$349 Cheap flights to Grayson County

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Cheap flights to Grayson County from $349 One Way, $786 Round Trip

$786 return flights and $349 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.

Thu, Nov 26 - Sun, Nov 29
BDL
Hartford
OWB
Owensboro
$786 Roundtrip, found 14 hours ago
$786
Roundtrip
found 14 hours ago
Select United flight, departing Thu, Nov 26 from Hartford to Owensboro, returning Sun, Nov 29, priced at $786 found 14 hours ago
Thu, Nov 26 - Sun, Nov 29
BDL
Hartford
OWB
Owensboro
$803 Roundtrip, found 14 hours ago
$803
Roundtrip
found 14 hours ago
Select United flight, departing Thu, Nov 26 from Hartford to Owensboro, returning Sun, Nov 29, priced at $803 found 14 hours ago
Thu, Nov 26 - Sun, Nov 29
BDL
Hartford
OWB
Owensboro
$940 Roundtrip, found 14 hours ago
$940
Roundtrip
found 14 hours ago
Select United flight, departing Thu, Nov 26 from Hartford to Owensboro, returning Sun, Nov 29, priced at $940 found 14 hours ago
Thu, Nov 26 - Sun, Nov 29
BDL
Hartford
OWB
Owensboro
$947 Roundtrip, found 14 hours ago
$947
Roundtrip
found 14 hours ago
Select United flight, departing Thu, Nov 26 from Hartford to Owensboro, returning Sun, Nov 29, priced at $947 found 14 hours ago
Thu, Nov 26 - Sun, Nov 29
BDL
Hartford
OWB
Owensboro
$953 Roundtrip, found 14 hours ago
$953
Roundtrip
found 14 hours ago
Select United flight, departing Thu, Nov 26 from Hartford to Owensboro, returning Sun, Nov 29, priced at $953 found 14 hours ago
Thu, Nov 26 - Sun, Nov 29
BDL
Hartford
OWB
Owensboro
$1,026 Roundtrip, found 14 hours ago
$1,026
Roundtrip
found 14 hours ago
Select United flight, departing Thu, Nov 26 from Hartford to Owensboro, returning Sun, Nov 29, priced at $1,026 found 14 hours ago

Deals For This Weekend's Flights

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
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $99 total per night from Nov 12 to Nov 13
$99 total
Nov 12 - Nov 13
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! (284 reviews)
"Great stay"

Reviewed on Oct 18, 2026

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 20 to Oct 21
$147 total
Oct 20 - Oct 21
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! (380 reviews)
"Great place for our 1 night stay. Easy access to travelers, great staff, clean rooms, very good mattress. Only complaint was water temp & pressure was lacking, but not horrible."

Reviewed on Oct 8, 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 Nov 1 to Nov 2
$93 total
Nov 1 - Nov 2
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 ...
Opens in a new windowFalls of Rough Motel
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Homestay on Main

Homestay on Main

3 out of 5
304 N Main St Leitchfield KY
$114 nightly
The price is $127 total per night from Oct 20 to Oct 21
$127 total
Oct 20 - Oct 21
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 ...
9/10 Wonderful! (56 reviews)
"We couldn’t use the kitchen and our toilet messed up but it was a clean room with AC it had ok wifi"

Reviewed on Oct 14, 2026

Opens in a new windowHomestay on Main
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?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Grayson County

Orbitz uses cutting edge mobile technology to help get you the best deals on Grayson County flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Grayson County Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Grayson County, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Grayson County can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Grayson County. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Grayson County to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

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 $786 and $1,026 this week. Arriving from Hartford (BDL)? The cheapest one-way tickets started at just $349.
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.