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

View AU$519 flight on Mon, 5 May 2025Opens in a new window

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu., 1 May - Thu., 8 May
MDW
Chicago
KOA
Kona Coast
AU$1,444 Return, found 5 days ago
AU$1,444
Return
found 5 days ago
Select Delta flight, departing Thu., 1 May from Chicago to Kona Coast, returning Thu., 8 May, priced at AU$1,444 found 5 days ago
Flight from Chicago to Kailua-Kona route information
Origin airport
Midway Intl.
Destination airport
Kona Intl.
Return price
AU$1,444
Distance
6745 km

Your quick guide to flights from Chicago to Kailua-Kona

Pick up great flights from Chicago to Kailua-Kona

With Expedia, you have your pick of flights a day with 16 airlines covering flights from Chicago to Kailua-Kona. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Chicago to Kailua-Kona that take around hours.

Find cheap flights from Chicago to Kailua-Kona

From the great flight deals with prices currently ranging from AU$1,444 to AU$1,444, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Chicago to Kailua-Kona around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Kailua-Kona is normally in May.

Reasons to book your flight from Chicago to Kailua-Kona with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Chicago to Kailua-Kona across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Kailua-Kona right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Frequently asked questions

How much is a flight from MDW to KOA?
The lowest price advertised for a round-trip journey from Midway Airport to Ellison Onizuka Kona Intl. Airport at Keāhole is AU$1,444. But you better get a move on. This price is based on fares quoted within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago Airport to Ellison Onizuka Kona Intl. Airport at Keāhole?
Most flights can be cancelled online, but every airline has different terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from Midway Intl. Airport (MDW) to Ellison Onizuka Kona Intl. Airport at Keāhole that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Midway Intl. Airport (MDW) to Ellison Onizuka Kona Intl. Airport at Keāhole flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Midway Intl. Airport (MDW) to Kona Intl. Airport (KOA)?
The distance is around 6 800 kilometres, so fill your carry-on bag with all the things you need to make the long journey comfortable. Wondering what to take on board your Chicago to Kailua-Kona flight? A sleep mask, earplugs and a travel pillow are a few essentials.
Which airlines fly direct from MDW to Kona Intl. Airport (KOA)?
Currently, no airlines offer flights directly from Midway Intl. Airport (MDW) to Ellison Onizuka Kona Intl. Airport at Keāhole. You’ll need to book a flight with at least one stop. To score the best price and connections, lock in your fare well ahead of time.
Are MDW to KOA flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes find a bargain, with some of the cheapest fares from Midway Intl. Airport (MDW) to Kona Intl. Airport (KOA) showing up a few weeks before the date of departure. If you’d rather book ahead of time, Expedia compares and updates all the best flight deals continually — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines publish prices that far in advance.
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