$118 Cheap flights to Grayson County

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Cheap flights to Grayson County from $118 One Way, $272 Round Trip

$272 return flights and $118 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 - Sun, Oct 11
CLT
Charlotte
OWB
Owensboro
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Fri, Oct 9 from Charlotte to Owensboro, returning Sun, Oct 11, priced at $272 found 4 days ago
Fri, Oct 9 - Mon, Oct 12
CLT
Charlotte
OWB
Owensboro
$288 Roundtrip, found 15 hours ago
$288
Roundtrip
found 15 hours ago
Select Contour Airlines flight, departing Fri, Oct 9 from Charlotte to Owensboro, returning Mon, Oct 12, priced at $288 found 15 hours ago
Fri, Oct 9 - Sun, Oct 11
CLT
Charlotte
OWB
Owensboro
$292 Roundtrip, found 2 days ago
$292
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, Oct 9 from Charlotte to Owensboro, returning Sun, Oct 11, priced at $292 found 2 days ago
Thu, Oct 8 - Fri, Oct 9
CLT
Charlotte
OWB
Owensboro
$316 Roundtrip, found 1 day ago
$316
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Thu, Oct 8 from Charlotte to Owensboro, returning Fri, Oct 9, priced at $316 found 1 day ago
Thu, Oct 15 - Tue, Oct 20
AUS
Austin
OWB
Owensboro
$360 Roundtrip, found 5 days ago
$360
Roundtrip
found 5 days ago
Select United flight, departing Thu, Oct 15 from Austin to Owensboro, returning Tue, Oct 20, priced at $360 found 5 days ago
Fri, Oct 9 - Sun, Oct 11
ORD
Chicago
OWB
Owensboro
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Oct 9 from Chicago to Owensboro, returning Sun, Oct 11, priced at $368 found 1 day ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
BOSOwensboroOctober 9 to October 11$756
*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 Oct 8 to Oct 9
$104 total
Oct 8 - Oct 9
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 ...
Opens in a new windowRough River Dam State Resort Park
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 Oct 7 to Oct 8
$147 total
Oct 7 - Oct 8
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! (379 reviews)
"Stayed one night in a king suite with a jacuzzi and it was awesome!! Staff was polite at check in and anytime we crossed paths. Hotel is gorgeous inside, the lobby furniture is nice , brand new wall paper and beautiful lighting fixtures and upscale wall paper through hallways and staircase. The hotel ..."

Reviewed on Oct 4, 2026

Opens in a new windowHatfield Inn
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 11 to Oct 12
$93 total
Oct 11 - Oct 12
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! (90 reviews)
"The a/c unit wouldn't stay on making the room warm at night, so I didn't sleep well."

Reviewed on Oct 2, 2026

Opens in a new windowFalls of Rough Motel
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Twin Lakes Creamery & Inn

Twin Lakes Creamery & Inn

2 out of 5
400 N Main St Leitchfield KY
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Oct 7 to Oct 8
$85 total
Oct 7 - Oct 8
Total with taxes and fees
Stay at this inn in Leitchfield. Enjoy free WiFi, free parking, and memory foam beds. Popular attractions Historic Grayson County Courthouse and Logsdon Park ...
Opens in a new windowTwin Lakes Creamery & Inn
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?

Compact SUV

Hyundai Kona
  • 5 people
  • Unlimited mileage
LOUISVILLE, USA
Hyundai Kona

$70

$189 total
found 2 days ago
Compact SUV Hyundai Kona

Special

Vehicle determined upon pick-up Compact or Larger
  • 5 people
  • Unlimited mileage
Louisville, Kentucky, USA
Vehicle determined upon pick-up Compact or Larger

$73

$195 total
found 2 days ago
Special Vehicle determined upon pick-up Compact or Larger

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
Louisville, Kentucky, USA
Toyota Corolla

$74

$199 total
found 2 days ago
Midsize Toyota Corolla

Economy

Mitsubishi Mirage
  • 4 people
  • Unlimited mileage
Louisville, Kentucky, USA
Mitsubishi Mirage

$74

$199 total
found 2 days ago
Economy Mitsubishi Mirage
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

Grayson County

If you are looking for discount prices on flights to Grayson County then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Grayson County flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Grayson County is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Grayson County flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Grayson County has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Grayson County flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Grayson County, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Grayson County flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

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 $272 and $756 this week. Arriving from Chicago (ORD)? The cheapest one-way tickets started at just $118.
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.