Search Cheap Flights to
Winchester

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winchester Flights as Low as $1,012

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

Delta
Tue, Oct 13 - Tue, Oct 20
HNL
Daniel K. Inouye Intl.
SOU
Southampton
$1,012 Roundtrip, found 4 hours ago
$1,012
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Oct 13 from Daniel K. Inouye Intl. to Southampton, returning Tue, Oct 20, priced at $1,012 found 4 hours ago
Virgin Atlantic
Sat, Oct 10 - Tue, Oct 20
HNL
Daniel K. Inouye Intl.
SOU
Southampton
$1,012 Roundtrip, found 10 hours ago
$1,012
Roundtrip
found 10 hours ago
Select Virgin Atlantic flight, departing Sat, Oct 10 from Daniel K. Inouye Intl. to Southampton, returning Tue, Oct 20, priced at $1,012 found 10 hours ago
Delta
Tue, Oct 13 - Tue, Oct 20
HNL
Daniel K. Inouye Intl.
SOU
Southampton
$1,012 Roundtrip, found 4 hours ago
$1,012
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Oct 13 from Daniel K. Inouye Intl. to Southampton, returning Tue, Oct 20, priced at $1,012 found 4 hours ago
Delta
Sat, Oct 10 - Thu, Oct 15
HNL
Daniel K. Inouye Intl.
SOU
Southampton
$1,029 Roundtrip, found 5 hours ago
$1,029
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Oct 10 from Daniel K. Inouye Intl. to Southampton, returning Thu, Oct 15, priced at $1,029 found 5 hours ago
Delta
Tue, Oct 13 - Tue, Oct 20
HNL
Daniel K. Inouye Intl.
SOU
Southampton
$1,031 Roundtrip, found 4 hours ago
$1,031
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Oct 13 from Daniel K. Inouye Intl. to Southampton, returning Tue, Oct 20, priced at $1,031 found 4 hours ago
Delta
Tue, Oct 13 - Tue, Oct 20
HNL
Daniel K. Inouye Intl.
SOU
Southampton
$1,031 Roundtrip, found 4 hours ago
$1,031
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Oct 13 from Daniel K. Inouye Intl. to Southampton, returning Tue, Oct 20, priced at $1,031 found 4 hours ago
Virgin Atlantic
Tue, Aug 11 - Wed, Aug 19
SAN
San Diego Intl.
SOU
Southampton
$1,032 Roundtrip, found 10 hours ago
$1,032
Roundtrip
found 10 hours ago
Select Virgin Atlantic flight, departing Tue, Aug 11 from San Diego Intl. to Southampton, returning Wed, Aug 19, priced at $1,032 found 10 hours ago
Virgin Atlantic
Sun, Aug 9 - Wed, Aug 19
SAN
San Diego Intl.
SOU
Southampton
$1,037 Roundtrip, found 10 hours ago
$1,037
Roundtrip
found 10 hours ago
Select Virgin Atlantic flight, departing Sun, Aug 9 from San Diego Intl. to Southampton, returning Wed, Aug 19, priced at $1,037 found 10 hours ago
Delta
Mon, Oct 12 - Thu, Oct 22
GRR
Gerald R. Ford Intl.
SOU
Southampton
$1,040 Roundtrip, found 18 hours ago
$1,040
Roundtrip
found 18 hours ago
Select Delta flight, departing Mon, Oct 12 from Gerald R. Ford Intl. to Southampton, returning Thu, Oct 22, priced at $1,040 found 18 hours ago
Delta
Tue, Oct 13 - Tue, Oct 20
HNL
Daniel K. Inouye Intl.
SOU
Southampton
$1,040 Roundtrip, found 4 hours ago
$1,040
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Oct 13 from Daniel K. Inouye Intl. to Southampton, returning Tue, Oct 20, priced at $1,040 found 4 hours ago
Virgin Atlantic
Tue, Aug 11 - Fri, Aug 21
SAN
San Diego Intl.
SOU
Southampton
$1,042 Roundtrip, found 10 hours ago
$1,042
Roundtrip
found 10 hours ago
Select Virgin Atlantic flight, departing Tue, Aug 11 from San Diego Intl. to Southampton, returning Fri, Aug 21, priced at $1,042 found 10 hours ago
KLM
Tue, Oct 13 - Tue, Oct 20
HNL
Daniel K. Inouye Intl.
SOU
Southampton
$1,068 Roundtrip, found 4 hours ago
$1,068
Roundtrip
found 4 hours ago
Select KLM flight, departing Tue, Oct 13 from Daniel K. Inouye Intl. to Southampton, returning Tue, Oct 20, priced at $1,068 found 4 hours ago
Virgin Atlantic
Sun, Oct 11 - Tue, Oct 20
DTW
Detroit Metropolitan Wayne County
SOU
Southampton
$1,131 Roundtrip, found 1 day ago
$1,131
Roundtrip
found 1 day ago
Select Virgin Atlantic flight, departing Sun, Oct 11 from Detroit Metropolitan Wayne County to Southampton, returning Tue, Oct 20, priced at $1,131 found 1 day ago
Virgin Atlantic
Sun, Jul 19 - Thu, Jul 30
JFK
John F. Kennedy Intl.
SOU
Southampton
$1,171 Roundtrip, found 10 hours ago
$1,171
Roundtrip
found 10 hours ago
Select Virgin Atlantic flight, departing Sun, Jul 19 from John F. Kennedy Intl. to Southampton, returning Thu, Jul 30, priced at $1,171 found 10 hours ago
Aer Lingus
Fri, Jul 17 - Wed, Jul 29
JFK
John F. Kennedy Intl.
SOU
Southampton
$1,181 Roundtrip, found 10 hours ago
$1,181
Roundtrip
found 10 hours ago
Select Aer Lingus flight, departing Fri, Jul 17 from John F. Kennedy Intl. to Southampton, returning Wed, Jul 29, priced at $1,181 found 10 hours ago
Delta
Thu, Apr 30 - Sat, May 9
SEA
Seattle - Tacoma Intl.
SOU
Southampton
$1,283 Roundtrip, found 10 hours ago
$1,283
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Apr 30 from Seattle - Tacoma Intl. to Southampton, returning Sat, May 9, priced at $1,283 found 10 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 October, 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
$1,012

