Flight Routes from Chicago to Owensboro

Trip type

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 Shop Baggage Price
Best option
Chicago
Owensboro
Outbound
03/28/26
direct
LF3094
01h 35min
Return
04/25/26
direct
LF3095
01h 40min
Contour Airlines
$111
Chicago
Owensboro
Outbound
03/28/26
direct
LF3094
01h 35min
Return
04/25/26
direct
LF3095
01h 40min
Contour Airlines
$117
Chicago
Owensboro
Outbound
03/28/26
direct
LF3094
01h 35min
Return
04/25/26
direct
LF3095
01h 40min
Contour Airlines ?
$149
Chicago
Owensboro
Outbound
06/25/26
direct
LF3094
01h 35min
Return
06/30/26
direct
LF3095
01h 40min
Contour Airlines
$187
Chicago
Owensboro
Outbound
06/25/26
direct
LF3094
01h 35min
Return
06/30/26
direct
LF3095
01h 40min
Contour Airlines
$199
Chicago
Owensboro
Outbound
05/16/26
2 Stopovers (FLL, CLT)
NK1986, NK1702, LF3092
37h 35min
Return
05/29/26
direct
LF3093
01h 40min
Spirit Airlines, Contour Airlines
$252
Chicago
Owensboro
Outbound
06/25/26
1 Stopover (CLT)
UA3597, LF3092
21h 15min
Return
06/30/26
direct
LF3095
01h 40min
United Airlines, Contour Airlines
$357
Chicago
Owensboro
Outbound
04/09/26
1 Stopover (CLT)
UA3618, LF3092
11h 45min
Return
04/19/26
1 Stopover (CLT)
LF3091, UA4790
17h 28min
United Airlines, Contour Airlines ?
$746
Chicago
Owensboro
Outbound
04/09/26
1 Stopover (CLT)
UA3618, LF3092
11h 45min
Return
04/19/26
1 Stopover (CLT)
LF3091, UA4790
17h 28min
United Airlines, Contour Airlines ?
$796
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago to Owensboro

Cheapest weekday: e.g. Saturday
Cheap flights on this route are operated on Tuesday, Wednesday, Thursday, Friday and Saturday.

Important flight information

Flight information: Chicago - Owensboro

Roundtrip from $110.70
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
Alternative flights to Owensboro
Flight destinations with a similar price