$42 Cheap flights to City of Winchester

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Cheap flights to City of Winchester from $42 One Way, $80 Round Trip

$80 return flights and $42 one-way flights to City of Winchester were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jan 1 - Mon, Jan 4
MAN
Manchester
SOU
Southampton
$80 Roundtrip, just found
$80
Roundtrip
just found
Select easyJet flight, departing Fri, Jan 1 from Manchester to Southampton, returning Mon, Jan 4, priced at $80 just found
Fri, Dec 11 - Mon, Dec 14
MAN
Manchester
SOU
Southampton
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Select easyJet flight, departing Fri, Dec 11 from Manchester to Southampton, returning Mon, Dec 14, priced at $83 found 1 day ago
Mon, Jan 4 - Mon, Jan 11
MAN
Manchester
SOU
Southampton
$609 Roundtrip, found 1 day ago
$609
Roundtrip
found 1 day ago
Select British Airways flight, departing Mon, Jan 4 from Manchester to Southampton, returning Mon, Jan 11, priced at $609 found 1 day ago
Wed, Jan 13 - Sat, Jan 23
BOS
Boston
SOU
Southampton
$726 Roundtrip, found 2 days ago
$726
Roundtrip
found 2 days ago
Select Aer Lingus flight, departing Wed, Jan 13 from Boston to Southampton, returning Sat, Jan 23, priced at $726 found 2 days ago
Wed, Dec 2 - Thu, Dec 17
LAX
Los Angeles
SOU
Southampton
$751 Roundtrip, found 6 days ago
$751
Roundtrip
found 6 days ago
Select Aer Lingus flight, departing Wed, Dec 2 from Los Angeles to Southampton, returning Thu, Dec 17, priced at $751 found 6 days ago
Sat, Mar 13 - Sat, Mar 20
EWR
New York
SOU
Southampton
$777 Roundtrip, found 6 days ago
$777
Roundtrip
found 6 days ago
Select Aer Lingus flight, departing Sat, Mar 13 from New York to Southampton, returning Sat, Mar 20, priced at $777 found 6 days ago
Mon, Nov 23 - Wed, Dec 9
IAD
Washington
SOU
Southampton
$947 Roundtrip, found 1 day ago
$947
Roundtrip
found 1 day ago
Select Aer Lingus flight, departing Mon, Nov 23 from Washington to Southampton, returning Wed, Dec 9, priced at $947 found 1 day ago
Tue, May 4 - Tue, May 18
BDL
Hartford
SOU
Southampton
$995 Roundtrip, found 4 days ago
$995
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, May 4 from Hartford to Southampton, returning Tue, May 18, priced at $995 found 4 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKSouthamptonOctober 23 to October 25$1,639
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic City of Winchester Accommodation Deals

New Place

New Place

4 out of 5
Shirrell Heath Southampton England
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $71 total per night from Nov 19 to Nov 20
$71 total
Nov 19 - Nov 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,000 reviews)
"Van feels safe Epic looking bar Comfy beds"

Reviewed on Oct 20, 2026

Opens in a new windowNew Place
Meon Valley Hotel, Spa & Golf

Meon Valley Hotel, Spa & Golf

4 out of 5
Sandy Lane Southampton England
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $74 total per night from Nov 15 to Nov 16
$74 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this spa hotel in Southampton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms and the overall value ...
7.2/10 Good! (1,004 reviews)
"Bedroom was very very cold no heating at all"

Reviewed on Oct 18, 2026

Opens in a new windowMeon Valley Hotel, Spa & Golf
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane Winchester England
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $110 total per night from Nov 1 to Nov 2
$110 total
Nov 1 - Nov 2
Total with taxes and fees
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)
"A lovely hotel with amazing staff who tend to your every need. Spa is lovely and treatments are out of this world. Food and service is 5star. This hotel is the perfect location as it’s walking distance from Winchester city centre. Perfect for a few days away to relax"

Reviewed on Oct 19, 2026

Opens in a new windowThe Winchester Hotel & Spa
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Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Paternoster Row Winchester England
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $106 total per night from Nov 1 to Nov 2
$106 total
Nov 1 - Nov 2
Total with taxes and fees
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! (1,005 reviews)
"Overall was a great stay. Comfortable room with a hearty breakfast in the morning. Excellent staff"

Reviewed on Oct 21, 2026

Opens in a new windowWinchester Wessex Hotel by Sunday
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

