The cheapest times to fly from ORD to OWB are

  • August 20th to October 7th
  • December 10th to May 6th (except the weeks of December 17th and December 24th)

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from ORD to OWB is late September. Prices can be as high as $329 for Saturday flights during early to mid August, or as low as $174 for Thursday flights around late September.


When to Fly to Owensboro

Flying from Chicago, IL (ORD) to Owensboro, KY (OWB) will usually cost between $174 to $197 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late September with an average ticket price of $174. Due to high demand the most expensive time to fly is early to mid August, with an average price of $219. Planning your trip to low-cost times can easily save you $45 on economy flights and even more on first-class flights. Generally, any price below $185 can be considered a good price for a round-trip ORD to OWB flight.

See below for a graph of average weekly prices for the ORD to OWB route. All prices are for round-trip tickets in USD.

ORD to OWB Flight Prices

Compared to other flights, the ORD to OWB flight is much cheaper than the average and costs much less than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.39, which is a bit above average.


Flight Prices by Day of the Week

Thursday is usually the cheapest day to depart and return on this flight. Saturdays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $6 (3%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Thursday and returning a week later will cost an average of $184. Return trip prices are from the OWB to ORD flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from ORD to OWB can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 1 hour 31 minutes may not be realistic.


Alternative Nearby Airports

Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is not usually a nonstop flight from ORD to OWB while comparing.

Destination alternative #1: Cape Girardeau Regional Airport (CGI) in Cape Girardeau, MO

  • 137 miles (220 km) away from OWB
  • Usually 8.94% less expensive than OWB
  • Nonstop flights available

See ORD to CGI flights


Flight Questions Answered

Still have questions about flying from ORD to OWB? We’ve got answers.

Which airlines fly this route?

You can find 4 major airlines flying this route most often: American, Cape Air, Delta, United, and potentially more during busy seasons.

How far away is it from Owensboro Daviess County Regional Airport to Chicago O’Hare International Airport?

The distance between the two airports is roughly 295 miles or 475 kilometers.

How long does it take to fly from ORD to OWB?

The real-world flight time for a nonstop ORD to OWB flight is about 1 hour 31 minutes.

How many flights go between Chicago, IL and Owensboro, KY?

It depends on the day of the week and the date, but a typical day might have around 19 available flights from ORD to OWB.


Airport Location Info


Departing Airport

Origination code ORD
Origination airport name Chicago O’Hare International Airport
City Chicago, IL
Country the United States
Latitude 42
Longitude -87.9

Return Airport

Destination code OWB
Destination airport name Owensboro Daviess County Regional Airport
City Owensboro, KY
Country the United States
Latitude 37.7
Longitude -87.2


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.