$89 Cheap flights to Grayson County

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Cheap flights to Grayson County from $89 One Way, $178 Round Trip

$178 return flights and $89 one-way flights to Grayson County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 9 - Sat, Oct 10
ORD
Chicago
OWB
Owensboro
$178 Roundtrip, found 3 hours ago
$178
Roundtrip
found 3 hours ago
Select Contour Airlines flight, departing Fri, Oct 9 from Chicago to Owensboro, returning Sat, Oct 10, priced at $178 found 3 hours ago
Fri, Oct 2 - Mon, Oct 5
CLT
Charlotte
OWB
Owensboro
$191 Roundtrip, found 4 days ago
$191
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Fri, Oct 2 from Charlotte to Owensboro, returning Mon, Oct 5, priced at $191 found 4 days ago
Thu, Oct 15 - Tue, Oct 20
AUS
Austin
OWB
Owensboro
$340 Roundtrip, found 4 days ago
$340
Roundtrip
found 4 days ago
Select United flight, departing Thu, Oct 15 from Austin to Owensboro, returning Tue, Oct 20, priced at $340 found 4 days ago
Fri, Oct 2 - Sun, Oct 4
MSN
Madison
OWB
Owensboro
$636 Roundtrip, found 1 day ago
$636
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 2 from Madison to Owensboro, returning Sun, Oct 4, priced at $636 found 1 day ago
Tue, Nov 24 - Sat, Nov 28
DFW
Dallas
OWB
Owensboro
$664 Roundtrip, found 4 days ago
$664
Roundtrip
found 4 days ago
Select United flight, departing Tue, Nov 24 from Dallas to Owensboro, returning Sat, Nov 28, priced at $664 found 4 days ago
Fri, Oct 2 - Sun, Oct 4
TPA
Tampa
OWB
Owensboro
$734 Roundtrip, found 1 day ago
$734
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 2 from Tampa to Owensboro, returning Sun, Oct 4, priced at $734 found 1 day ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKOwensboroSeptember 25 to September 27$738
LAXOwensboroSeptember 25 to September 28$1,095
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Grayson County Accommodation Deals

Rough River Dam State Resort Park

Rough River Dam State Resort Park

3 out of 5
450 Lodge Rd Falls of Rough KY
$95 nightly
The price is $104 total per night from Sep 24 to Sep 25
$104 total
Sep 24 - Sep 25
Total with taxes and fees
Book a stay at this beach hotel in Falls of Rough. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Rough River Dam State Resort Park ...
9/10 Wonderful! (276 reviews)
"La playa está cerrada"

Reviewed on Sep 4, 2026

Opens in a new windowRough River Dam State Resort Park
Falls of Rough Motel

Falls of Rough Motel

2 out of 5
13689 Falls of Rough Rd Falls of Rough KY
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Oct 4 to Oct 5
$93 total
Oct 4 - Oct 5
Total with taxes and fees
Stay at this motel in Falls of Rough. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Rough River Dam State Resort Park and Rough ...
9.2/10 Wonderful! (87 reviews)
"Super clean room cozy feel 10-10"

Reviewed on Sep 21, 2026

Opens in a new windowFalls of Rough Motel
Hatfield Inn

Hatfield Inn

2.5 out of 5
769 White St. Leitchfield KY
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $147 total per night from Sep 24 to Sep 25
$147 total
Sep 24 - Sep 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Leitchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (378 reviews)
"My first time staying at this hotel and I can say I absolutely loved it! The staff was very kind and helpful definitely 5 stars!! Definitely will be coming back soon!!"

Reviewed on Sep 22, 2026

Opens in a new windowHatfield Inn
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Homestay on Main by Twin Lakes Creamery

Homestay on Main by Twin Lakes Creamery

3 out of 5
304 N Main St Leitchfield KY
$108 nightly
The price is $120 total per night from Sep 24 to Sep 25
$120 total
Sep 24 - Sep 25
Total with taxes and fees
Stay at this B&B in Leitchfield. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Historic Grayson County Courthouse and Logsdon Park ...
Opens in a new windowHomestay on Main by Twin Lakes Creamery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Fullsize Open Air All-Terrain

Jeep Wrangler Unlimited
  • 5 people
  • Unlimited mileage
Louisville, Kentucky, USA
Jeep Wrangler Unlimited

$72

$291 total
found 22 hours ago
Fullsize Open Air All-Terrain Jeep Wrangler Unlimited

Premium Special

Mercedes CLA BMW 2-Series Gran Coupe
  • 5 people
  • Unlimited mileage
Louisville, Kentucky, USA
Mercedes CLA BMW 2-Series Gran Coupe

$75

$303 total
found 22 hours ago
Premium Special Mercedes CLA BMW 2-Series Gran Coupe

Luxury

Audi A4 Genesis G70 BMW 3 series
  • 5 people
  • Unlimited mileage
Louisville, Kentucky, USA
Audi A4 Genesis G70 BMW 3 series

$76

$306 total
found 22 hours ago
Luxury Audi A4 Genesis G70 BMW 3 series

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
Louisville, Kentucky, USA
Chrysler Pacifica

$80

$319 total
found 22 hours ago
Mini Van Chrysler Pacifica
Lowest prices found within the past 22 hours. Prices and availability subject to change. Additional terms may apply.