City of Winchester

Why search for low cost fares on your flights to City of Winchester when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to City of Winchester

Orbitz offers massive discounts and substantial last-minute savings on your City of Winchester flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your City of Winchester flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to City of Winchester. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to City of Winchester but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to City of Winchester?
Look up the deals from the 14 airlines that offer flights to City of Winchester. Whether you'd like to get comfortable in the pointy end of the plane or save cash in economy, they'll have a seat for you. Head for Southampton Airport (SOU) with one of these reputable carriers:

  • Loganair - 107 flights to City of Winchester per month
  • Eastern Airways - 43 flights to City of Winchester per month
  • Aer Lingus - 20 flights to City of Winchester per month

What is the best airport to fly to in City of Winchester?
Touch down at Southampton Airport (SOU), the main entry point to City of Winchester. Organizing your flight to this region doesn't get much easier than that.
How much is a flight to City of Winchester?
If you're looking for flights back and forth, airfares ranged from $80 to $1,639 this past week. The best prices for one-way tickets were $42, coming from Manchester (MAN).
How to book the cheapest flight to City of Winchester?
With some of the most amazing flight deals around, you'll always bag a bargain with Orbitz. The following hints and tips will help you land cheap flights to City of Winchester — and leave you with more cash to play with:

  • Taking off from or arriving at other airports may be more affordable. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to compare your options.
  • If you're flexible with your plans, click on the 'Show flexible dates' option. It'll bring up flight deals for the days either side of your selected departure. Fares often vary depending on what day it is.
  • Select 'Show options' to narrow down your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • The early bird gets the biggest savings, so book your tickets the moment you know your travel dates. The most affordable airfares get snapped up first and prices normally increase as the departure date nears.
  • Consider bundling your flights, hotels and car rental into an Orbitz package to save cash.
  • Flying during the busy season can mean pricey airfares. If possible, plan your trip outside of popular dates, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to City of Winchester?
Generally speaking, January is the best month to purchase your airfare. This is followed by February and August. Keep this in mind while you browse for a cheap flight to City of Winchester.
What day of the week is the cheapest to book a flight to City of Winchester?
When it comes to cheap flights to City of Winchester, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to City of Winchester?
If you're on the hunt for cheap flights to City of Winchester, depart earlier in the week. Orbitz data from 2020 shows Monday is the most affordable day to travel, followed by Tuesday. Saturday is the most expensive, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to City of Winchester?
We won't keep you guessing — according to Orbitz data, August is generally the most affordable month to fly. Perfect for those who want a weekend getaway or just an escape from it all before the weather turns. The costliest time to fly is in the middle of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
Flexibility is more important than ever, that's why Orbitz lets you search for carriers that won't penalize you for amending your reservation. Enter your departure and arrival points, then select "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to City of Winchester?
It's always good to be prepared for anything when going on a trip. Keep in mind the following pointers for a smooth, stress-free flight:

  • In all cases you'll have to show proof of identification. How much? This depends on where you're flying from. When booking your tickets, we suggest to use the same name, birth date and gender as listed on your government-issued ID.
  • Pack some extra entertainment for your long trip to City of Winchester. When you're done watching movies, give your eyes a much-needed break from all that screen time and get stuck into a book.
  • Cabin temperatures can make you shiver. Bring a sweater even if you're vacationing during the height of City of Winchester summer.

How many direct flights are there to City of Winchester?
There are 65 direct flights to City of Winchester every month, so you won't have to deal with any boring stopovers. Book a fare with Loganair or Blue Islands and then sit back and enjoy the flight. Eastern Airways, Aurigny Air Services, Aer Lingus and Flybe also operate nonstop services to City of Winchester.
How do I get cheap first-class/business deals to City of Winchester?
There are ways of booking business or first-class fares to City of Winchester that won't burn a hole through your wallet. Grab a seat at the front of the plane for less with these handy tips:

  • Flexibility is essential. By being open to different travel dates, you'll have more chances of picking up a great deal on your airfares.
  • Find a low-cost airline that has seats in business class. They often come with more legroom and a glass of bubbly — but at a more affordable price.
  • Take advantage of your airline's customer loyalty program and upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

What is the best time to go to City of Winchester?
City of Winchester is a wonderful vacation destination year-round, but the most popular months are January, March and September. If you prefer warm weather, consider heading there in summertime. Like most destinations in the Northern Hemisphere, the summer season kicks off June 20. During this time, temperatures generally drift between 55 ºF and 70 ºF during the day.

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.