routes
KOA
-
ORD
Cheapest
KOA
-
ORD
Most popular
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 37% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Kailua-Kona to Chicago (KOA-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kailua-Kona to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Kailua-Kona to Chicago

Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
1:16 pm - 1:13 pm
KOA
-
ORD
18h 57m
1 stop
Multiple Airlines Logo
7:21 pm - 1:44 pm
ORD
-
KOA
23h 23m
2 stops
$432Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
1:16 pm - 1:13 pm
KOA
-
ORD
18h 57m
1 stop
Multiple Airlines Logo
7:21 pm - 10:16 pm
ORD
-
KOA
31h 55m
2 stops
$434Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
1:16 pm - 1:13 pm
KOA
-
ORD
18h 57m
1 stop
Multiple Airlines Logo
7:21 pm - 1:44 pm
ORD
-
KOA
23h 23m
2 stops
$441Multiple Airlines
Wed, Apr 29 - Mon, May 4
Delta Logo
8:50 pm - 1:23 pm
KOA
-
ORD
11h 33m
1 stop
Delta Logo
7:15 am - 7:03 pm
ORD
-
KOA
16h 48m
1 stop
$448Delta
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
2:36 pm - 11:59 pm
KOA
-
ORD
28h 23m
2 stops
Multiple Airlines Logo
7:21 pm - 8:26 pm
ORD
-
KOA
30h 05m
2 stops
$450Multiple Airlines
Mon, Mar 9 - Tue, Mar 17
Southwest Logo
10:00 am - 5:45 am
KOA
-
MDW
14h 45m
1 stop
Southwest Logo
6:30 am - 1:00 pm
MDW
-
KOA
11h 30m
1 stop
$626Southwest
Mon, Mar 9 - Tue, Mar 17
Southwest Logo
7:00 pm - 11:55 am
KOA
-
MDW
11h 55m
2 stops
Southwest Logo
6:30 am - 1:00 pm
MDW
-
KOA
11h 30m
1 stop
$632Southwest
Mon, Mar 30 - Wed, Apr 1
Southwest Logo
8:25 pm - 11:55 am
KOA
-
MDW
10h 30m
1 stop
Southwest Logo
5:55 am - 2:35 pm
MDW
-
KOA
13h 40m
2 stops
$638Southwest
Mon, Mar 9 - Wed, Mar 18
Delta Logo
8:55 pm - 6:40 pm
KOA
-
MDW
16h 45m
2 stops
Delta Logo
6:07 pm - 5:47 pm
MDW
-
KOA
28h 40m
2 stops
$686Delta
Mon, Mar 9 - Tue, Mar 17
Delta Logo
8:55 pm - 5:54 pm
KOA
-
MDW
15h 59m
2 stops
Delta Logo
9:35 am - 6:38 pm
MDW
-
KOA
14h 03m
2 stops
$700Delta
Booking Insights

KAYAK's insights & trends for Kailua-Kona to Chicago flights

Get data-powered insights and trends into flights from Kailua-Kona to Chicago to help you find the cheapest flights, the best time to fly and much more.

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

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Kailua-Kona to Chicago costs $334 on the route between Kailua-Kona (KOA) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

What is the cheapest month to fly from Kailua-Kona to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kailua-Kona to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Kailua-Kona to Chicago is February, where tickets cost $421 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $1,221 and $887 respectively.

Expert advice

Expert advice for your flight from Kailua-Kona to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on KOA

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low seasonJanuary
Cheapest flight$161
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Kailua-Kona to Chicago O'Hare Airport

When to book flights from Kailua-Kona to Chicago

Are your dates flexible? Find out the best times to travel from Kailua-Kona to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Kailua-Kona to Chicago

  • What is the cheapest flight from Kailua-Kona to Chicago?

    In the last 3 days, the lowest price for a flight from Kailua-Kona to Chicago was $161 for a one-way ticket and $432 for a round-trip.

  • Do I need a passport to fly between Kailua-Kona and Chicago?

    A passport is not required to fly from Kailua-Kona to Chicago.

  • Which aircraft models fly most regularly from Kailua-Kona to Chicago?

    The Boeing 787-8 Dreamliner is the aircraft model that flies most regularly on the Kailua-Kona to Chicago flight route.

  • Which airline alliances offer flights from Kailua-Kona to Chicago?

    Star Alliance, and oneworld are the airline alliances operating flights between Kailua-Kona and Chicago, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Kailua-Kona to Chicago?

    You can catch a nonstop flight from Kailua-Kona to Chicago on on Saturday.

  • How does KAYAK find such low prices on flights from Kailua-Kona to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kailua-Kona to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kailua-Kona to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Kailua-Kona is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Kailua-Kona to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Kailua-Kona with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kailua-Kona to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Kailua-Kona up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Kailua-Kona to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $360 or less one-way and $778 or less round-trip.

Prefer to fly direct from Kailua-Kona to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Kona Intl to Chicago.
Find which airlines fly direct from Kona Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Kona Intl to Chicago

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Kona Intl

Saturday

United Airlines

United Airlines

See more direct flights

Everything you need to know for your flight from Kailua-Kona to Chicago

Information on your arrival and departure airports