Cheap Flights To Ossining 2025

Photo by Linda Zanetti

Ossining Flights as Low as $85

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.

Frontier Airlines
Thu, May 15 - Sat, May 17
MCO
Orlando Intl.
LGA
LaGuardia
$85 Roundtrip, found 6 days ago
$85
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, May 15 from Orlando Intl. to LaGuardia, returning Sat, May 17, priced at $85 found 6 days ago
Spirit Airlines
Wed, May 28 - Thu, May 29
MCO
Orlando Intl.
LGA
LaGuardia
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 28 from Orlando Intl. to LaGuardia, returning Thu, May 29, priced at $89 found 4 days ago
Frontier Airlines
Thu, May 15 - Sat, May 17
MCO
Orlando Intl.
LGA
LaGuardia
$95 Roundtrip, found 6 days ago
$95
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, May 15 from Orlando Intl. to LaGuardia, returning Sat, May 17, priced at $95 found 6 days ago
Spirit Airlines
Wed, May 28 - Thu, May 29
MCO
Orlando Intl.
LGA
LaGuardia
$100 Roundtrip, found 4 days ago
$100
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 28 from Orlando Intl. to LaGuardia, returning Thu, May 29, priced at $100 found 4 days ago
Spirit Airlines
Sat, Oct 4 - Sat, Oct 4
MCO
Orlando Intl.
LGA
LaGuardia
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Oct 4 from Orlando Intl. to LaGuardia, returning Sat, Oct 4, priced at $110 found 2 hours ago
Spirit Airlines
Thu, May 15 - Sat, May 17
MCO
Orlando Intl.
LGA
LaGuardia
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, May 15 from Orlando Intl. to LaGuardia, returning Sat, May 17, priced at $117 found 6 days ago
Frontier Airlines
Thu, May 15 - Tue, May 20
MCO
Orlando Intl.
LGA
LaGuardia
$120 Roundtrip, found 4 days ago
$120
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, May 15 from Orlando Intl. to LaGuardia, returning Tue, May 20, priced at $120 found 4 days ago
Spirit Airlines
Thu, May 15 - Sat, May 17
MCO
Orlando Intl.
LGA
LaGuardia
$123 Roundtrip, found 6 days ago
$123
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, May 15 from Orlando Intl. to LaGuardia, returning Sat, May 17, priced at $123 found 6 days ago
Frontier Airlines
Thu, May 8 - Tue, May 13
MCO
Orlando Intl.
LGA
LaGuardia
$126 Roundtrip, found 2 days ago
$126
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, May 8 from Orlando Intl. to LaGuardia, returning Tue, May 13, priced at $126 found 2 days ago
American Airlines
Wed, May 28 - Thu, May 29
MCO
Orlando Intl.
LGA
LaGuardia
$129 Roundtrip, found 4 days ago
$129
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, May 28 from Orlando Intl. to LaGuardia, returning Thu, May 29, priced at $129 found 4 days ago
Spirit Airlines
Sat, May 24 - Sun, May 25
MCO
Orlando Intl.
LGA
LaGuardia
$130 Roundtrip, found 15 hours ago
$130
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Sat, May 24 from Orlando Intl. to LaGuardia, returning Sun, May 25, priced at $130 found 15 hours ago
Breeze Airways
Fri, May 16 - Sun, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$166 Roundtrip, found 6 days ago
$166
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, May 16 from Orlando Intl. to Stewart Intl., returning Sun, May 18, priced at $166 found 6 days ago
JetBlue Airways
Wed, Jul 9 - Wed, Jul 16
MCO
Orlando Intl.
LGA
LaGuardia
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Jul 9 from Orlando Intl. to LaGuardia, returning Wed, Jul 16, priced at $167 found 5 days ago
American Airlines
Wed, May 28 - Thu, May 29
MCO
Orlando Intl.
LGA
LaGuardia
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, May 28 from Orlando Intl. to LaGuardia, returning Thu, May 29, priced at $167 found 4 days ago
Delta
Fri, Oct 3 - Sun, Oct 5
MCO
Orlando Intl.
LGA
LaGuardia
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Oct 3 from Orlando Intl. to LaGuardia, returning Sun, Oct 5, priced at $179 found 2 hours ago
JetBlue Airways
Tue, May 13 - Sun, May 18
MCO
Orlando Intl.
HPN
Westchester County
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, May 13 from Orlando Intl. to Westchester County, returning Sun, May 18, priced at $207 found 4 days ago

Flight Travel Guide to

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Once you've entered your destination and departure point, we will 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 find a lower fare.

Transportation at the Airport

Once you've got your flight scheduled to , you may want to book a rental car so you can get around . You can book a rental car under our cars tab and jump in the driver's seat right when you step out of the airport. For more information, check out the Ossining Car Rentals Guide.

Things to Do in

If you aren't sure where to start, we can help you with that as well. Not to worry—there's plenty to do in this city. has so much to do, and we can help you get started.

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

Book Your Hotel in

has hotel options in the area, so you'll have little difficulty finding a place to stay close to all the things you want to see. If you need to stay close to the airport, or another attraction in , check out our hotel listings page. Remember that you will get the best price out there when you stay with AARP Travel.

Book Your Trip Today

We know that you want to focus less on the logistics and more on the fun stuff, so we provide travel arrangements that fall within your budget. There is no better time than now to start booking that next trip. Book one of our flights today.