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Ossining

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Ossining Flights as Low as $77

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Wed, May 7 - Wed, May 21
MCO
Orlando Intl.
LGA
LaGuardia
$77 Roundtrip, found 3 hours ago
$77
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, May 7 from Orlando Intl. to LaGuardia, returning Wed, May 21, priced at $77 found 3 hours ago
Spirit Airlines
Wed, May 7 - Wed, May 21
MCO
Orlando Intl.
LGA
LaGuardia
$98 Roundtrip, found 3 hours ago
$98
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, May 7 from Orlando Intl. to LaGuardia, returning Wed, May 21, priced at $98 found 3 hours ago
Spirit Airlines
Wed, May 7 - Wed, May 21
MCO
Orlando Intl.
LGA
LaGuardia
$110 Roundtrip, found 3 hours ago
$110
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, May 7 from Orlando Intl. to LaGuardia, returning Wed, May 21, priced at $110 found 3 hours ago
Frontier Airlines
Thu, May 8 - Mon, May 12
MCO
Orlando Intl.
LGA
LaGuardia
$125 Roundtrip, found 4 days ago
$125
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, May 8 from Orlando Intl. to LaGuardia, returning Mon, May 12, priced at $125 found 4 days ago
Spirit Airlines
Thu, May 8 - Mon, May 12
MCO
Orlando Intl.
LGA
LaGuardia
$126 Roundtrip, found 4 days ago
$126
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, May 8 from Orlando Intl. to LaGuardia, returning Mon, May 12, priced at $126 found 4 days ago
Frontier Airlines
Thu, May 8 - Tue, May 13
MCO
Orlando Intl.
LGA
LaGuardia
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, May 8 from Orlando Intl. to LaGuardia, returning Tue, May 13, priced at $128 found 2 days ago
Frontier Airlines
Thu, May 1 - Sat, May 3
MCO
Orlando Intl.
LGA
LaGuardia
$129 Roundtrip, found 5 days ago
$129
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, May 1 from Orlando Intl. to LaGuardia, returning Sat, May 3, priced at $129 found 5 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$140 Roundtrip, found 5 days ago
$140
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $140 found 5 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$143 Roundtrip, found 3 days ago
$143
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $143 found 3 days ago
United
Wed, May 7 - Wed, May 7
MCO
Orlando Intl.
LGA
LaGuardia
$165 Roundtrip, found 5 days ago
$165
Roundtrip
found 5 days ago
Select United flight, departing Wed, May 7 from Orlando Intl. to LaGuardia, returning Wed, May 7, priced at $165 found 5 days ago
Delta
Thu, Jul 17 - Wed, Jul 23
MCO
Orlando Intl.
LGA
LaGuardia
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jul 17 from Orlando Intl. to LaGuardia, returning Wed, Jul 23, priced at $169 found 1 day ago
Delta
Wed, May 21 - Tue, May 27
CHS
Charleston Intl.
LGA
LaGuardia
$170 Roundtrip, found 7 hours ago
$170
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, May 21 from Charleston Intl. to LaGuardia, returning Tue, May 27, priced at $170 found 7 hours ago
JetBlue Airways
Wed, May 7 - Wed, May 21
MCO
Orlando Intl.
LGA
LaGuardia
$170 Roundtrip, found 4 hours ago
$170
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, May 7 from Orlando Intl. to LaGuardia, returning Wed, May 21, priced at $170 found 4 hours ago
American Airlines
Thu, Jun 12 - Sat, Jun 14
MCO
Orlando Intl.
LGA
LaGuardia
$172 Roundtrip, found 3 hours ago
$172
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu, Jun 12 from Orlando Intl. to LaGuardia, returning Sat, Jun 14, priced at $172 found 3 hours ago
Breeze Airways
Fri, Jun 13 - Sun, Jun 15
CHS
Charleston Intl.
HPN
Westchester County
$210 Roundtrip, found 7 hours ago
$210
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Jun 13 from Charleston Intl. to Westchester County, returning Sun, Jun 15, priced at $210 found 7 hours ago
JetBlue Airways
Tue, Jun 17 - Tue, Jun 24
MCO
Orlando Intl.
HPN
Westchester County
$237 Roundtrip, found 2 hours ago
$237
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Jun 17 from Orlando Intl. to Westchester County, returning Tue, Jun 24, priced at $237 found 2 hours ago

Cheap Flights to Ossining

Fall in love at first flight with your vacation to Ossining by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Ossining on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Ossining, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Ossining

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Ossining with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the LGA airport.

What is the cheapest month to fly to Ossining?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Ossining are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Ossining?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Ossining.

What airport is best to fly into Ossining?

When you’re planning your trip to Ossining, convenience is the name of the game. Luckily, Ossining Westchester County Airport is nearby so you can deplane and get going on checking off everything on your Ossining must-do list.

How much are flights to Ossining?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Ossining on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $77, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Ossining?

The trick to saving a stack of cash on your flight to Ossining? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $77 right now, why wait?

Ossining Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$77

Last Minute Hotel Deals in Ossining

Hampton Inn & Suites Yonkers
Hampton Inn & Suites Yonkers
2.5 out of 5
160 Corporate Blvd, Yonkers, NY
The price is $139 per night from Apr 27 to Apr 28
$139
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,346 reviews)
"I had a great room nice and quiet. The ladies at the front desk were great amazing staff"

Reviewed on Apr 13, 2025

Hampton Inn & Suites Yonkers
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
The price is $145 per night from Apr 21 to Apr 22
$145
includes taxes & fees
Apr 21 - Apr 22
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,290 reviews)
"It was good"

Reviewed on Apr 14, 2025

Baymont by Wyndham White Plains - Elmsford
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $116 per night from Apr 16 to Apr 17
$116
includes taxes & fees
Apr 16 - Apr 17
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,583 reviews)
"Eric S."

Reviewed on Apr 11, 2025

Amsterdam Hotel
Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
The price is $90 per night from Apr 16 to Apr 17
$90
includes taxes & fees
Apr 16 - Apr 17
Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms and the overall ...
6/10 (1,950 reviews)
"Nice property for the price"

Reviewed on Apr 9, 2025

Armoni Inn & Suites
Royal Regency Hotel
Royal Regency Hotel
3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
The price is $154 per night from Apr 20 to Apr 21
$154
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
8.2/10 Very Good! (2,067 reviews)
"Good and clean"

Reviewed on Apr 13, 2025

Royal Regency Hotel
Ramada by Wyndham Bronx
Ramada by Wyndham Bronx
3 out of 5
1000 Baychester Ave, Bronx, NY
The price is $159 per night from Apr 20 to Apr 21
$159
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,003 reviews)
"This place was very clean and well put together. I enjoyed my stay very much. The room was fabulous. Price is a bit much but it's worth at least one night to stay. Great job Ramada!"

Reviewed on Apr 10, 2025

Ramada by Wyndham Bronx
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is $135 per night from Apr 20 to Apr 21
$135
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,000 reviews)
"Very friendly staff. Rooms are clean."

Reviewed on Apr 12, 2025

Overlook Lodge at Bear Mountain
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
The price is $192 per night from May 1 to May 2
$192
includes taxes & fees
May 1 - May 2
Book a stay at this eco-certified hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (836 reviews)
"Great staff, bar was fantastic."

Reviewed on Apr 13, 2025

Hyatt Regency Greenwich
See all 1,154 properties in Ossining
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.