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Ossining

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Ossining Flights as Low as $100

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

Spirit Airlines
Wed, Sep 3 - Thu, Sep 4
IAH
George Bush Intercontinental
LGA
LaGuardia
$100 Roundtrip, found 4 hours ago
$100
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Sep 3 from George Bush Intercontinental to LaGuardia, returning Thu, Sep 4, priced at $100 found 4 hours ago
Spirit Airlines
Mon, Sep 8 - Mon, Sep 15
IAH
George Bush Intercontinental
LGA
LaGuardia
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Sep 8 from George Bush Intercontinental to LaGuardia, returning Mon, Sep 15, priced at $112 found 2 days ago
Spirit Airlines
Tue, Aug 19 - Wed, Aug 27
IAH
George Bush Intercontinental
LGA
LaGuardia
$115 Roundtrip, found 4 hours ago
$115
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Aug 19 from George Bush Intercontinental to LaGuardia, returning Wed, Aug 27, priced at $115 found 4 hours ago
Spirit Airlines
Sun, Aug 24 - Wed, Aug 27
IAH
George Bush Intercontinental
LGA
LaGuardia
$120 Roundtrip, found 19 hours ago
$120
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Sun, Aug 24 from George Bush Intercontinental to LaGuardia, returning Wed, Aug 27, priced at $120 found 19 hours ago
Spirit Airlines
Tue, Sep 9 - Tue, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$122 Roundtrip, found 7 hours ago
$122
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Tue, Sep 9 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Tue, Sep 9, priced at $122 found 7 hours ago
Spirit Airlines
Wed, Sep 3 - Thu, Sep 4
IAH
George Bush Intercontinental
LGA
LaGuardia
$126 Roundtrip, found 4 hours ago
$126
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Sep 3 from George Bush Intercontinental to LaGuardia, returning Thu, Sep 4, priced at $126 found 4 hours ago
Spirit Airlines
Sun, Nov 2 - Sun, Nov 9
IAH
George Bush Intercontinental
LGA
LaGuardia
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Nov 2 from George Bush Intercontinental to LaGuardia, returning Sun, Nov 9, priced at $130 found 1 day ago
Spirit Airlines
Fri, Sep 5 - Fri, Sep 12
IAH
George Bush Intercontinental
LGA
LaGuardia
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Sep 5 from George Bush Intercontinental to LaGuardia, returning Fri, Sep 12, priced at $132 found 2 days ago
Spirit Airlines
Thu, Sep 11 - Sun, Sep 14
IAH
George Bush Intercontinental
LGA
LaGuardia
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Sep 11 from George Bush Intercontinental to LaGuardia, returning Sun, Sep 14, priced at $134 found 2 days ago
Spirit Airlines
Wed, Oct 8 - Sat, Oct 11
MSY
Louis Armstrong New Orleans Intl.
LGA
LaGuardia
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Oct 8 from Louis Armstrong New Orleans Intl. to LaGuardia, returning Sat, Oct 11, priced at $144 found 1 day ago
American Airlines
Tue, Sep 9 - Tue, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$146 Roundtrip, found 7 hours ago
$146
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Sep 9 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Tue, Sep 9, priced at $146 found 7 hours ago
Frontier Airlines
Mon, Aug 18 - Wed, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$146 Roundtrip, found 5 days ago
$146
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Aug 18 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Wed, Aug 20, priced at $146 found 5 days ago
Delta
Sat, Aug 2 - Mon, Aug 4
MSY
Louis Armstrong New Orleans Intl.
LGA
LaGuardia
$147 Roundtrip, found 13 hours ago
$147
Roundtrip
found 13 hours ago
Select Delta flight, departing Sat, Aug 2 from Louis Armstrong New Orleans Intl. to LaGuardia, returning Mon, Aug 4, priced at $147 found 13 hours ago
United
Wed, Aug 20 - Sat, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$161 Roundtrip, found 8 hours ago
$161
Roundtrip
found 8 hours ago
Select United flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Sat, Aug 23, priced at $161 found 8 hours ago
Delta
Wed, Aug 6 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Wed, Aug 6 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Aug 12, priced at $197 just found
Delta
Tue, Aug 12 - Mon, Aug 18
MSY
Louis Armstrong New Orleans Intl.
HPN
Westchester County
$261 Roundtrip, found 2 days ago
$261
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 12 from Louis Armstrong New Orleans Intl. to Westchester County, returning Mon, Aug 18, priced at $261 found 2 days 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 September, 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 $100, 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 $100 right now, why wait?

Ossining Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$102

Last Minute Hotel Deals in Ossining

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 ...
8.2/10 Very Good! (2,156 reviews)
Great stay
"This is a great property which I alway utilize when in NYC. Great concierge front desk folks. I love the cleanliness of the hotel and rooms. The free parking is great as well. A smaller breakfast at no charge this time around compared to the custom free breakfast they used provide which was the only ..."

Reviewed on Jul 14, 2025

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Royal Regency Hotel
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! (1,379 reviews)
"Good place to stay"

Reviewed on Jul 14, 2025

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Baymont by Wyndham White Plains - Elmsford
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Stay at this 3-star business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,062 reviews)
Not the best, but acceptable.
"Check-in and out was super easy. Room initially had an odor that reduced during our stay. Bathroom not super clean. Decided not to use the shower."

Reviewed on Jul 13, 2025

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Hampton Inn White Plains/Tarrytown
Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
7000 Mall Walk, Yonkers, NY
Stay at this 3-star business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,183 reviews)
Nice hotel
"My wife had surgery at Montefiore hospital, this hotel was very close to the hospital. Very comfortable and close!"

Reviewed on Jul 11, 2025

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Hyatt Place New York/Yonkers
Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
125 Tuckahoe Rd, Yonkers, NY
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland ...
6.8/10 (274 reviews)
"First floor was being renovated"

Reviewed on Jul 7, 2025

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Hilltop Inn & Suites
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
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! (1,604 reviews)
Cheap and convenient with friendly staff
"Needed a reasonably priced hotel for a short trip at a convenient location. This met those objectives. The property needs an upgrade. The carpets in the hallways and inside the elevator were dirty. While the room and the bathroom were clean, they both need serious upgrades. The elevator skipped my ..."

Reviewed on Jul 14, 2025

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Amsterdam Hotel
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59, Nyack, NY
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! (1,023 reviews)
"Get what you pay for. No complaints"

Reviewed on Jul 4, 2025

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West Gate Inn Nyack
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave, White Plains, NY
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and ...
8.6/10 Excellent! (1,097 reviews)
"It's good area, clean. The stuff are willing to help if needed. The only thing is the internet speed is slow and sometimes drops."

Reviewed on Jul 14, 2025

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Sonesta White Plains Downtown
See all 1,202 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.