Cheap flights from Newark to Winchester

Airlines that fly from Newark to Winchester

  • Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 35% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Newark (NYC) to Winchester (SOU)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu., 19 Dec. - Wed., 25 Dec.
HPN
White Plains
SOU
Southampton
AU$2,851 Return, found 4 days ago
AU$2,851
Return
found 4 days ago
Select Delta flight, departing Thu., 19 Dec. from White Plains to Southampton, returning Wed., 25 Dec., priced at AU$2,851 found 4 days ago
Delta
Thu., 19 Dec. - Wed., 25 Dec.
HPN
White Plains
SOU
Southampton
AU$2,891 Return, found 4 days ago
AU$2,891
Return
found 4 days ago
Select Delta flight, departing Thu., 19 Dec. from White Plains to Southampton, returning Wed., 25 Dec., priced at AU$2,891 found 4 days ago
Delta
Thu., 19 Dec. - Wed., 25 Dec.
HPN
White Plains
SOU
Southampton
AU$3,070 Return, found 4 days ago
AU$3,070
Return
found 4 days ago
Select Delta flight, departing Thu., 19 Dec. from White Plains to Southampton, returning Wed., 25 Dec., priced at AU$3,070 found 4 days ago
Delta
Thu., 19 Dec. - Wed., 25 Dec.
HPN
White Plains
SOU
Southampton
AU$3,110 Return, found 4 days ago
AU$3,110
Return
found 4 days ago
Select Delta flight, departing Thu., 19 Dec. from White Plains to Southampton, returning Wed., 25 Dec., priced at AU$3,110 found 4 days ago
Delta
Thu., 19 Dec. - Wed., 25 Dec.
HPN
White Plains
SOU
Southampton
AU$3,290 Return, found 4 days ago
AU$3,290
Return
found 4 days ago
Select Delta flight, departing Thu., 19 Dec. from White Plains to Southampton, returning Wed., 25 Dec., priced at AU$3,290 found 4 days ago
Delta
Sun., 22 Dec. - Sat., 28 Dec.
HPN
White Plains
SOU
Southampton
AU$3,927 Return, found 18 hours ago
AU$3,927
Return
found 18 hours ago
Select Delta flight, departing Sun., 22 Dec. from White Plains to Southampton, returning Sat., 28 Dec., priced at AU$3,927 found 18 hours ago
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals
*Available to Expedia members.