Direct flights from Chicago to Owensboro
All flights from ORD to OWB non-stop. There are direct flights from Chicago O Hare International (ORD), Illinois, USA to Owensboro Daviess County Airport (OWB), Kentucky, USA with Contour Aviation. 7 weekly departures are currently scheduled on this route. Departure times range from 11:20 to 11:30 depending on the schedule period. The flight distance is 297 miles (478 km). Flight time ranges from 1 hour and 30 minutes to 1 hour and 35 minutes.
Flight schedule from Chicago to Owensboro with Contour Aviation
This is a weekly direct flight schedule for Contour Aviation. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-06-22
Chicago to Owensboro scheduled departures
Select a date to see every published non-stop departure between ORD and OWB.
ORD - OWB route facts
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Distance297 miles (478 km)
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Flight time1 hour and 30 minutes to 1 hour and 35 minutes
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Airline
Contour Aviation -
CabinsEconomy
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Departure terminalsTerminal 3
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AircraftCanadair (Bombardier) Regional Jet
Route FAQ
Direct flights from Chicago to KY, USA
From Chicago to Louisville
SDF Louisville International Airport
From Chicago to Lexington
LEX Lexington
From Chicago to Paducah
PAH Barkley Regional Airport
