Cheap Flights to Grayson County from $89 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Grayson County's top cities

A valley with a river, surrounded by autumn-colored trees and hills.

Leitchfield

Flights
Leitchfield

How Much Does it Cost To Fly To Grayson County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Oct 2 - Sun, Oct 4
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$178 Roundtrip, found 18 hours ago
$178
Roundtrip
found 18 hours ago
Select Contour Airlines flight, departing Fri, Oct 2 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 4, priced at $178 found 18 hours ago
Sat, Sep 5 - Sun, Sep 6
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$181 Roundtrip, found 13 hours ago
$181
Roundtrip
found 13 hours ago
Select Contour Airlines flight, departing Sat, Sep 5 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, Sep 6, priced at $181 found 13 hours ago
Thu, Sep 17 - Wed, Sep 23
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$188 Roundtrip, found 18 hours ago
$188
Roundtrip
found 18 hours ago
Select Contour Airlines flight, departing Thu, Sep 17 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Wed, Sep 23, priced at $188 found 18 hours ago
Fri, Sep 4 - Sun, Sep 6
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$191 Roundtrip, found 21 hours ago
$191
Roundtrip
found 21 hours ago
Select Contour Airlines flight, departing Fri, Sep 4 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sun, Sep 6, priced at $191 found 21 hours ago
Fri, Oct 2 - Sun, Oct 4
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$191 Roundtrip, found 17 hours ago
$191
Roundtrip
found 17 hours ago
Select Contour Airlines flight, departing Fri, Oct 2 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 4, priced at $191 found 17 hours ago
Wed, Sep 9 - Sun, Sep 13
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$201 Roundtrip, found 4 days ago
$201
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Wed, Sep 9 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, Sep 13, priced at $201 found 4 days ago
Wed, Oct 14 - Tue, Oct 27
LAX
Los Angeles Intl.
OWB
Owensboro-Daviess County Regional
$416 Roundtrip, found 6 days ago
$416
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 14 from Los Angeles Intl. to Owensboro-Daviess County Regional, returning Tue, Oct 27, priced at $416 found 6 days ago
Tue, Sep 22 - Sat, Sep 26
BOS
Logan Intl.
OWB
Owensboro-Daviess County Regional
$432 Roundtrip, found 1 day ago
$432
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 22 from Logan Intl. to Owensboro-Daviess County Regional, returning Sat, Sep 26, priced at $432 found 1 day ago
OriginDestinationTravel DatesFlights From*
LAXOwensboroOctober 14 to October 27$416
BOSOwensboroSeptember 22 to September 26$432
DFWOwensboroSeptember 15 to September 20$509
JFKOwensboroSeptember 10 to September 16$557
PHLOwensboroSeptember 8 to September 15$565
SEAOwensboroSeptember 23 to September 25$639
*Prices include taxes and fees

Frequently asked questions

How much is the cheapest flight to Grayson County?
In the last seven days, the cheapest roundtrip flight to Grayson County cost $178 on our site. Look through our unbeatable deals, secure your booking and start planning for your next travel adventure. This price was available on Travelocity for flights to Grayson County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Grayson County?
There are 15 airlines offering flights to Grayson County. If you're planning a trip to Leitchfield, opt for American Airlines. This top-rated carrier operates around 680 services a month to Grayson County's major city.
What is the cheapest month to fly to Grayson County?
Based on Travelocity's direct return flight demand from January to December last year, October is the cheapest month to journey to Grayson County. Look for flights across this month and lock in a terrific deal today.
How can I check my flight status to Grayson County?
Go to Travelocity's customer portal, Trips. You'll find all things related to your flight to Grayson County here, including important information about flight delays, gate changes and more. Keep an eye out for Trips at the top right of the Travelocity homepage. Just create your free acount and get the answers to your questions. You can also access your itinerary on the move and get real-time trip updates with the Travelocity app. All your itineraries are in one place, so it's easy to share details with any members of your family flying with you.
How do I find the best deals on flights to Grayson County?
One easy way to get your hands on the best deal is to be flexible with your travel dates. Start by searching for your flight to Grayson County, then tap on the "Flexible dates" box above the results. This will show you prices for the surrounding dates. Want another handy tip? Book ahead of time. To give you an idea of fares, $178 was the cheapest price for a return flight to Grayson County in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Grayson County with Travelocity?
If you're searching for cheap flights to Grayson County, you'll uncover some great deals with Travelocity. From cheap family flights on low-cost airlines to flexible tickets, we can help you. Enjoy a hassle-free break with our 24/7 Virtual Agent online chat, Price Match Guarantee and free cancellation policies with most hotels. Start planning your itinerary and prepare to step onboard a plane to this interesting destination.
What are the most popular flight routes to Grayson County?
To help you find flights to Grayson County, here's a list of some of the leading routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Nashville Intl. Airport (BNA) - 2,491 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Nashville Intl. Airport (BNA) - 1,932 flights a month.
  • New York, NY (LGA-LaGuardia) to Nashville Intl. Airport (BNA) - 1,911 flights a month.

How much is a flight to Grayson County on average?
Based on prices found over the last seven days, roundtrip flights to Grayson County were between $178 and $639. Whenever you're ready to take off, Travelocity will help you find a fare that won't blow your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Grayson County?
Have a look at these favorite routes to get an idea on how long you'll be airborne on a direct flight to Grayson County:

  • Chicago, IL (ORD-O'Hare Intl.) to Nashville Intl. Airport (BNA) - 1 hour and 34 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Nashville Intl. Airport (BNA) - 1 hour and 5 minutes
  • New York, NY (LGA-LaGuardia) to Nashville Intl. Airport (BNA) - 2 hours and 26 minutes

What can I expect on a flight to Grayson County?
That mainly depends on where you're traveling from and which airline you're flying with. Chances are you'll find all sorts of flights to Grayson County, from business class journeys to cheap flights for family vacations. If you're flying long haul, your airline will generally offer hot meals and entertainment as well as games to amuse the kids.