$193 Cheap Flights from Chicago (ORD) to Kailua-Kona (KOA)

View $193 flight on Tue, Dec 9, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)

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

Prices were available within the past 7 days and start at $193 for one-way flights and $379 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Tue, Dec 9 - Tue, Dec 16
ORD
Chicago
KOA
Kona Coast
$379 Roundtrip, found 2 hours ago
$379
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Tue, Dec 9 from Chicago to Kona Coast, returning Tue, Dec 16, priced at $379 found 2 hours ago
Alaska Airlines
Tue, Jan 20 - Tue, Jan 27
ORD
Chicago
KOA
Kona Coast
$381 Roundtrip, found 23 hours ago
$381
Roundtrip
found 23 hours ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Chicago to Kona Coast, returning Tue, Jan 27, priced at $381 found 23 hours ago
Alaska Airlines
Tue, Feb 3 - Tue, Feb 10
ORD
Chicago
KOA
Kona Coast
$383 Roundtrip, just found
$383
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Feb 3 from Chicago to Kona Coast, returning Tue, Feb 10, priced at $383 just found
Alaska Airlines
Tue, Dec 9 - Tue, Dec 16
ORD
Chicago
KOA
Kona Coast
$385 Roundtrip, found 2 hours ago
$385
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Tue, Dec 9 from Chicago to Kona Coast, returning Tue, Dec 16, priced at $385 found 2 hours ago
Alaska Airlines
Tue, Jan 20 - Tue, Jan 27
ORD
Chicago
KOA
Kona Coast
$387 Roundtrip, found 23 hours ago
$387
Roundtrip
found 23 hours ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Chicago to Kona Coast, returning Tue, Jan 27, priced at $387 found 23 hours ago
Hawaiian Airlines
Tue, Feb 3 - Tue, Mar 3
ORD
Chicago
KOA
Kona Coast
$389 Roundtrip, found 4 days ago
$389
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, Feb 3 from Chicago to Kona Coast, returning Tue, Mar 3, priced at $389 found 4 days ago
Alaska Airlines
Tue, Dec 9 - Tue, Dec 16
ORD
Chicago
KOA
Kona Coast
$391 Roundtrip, found 2 hours ago
$391
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Tue, Dec 9 from Chicago to Kona Coast, returning Tue, Dec 16, priced at $391 found 2 hours ago
Delta
Tue, Dec 9 - Tue, Dec 16
ORD
Chicago
KOA
Kona Coast
$443 Roundtrip, found 2 hours ago
$443
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Dec 9 from Chicago to Kona Coast, returning Tue, Dec 16, priced at $443 found 2 hours ago
United
Tue, Dec 9 - Tue, Dec 16
ORD
Chicago
KOA
Kona Coast
$443 Roundtrip, found 2 hours ago
$443
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Dec 9 from Chicago to Kona Coast, returning Tue, Dec 16, priced at $443 found 2 hours ago
Southwest Airlines
Tue, Dec 9 - Tue, Dec 16
ORD
Chicago
KOA
Kona Coast
$544 Roundtrip, found 2 hours ago
$544
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Chicago to Kona Coast, returning Tue, Dec 16, priced at $544 found 2 hours ago

Find the cheapest month to fly from Chicago (ORD) to Kailua-Kona (KOA)

January is typically the cheapest month to fly

From $383 - $652 per traveler.

Alternative airports near Kailua-Kona

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Waimea-Kohala MUE. Flights from $915
MUE
Waimea-Kohala
Flights from $915

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA) cost?
Grab a cheap one-way flight from $193 or cheap return flight from $379 from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
Planning your trip for December may help you find better deals, as it's the cheapest month for flights between ORD and KOA. You'll typically find the lowest fares during off-peak months.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
Jump on a direct flight with United Airlines and fly straight from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA).
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest ORD to KOA flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
On average, O'Hare Intl. Airport (ORD) has 1 direct flights to Kona Intl. Airport (KOA) each week. For more options, take advantage of Expedia's filter tool to find flights with layovers. Squeeze in a quick visit to another location or just break up your journey.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
Flights between ORD and KOA tend to be busiest at 11 AM. If you'd like a more relaxed trip and potentially cheaper prices, look for a time when demand is lower.
What day of the week has the most flights from ORD to KOA?
If you fly on a Saturday, you'll get the biggest range of options for flights from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
The earliest flight departing from O'Hare Intl. Airport (ORD) is at around 11:15AM UTC-6. Hop on this flight and you'll arrive at Kona Intl. Airport (KOA) at approximately 4:30PM UTC-10. The total travel time is 9h 15m.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
It takes roughly 9 hours and 15 minutes to cover the 4,200 mi from ORD to KOA.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
Select a flight from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA) that takes off before 3 PM to reduce the likelihood of delays. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Kailua-Kona from O'Hare Intl. Airport (ORD)?
Kona Intl. Airport (KOA) is the only airport in Kailua-Kona with direct flights from O'Hare Intl. Airport (ORD). Check out the options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA) last-minute?
Holding off until just before your trip to book your flight from ORD to KOA often results in higher prices. While you may come across some last-minute offers, there's no guarantee. Be flexible with your itinerary for a better chance of landing a bargain.
Is it cheaper to book an ORD to KOA flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to KOA flight and hotel package with Expedia could lead to significant savings. Better still, having it all in one place takes the hassle out of planning your trip. Simply pick your flights and select from our extensive range of stays, then personalize your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Kona Intl. Airport (KOA)?
Generally, it's possible to cancel or reschedule your ORD to KOA flight. However, if it's been more than 24 hours since booking, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Kona Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Hawaiian Airlines, Southwest Airlines, United
Roundtrip price
$379
Distance
4207 mi

Book with confidence

Chicago to Kailua-Kona Flights

The cheapest times to fly from Chicago to Kailua-Kona

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Kailua-Kona are during the month of December. You can find some of the cheapest flights from Chicago to Kailua-Kona with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Kailua-Kona

Sunday is one of the best days to book for cheap flights from Chicago to Kailua-Kona: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Kailua-Kona

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Kailua-Kona in 2025. You can also book with separate airlines for your outbound and return journeys, from $193 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Kailua-Kona flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Kailua-Kona airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Kailua-Kona Flights

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*Available to One Key members.