Flights To Estill County - Cheap Flights Starting at CA $391

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How Much Does it Cost To Fly To Estill County?

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

Tue, Nov 10 - Wed, Dec 2
YYZ
Pearson Intl.
LEX
Blue Grass
CA $699 Roundtrip, found 11 hours ago
CA $699
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Tue, Nov 10 from Pearson Intl. to Blue Grass, returning Wed, Dec 2, priced at CA $699 found 11 hours ago
Tue, Nov 10 - Wed, Dec 2
YYZ
Pearson Intl.
LEX
Blue Grass
CA $699 Roundtrip, found 11 hours ago
CA $699
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Nov 10 from Pearson Intl. to Blue Grass, returning Wed, Dec 2, priced at CA $699 found 11 hours ago
Tue, Nov 10 - Wed, Dec 2
YYZ
Pearson Intl.
LEX
Blue Grass
CA $699 Roundtrip, found 11 hours ago
CA $699
Roundtrip
found 11 hours ago
Select United flight, departing Tue, Nov 10 from Pearson Intl. to Blue Grass, returning Wed, Dec 2, priced at CA $699 found 11 hours ago
Sat, Nov 21 - Sat, Dec 5
YUL
Pierre Elliott Trudeau Intl.
LEX
Blue Grass
CA $702 Roundtrip, found 10 hours ago
CA $702
Roundtrip
found 10 hours ago
Select Delta flight, departing Sat, Nov 21 from Pierre Elliott Trudeau Intl. to Blue Grass, returning Sat, Dec 5, priced at CA $702 found 10 hours ago
Sat, Nov 21 - Sat, Dec 5
YUL
Pierre Elliott Trudeau Intl.
LEX
Blue Grass
CA $723 Roundtrip, found 10 hours ago
CA $723
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Nov 21 from Pierre Elliott Trudeau Intl. to Blue Grass, returning Sat, Dec 5, priced at CA $723 found 10 hours ago
Tue, Nov 10 - Mon, Nov 16
YYZ
Pearson Intl.
LEX
Blue Grass
CA $724 Roundtrip, found 10 hours ago
CA $724
Roundtrip
found 10 hours ago
Select United flight, departing Tue, Nov 10 from Pearson Intl. to Blue Grass, returning Mon, Nov 16, priced at CA $724 found 10 hours ago
Wed, Nov 18 - Sat, Dec 5
YUL
Pierre Elliott Trudeau Intl.
LEX
Blue Grass
CA $744 Roundtrip, found 6 days ago
CA $744
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Nov 18 from Pierre Elliott Trudeau Intl. to Blue Grass, returning Sat, Dec 5, priced at CA $744 found 6 days ago
Tue, Jan 5 - Tue, Jan 12
YYC
Calgary Intl.
LEX
Blue Grass
CA $761 Roundtrip, found 11 hours ago
CA $761
Roundtrip
found 11 hours ago
Select United flight, departing Tue, Jan 5 from Calgary Intl. to Blue Grass, returning Tue, Jan 12, priced at CA $761 found 11 hours ago
OriginDestinationTravel datesFlights from*
LAXLexingtonOctober 29 to November 2CA $586
SEALexingtonDecember 23 to December 29CA $859
SANLexingtonOctober 26 to October 29CA $1,306
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Pikeville by IHG
2.5-star property

Holiday Inn Express Hotel & Suites Pikeville by IHG

Oct 30 - Nov 6

7 night stay

Toronto (YTO) to Lexington (LEX)

American Airlines • Non-stop roundtrip • Coach
Price was CA $1,426, price is now CA $1,329 per person
CA $1,329
per person
found 18 hours ago
The Sire Hotel Lexington, Tapestry Collection by Hilton
3.5-star property

The Sire Hotel Lexington, Tapestry Collection by Hilton

Oct 16 - Oct 18

2 night stay

Toronto (YYZ) to Lexington (LEX)

Delta • Non-stop roundtrip • Coach
Price was CA $1,711, price is now CA $1,624 per person
CA $1,624
per person
found 23 hours ago
Springhill Suites by Marriott Lexington Fritz Farm
3.0-star property

Springhill Suites by Marriott Lexington Fritz Farm

Oct 16 - Oct 18

2 night stay

Toronto (YYZ) to Lexington (LEX)

Delta • Non-stop roundtrip • Coach
Price was CA $1,519, price is now CA $1,464 per person
CA $1,464
per person
found 23 hours ago
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Travelers ❤️ These Estill County 🏨

Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Irvine KY
Stay at this cabin in Irvine. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Veterans Memorial Park is located nearby.
10/10 Exceptional! (131 reviews)
"Amazing views, peaceful and a lovely cabin. We absolutely loved our stay. Will be booking again."

