Our cheapest offers for flights from Chicago to Owensboro

Here you can compare cheap flights from Chicago (CHI) to Owensboro (OWB) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Owensboro. Prices and availability may change at any time.

	Outbound	Return	Airlines	Baggage	Price
Best option Chicago Owensboro	Outbound 11/03/25 direct LF3096 01h 30min	Return 11/12/25 direct LF3095 01h 35min	Contour Airlines		$119
Chicago Owensboro	Outbound 10/10/25 direct LF3096 01h 30min	Return 11/04/25 direct LF3093 01h 35min	Contour Airlines		$122
Chicago Owensboro	Outbound 10/10/25 direct LF3096 01h 30min	Return 11/04/25 direct LF3093 01h 35min	Contour Airlines		$123
Chicago Owensboro	Outbound 11/03/25 direct LF3096 01h 30min	Return 11/12/25 direct LF3093 01h 35min	Contour Airlines		$126
Chicago Owensboro	Outbound 11/03/25 direct LF3096 01h 30min	Return 11/12/25 direct LF3095 01h 35min	Contour Airlines	?	$129
Chicago Owensboro	Outbound 10/10/25 direct LF3096 01h 30min	Return 11/04/25 direct LF3093 01h 35min	Contour Airlines	?	$133
Chicago Owensboro	Outbound 10/10/25 direct LF3096 01h 30min	Return 11/04/25 direct LF3093 01h 35min	Contour Airlines		$136
Chicago Owensboro	Outbound 10/10/25 direct LF3096 01h 30min	Return 11/04/25 direct LF3093 01h 35min	Contour Airlines	?	$138
Chicago Owensboro	Outbound 10/10/25 direct LF3096 01h 30min	Return 11/04/25 direct LF3093 01h 35min	Contour Airlines	?	$599

Tips and tricks to help you find cheap flights from Chicago to Owensboro

Important flight information

Flight information: Chicago - Owensboro

Roundtrip from	$ 118,30
Distance	463 km
Departure airport	Airport Chicago-IL, all airports (CHI)
Arrival airport	Airport Owensboro, KY (OWB)
Destination country	Flights to United States

Alternative routes to United States

Flight Chicago - New York from $ 97
Flight Chicago - Las Vegas from $ 148
Flight Chicago - Los Angeles from $ 103
Flight Chicago - Miami from $ 177
Flight Chicago - San Francisco from $ 201
Flight Chicago - Tampa from $ 56
Flight Chicago - Denver from $ 170
Flight Chicago - Orlando from $ 91
Flight Chicago - New Orleans from $ 155
Flight Chicago - Boston from $ 156

Alternative flights to Owensboro

Flight Chicago O'Hare - Owensboro from $ 119