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! (1,000 reviews)
Clean rooms, very central for the town. Would recommend to anyone looking for a lovely place to stay in Winchester. Breakfast was good and enjoyed the pool. Although please note children only allowed for 1 hour in the morning which was a bit of a disappointment.

Reviewed on Apr 27, 2026

Get rates
The Winchester Hotel & Spa
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! (1,000 reviews)
I had to check in late, but the receptionist was very accommodating in making sure I could check in. Rooms were very nice, just wish I had more time to use the spa facilities.

Reviewed on Apr 20, 2026

Get rates
Norton Park Hotel, Spa & Manor House
voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

4 out of 5
Telegraph Way, Morn Hill 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 ...
8.8/10 Excellent! (990 reviews)
Great choice for breakfast and lovely staff. Room was comfy it's just a shame the shower wasn't very good. Temperature control not great.

Reviewed on Apr 25, 2026

Get rates
voco Winchester Hotel & Spa by IHG
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)
Perfect for a stay in the centre of Winchester. Comfortable beds, nice rooms and bathroom. Staff were great, very helpful and the overnight carpark fee covers you until checkout. The bar was comfortable and had great recommendations too. Good value for money with a little feel of luxury. Have stayed ...

Reviewed on Apr 28, 2026

Get rates
Winchester Royal Hotel
Marwell Hotel Winchester South

Marwell Hotel Winchester South

3 out of 5
Thompson Lane 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 ...
7.6/10 Good! (1,001 reviews)
Great hotel

Reviewed on Apr 16, 2026

Get rates
Marwell Hotel Winchester South
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! (1,004 reviews)
Good size room and bed was very comfortable. Only stayed one night to attend a party but I would stay again.

Reviewed on Apr 28, 2026

Get rates
Winchester Wessex Hotel by Sunday
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! (1,279 reviews)
Lovely hotel room. Comfortable bed, spacious room and very clean. Polite, friendly and helpful staff. Would definitely stay again.

Reviewed on Apr 29, 2026

Get rates
Leonardo Hotel Southampton
The Langstone Quays

The Langstone Quays

4 out of 5
Northney Road Hayling Island England
Book a stay at this business-friendly hotel in Hayling Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the breakfast and the pool ...
7.8/10 Good! (1,002 reviews)
The room was clean and spacious. The bed was too soft for my liking and I found it uncomfortable. Other than that, it was a nice room. The hotel is a little run down in places but it has a relaxed atmosphere and never felt busy. The staff were friendly. Breakfast was tasty and there was a great selection ...

Reviewed on Apr 26, 2026

Get rates
The Langstone Quays
See all 3,289 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.