Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 400 airlines and 321,000 hotels worldwide.

FREE 24 hour cancellation on most flights


It's time to fly. What's waiting for you in Winchester?

Perhaps you’re searching cheap flights to Winchester for a much-needed vacation or you simply have to roll in to see the relatives. Either way, we say rock that family reunion. Tell one too many stories at the hotel bar. Traveling for work? Crush it. If you lie back and relax without your cell phone, we won’t tell.

In the end you want to score a great deal and have a fantastic time, right? Flying is a small part of the whole adventure. We get that. Wherever you’re excited to go – or get away from – start this story with Hotwire’s cheap flights to Winchester.

Not sure how to get the best price on plane tickets to Winchester?

We know there are some airline aficionados out there. If you don’t know the industry like the back of your hand, don’t worry. You can make spending less look good with our booking tips.

Search certain days of the week for Winchester flights

For better savings, consider departing on a Wednesday, Thursday or Saturday. Return on a Sunday, Tuesday or Wednesday. International deals are often available when departing Monday through Thursday.

Change up your days for cheaper weekend getaways

Jetting off on Thursday and returning on Sunday is generally less expensive than flying on Friday and returning on Monday.

Stay a Saturday night to play more

Spending the weekend at your destination will generally result in lower airfares. We’re all for that.

Consider alternate airports when searching Winchester flights

Other nearby airports may offer different fares from your current search results. Clicking “Nearby Airports” after your initial search will give a list of the closest options.

See a fare that you like? Pounce!

Coordinate with your travel buddies before searching and you’ll be able to act quickly when it’s time to book. Airline ticket prices often change in minutes. We know you’re combing for the best prices but so is everyone else! If the deal is right, snag it and feel the sweet satisfaction of booking victory.

Fly during the off-peak season

Certain travel destinations have especially high volume during particular seasons. For example, Europe, Hawaii and Alaska are big hits in the summer. Florida, New Orleans and Southern California are the most popular in springtime. Winter is prime for Mexico and the Caribbean, as well as ski and snowboard destinations like the Colorado Rockies. In the autumn, Northern California, the Pacific Northwest and New England draw visitors. Flying during less popular periods can mean extra money in your wallet – yes, please!

Last Minute Hotel Deals in Winchester

See all 916 Properties in Winchester
The Winchester Hotel & Spa

The Winchester Hotel & Spa

Worthy Lane, Winchester
    4.0 out of 5.0
     
     

    Located in the heart of Winchester, this spa hotel is within a 15-minute walk of Theatre Royal Winchester, Great Hall, and Winchester Cathedral. Westgate Museum ...

    The Winchester Hotel & Spa$93

    The Winchester Hotel & Spa$93
    Mercure Wessex Winchester Hotel

    Mercure Wessex Winchester Hotel

    Paternoster Row, Winchester
      4.0 out of 5.0
       
       

      Located in the heart of Winchester, this hotel is within a 10-minute walk of Winchester Guildhall and Great Hall. Winchester Cathedral and City Museum are also ...

      Mercure Wessex Winchester Hotel$52

      Mercure Wessex Winchester Hotel$52
      Marwell Hotel

      Marwell Hotel

      Thompson Lane, Winchester
        3.0 out of 5.0
         
         

        Situated in a rural location, this hotel is 0.2 mi (0.2 km) from Marwell Zoo and within 9 mi (15 km) of University of Southampton and Winchester Cathedral. Great ...

        Marwell Hotel$74

        Marwell Hotel$74
        Norton Park

        Norton Park

        Sutton Scotney, Winchester
          4.0 out of 5.0
           
           

          Situated near the airport, this spa hotel is within 9 mi (15 km) of Bombay Sapphire Distillery, Great Hall, and Whitchurch Silk Mill. St Mary's Church and Gurkha ...

          Norton Park$92

          Norton Park$92