Cheap flights from Winchester

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Winchester Flight Information
Origin airport IATA code
CHA

Sourcing the best flights from Winchester on ebookers

If you’re seeking a flight from Winchester, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from CHA. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from CHA

There are a few golden rules for keeping costs low when booking flights from Winchester. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Winchester, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from CHA. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Winchester

Beautiful Lake Views at Twin Creeks!

Beautiful Lake Views at Twin Creeks!

Winchester TN
During your stay at this holiday home, you're just a quick walk from Tims Ford State Park. Enjoy features like an outdoor pool, laundry facilities and an arcade/games room. The holiday home offers free WiFi and a kitchen.
9.8/10 Exceptional! (56 reviews)
We had a Great Week!
The house was good. I am taking off a star because the queen bed in the one bedroom was atrocious. There was a mattress sitting on slats that were too far apart and not nearly supportive enough. We could not use that bed. I did not address it with the owner while we were there because I was on vacation ...

Reviewed on 21 Jul 2025

Opens in a new windowBeautiful Lake Views at Twin Creeks!
Best Western Inn

Best Western Inn

2.5 out of 5
1602 Dinah Shore Boulevard Winchester TN
The price is €99 per night from 12 Dec to 13 Dec
€99
12 Dec - 13 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Best Western Inn. During your stay, you'll be within walking distance of County Plaza Shopping Center. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
8.6/10 Excellent! (659 reviews)
Pleasant stay, friendly check in

Reviewed on 9 Dec 2025

Opens in a new windowBest Western Inn
Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

2 out of 5
201 Expressway Dr Manchester TN
The price is €64 per night from 12 Dec to 13 Dec
€64
12 Dec - 13 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Microtel Inn & Suites by Wyndham Manchester. During your stay, you'll be within walking distance of May Prairie Designated State Natural Area. Features include free breakfast, free WiFi in public areas and free self-parking.
8.6/10 Excellent! (991 reviews)
The room was nice and comfortable. Bedding was clean and fresh with a comfortable mattress. The bathroom tiles were a bit dirty. Mold spots. Could be easily remedied if they take the time. Otherwise the room was very clean. Don't let the name of the hotel fool you. The rooms are not small. They are ...

Reviewed on 1 Dec 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Manchester
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Quality Inn Monteagle

Quality Inn Monteagle

2.5 out of 5
509 W Main St Pelham TN
The price is €80 per night from 8 Jan to 9 Jan
€80
8 Jan - 9 Jan 2026
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Quality Inn Monteagle. During your stay, you'll be within walking distance of Monteagle Sunday School Assembly. Enjoy features like free WiFi in public areas and free self-parking, plus a seasonal outdoor pool.
8.6/10 Excellent! (814 reviews)
Clean with a nice staff.

Reviewed on 2 Dec 2025

Opens in a new windowQuality Inn Monteagle
The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

3 out of 5
844 W Main Street Monteagle TN
The price is €48 per night from 4 Jan to 5 Jan
€48
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of The Smokehouse Lodge and Cabins's great location. During your stay, you'll be within walking distance of Monteagle Sunday School Assembly. You'll find features such as free WiFi in public areas and free self-parking, plus an outdoor pool.
8.4/10 Very Good! (1,143 reviews)
Room I reserved was gone, so they upgraded me because I can't do stairs. Was very nice.

Reviewed on 2 Dec 2025

Opens in a new windowThe Smokehouse Lodge and Cabins
Spark by Hilton Kimball

Spark by Hilton Kimball

2.5 out of 5
205 Kimball Crossing Dr Jasper TN
The price is €79 per night from 20 Dec to 21 Dec
€79
20 Dec - 21 Dec
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Spark by Hilton Kimball. During your stay, you'll be within walking distance of Kimball Park. You'll find features such as free WiFi in public areas and free self-parking, plus an outdoor pool.
8.2/10 Very Good! (1,001 reviews)
The room was clean and comfortable

Reviewed on 5 Dec 2025

Opens in a new windowSpark by Hilton Kimball
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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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

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. 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.