$27 Cheap Flights to Winchester , TN

Bundle Your Flight + Hotel & Save!

Popular airlines among travelers

Spirit Airlines
Delta
American Airlines
United
JetBlue Airways
Alaska Airlines
Frontier Airlines
Sun Country Airlines
Contour Airlines
    Plan, book, fly with confidence
    trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
    bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
    one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash

How much is the cheapest flight to Winchester?

Prices were available within the past 7 days and start at $27 for one-way flights and $48 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Spirit Airlines
Frontier Airlines
Delta

Find Your Flights to Winchester CHA

Cheap flights to Winchester (CHA)

Get started finding a cheap flight to Winchester on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Winchester.

Roundtrip prices range from $48 - $193, and one-ways to Winchester start as low as $27.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Winchester (CHA)

You have several options for which airline you choose to travel with to Winchester. There are 10 airlines flying into CHA: Spirit Airlines, Frontier Airlines, American Airlines, Delta. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programs may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel in one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at the optimal times. Airfare to Winchester (CHA) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to CHA in May and in May for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24-hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

How do I find cheap flights to Winchester that have flexible change policies?
By using our handy “No change fee” filter, that’s how. Simply type in your dates and other details, click the “Search” button, then tick the box below the “Flexible change policies” subheading (look to the left of your screen). Expedia makes it a cinch to find flexible and affordable tickets to Winchester.
How can I book the cheapest flight to Winchester?
If you’d love to have more left in your budget for your Winchester vacation, it’s wise to book your ticket in advance. Prices generally increase as the departure date nears. Consider your airport options too. Airfares can differ based on which airport you jet into. Make sure you compare prices across airlines and try to keep your dates flexible. Finally, be prepared to book fast. If you stumble on a bargain, grab it! Right now, one of the cheapest one-way tickets to Winchester costs $20. This is for a flight that takes off from Tampa in May.
Which day of the week is the best day to buy a plane ticket to Winchester?
Sunday is the best day of the week to purchase plane tickets. But there’s more than one way to score a terrific deal. Browsing tickets and being ready to buy several weeks before your departure date will also pay off. Research shows that the optimal booking window for affordable plane tickets ranges from 21 days to about 45 days out from departure. Decided on your travel dates to Winchester months ahead of time? Check when carriers first release their tickets as often these are the cheapest prices available. Savings are subject to change and may vary depending on selections made.
Which airlines fly to Winchester?
You can choose from 27 airlines that connect Winchester with 228 airports across the world, including Delta Air Lines. Chicago is the most popular departure point for Delta Air Lines flights to Winchester. American Airlines can also fly you to this destination.
How many nonstop flights are there to Winchester?
With roughly 8,771 nonstop flights running each week, you’ll be hitting the runway in Winchester before you can say, “Are we there yet?”
Where are the most popular flights to Winchester departing from?
Travelers frequently set off from Chicago, Dallas and New York airports when going to Winchester.
Do you have any tips for my flight to Winchester?

  • What you pack in your carry-on can be the difference between a comfortable flight, and one that leaves you drained. Start with the must-haves, such as a valid ID (like your passport) and your travel documents. Once they’re packed, put in any medications you might need. Next, think about comfort. A neck pillow, earphones and a juicy bestseller will help the time fly by while you’re in the air.
  • Remember that there’s also a list of prohibited items for your hand luggage which can differ between carriers and flight routes. Generally, avoid packing anything explosive, sharp or flammable. This includes things like razor blades, knives, flares and aerosol cans. Sporting equipment like baseball bats, tennis rackets and objects that could harm passengers, such as swords and batons, are also banned from the cabin.

What to wear on a flight:

  • The aisles of a plane aren’t the place for a fashion show. Layer up with comfy clothing and bring a hoodie since it can get cool in the cabin during long-haul flights. Sneakers or enclosed, flat shoes are the best type of footwear for longer journeys.
  • Reduce your risk of developing deep vein thrombosis (DVT), a blood clotting condition which can be caused by sitting for lengthy periods, by regularly moving around the cabin. Alternatively, do foot and leg exercises in your seat. If you’re at higher risk of developing DVT, consider wearing compression socks.

How can I get a cheap last-minute flight to Winchester?
If you want to snag a cheap, spur-of-the-moment flight to Winchester, flexibility is key. If possible, have a bit of wiggle room with the dates you can travel. It also pays to have a degree of flexibility with your airports, choice of airline, flight times and possible stops or layovers.
Where can I learn more about changing or canceling my flight to Winchester?
Most flights are free to cancel within 24 hours of making the reservation. However, some flights are non-refundable, and you may receive a flight credit from the airline to use for a future booking. For more information, please visit our Customer Service Portal.
Flights to Winchester information
Destination airport
Nashville Intl.
Destination airport IATA code
BNA
Destination city name
Nashville
Airlines serving
American Airlines, Delta, United
Roundtrip price
$133
Popular airline
Delta

Trending flights to Winchester

Prices were available within the past 7 days and start at $27 for one-way flights and $48 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
*Available to One Key members.