How does KAYAK find such low prices on flights from The Big Island 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 The Big Island to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from The Big Island to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from The Big Island is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from The Big Island 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 The Big Island with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from The Big Island 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 The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$222 CHEAP FLIGHTS from The Big Island to Chicago

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

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Flight Deals

Cheap Flights from The Big Island to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from The Big Island 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.

Round-trip

One-way

Last minute

Recent round-trip flight deals from The Big Island to Chicago

Wed, Oct 15 - Fri, Oct 17

8:00 pm - 1:12 pmKOA-ORD

12h 12m1 stop

6:15 am - 11:56 amORD-KOA

10h 41m1 stop

$477United Airlines

Find Deal

Tue, Feb 24 - Fri, Feb 27

6:30 pm - 11:03 amKOA-ORD

12h 33m1 stop

10:15 am - 8:12 pmORD-KOA

13h 57m2 stops

$482American Airlines

Find Deal

Tue, Feb 24 - Fri, Feb 27

2:40 pm - 1:59 pmKOA-ORD

19h 19m2 stops

2:59 pm - 12:45 pmORD-KOA

25h 46m2 stops

$488Alaska Airlines

Find Deal

Tue, Feb 24 - Fri, Feb 27

6:47 pm - 11:10 pmITO-ORD

24h 23m2 stops

2:59 pm - 5:00 pmORD-ITO

30h 01m2 stops

$494Alaska Airlines

Find Deal

Tue, Mar 3 - Wed, Mar 4

9:17 am - 5:04 amKOA-ORD

15h 47m2 stops

2:00 pm - 10:35 pmORD-KOA

12h 35m1 stop

$513Alaska Airlines

Find Deal

Tue, Mar 3 - Wed, Mar 4

8:00 am - 11:59 pmKOA-ORD

11h 59m1 stop

2:00 pm - 10:35 pmORD-KOA

12h 35m1 stop

$574Hawaiian Airlines

Find Deal

Tue, Feb 24 - Fri, Feb 27

9:25 pm - 12:35 pmKOA-MDW

11h 10m1 stop

5:00 am - 1:45 pmMDW-KOA

12h 45m1 stop

$579Southwest

Find Deal

Tue, Feb 24 - Fri, Feb 27

7:00 pm - 12:35 pmKOA-MDW

13h 35m2 stops

5:00 am - 1:45 pmMDW-KOA

12h 45m1 stop

$584Southwest

Find Deal

Wed, Oct 1 - Sun, Oct 5

9:30 pm - 5:15 pmKOA-ORD

14h 45m1 stop

7:10 am - 5:29 pmORD-KOA

15h 19m1 stop

$672Delta

Find Deal

Wed, Oct 1 - Sun, Oct 5

9:30 pm - 6:30 pmKOA-ORD

16h 00m2 stops

7:10 am - 5:29 pmORD-KOA

15h 19m1 stop

$677Delta

Find Deal

Cheapest round-trip

$477

Overall average: $550

United Airlines

Wed 10/15Fri 10/17

KOA - ORD • 1 stop

Cheapest one-way

$222

Typical prices: $239-298

Alaska Airlines

Mon 11/24

KOA - ORD • 1 stop

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KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Useful Info

Low season	January
High season	October
Cheapest flight	$222

Best time to beat the crowds with an average 12% drop in price.

Most popular time to fly and prices are also 4% lower on average.

Flight from Kailua-Kona to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from The Big Island 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 The Big Island to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from The Big Island to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from The Big Island 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 The Big Island 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 The Big Island with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from The Big Island 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 The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Valparaiso

Lansing

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to The Big Island

First Class flights to Chicagofrom $209

Business Class flights to Chicagofrom $168

Prem Econ Class flights to Chicagofrom $168

Economy Class flights to Chicagofrom $24

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$222 Find Cheap Flights from The Big Island to Chicago

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

Cheap Flights from The Big Island to Chicago

Recent round-trip flight deals from The Big Island to Chicago

Recent one-way flight deals from The Big Island to Chicago

Recent last minute flight deals from The Big Island to Chicago

Everything you should know

Good to know

FAQs for booking flights from The Big Island to Chicago

How does KAYAK find such low prices on flights from The Big Island 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 The Big Island to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from The Big Island to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from The Big Island 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 The Big Island 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 The Big Island with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from The Big Island 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 The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to The Big Island

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to The Big Island

Choose which airport to fly into in Chicago

Find deals for your return flight