Cheap Flights To West Ossipee 2025

West Ossipee Flights as Low as $142

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.

Breeze Airways
Tue, Sep 23 - Thu, Oct 2
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$142 Roundtrip, found 22 hours ago
$142
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Tue, Sep 23 from Southwest Florida Intl. to Portland Intl. Jetport, returning Thu, Oct 2, priced at $142 found 22 hours ago
Breeze Airways
Tue, Sep 9 - Tue, Sep 16
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 9 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $145 found 1 day ago
Breeze Airways
Tue, Sep 23 - Thu, Oct 2
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 22 hours ago
$147
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Tue, Sep 23 from Southwest Florida Intl. to Portland Intl. Jetport, returning Thu, Oct 2, priced at $147 found 22 hours ago
Breeze Airways
Tue, Sep 9 - Tue, Sep 16
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 9 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $148 found 1 day ago
Breeze Airways
Tue, Sep 9 - Tue, Sep 16
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 9 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $150 found 1 day ago
Breeze Airways
Tue, Sep 23 - Thu, Oct 2
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 22 hours ago
$152
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Tue, Sep 23 from Southwest Florida Intl. to Portland Intl. Jetport, returning Thu, Oct 2, priced at $152 found 22 hours ago
JetBlue Airways
Tue, Oct 7 - Tue, Oct 14
ORD
O'Hare Intl.
PWM
Portland Intl. Jetport
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Oct 7 from O'Hare Intl. to Portland Intl. Jetport, returning Tue, Oct 14, priced at $183 found 2 days ago
American Airlines
Mon, Sep 22 - Wed, Oct 1
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Sep 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Oct 1, priced at $217 found 2 hours ago
United
Mon, Sep 22 - Wed, Oct 1
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select United flight, departing Mon, Sep 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Oct 1, priced at $217 found 2 hours ago
Delta
Mon, Sep 22 - Wed, Oct 1
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Sep 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Oct 1, priced at $217 found 2 hours ago
American Airlines
Fri, Sep 19 - Wed, Sep 24
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$235 Roundtrip, found 3 days ago
$235
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Sep 19 from Southwest Florida Intl. to Manchester-Boston Regional, returning Wed, Sep 24, priced at $235 found 3 days ago
American Airlines
Fri, Oct 17 - Tue, Oct 21
ORD
O'Hare Intl.
MHT
Manchester-Boston Regional
$328 Roundtrip, found 1 day ago
$328
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 17 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Oct 21, priced at $328 found 1 day ago
Delta
Mon, Oct 6 - Fri, Oct 17
ANC
Ted Stevens Anchorage Intl.
PWM
Portland Intl. Jetport
$520 Roundtrip, found 9 hours ago
$520
Roundtrip
found 9 hours ago
Select Delta flight, departing Mon, Oct 6 from Ted Stevens Anchorage Intl. to Portland Intl. Jetport, returning Fri, Oct 17, priced at $520 found 9 hours ago
American Airlines
Thu, Oct 9 - Mon, Oct 13
BWI
Baltimore Washington Intl. Thurgood Marshall
MHT
Manchester-Boston Regional
$623 Roundtrip, found 12 hours ago
$623
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, Oct 9 from Baltimore Washington Intl. Thurgood Marshall to Manchester-Boston Regional, returning Mon, Oct 13, priced at $623 found 12 hours ago
Delta
Sun, Dec 21 - Sat, Dec 27
BWI
Baltimore Washington Intl. Thurgood Marshall
PWM
Portland Intl. Jetport
$647 Roundtrip, found 20 hours ago
$647
Roundtrip
found 20 hours ago
Select Delta flight, departing Sun, Dec 21 from Baltimore Washington Intl. Thurgood Marshall to Portland Intl. Jetport, returning Sat, Dec 27, priced at $647 found 20 hours ago
Alaska Airlines
Wed, Oct 8 - Wed, Oct 15
ANC
Ted Stevens Anchorage Intl.
PWM
Portland Intl. Jetport
$1,266 Roundtrip, found 9 hours ago
$1,266
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Wed, Oct 8 from Ted Stevens Anchorage Intl. to Portland Intl. Jetport, returning Wed, Oct 15, priced at $1,266 found 9 hours ago

Flights to West Ossipee

Book your next flight to (airport) if West Ossipee is calling your name. And with the AARP Travel Center Powered by Expedia®, can become a reality sooner than you think. With the best rates from Expedia combined with members-only discounts, AARP Travel offers members the best price in travel, guaranteed.

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Once you have got your trip scheduled, we'll show you a full list of deals for your route. Don't forget to look at flights to alternative airports nearby, which can help you get a lower airfare rate.

West Ossipee Airport Transportation

Once you have got your flight scheduled to West Ossipee with AARP Travel, you might want to book a vehicle so you can get around West Ossipee. You can schedule West Ossipee car rentals under our cars tab and jump into the car as soon as you step outside. For more information, check out the West Ossipee Car Rentals Guide.

Things to Do in West Ossipee

Not sure where to start? Not to worry—there's plenty to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in West Ossipee, make sure you check out our "Things to Do in West Ossipee" page for activities and excursions for the whole crew.

Book Your Hotel in West Ossipee

West Ossipee has accommodation options in the area, make sure you check out our hotel listings tab for some great recommendations from past visitors. No matter where you stay, just remember that you will get the best price out there when you book your stay with AARP.

Book Your West Ossipee Trip to West Ossipee

Once you have planned your travel dates, allow us here at AARP Travel to connect you with cheap tickets to West Ossipee. Do not wait a moment longer—book your airfare today and land in West Ossipee tomorrow.