$50 Cheap flights to Montgomery County

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Top places to visit in Montgomery County

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Mount Sterling

Mount Sterling

Cheap flights to Montgomery County from $50 One Way, $98 Round Trip

$98 return flights and $50 one-way flights to Montgomery 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.

Tue, Oct 6 - Tue, Oct 13
SFB
Orlando
LEX
Lexington
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Tue, Oct 6 from Orlando to Lexington, returning Tue, Oct 13, priced at $98 found 5 days ago
Thu, Dec 3 - Sun, Dec 6
PIE
St. Petersburg
LEX
Lexington
$100 Roundtrip, found 6 days ago
$100
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from St. Petersburg to Lexington, returning Sun, Dec 6, priced at $100 found 6 days ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale
LEX
Lexington
$104 Roundtrip, found 4 days ago
$104
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale to Lexington, returning Sun, Dec 6, priced at $104 found 4 days ago
Wed, Oct 21 - Wed, Oct 28
PGD
Punta Gorda
LEX
Lexington
$126 Roundtrip, found 5 days ago
$126
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Wed, Oct 21 from Punta Gorda to Lexington, returning Wed, Oct 28, priced at $126 found 5 days ago
Thu, Oct 15 - Sat, Oct 17
MIA
Miami
LEX
Lexington
$272 Roundtrip, found 1 day ago
$272
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 15 from Miami to Lexington, returning Sat, Oct 17, priced at $272 found 1 day ago
Fri, Jan 15 - Mon, Jan 18
ORD
Chicago
LEX
Lexington
$299 Roundtrip, found 5 hours ago
$299
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Jan 15 from Chicago to Lexington, returning Mon, Jan 18, priced at $299 found 5 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKLexingtonSeptember 26 to September 27$561
IAHLexingtonSeptember 25 to September 27$639
DFWLexingtonSeptember 26 to October 3$692
SEALexingtonSeptember 25 to September 27$786
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Montgomery County Accommodation Deals

Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $122 total per night from Sep 20 to Sep 21
$122 total
Sep 20 - Sep 21
Total with taxes and fees
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. ...
8.6/10 Excellent! (2,058 reviews)
"If you love nature this is the place for you!!"

Reviewed on Sep 18, 2026

Opens in a new windowNatural Bridge State Resort Park
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 out of 5
1307 W Lexington Ave Winchester KY
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $110 total per night from Sep 23 to Sep 24
$110 total
Sep 23 - Sep 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"This is a good hotel. Remodeled facilities, good service. One exception : 9AM cutoff for breakfast is too early for weekends !"

Reviewed on Sep 17, 2026

Opens in a new windowBest Western Winchester Hotel
Black Bear Lodge Motel

Black Bear Lodge Motel

2.5 out of 5
781 Natural Bridge Rd Slade KY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $97 total per night from Sep 20 to Sep 21
$97 total
Sep 20 - Sep 21
Total with taxes and fees
Stay at this motel in Slade. Enjoy free parking, a picnic area, and satellite TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (718 reviews)
"The room was clean and it did look like the room was in a log cabin. The ceiling was awesome. Lots of hot water and the fridge wirked great. The beds, well, they were not comfortable to sleep in. Due to how hard the bed was we did not get a good sleep. And the microwave was on top of fridge but not ..."

Reviewed on Sep 14, 2026

Opens in a new windowBlack Bear Lodge Motel
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Holiday Inn Express and Suites Morehead by IHG

Holiday Inn Express and Suites Morehead by IHG

2.5 out of 5
2650 KY 801 North Morehead KY
Fully refundable
$127 nightly
The price is $140 total per night from Sep 27 to Sep 28
$140 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hotel in Morehead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9/10 Wonderful! (941 reviews)
"The staff were absolutely the nicest people ever. Property was clean and the coffee was delicious. Breakfast was great. We met some people in the lobby and spent a couple of hours enjoying company. It was an altogether wonderful experience."

Reviewed on Sep 8, 2026

Opens in a new windowHoliday Inn Express and Suites Morehead by IHG
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

Montgomery County

Struggling to find international and domestic flights that suit your budget. Consider one of the cheaper options available when you book your flight with Orbitz, where you get guaranteed low prices

Orbitz becomes your Mobile friend

You can now book flights to Montgomery 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 Montgomery County flights.

