Search Cheap Flights to
Ossining

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Ossining Flights as Low as $58

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

Frontier Airlines
Frontier Airlines
Frontier Airlines
Spirit Airlines
Frontier Airlines
Frontier Airlines
JetBlue Airways
Delta
JetBlue Airways
American Airlines
Breeze Airways
Breeze Airways
United
Delta
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 April, 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 $58, 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 $58 right now, why wait?

Ossining Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$58

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 ...
8.2/10 Very Good! (122 reviews)
We decided stay at this hotel, because it is only option was. In general all good. Big parking lot, polite staff. But, room doesn't have fridge, and for my request slippers, they said, they don't have it. There are the reasons why I little bit disappointed.

Reviewed on Apr 5, 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 ...
8.2/10 Very Good! (1,631 reviews)
The lady at the reception was extremely nice. Breakfast was ok, nothing too special. The room we were given had a weird smell but the hotel treated us really nicely and we got a replacement almost immediately. Overall good experience

Reviewed on Apr 5, 2026

Baymont by Wyndham White Plains - Elmsford
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 Yankee Stadium and Bronx Zoo are located nearby.
8.2/10 Very Good! (443 reviews)
Good

Reviewed on Apr 5, 2026

LIV Hotel Bronx - Newly Built
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
160 Corporate Blvd Yonkers NY
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 ...
8.4/10 Very Good! (1,810 reviews)
Everything was exelent

Reviewed on Apr 4, 2026

Hampton Inn & Suites Yonkers
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 ...
8.4/10 Very Good! (2,550 reviews)
Hotel overall was good for a quick stop. Little road noise from the far end of the building. Shower needs a good scrub down. The best part was the breakfast! It was great and had everything you need to start your day.

Reviewed on Apr 5, 2026

Royal Regency Hotel
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Book a stay at this golf hotel in Nanuet. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,083 reviews)
Everything is fine

Reviewed on Apr 6, 2026

DoubleTree by Hilton Hotel Nanuet
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

3 out of 5
1000 Baychester Ave Bronx NY
Book a stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,038 reviews)
The mattresses are horrible but the overnight clerk or manager was nice enough to make some accommodations for us. The mattresses not being properly maintained is def a bummer. Pillows should be upgraded. Vending machines and arm should be upgraded and a larger variety of drinks should be available ...

Reviewed on Apr 1, 2026

Ramada by Wyndham Bronx
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
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 in our reviews. ...
6/10 (2,181 reviews)
I’ve been staying here for years ,since it was a Holiday Inn, so I’ve seen this place deteriorate. Got a room with a particularly bad mattress and there was a leak causing a very wet area at the side of the bed. The place used to be great but it’s quickly deteriorating with no apparent care to fix ...

Reviewed on Apr 4, 2026

Armoni Inn & Suites
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.