$169 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 $169 One Way, $249 Round Trip

$249 return flights and $169 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.

Fri, Sep 18 - Mon, Sep 21
ORD
Chicago
LEX
Lexington
$249 Roundtrip, found 13 hours ago
$249
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Sep 18 from Chicago to Lexington, returning Mon, Sep 21, priced at $249 found 13 hours ago
Sat, Oct 31 - Wed, Nov 4
EWR
New York
LEX
Lexington
$281 Roundtrip, found 5 days ago
$281
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Oct 31 from New York to Lexington, returning Wed, Nov 4, priced at $281 found 5 days ago
Wed, Jul 29 - Tue, Aug 4
DEN
Denver
LEX
Lexington
$289 Roundtrip, found 9 hours ago
$289
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Jul 29 from Denver to Lexington, returning Tue, Aug 4, priced at $289 found 9 hours ago
Fri, Oct 23 - Mon, Oct 26
DCA
Washington
LEX
Lexington
$299 Roundtrip, found 1 day ago
$299
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Oct 23 from Washington to Lexington, returning Mon, Oct 26, priced at $299 found 1 day ago
Fri, Sep 11 - Sun, Sep 13
ATL
Atlanta
LEX
Lexington
$299 Roundtrip, just found
$299
Roundtrip
just found
Select Delta flight, departing Fri, Sep 11 from Atlanta to Lexington, returning Sun, Sep 13, priced at $299 just found
Sat, Aug 8 - Sun, Aug 9
SAN
San Diego
LEX
Lexington
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 8 from San Diego to Lexington, returning Sun, Aug 9, priced at $304 found 2 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
DFWLexingtonJuly 12 to July 18$685
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Montgomery County Accommodation Deals

Ramada Limited Mount Sterling

Ramada Limited Mount Sterling

2 out of 5
115 Stone Trace Dr Mount Sterling KY
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $84 total per night from Jul 13 to Jul 14
$84 total
Jul 13 - Jul 14
Total with taxes and fees
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 ...
7/10 Good! (827 reviews)
"Smelled like cigarettes smoke"

Reviewed on Jul 1, 2026

Opens in a new windowRamada Limited Mount Sterling
Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 out of 5
269 Evans Ave. Mount Sterling KY
Fully refundable
$139 nightly
The price is $153 total per night from Jul 26 to Jul 27
$153 total
Jul 26 - Jul 27
Total with taxes and fees
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 in our ...
8.8/10 Excellent! (624 reviews)
"The ev charging station didn’t accommodate cars that weren’t Tesla!!"

Reviewed on Jun 16, 2026

Opens in a new windowHoliday Inn Express & Suites Mt Sterling North by IHG
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
$121 nightly
The price is $133 total per night from Aug 2 to Aug 3
$133 total
Aug 2 - Aug 3
Total with taxes and fees
Stay at this cabin in Slade. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,947 reviews)
"Very peaceful stay all around."

Reviewed on Jul 5, 2026

Opens in a new windowNatural Bridge State Resort Park
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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
$135 nightly
The price is $149 total per night from Aug 6 to Aug 7
$149 total
Aug 6 - Aug 7
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! (921 reviews)
"Breakfast was ok Coffee was great."

Reviewed on Jul 7, 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

Snag some “suite” deals when you add cheap hotel rooms to Montgomery County flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Montgomery County.

Fun for All

While shopping Orbitz sales on Montgomery County flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Montgomery County flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Montgomery County. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Montgomery County?
You're spoiled for choice with 13 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 $249 and $685. If you were traveling one-way from Chicago (ORD), you could have scored fares from just $169.
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.