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

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Flight from Chicago to Kailua-Kona route information
Origin airport
Midway Intl.
Destination airport
Kona Intl.
Distance
6745 km

Compare flights from Chicago to Kailua-Kona easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Kailua-Kona. Operating between them flights per day, airlines cover the route. And fly direct, getting you to Kona Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Midway Intl. to Kona Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Midway Intl. (MDW) to Kona Intl. (KOA) 

The easiest way to view the best deals on flights from Chicago to Kailua-Kona today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Midway Intl. to Kona Intl. start at just and range up to .  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and Kailua-Kona
  • booking your flight during , the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to Kailua-Kona flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Midway Intl. to Kona Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

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 . 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.
Chicago Airports

Chicago

O'Hare Intl. to Kailua-Kona
£390.20
*Available to Expedia members.