Cheap Flights To Winchester 2025

Photo by Donny Campos

Winchester Flights as Low as $195

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Aug 6 - Tue, Aug 12
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$195 Roundtrip, found 18 hours ago
$195
Roundtrip
found 18 hours ago
Select Delta flight, departing Wed, Aug 6 from Austin-Bergstrom Intl. to Logan Intl., returning Tue, Aug 12, priced at $195 found 18 hours ago
JetBlue Airways
Wed, Aug 6 - Tue, Aug 12
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$195 Roundtrip, found 18 hours ago
$195
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Austin-Bergstrom Intl. to Logan Intl., returning Tue, Aug 12, priced at $195 found 18 hours ago
United
Wed, Aug 6 - Tue, Aug 12
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$205 Roundtrip, found 18 hours ago
$205
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Aug 6 from Austin-Bergstrom Intl. to Logan Intl., returning Tue, Aug 12, priced at $205 found 18 hours ago
Delta
Tue, Oct 14 - Sat, Oct 25
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$206 Roundtrip, found 2 days ago
$206
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 14 from Austin-Bergstrom Intl. to Logan Intl., returning Sat, Oct 25, priced at $206 found 2 days ago
United
Wed, Aug 6 - Tue, Aug 12
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$215 Roundtrip, found 18 hours ago
$215
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Aug 6 from Austin-Bergstrom Intl. to Logan Intl., returning Tue, Aug 12, priced at $215 found 18 hours ago
American Airlines
Wed, Aug 6 - Tue, Aug 12
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$215 Roundtrip, found 18 hours ago
$215
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Aug 6 from Austin-Bergstrom Intl. to Logan Intl., returning Tue, Aug 12, priced at $215 found 18 hours ago
JetBlue Airways
Mon, Jun 16 - Wed, Jun 18
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Jun 16 from Austin-Bergstrom Intl. to Logan Intl., returning Wed, Jun 18, priced at $216 found 3 days ago
Frontier Airlines
Sun, Oct 12 - Mon, Oct 20
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Oct 12 from Austin-Bergstrom Intl. to Logan Intl., returning Mon, Oct 20, priced at $238 found 2 days ago
Delta
Thu, Jul 3 - Tue, Jul 15
PHX
Sky Harbor Intl.
BOS
Logan Intl.
$246 Roundtrip, found 4 days ago
$246
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Jul 3 from Sky Harbor Intl. to Logan Intl., returning Tue, Jul 15, priced at $246 found 4 days ago
Spirit Airlines
Sat, Jun 14 - Fri, Jun 20
AUS
Austin-Bergstrom Intl.
BOS
Logan Intl.
$258 Roundtrip, found 6 days ago
$258
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, Jun 14 from Austin-Bergstrom Intl. to Logan Intl., returning Fri, Jun 20, priced at $258 found 6 days ago
Delta
Sat, Jun 21 - Wed, Jun 25
PHX
Sky Harbor Intl.
PVD
T.F. Green
$277 Roundtrip, found 3 days ago
$277
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Jun 21 from Sky Harbor Intl. to T.F. Green, returning Wed, Jun 25, priced at $277 found 3 days ago
Delta
Tue, Jun 17 - Tue, Jun 24
AUS
Austin-Bergstrom Intl.
PVD
T.F. Green
$277 Roundtrip, found 12 hours ago
$277
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Jun 17 from Austin-Bergstrom Intl. to T.F. Green, returning Tue, Jun 24, priced at $277 found 12 hours ago
Frontier Airlines
Thu, Jun 12 - Sun, Jun 15
PHX
Sky Harbor Intl.
BDL
Bradley Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 12 from Sky Harbor Intl. to Bradley Intl., returning Sun, Jun 15, priced at $285 found 1 day ago
American Airlines
Tue, Sep 16 - Tue, Sep 30
AUS
Austin-Bergstrom Intl.
MHT
Manchester-Boston Regional
$287 Roundtrip, found 10 hours ago
$287
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Sep 16 from Austin-Bergstrom Intl. to Manchester-Boston Regional, returning Tue, Sep 30, priced at $287 found 10 hours ago
American Airlines
Tue, Oct 7 - Sat, Oct 18
PHX
Sky Harbor Intl.
MHT
Manchester-Boston Regional
$401 Roundtrip, found 1 day ago
$401
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 7 from Sky Harbor Intl. to Manchester-Boston Regional, returning Sat, Oct 18, priced at $401 found 1 day ago
Alaska Airlines
Fri, Aug 1 - Sat, Aug 9
PHX
Sky Harbor Intl.
BOS
Logan Intl.
$473 Roundtrip, found 4 days ago
$473
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Fri, Aug 1 from Sky Harbor Intl. to Logan Intl., returning Sat, Aug 9, priced at $473 found 4 days ago

Cheap Winchester Flights

For seniors interested in answering the call of adventure, use Expedia and AARP to book your plane tickets. Browse AARP Travel Center flights in Winchester so you can stretch your travel budget further when you save big on your airfare. These available Winchester best deals on flights make planning your trip more affordable and hassle-free.

See the vast selection of cheap flights for seniors in Winchester for yourself by simply entering your travel dates and destinations. This time and money-saving search engine will then produce a variety of travel times, airline carriers, and senior flights in Winchester, so you can find the flight best suiting your travel plans. What’s more, on top of these deals, AARP members are exempt from paying any additional booking fees associated with Winchester senior flights. Snatch these discount airline tickets and embark on your adventure today.