$222 Cheap Flights from Charleston (CHS) to Owensboro (OWB)

View $222 flight on Thu, Nov 27, 2025Opens in a new window

Popular airlines from Charleston Intl. Airport (CHS) to Owensboro, KY (OWB-Owensboro-Daviess County Regional)

Cheap Flights from Charleston to Owensboro (CHS-OWB)

Prices were available within the past 7 days and start at $222 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alternative airports near Owensboro

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Evansville Regional EVV. Cheapest option available. Average driving time to city center is 54 minutes. Flights from $397
EVV
Evansville Regional
Cheapest
Average driving time to city center54 min
Flights from $397

Frequently asked questions

How much does a flight from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB) cost?
Secure a cheap one-way flight from $222 or cheap return flight from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB)?
is the least expensive month to fly from CHS to OWB. Avoiding peak travel times is often the key to finding better fares.
What is the cheapest airline that flies from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB)?
To find the cheapest airline that'll fly you from CHS to OWB, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB)?
You'll need to book a flight with a layover if you're traveling from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from CHS to OWB?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can change based on various factors, such as the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB)?
To reach Owensboro-Daviess County Regional Airport (OWB) on schedule, choose a flight that leaves Charleston Intl. Airport (CHS) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB) last-minute?
Booking your ticket from CHS to OWB right before your trip is typically more expensive. However, if there's some wiggle room with your schedule, you could bag a cheap last-minute fare.
Is it cheaper to book a CHS to OWB flight and hotel package?
You can save money by booking a CHS to OWB flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. After choosing your ideal flights and accommodations, consider adding extras such as tours, activities and car rentals.
Can I cancel or change the date of my flight from Charleston Intl. Airport (CHS) to Owensboro-Daviess County Regional Airport (OWB)?
In most instances, you can cancel or modify your CHS to OWB flight. However, there may be additional charges, especially if your booking was made more than 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you need more information, head to our Customer Service portal.

Travel information

Travel information

Origin airport
Charleston Intl.
Destination airport
Owensboro-Daviess County Regional
Distance
523 mi

Book with confidence

Book with confidence

Charleston to Owensboro Flights

The cheapest times to fly from Charleston to Owensboro

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Charleston to Owensboro are during the month of . You can find some of the cheapest flights from Charleston to Owensboro with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Charleston to Owensboro

Sunday is one of the best days to book for cheap flights from Charleston to Owensboro: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Charleston to Owensboro

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Charleston to Owensboro in 2025. You can also book with separate airlines for your outbound and return journeys, from $222 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Charleston to Owensboro flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Charleston to Owensboro airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Charleston to Owensboro Flights

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*Available to One Key members.