Flights from Chicago to Kailua-Kona – Airlines & connecting routes
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MDW to KOA – All flight route options from Chicago Midway International, Illinois, USA to Kona, Hawaii, USA. This route is operated by Southwest Airlines. The flight time is 11 hours and 45 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
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Chicago to Kailua-Kona flights
This route has approximately 7 flights per week. You will be doing a stopover in Las Vegas (Airport code: LAS).
Are there any non-stop flights from MDW to KOA?
There are no direct or non-stop flights from Chicago Midway International, MDW to Kona, KOA.
Chicago to Kailua-Kona with Southwest Airlines
If you fly from Chicago with Southwest Airlines you will do a stopover in Las Vegas, LAS before reaching Kailua-Kona. This flight trip will take 11 hours and 45 minutes and you can fly every weekday with departures at 05 in the early morning or 06 in the morning.
Distance & flight times: Midway International Airport to Kona
The flight time between MDW and KOA is 11 hours and 45 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
LAS Las Vegas | 11h 45m | 1h 15m | 4255 miles (6846 km) |

