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>

$234 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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Flights Deals

Cheap Flight Deals 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.

Round-trip

One-way

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from The Big Island to Chicago.

Discover the best prices for you by selecting your travel dates on KAYAK.

8:00 am - 11:59 pmKOA-ORD

10h 59m1 stop

6:20 am - 3:55 pmORD-KOA

14h 35m1 stop

$467Alaska Airlines

Find Deal

Wed, Sep 3 - Sun, Sep 7

8:00 am - 11:59 pmKOA-ORD

10h 59m1 stop

6:20 am - 6:42 pmORD-KOA

17h 22m2 stops

$473Alaska Airlines

Find Deal

Wed, Sep 3 - Sun, Sep 7

9:45 pm - 6:05 pmKOA-ORD

15h 20m2 stops

6:00 am - 6:25 pmORD-KOA

17h 25m2 stops

$478Delta

Find Deal

Wed, Sep 3 - Sun, Sep 7

9:45 pm - 6:03 pmKOA-MDW

15h 18m2 stops

9:20 am - 6:25 pmMDW-KOA

14h 05m2 stops

$546Delta

Find Deal

Wed, Sep 3 - Sun, Sep 7

8:30 pm - 2:30 pmKOA-MDW

13h 00m1 stop

5:15 am - 1:05 pmMDW-KOA

12h 50m2 stops

$553Southwest

Find Deal

Wed, Sep 3 - Sun, Sep 7

8:30 pm - 4:25 pmKOA-MDW

14h 55m1 stop

5:15 am - 12:10 pmMDW-KOA

11h 55m1 stop

$618Southwest

Find Deal

Wed, Sep 3 - Sun, Sep 7

9:25 pm - 12:42 pmKOA-ORD

10h 17m1 stop

7:34 am - 2:27 pmORD-KOA

11h 53m1 stop

$667American Airlines

Find Deal

Fri, Jun 13 - Tue, Jul 22

1:47 pm - 5:53 amKOA-ORD

11h 06m1 stop

6:00 am - 2:37 pmORD-KOA

13h 37m1 stop

$687American Airlines

Find Deal

Fri, May 16 - Mon, May 19

1:10 pm - 6:08 amKOA-ORD

11h 58m1 stop

7:05 am - 7:46 pmORD-KOA

17h 41m2 stops

$730United Airlines

Find Deal

Fri, May 16 - Mon, May 19

7:49 am - 4:51 amITO-ORD

16h 02m2 stops

9:05 am - 6:29 pmORD-ITO

14h 24m2 stops

$1,061United Airlines

Find Deal

Fri, Jun 13 - Sat, Jul 19

Useful Info

Low season	January
High season	May
Cheapest flight	$234

Best time to beat the crowds with an average 8% drop in price.

Most popular time to fly and prices are also 0% 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.

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 $294

Business Class flights to Chicagofrom $290

Prem Econ Class flights to Chicagofrom $213

Economy Class flights to Chicagofrom $24

$234 Find Cheap Flights from The Big Island to Chicago

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

Cheap Flight Deals 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

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.

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