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Winchester

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Winchester Flights as Low as $1,012

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

Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,012 Roundtrip, just found
$1,012
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,012 just found
Virgin Atlantic
Wed, Apr 7 - Mon, Apr 12
RSW
Southwest Florida Intl.
SOU
Southampton
$1,012 Roundtrip, found 1 hour ago
$1,012
Roundtrip
found 1 hour ago
Select Virgin Atlantic flight, departing Wed, Apr 7 from Southwest Florida Intl. to Southampton, returning Mon, Apr 12, priced at $1,012 found 1 hour ago
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,012 Roundtrip, just found
$1,012
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,012 just found
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,012 Roundtrip, just found
$1,012
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,012 just found
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,018 Roundtrip, just found
$1,018
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,018 just found
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,019 Roundtrip, just found
$1,019
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,019 just found
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,019 Roundtrip, just found
$1,019
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,019 just found
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,040 Roundtrip, just found
$1,040
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,040 just found
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,040 Roundtrip, just found
$1,040
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,040 just found
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,046 Roundtrip, just found
$1,046
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,046 just found
Delta
Sun, Apr 11 - Tue, Apr 27
RSW
Southwest Florida Intl.
SOU
Southampton
$1,047 Roundtrip, just found
$1,047
Roundtrip
just found
Select Delta flight, departing Sun, Apr 11 from Southwest Florida Intl. to Southampton, returning Tue, Apr 27, priced at $1,047 just found
KLM
Wed, Apr 7 - Mon, Apr 12
RSW
Southwest Florida Intl.
SOU
Southampton
$1,068 Roundtrip, found 1 hour ago
$1,068
Roundtrip
found 1 hour ago
Select KLM flight, departing Wed, Apr 7 from Southwest Florida Intl. to Southampton, returning Mon, Apr 12, priced at $1,068 found 1 hour ago
Delta
Wed, Dec 2 - Tue, Dec 8
TPA
Tampa Intl.
SOU
Southampton
$1,069 Roundtrip, found 6 hours ago
$1,069
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Dec 2 from Tampa Intl. to Southampton, returning Tue, Dec 8, priced at $1,069 found 6 hours ago
Virgin Atlantic
Sat, Jul 10 - Mon, Jul 19
IND
Indianapolis Intl.
SOU
Southampton
$1,182 Roundtrip, found 4 hours ago
$1,182
Roundtrip
found 4 hours ago
Select Virgin Atlantic flight, departing Sat, Jul 10 from Indianapolis Intl. to Southampton, returning Mon, Jul 19, priced at $1,182 found 4 hours ago
Aer Lingus
Wed, Apr 7 - Mon, Apr 12
RSW
Southwest Florida Intl.
SOU
Southampton
$1,300 Roundtrip, found 1 hour ago
$1,300
Roundtrip
found 1 hour ago
Select Aer Lingus flight, departing Wed, Apr 7 from Southwest Florida Intl. to Southampton, returning Mon, Apr 12, priced at $1,300 found 1 hour ago
British Airways
Sat, Jul 10 - Mon, Jul 19
IND
Indianapolis Intl.
SOU
Southampton
$6,354 Roundtrip, found 4 hours ago
$6,354
Roundtrip
found 4 hours ago
Select British Airways flight, departing Sat, Jul 10 from Indianapolis Intl. to Southampton, returning Mon, Jul 19, priced at $6,354 found 4 hours ago

Cheap Flights to Winchester

Fall in love at first flight with your vacation to Winchester by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Winchester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winchester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winchester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winchester with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SOU airport.

What is the cheapest month to fly to Winchester?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Winchester are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Winchester.

What airport is best to fly into Winchester?

When you’re planning your trip to Winchester, convenience is the name of the game. Luckily, Winchester Southampton Airport is nearby so you can deplane and get going on checking off everything on your Winchester must-do list.

How much are flights to Winchester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $1,012, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Winchester?

The trick to saving a stack of cash on your flight to Winchester? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $1,012 right now, why wait?

Winchester Flight Information
Destination airport
Southampton
Destination airport IATA code
SOU
Roundtrip price
$1,011

Last Minute Hotel Deals in Winchester

The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane Winchester England
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Spotlessly clean and well-maintained hotel, rooms spruced up every day and lovely, helpful friendly staff. The hotel did have a water problem one day meaning I couldn’t have a wash on my last morning and I’m never a fan of “double beds” that are two singles joined; it’s not a double and it’s not ..."

Reviewed on Oct 16, 2026

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The Winchester Hotel & Spa
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Paternoster Row Winchester England
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
7.6/10 Good! (1,000 reviews)
"Found the rooms quite small and TV was ancient = hard to find interesting channels ,no TV guide and screen was small ."

Reviewed on Oct 13, 2026

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Winchester Wessex Hotel by Sunday
Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

4 out of 5
Sutton Scotney Winchester England
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in ...
8/10 Very Good! (1,001 reviews)
"I have stayed in this hotel many times, and not had an issue. On the occasion, the reception was very understaffed at all times and the bar was too with only one experienced member of staff who tried his best. Long waits for drink and food orders and when food came with no knives and forks despite ..."

Reviewed on Oct 16, 2026

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Norton Park Hotel, Spa & Manor House
Winchester Royal Hotel

Winchester Royal Hotel

4 out of 5
St Peter Street Winchester England
Stay at this hotel in Winchester. Enjoy breakfast (surcharge), 24-hour room service, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
"Comfortable room and helpful staff"

Reviewed on Oct 12, 2026

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Winchester Royal Hotel
voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

5 out of 5
Telegraph Way, Morn Hill Winchester England
Book a stay at this luxury hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Get rates
voco Winchester Hotel & Spa by IHG
Days Inn by Wyndham Winchester M3

Days Inn by Wyndham Winchester M3

2.5 out of 5
Moto Motorway Service Area Winchester England
Stay at this hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (920 reviews)
"Could do with some updating especially in the bathrooms.Bed was clean and comfortable.The wifi was good.Gent on tge desk could of been a little happier."

Reviewed on Oct 13, 2026

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Days Inn by Wyndham Winchester M3
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place Southampton England
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,534 reviews)
"Clean hotel, perfect for a night ahead of our cruise. Staff were very friendly. Would definitely stay here again."

Reviewed on Oct 17, 2026

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Leonardo Hotel Southampton
Holiday Inn Portsmouth by IHG

Holiday Inn Portsmouth by IHG

4 out of 5
Pembroke Road Portsmouth England
Book a stay at this spa hotel in Portsmouth. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
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Holiday Inn Portsmouth by IHG
See all 3,587 properties in Winchester
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.