Reviewed on Oct 3, 2026

Opens in a new windowSunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
Stay at this cabin in Slade. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hoedown Island and Natural Bridge State Park are located nearby.
8.6/10 Excellent! (2,095 reviews)
"Property needs some tender loving care. Location is amazing. Breakfast was hardy. During our stay we had no hot water a bit of a shock!"

Reviewed on Oct 12, 2026

Opens in a new windowNatural Bridge State Resort Park
Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection

3 out of 5
5532 Athens Boonesboro Rd Lexington KY
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lexington Sporting Club Youth Complex and Boone Station State Historic Site are located nearby.
8/10 Very good! (822 reviews)
"When figuring out where to stay, my husband and I always do our research. All the reviews we read for the hotel were good and the photos looked great. However, when we got there, it didn’t look much like what was pictured, the air conditioning took a while in the room to get going and actually cool ..."

Reviewed on Oct 10, 2026

Opens in a new windowHotel Lex and Conference Center, Trademark Collection
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Historic Boone Tavern Hotel and Restaurant

Historic Boone Tavern Hotel and Restaurant

3 out of 5
100 Main St N Berea KY
Book a stay at this historic hotel in Berea. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Log House Craft Gallery and Berea Arts Council are located nearby.
9.4/10 Exceptional! (1,002 reviews)
"A beautiful Hotel, close to many things with excellent, friendly staff. Would stay here again."

Reviewed on Oct 8, 2026

Opens in a new windowHistoric Boone Tavern Hotel and Restaurant
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.

Frequently asked questions

How much is the cheapest flight to Estill County?
To give you some idea of prices, the cheapest roundtrip flight to Estill County cost CA $586 in the last seven days. A good way to bag a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Estill County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Estill County?
November is the cheapest time to board a plane to Estill County — that's based on Travelocity's direct return flight demand between January and December last year. We can help you score a top deal so you can start planning your vacation today.
How can I check my flight status to Estill County?
Check for updates on your flight to Estill County, amend your journey and more from our useful "Trips" portal. Found at the top of our homepage, it's the place to manage and view your bookings. All you need to do is sign in or create an account. Savvy adventurers will also love the Travelocity app. You'll get alerts for flight delays and gate changes, along with the ability to book hotels, rental cars and activities while you're out and about. If you have family flying with you, it's also a quick way to share travel info with each other.
How do I find the best deals on flights to Estill County?
A great way to get your hands on an epic deal is to be flexible with your travel dates. Begin by searching for your flight to Estill County, then hit "Flexible dates" at the top of the page. This will show you prices for nearby days. Another tip? Book sooner than later. To give you an idea of fares, CA $586 was the best price for a return flight to Estill 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 Estill County with Travelocity?
If you're after cheap flights to Estill County, you'll find some top deals with Travelocity. From cheap family flights with low-cost air carriers to flexible fares, we can help you out. Experience a worry-free vacation with our round-the-clock customer support, Price Match Guarantee and free cancellations with most hotels. Start planning your itinerary and get ready to jump on a plane to this fantastic destination.
What are the most popular flight routes to Estill County?
To help you pick your flights to Estill County, here's a list of some of the busiest routes:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Blue Grass Airport (LEX) - 1,343 flights a month.
  • Detroit, MI (DTW-Detroit Metropolitan Wayne County) to Blue Grass Airport (LEX) - 793 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Blue Grass Airport (LEX) - 771 flights a month.

How much is a flight to Estill County on average?
Based on prices found over the last seven days, roundtrip flights to Estill County were between CA $586 and CA $1,306. When you're ready to go, 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.