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Ossining

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Ossining Flights as Low as $133

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

Frontier Airlines
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American Airlines
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United
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American Airlines
Delta
Delta

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 October, 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 $133, 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 $133 right now, why wait?

Ossining Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$133

Last Minute Hotel Deals in Ossining

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Book a stay at this business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and ...
8.4/10 Very Good! (164 reviews)
"I was truly not expecting this hotel to be so cute, quiet, and vast. It was conveniently situated close to an event we attended over the weekend and close enough to good restaurants. I only wish their restaurant was open, and I wished their coffeehouse had more breakfast options, but for a new hotel, ..."

Reviewed on Jun 7, 2026

Windrose On Hudson
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
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 ...
8.4/10 Very Good! (1,721 reviews)
"Room and facility clean. Breakfast options good. Bed very comfy. Hot water cannister not working for tea in lobby. Refilled and pump part not working. Shower drain backed up, flooded at feet over ankles. Pool only opens at 2 pm! Most staff very nice."

Reviewed on Jun 11, 2026

Baymont by Wyndham White Plains - Elmsford
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
8.2/10 Very Good! (1,112 reviews)
"There were 2 weddings on the property, therefore the restaurant and bar was closed to guests. There was a makeshift bar in the lobby with minimal places to sit. The hotel itself was clean and front desk staff was very helpful"

Reviewed on Jun 9, 2026

Tarrytown House Estate
Royal Hotel Bronx

Royal Hotel Bronx

2 out of 5
3362 Boston Road Bronx NY
Stay at this hotel in Bronx. Enjoy free WiFi, a 24-hour front desk, and cable TV channels. Popular attractions Yankee Stadium and Bronx Zoo are located ...
7/10 Good! (668 reviews)
"Clean room"

Reviewed on Jun 11, 2026

Royal Hotel Bronx
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
8.6/10 Excellent! (1,022 reviews)
"Great stay. Will definitely return when next in the area."

Reviewed on Jun 11, 2026

Hyatt Regency Greenwich
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
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 ...
8/10 Very Good! (1,505 reviews)
"The bed was the worst I’ve ever stayed in. It was so bowed I kept rolling to the middle of the bed from either side"

Reviewed on Jun 9, 2026

Hampton Inn White Plains/Tarrytown
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
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 ...
8.6/10 Excellent! (2,681 reviews)
"Clean room, pleasant, great breakfast and bar. The only issue I encountered was that there is no microwave in the room to heat up food, and the complimentary coffee in the room was not great."

Reviewed on Jun 10, 2026

Royal Regency Hotel
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
Stay at this hotel in Bronx. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Bronx Zoo and Yankee Stadium are located nearby.
8/10 Very Good! (616 reviews)
"Clean room limited parking"

Reviewed on Jun 10, 2026

LIV Hotel Bronx - Newly Built
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.