Cheap flights To Winchester (LEX) from $73

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Cheap Flights to Winchester from $73 One Way, $139 Round Trip

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

Winchester Flight Information

Traveling To
Winchester
Destination Airport IATA Code
LEX
Number of Airlines Serving
Airlines
American Airlines, United, Alaska Airlines, Delta
Flight Price
$139
Earliest Departing Flight
Latest Departing Flight

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Winchester

Orbitz uses cutting edge mobile technology to help get you the best deals on Winchester flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Winchester Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Winchester, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Winchester can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Winchester. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Winchester to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Winchester?
Find a flight that suits your budget and schedule among the 20 airlines that jet into Blue Grass Airport (LEX). The easiest way to save on airfares is to book early. Take a look at these popular domestic air carriers and lock in a great deal today:

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

What is the best airport to fly to in Winchester?
Blue Grass Airport (LEX). It’s the city’s main terminal and is situated around 25 miles west of the center. You’ll be unpacking your belongings and exploring the best of Winchester shortly after flying in.
How much is a flight to Winchester?
Travelers from far and wide landed return-flight bargains ranging from $139 to $296 this week to Winchester. Kicking off your journey from Denver (DEN)? The cheapest one-way fares started at just $73.
How to book the cheapest flight to Winchester?
With some of the most amazing flight deals around, you’ll always get more for your money with Orbitz. The following tips and hints will help you pick up cheap flights to Winchester — and leave you with more cash to play with:

  • Consider nearby airports to save money. Enter your preferred departure and arrival airports in the form fields, then select the ‘Nearby airports’ function below. It will list any available options.
  • If you’re flexible with your travel itinerary, click on the ‘Show flexible dates’ link. It’ll display the flight deals for the days before and after your selected departure. Ticket prices often vary depending on what day it is.
  • You can also hit 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 choose the time of day you’d like to fly.
  • Once you’ve figured out your travel dates, book your flight. Fares generally get more expensive as the departure date nears.
  • Make serious savings on your getaway by combining your hotel, flights and car rental into an Orbitz package deal. Your budget will thank you for it.
  • Don’t fly during peak seasons if possible. By avoiding school vacations and summer, you can save loads on your airfares.

How long is a flight to Winchester?
Where you’re departing from and whether you have a stopover will determine your flight time. However, these major routes to Winchester will give you a better picture:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Blue Grass Airport (LEX) - 1 hour and 12 minutes
  • Chicago, IL (ORD-O’Hare Intl.) to Blue Grass Airport (LEX) - 1 hour and 24 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Blue Grass Airport (LEX) - 1 hour and 26 minutes

What is the best time to book a flight to Winchester?
If possible, book your tickets to Winchester in January. This is the best month to reserve low airfares, followed by February and August. With a bit of time and planning, you’re bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Winchester?
If you’re after inexpensive fares to Winchester, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Winchester?
You can pick up cheap flights to Winchester by flying out on a Monday, according to Orbitz data from 2020. Tuesday is also more affordable, while Saturday has the most expensive ticket prices. Whether you prefer to save a bundle or start your trip whenever is convenient, you’ll always find a great deal with Orbitz.
What is the cheapest month to fly to Winchester?
To pick up cheap flights to Winchester, pack your bags and fly out in August. Orbitz data has found that generally, this is an excellent month to save a bundle on your fare. If you’re hoping to fly to Winchester in June, it’s worth noting that this is the most expensive time of year to travel.
Which airlines allow free cancellation?
Orbitz makes it a piece of cake to find carriers offering fare flexibility. Simply choose “Filter by flexible change policies” when searching for your flights and ta-da! You’ll see options that include free cancellation, no change fees and of course, an amazing low price.
What do I need for the flight to Winchester?
Flying doesn’t have to be a drag. In fact it can be a joy with a little pre-planning! Make your flight a stress-free one with these handy hints:

  • Before you take your seat on the plane, you’ll need to present a valid form of government ID, such as a passport. You’ll also need your boarding pass. If you’re traveling with the kids, check with your airline about which documents they may need.
  • Take some activities to keep you busy on your trip to Winchester. Books, magazines and devices like e-readers and laptops are good ideas. Be sure to take a bottle of water with you too. Even on a short flight, it’s important to stay hydrated.
  • No matter what the temperature is doing outside, plane cabins can get a bit chilly. Take a hoodie on board to keep yourself cozy.

How many direct flights are there to Winchester?
Several airlines fly nonstop into Winchester, with around 62 direct flights every month to select from. These leading operators include American Airlines, Delta Air Lines and United Airlines.
How do I get cheap first-class/business deals to Winchester?
Savvy travelers have mastered the art of finding first or business-class fares to Winchester without the eye-watering price tag. You can do the same with these helpful tips:

  • Be flexible with your travel dates and wait for huge sales on business or first-class airfares.
  • Plenty of low-cost airlines these days have terrific business or premium-class seating that doesn’t cost the earth.
  • Bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a rewards program.

How to get into Winchester from the airport?
Head for downtown Winchester with a Blue Grass Airport (LEX) car rental. There are two suppliers at Blue Grass Airport (LEX) — Enterprise and Dollar. After you’ve done some paperwork and have the keys in your hand, the city center is a journey of 25 miles to the east of LEX. Another popular option is to take a taxi into town and choose a vehicle from one of our Winchester car rentals. Whatever you decide, when you book with Orbitz, you can be sure you’ll always drive away with an amazing deal!
What is the best time to go to Winchester?
Winchester is busy in May, August and October. If you plan to visit during these months, it would be wise to book early to ensure you get the greatest deals. Want to know what the summer’s like in Winchester? Average daily temperatures typically sit between 65 ºF and 85 ºF. Like most destinations in the Northern Hemisphere, summertime commences June 20 here.

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.