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Ossining

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Ossining Flights as Low as $89

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

Spirit Airlines
Fri, May 30 - Sat, May 31
MCO
Orlando Intl.
LGA
LaGuardia
$89 Roundtrip, found 12 hours ago
$89
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Fri, May 30 from Orlando Intl. to LaGuardia, returning Sat, May 31, priced at $89 found 12 hours ago
Spirit Airlines
Sat, May 24 - Tue, May 27
MCO
Orlando Intl.
LGA
LaGuardia
$90 Roundtrip, found 6 days ago
$90
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, May 24 from Orlando Intl. to LaGuardia, returning Tue, May 27, priced at $90 found 6 days ago
Spirit Airlines
Fri, May 30 - Sat, May 31
MCO
Orlando Intl.
LGA
LaGuardia
$100 Roundtrip, found 12 hours ago
$100
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Fri, May 30 from Orlando Intl. to LaGuardia, returning Sat, May 31, priced at $100 found 12 hours ago
Spirit Airlines
Thu, May 29 - Tue, Jun 3
MCO
Orlando Intl.
LGA
LaGuardia
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, May 29 from Orlando Intl. to LaGuardia, returning Tue, Jun 3, priced at $102 found 1 day ago
Frontier Airlines
Tue, May 20 - Thu, May 22
MCO
Orlando Intl.
LGA
LaGuardia
$150 Roundtrip, found 23 hours ago
$150
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, May 20 from Orlando Intl. to LaGuardia, returning Thu, May 22, priced at $150 found 23 hours ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$154 Roundtrip, found 12 hours ago
$154
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $154 found 12 hours ago
Delta
Sat, Jun 21 - Sat, Jun 21
MCO
Orlando Intl.
LGA
LaGuardia
$165 Roundtrip, found 4 hours ago
$165
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Jun 21 from Orlando Intl. to LaGuardia, returning Sat, Jun 21, priced at $165 found 4 hours ago
American Airlines
Sat, May 24 - Tue, May 27
MCO
Orlando Intl.
LGA
LaGuardia
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, May 24 from Orlando Intl. to LaGuardia, returning Tue, May 27, priced at $170 found 6 days ago
JetBlue Airways
Wed, Jun 18 - Tue, Jul 1
MCO
Orlando Intl.
LGA
LaGuardia
$196 Roundtrip, found 4 hours ago
$196
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, Jun 18 from Orlando Intl. to LaGuardia, returning Tue, Jul 1, priced at $196 found 4 hours ago
United
Sat, Jun 21 - Sat, Jun 21
MCO
Orlando Intl.
LGA
LaGuardia
$334 Roundtrip, found 4 hours ago
$334
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Jun 21 from Orlando Intl. to LaGuardia, returning Sat, Jun 21, priced at $334 found 4 hours ago
Fly Play
Wed, May 14 - Sun, May 18
AMS
Schiphol
SWF
Stewart Intl.
$413 Roundtrip, found 2 days ago
$413
Roundtrip
found 2 days ago
Select Fly Play flight, departing Wed, May 14 from Schiphol to Stewart Intl., returning Sun, May 18, priced at $413 found 2 days ago
British Airways
Sat, Dec 27 - Sat, Jan 3
AMS
Schiphol
LGA
LaGuardia
$656 Roundtrip, found 7 hours ago
$656
Roundtrip
found 7 hours ago
Select British Airways flight, departing Sat, Dec 27 from Schiphol to LaGuardia, returning Sat, Jan 3, priced at $656 found 7 hours ago
Air Canada
Wed, May 14 - Sun, May 18
AMS
Schiphol
LGA
LaGuardia
$1,073 Roundtrip, found 22 hours ago
$1,073
Roundtrip
found 22 hours ago
Select Air Canada flight, departing Wed, May 14 from Schiphol to LaGuardia, returning Sun, May 18, priced at $1,073 found 22 hours ago
KLM
Wed, May 14 - Sun, May 18
AMS
Schiphol
LGA
LaGuardia
$1,157 Roundtrip, found 22 hours ago
$1,157
Roundtrip
found 22 hours ago
Select KLM flight, departing Wed, May 14 from Schiphol to LaGuardia, returning Sun, May 18, priced at $1,157 found 22 hours ago
Virgin Atlantic
Wed, May 14 - Sun, May 18
AMS
Schiphol
LGA
LaGuardia
$1,168 Roundtrip, found 22 hours ago
$1,168
Roundtrip
found 22 hours ago
Select Virgin Atlantic flight, departing Wed, May 14 from Schiphol to LaGuardia, returning Sun, May 18, priced at $1,168 found 22 hours ago
Air France
Wed, May 14 - Sun, May 18
AMS
Schiphol
LGA
LaGuardia
$1,386 Roundtrip, found 22 hours ago
$1,386
Roundtrip
found 22 hours ago
Select Air France flight, departing Wed, May 14 from Schiphol to LaGuardia, returning Sun, May 18, priced at $1,386 found 22 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 $89, 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 $89 right now, why wait?

