$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.

Sat, Oct 3 - Wed, Oct 7
ORD
Chicago
OWB
Owensboro
$178 Roundtrip, found 8 hours ago
$178
Roundtrip
found 8 hours ago
Select Contour Airlines flight, departing Sat, Oct 3 from Chicago to Owensboro, returning Wed, Oct 7, priced at $178 found 8 hours ago
Thu, Oct 1 - Sun, Oct 4
ORD
Chicago
OWB
Owensboro
$181 Roundtrip, found 8 hours ago
$181
Roundtrip
found 8 hours ago
Select Contour Airlines flight, departing Thu, Oct 1 from Chicago to Owensboro, returning Sun, Oct 4, priced at $181 found 8 hours ago
Thu, Oct 1 - Mon, Oct 5
CLT
Charlotte
OWB
Owensboro
$191 Roundtrip, found 5 hours ago
$191
Roundtrip
found 5 hours ago
Select Contour Airlines flight, departing Thu, Oct 1 from Charlotte to Owensboro, returning Mon, Oct 5, priced at $191 found 5 hours ago
Fri, Oct 9 - Sun, Oct 11
CLT
Charlotte
OWB
Owensboro
$191 Roundtrip, found 10 hours ago
$191
Roundtrip
found 10 hours ago
Select Contour Airlines flight, departing Fri, Oct 9 from Charlotte to Owensboro, returning Sun, Oct 11, priced at $191 found 10 hours ago
Tue, Oct 27 - Wed, Oct 28
ORD
Chicago
OWB
Owensboro
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select United flight, departing Tue, Oct 27 from Chicago to Owensboro, returning Wed, Oct 28, priced at $199 found 2 days ago
Thu, Oct 1 - Sun, Oct 4
CLT
Charlotte
OWB
Owensboro
$208 Roundtrip, found 22 hours ago
$208
Roundtrip
found 22 hours ago
Select Contour Airlines flight, departing Thu, Oct 1 from Charlotte to Owensboro, returning Sun, Oct 4, priced at $208 found 22 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
DFWOwensboroSeptember 25 to September 27$713
*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
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $104 total per night from Sep 20 to Sep 21
$104 total
Sep 20 - Sep 21
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 Sep 20 to Sep 21
$93 total
Sep 20 - Sep 21
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
Homestay on Main by Twin Lakes Creamery

Homestay on Main by Twin Lakes Creamery

3 out of 5
304 N Main St Leitchfield KY
$113 nightly
The price is $125 total per night from Sep 20 to Sep 21
$125 total
Sep 20 - Sep 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 ...
Opens in a new windowHomestay on Main by Twin Lakes Creamery
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Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

2 out of 5
1043 Executive Drive Hardin Elizabethtown KY
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Oct 18 to Oct 19
$77 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Elizabethtown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.8/10 Excellent! (1,693 reviews)
"Room was clean but there was a stain on the carpet. It was a good stay for a great price."

Reviewed on Sep 18, 2026

Opens in a new windowGreenfield Inn and Suites Elizabethtown, KY I65 Exit 94
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

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You can now book flights to Grayson County on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Grayson County flights.

Discounted tickets available for flights to Grayson County

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Grayson County flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Grayson County flights

Discounted flights to Grayson County ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Grayson County. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Grayson County flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

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 $713 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.