Discounted tickets available for flights to Montgomery County

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Montgomery 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 Montgomery County flights

Discounted flights to Montgomery 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 Montgomery County. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Montgomery County flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Montgomery County?
You're spoiled for choice with 12 major airlines that fly to Blue Grass Airport (LEX). Compare ticket prices and score yourself a low-cost flight to Montgomery County with one of these domestic carriers:

  • Delta - 141 flights to Montgomery County per month
  • American Airlines - 108 flights to Montgomery County per month
  • United Airlines - 43 flights to Montgomery County per month

How much is a flight to Montgomery County?
The cost for a return flight to Montgomery County this week ranged between $98 and $786. If you were traveling one-way from Fort Lauderdale (FLL), you could have scored fares from just $50.
How to book the cheapest flight to Montgomery County?
With some of the most exciting flight deals around, you're guaranteed value for money with Orbitz. The following suggestions will help you score cheap flights to Montgomery County — and leave you with cash to spare:

  • Taking off from or landing at other airports can sometimes help you save on airfares. Type in your preferred departure and arrival airports. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • Also, click on the 'Show flexible dates' link to view the prices on days either side of your chosen departure. You may be able to find cheaper flight deals if your dates are flexible.
  • Hit 'Show options' to filter your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Book as soon as you've decided on your travel dates. While you can get lucky now and then, flights rarely get cheaper as your departure date nears.
  • Save big on your vacation by combining your flights, hotels and car rentals into one handy package. Your travel budget will thank you for it.
  • If practical, avoid flying during the busy season. Airfares significantly increase during school breaks, summer and other vacation periods like Easter, Thanksgiving and Christmas.

What is the best time to book a flight to Montgomery County?
If possible, book your seats to Montgomery County in January. This is the best month to reserve low airfares, closely followed by February and August. With a bit of patience and planning, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Montgomery County?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days to book flights to Montgomery County. If you want unbeatable airfares, search across those days and you could pick up an excellent flight deal.
What is the cheapest day of the week to fly to Montgomery County?
You can nab cheap flights to Montgomery County by taking off on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most expensive airfares. Whether you prefer to save cash or start your trip whenever is convenient, you'll always find a wonderful deal with Orbitz.
What is the cheapest month to fly to Montgomery County?
We won't keep you guessing — according to Orbitz data, August is generally the most inexpensive month to fly. Ideal for those who want to sneak in a weekend getaway or just an escape from it all before the weather turns. Be aware that the least affordable time to fly is the height of summer, with fares peaking in June.
Which airlines allow free cancellation?
Flexibility is important these days, that's why Orbitz lets you search for carriers that won't slap on fees for amending your reservation. Fill out your departure and arrival points, then select "Filter by flexible change policies." We'll show you all the options that include free cancellation and no change fees.
What do I need for the flight to Montgomery County?
Whether you're a frequent flyer or it's your first time in the air, you can never be too organized on your trip. Here are several things to keep in mind:

  • Check that you've packed your travel papers and some identification. For overseas journeys, you'll need to take your passport. When you book your seats, always use the same name, birth date and gender as stated on your current ID.
  • A well-packed carry-on bag is the key to a great flight experience. Given your flight to Montgomery County is no short hop, take a few snacks and activities to keep you occupied. Something to read is sure to help you pass the time.
  • Regardless what the season is at your destination, plane cabins (and airports) can feel quite cool. Carry a sweater with you on your journey to stay nice and warm.

How do I get cheap first-class/business deals to Montgomery County?
There are ways of booking business or first-class fares to Montgomery County that won't burn through your budget. Find a seat at the front of the plane for less with these helpful tips:

  • Being flexible doesn't just help with your yoga. Leave some room to move around your travel dates so you can pick up cheaper airfares when they pop up.
  • A lot of budget airlines these days have outstanding business-class seating without the hefty fees.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat up the front. You can also try upgrading with points earned through a loyalty program.

What is the best time to go to Montgomery County?
If you'd like to experience the unique vibe of Montgomery County in the peak season, March, April and July are the top months to visit. June 20 marks the onset of the summer season in the Northern Hemisphere and is an excellent time to go if you're fond of the open air. Around this time of the year, average daily temperatures range from 65 ºF to 85 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.