Ossining Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$89

Last Minute Hotel Deals in Ossining

Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
The price is $110 per night from May 8 to May 9
$110
includes taxes & fees
May 8 - May 9
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 (1,960 reviews)
"Room size was good. Old school A/C Heater combo wall unit was awesome. Much better than what newer hotels have. You can actually chose to change the temp to what you want! Large bathroom with nice shower. Something to be said about the old school fixtures and appliances before the dreaded energy ..."

Reviewed on Apr 27, 2025

Armoni Inn & Suites
Hampton Inn & Suites Yonkers
Hampton Inn & Suites Yonkers
2.5 out of 5
160 Corporate Blvd, Yonkers, NY
The price is $137 per night from May 26 to May 27
$137
includes taxes & fees
May 26 - May 27
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! (1,390 reviews)
"Superb"

Reviewed on May 6, 2025

Hampton Inn & Suites Yonkers
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $116 per night from May 8 to May 9
$116
includes taxes & fees
May 8 - May 9
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! (1,592 reviews)
SATISFIED REPEAT CUSTOMER !
"AS I HAVE SAID MANY TIMES BEFORE IN MY REVIEWS I STAY AT THIS PROPERTY WHEN I AM IN TOWN FOR WORK, WHICH IS A NUMBER OF TIMES PER YEAR. THIS IS MY GO TO STAY DUE TO STAFF FRIENDLYNESS, COMFORT AND CONVIENIENT LOCATION."

Reviewed on May 7, 2025

Amsterdam Hotel
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
The price is $201 per night from May 25 to May 26
$201
includes taxes & fees
May 25 - May 26
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! (884 reviews)
Quick trip to Old Greenwich
"Nice hotel right off the highway, and so very easy to find. Grounds were well maintained, hotel was clean and the decor and large atrium made me want to sit at the bar for hours.I didn't have hours however, so no review of the bar, but the room was recently refreshed and is very nice and comfortable. ..."

Reviewed on May 4, 2025

Hyatt Regency Greenwich
Hilltop Inn & Suites
Hilltop Inn & Suites
2.5 out of 5
125 Tuckahoe Rd, Yonkers, NY
The price is $127 per night from May 8 to May 9
$127
includes taxes & fees
May 8 - May 9
Book a stay at this business-friendly hotel in Yonkers. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Westchester's Ridge Hill and ...
7/10 Good! (138 reviews)
"The staff is very accommodating"

Reviewed on May 6, 2025

Hilltop Inn & Suites
Royal Regency Hotel
Royal Regency Hotel
3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
The price is $160 per night from May 11 to May 12
$160
includes taxes & fees
May 11 - May 12
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! (2,097 reviews)
More courtesy
"I wish maintenence was made aware of late checkout caue i was woken up nore than oncem"

Reviewed on May 4, 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 May 11 to May 12
$159
includes taxes & fees
May 11 - May 12
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! (1,010 reviews)
"Beautiful and clean property/room. Jocelyn (front desk) was great. Got the Studio suite for my hunny’s birthday celebration, randomly assigned to the room with the heart shaped hot tub. It was perfect. Breakfast was good. No complaints!"

Reviewed on May 5, 2025

Ramada by Wyndham Bronx
West Gate Inn Nyack
West Gate Inn Nyack
3 out of 5
26 Route 59, Nyack, NY
The price is $126 per night from May 8 to May 9
$126
includes taxes & fees
May 8 - May 9
Stay at this 3-star business-friendly hotel in Nyack. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.4/10 Good! (1,000 reviews)
"Quick and comfortable getaway not too far from the city."

Reviewed on Apr 30, 2025

West Gate Inn Nyack
See all 1,171 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.