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

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How Much Does it Cost To Fly To Montgomery County?

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

Wed, Nov 11 - Wed, Nov 18
YYZ
Pearson Intl.
LEX
Blue Grass
CA $699 Roundtrip, just found
CA $699
Roundtrip
just found
Select American Airlines flight, departing Wed, Nov 11 from Pearson Intl. to Blue Grass, returning Wed, Nov 18, priced at CA $699 just found
Wed, Nov 11 - Wed, Nov 18
YYZ
Pearson Intl.
LEX
Blue Grass
CA $699 Roundtrip, just found
CA $699
Roundtrip
just found
Select Delta flight, departing Wed, Nov 11 from Pearson Intl. to Blue Grass, returning Wed, Nov 18, priced at CA $699 just found
Tue, Nov 10 - Wed, Dec 2
YYZ
Pearson Intl.
LEX
Blue Grass
CA $699 Roundtrip, found 14 hours ago
CA $699
Roundtrip
found 14 hours ago
Select United flight, departing Tue, Nov 10 from Pearson Intl. to Blue Grass, returning Wed, Dec 2, priced at CA $699 found 14 hours ago
Sat, Nov 21 - Sat, Dec 5
YUL
Pierre Elliott Trudeau Intl.
LEX
Blue Grass
CA $702 Roundtrip, found 13 hours ago
CA $702
Roundtrip
found 13 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 13 hours ago
Sat, Nov 21 - Sat, Dec 5
YUL
Pierre Elliott Trudeau Intl.
LEX
Blue Grass
CA $723 Roundtrip, found 13 hours ago
CA $723
Roundtrip
found 13 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 13 hours ago
Tue, Nov 10 - Mon, Nov 16
YYZ
Pearson Intl.
LEX
Blue Grass
CA $724 Roundtrip, found 13 hours ago
CA $724
Roundtrip
found 13 hours ago
Select United flight, departing Tue, Nov 10 from Pearson Intl. to Blue Grass, returning Mon, Nov 16, priced at CA $724 found 13 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 14 hours ago
CA $761
Roundtrip
found 14 hours ago
Select United flight, departing Tue, Jan 5 from Calgary Intl. to Blue Grass, returning Tue, Jan 12, priced at CA $761 found 14 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 21 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 1 day 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 1 day ago
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Travelers ❤️ These Montgomery County 🏨

Ramada Limited Mount Sterling

Ramada Limited Mount Sterling

2 out of 5
115 Stone Trace Dr Mount Sterling KY
Book a stay at this business-friendly hotel in Mount Sterling. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Mount Sterling Library is located nearby.
7/10 Good! (858 reviews)
"We reserved a room with a garden tub, which was amazing. However, the breakfast was meager. For the price we paid, it wasn't what we expected. The staff was nice enough, the room clean. The property was not well maintained and the bed was too worn out."

Reviewed on Oct 10, 2026

Opens in a new windowRamada Limited Mount Sterling
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
Comfort Inn Winchester

Comfort Inn Winchester

2.5 out of 5
5250 Revilo Rd Winchester KY
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Community Park and Wiseman Park are located nearby.
7/10 Good! (391 reviews)
"Pool was closed other than that overall good hotel"

Reviewed on Oct 11, 2026

Opens in a new windowComfort Inn Winchester
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Unique Cliff Hot Tub with Views | Mural | Sleeps 4

Unique Cliff Hot Tub with Views | Mural | Sleeps 4

Rogers KY
Stay at this cabin in Rogers. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Muir Valley and Graining Fork Nature Preserve are located nearby.
10/10 Exceptional! (16 reviews)
"Amazing views and great host"

Reviewed on Sep 2, 2026

Opens in a new windowUnique Cliff Hot Tub with Views | Mural | Sleeps 4
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 Montgomery County?
A roundtrip flight to Montgomery County cost as little as CA $586 within the last seven days. Once you've selected your travel dates, we'll help you pick up a fantastic deal. This price was available on Travelocity for flights to Montgomery County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Montgomery County?
When arranging your Montgomery County adventure, you can choose from 15 airlines. Make American Airlines your preferred carrier for flights to Mount Sterling. It has about 325 flights each month to this must-see destination.
What is the cheapest month to fly to Montgomery County?
According to Travelocity's direct return flight demand between January and December last year, November is the cheapest time to jet off to Montgomery County. Keep your eyes peeled for flights across this month and lock in an awesome deal today.
How can I check my flight status to Montgomery County?
Get helpful alerts about changes to flight status and gate numbers with Trips. Travelocity's handy portal is located at the top of our homepage and is the place to view and manage your bookings. Sign in to your account or create a new one within seconds and you're all set. The Travelocity app allows you to check the details of your flight to Montgomery County while you're on the move — and even while you're offline. The app covers all your booking needs. Whether you want to organize a shuttle to or from the airport or share itinerary details with any members of your family flying with you, you can do it through the app.
How do I find the best deals on flights to Montgomery County?
It's always good to book ahead of time, and if possible, avoid traveling during vacation periods. Another smart way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. This lets you compare fares for nearby days. In the last seven days, the lowest price for a return flight to Montgomery County was CA $586. 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 Montgomery County with Travelocity?
From cheap family flights to rental cars, activities and more, Travelocity has got you covered for unforgettable adventures. With everything at your fingertips, you can relax while thinking about all the fun things you'll be getting up to in Montgomery County and less time planning. Plus with our Price Match Guarantee and 24/7 customer assistance, our goal is to make your next vacation a stress-free one.
What are the most popular flight routes to Montgomery County?
With good connections, scoring flights to Montgomery County is stress-free. Here's a selection of the most in-demand flight routes to this leading travel destination:

  • 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 Montgomery County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Montgomery County cost between CA $586 and CA $1,306. When you're ready to jet off, Travelocity will help you find a fare to fit 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.