Grayson County

Traveling to Grayson County and need a cheap flight? Orbitz has great deals on flights to Grayson County right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Grayson County Quickly and Hassle-Free

There are many Internet sites that promise cheap Grayson County flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Grayson County, book your lodging, and look up key attractions in Grayson County. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

New Apps Make Booking Grayson County Flights Easier Than Ever

You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Grayson County now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Grayson County flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.

Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Grayson County or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Grayson County flights. When you need us, we’re here for you!

Frequently asked questions

Which airlines fly to Grayson County?
Secure a fare with one of the 12 airlines that fly to Nashville Intl. Airport (BNA) and get set to embark on new adventures. This popular airport is a major entry point for Grayson County. When it's time to see this region, these top carriers will get you there:

  • Air Canada - 42 flights to Grayson County per month
  • WestJet - 20 flights to Grayson County per month
  • British Airways - 16 flights to Grayson County per month

How much is a flight to Grayson County?
Travelers from near and far picked up round-trip deals ranging between $178 and $1,095 this week. Arriving from Chicago (ORD)? The cheapest one-way tickets started at just $89.
How to book the cheapest flight to Grayson County?
With some of the most competitive flight deals around, you'll always bag a bargain with Orbitz. The following pointers will help you land cheap flights to Grayson County — and leave you with more cash to play with:

  • Taking off from or landing at other airports may save you money. Type in your preferred departure and arrival airports. Next, select the 'Nearby airports' function below the form fields to see your options.
  • Also, click on the 'Show flexible dates' option to view the fares on days either side of your chosen departure. It's possible to pick up cheaper flight deals if your itinerary is flexible.
  • You can also use the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you want to fly.
  • Reserve your seat as soon as you've worked out your travel dates. While it does happen now and then, flights rarely get more affordable as your departure date gets closer.
  • Save big on your vacation by combining your flights, hotels and car rentals into an Orbitz package deal. Your wallet will thank you for it.
  • If possible, avoid traveling in the most popular seasons. Airfares usually surge during summer, school breaks and other vacation periods like Thanksgiving and Christmas.

What is the best time to book a flight to Grayson County?
Generally speaking, January is the cheapest time to book your airfare. This is closely followed by February and August. Keep this in mind while you look for a cheap flight to Grayson County.
What day of the week is the cheapest to book a flight to Grayson County?
When it comes to cheap flights to Grayson County, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. An unbeatable flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Grayson County?
Based on Orbitz data from 2020, Monday is usually the best day to get cheap flights to Grayson County. Tuesday also has budget-friendly fares whereas Saturday has the highest ticket rates. Even though flying out at the weekend can be more suitable, you'll have more cash in your pocket to play with if you set off earlier in the week.
What is the cheapest month to fly to Grayson County?
To pick up cheap flights to Grayson County, pack your bags and depart in August. Orbitz data has found that this is generally a great month to save serious money on your fare. If you want to jet to Grayson County in June, be aware that this is the most expensive time of year to travel.
Which airlines allow free cancellation?
Orbitz makes it a cinch to find airlines that offer flexibility. Simply click on "Filter by flexible change policies" when searching for your Grayson County flights and bada bing! We'll show you options that include free cancellation within 24 hours of booking, no change fees and of course, the very best price.
What do I need for the flight to Grayson County?
Nothing's more fun than jetting off on an adventure, but it pays to be prepared. The following useful tips will help get your journey off to a smooth start:

  • Before you board the plane, you'll need to present proof of identification, such as your passport. You'll also need your ticket. If you're traveling with children, check with your airline about which documents they require — if any.
  • Make time fly by even faster on your short flight by packing the right things. Think snacks, a water bottle and entertainment. If you want your trip to Grayson County to go nice and quietly, throw some noise-canceling headphones in your bag as well.
  • Even if you're flying in the height of summer, take a sweater on board with you. Airplane cabins can get downright chilly.

How do I get cheap first-class/business deals to Grayson County?
If you think a business or first-class ticket is way out of your reach, think again. Here are some tips to help you land a premium flight to Grayson County for less:

  • Flexibility isn't just for the gym. Leave some room to move around your travel dates so you can snap up cheaper airfares when a huge sale drops.
  • A lot of low-cost carriers these days have outstanding business or premium-class seating that doesn't cost an arm and a leg.
  • Make the most of your airline's loyalty program and upgrade your seat. You can also bid for an upgrade in an online auction if available.

What is the best time to go to Grayson County?
Anytime is a great time to vacation in Grayson County, though April, May and June are the most popular months. Like most places in the Northern Hemisphere, summer kicks off June 20. If you'd like to get around in a light shirt than a winter coat, this time of the year may be perfect for you. Expect average daily highs of 85 ºF and nightly lows around 65 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.