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Ossining

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Ossining Flights as Low as $63

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

Frontier Airlines
Thu, Apr 24 - Wed, Apr 30
CLE
Hopkins Intl.
LGA
LaGuardia
$63 Roundtrip, found 4 hours ago
$63
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Apr 24 from Hopkins Intl. to LaGuardia, returning Wed, Apr 30, priced at $63 found 4 hours ago
Frontier Airlines
Thu, Apr 24 - Mon, May 5
CLE
Hopkins Intl.
LGA
LaGuardia
$68 Roundtrip, found 4 hours ago
$68
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Apr 24 from Hopkins Intl. to LaGuardia, returning Mon, May 5, priced at $68 found 4 hours ago
Frontier Airlines
Tue, Apr 22 - Wed, Apr 30
CLE
Hopkins Intl.
LGA
LaGuardia
$70 Roundtrip, found 4 hours ago
$70
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Apr 22 from Hopkins Intl. to LaGuardia, returning Wed, Apr 30, priced at $70 found 4 hours ago
Frontier Airlines
Tue, Apr 22 - Mon, May 5
CLE
Hopkins Intl.
LGA
LaGuardia
$75 Roundtrip, found 4 hours ago
$75
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Apr 22 from Hopkins Intl. to LaGuardia, returning Mon, May 5, priced at $75 found 4 hours ago
Spirit Airlines
Sat, Feb 8 - Sun, Feb 9
MCO
Orlando Intl.
LGA
LaGuardia
$77 Roundtrip, found 1 hour ago
$77
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Feb 8 from Orlando Intl. to LaGuardia, returning Sun, Feb 9, priced at $77 found 1 hour ago
Spirit Airlines
Thu, Jan 30 - Tue, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$77 Roundtrip, found 2 days ago
$77
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jan 30 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Tue, Feb 4, priced at $77 found 2 days ago
Frontier Airlines
Tue, Feb 4 - Thu, Feb 6
CLE
Hopkins Intl.
LGA
LaGuardia
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Feb 4 from Hopkins Intl. to LaGuardia, returning Thu, Feb 6, priced at $78 found 1 day ago
Spirit Airlines
Sat, Feb 1 - Tue, Feb 4
ORD
O'Hare Intl.
LGA
LaGuardia
$86 Roundtrip, found 5 days ago
$86
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Feb 1 from O'Hare Intl. to LaGuardia, returning Tue, Feb 4, priced at $86 found 5 days ago
Delta
Wed, Apr 23 - Wed, Apr 23
CLE
Hopkins Intl.
LGA
LaGuardia
$106 Roundtrip, found 4 hours ago
$106
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Apr 23 from Hopkins Intl. to LaGuardia, returning Wed, Apr 23, priced at $106 found 4 hours ago
American Airlines
Tue, Apr 15 - Wed, Apr 16
CLE
Hopkins Intl.
LGA
LaGuardia
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Apr 15 from Hopkins Intl. to LaGuardia, returning Wed, Apr 16, priced at $111 found 5 days ago
Breeze Airways
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, May 1 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $122 found 1 hour ago
JetBlue Airways
Sat, Feb 8 - Sat, Feb 8
MCO
Orlando Intl.
LGA
LaGuardia
$131 Roundtrip, found 1 hour ago
$131
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sat, Feb 8 from Orlando Intl. to LaGuardia, returning Sat, Feb 8, priced at $131 found 1 hour ago
United
Thu, Mar 27 - Tue, Apr 1
ORD
O'Hare Intl.
LGA
LaGuardia
$147 Roundtrip, found 3 hours ago
$147
Roundtrip
found 3 hours ago
Select United flight, departing Thu, Mar 27 from O'Hare Intl. to LaGuardia, returning Tue, Apr 1, priced at $147 found 3 hours ago
JetBlue Airways
Sat, Feb 8 - Sat, Feb 22
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
$177 Roundtrip, found 2 hours ago
$177
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, Feb 8 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sat, Feb 22, priced at $177 found 2 hours ago
Delta
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
HPN
Westchester County
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Feb 20 from Orlando Intl. to Westchester County, returning Sun, Feb 23, priced at $207 found 2 days ago
Delta
Tue, Jul 15 - Sat, Jul 19
ORD
O'Hare Intl.
HPN
Westchester County
$369 Roundtrip, found 19 hours ago
$369
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, Jul 15 from O'Hare Intl. to Westchester County, returning Sat, Jul 19, priced at $369 found 19 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 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 $63, 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 $63 right now, why wait?

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

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 $70 per night from Jan 23 to Jan 24
$70
includes taxes & fees
Jan 23 - Jan 24
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 (1,804 reviews)
"In needs of renovations. Need better mattresses."

Reviewed on Jan 21, 2025

Armoni Inn & Suites
Royal Regency Hotel
Royal Regency Hotel
3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
The price is $133 per night from Feb 6 to Feb 7
$133
includes taxes & fees
Feb 6 - Feb 7
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 ...
8/10 Very Good! (1,929 reviews)
"It was a good time spent with me and my family for my wife's birthday and wedding anniversary away from home, we love the view meet all ours Expectation."

Reviewed on Jan 21, 2025

Royal Regency Hotel
Hampton Inn White Plains/Tarrytown
Hampton Inn White Plains/Tarrytown
3 out of 5
200 West Main Street, Elmsford, NY
The price is $189 per night from Jan 29 to Jan 30
$189
includes taxes & fees
Jan 29 - Jan 30
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! (1,010 reviews)
"Only there 1 night but was a good stay"

Reviewed on Jan 20, 2025

Hampton Inn White Plains/Tarrytown
Hampton Inn & Suites Yonkers
Hampton Inn & Suites Yonkers
2.5 out of 5
160 Corporate Blvd, Yonkers, NY
The price is $124 per night from Feb 16 to Feb 17
$124
includes taxes & fees
Feb 16 - Feb 17
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! (1,128 reviews)
Good stay
"Pretty good, just what I needed."

Reviewed on Jan 19, 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 Jan 23 to Jan 24
$116
includes taxes & fees
Jan 23 - Jan 24
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! (1,527 reviews)
Great staff, terrible mattresses
"Wonderful staff were very welcoming (Patrick). The furniture layout was crowded and dated, and the bed was very uncomfortable. It would have been fine for a basic stay but we didn’t get good rest."

Reviewed on Jan 15, 2025

Amsterdam Hotel
Sonesta White Plains Downtown
Sonesta White Plains Downtown
4 out of 5
66 Hale Ave, White Plains, NY
The price is $210 per night from Feb 16 to Feb 17
$210
includes taxes & fees
Feb 16 - Feb 17
Book a stay at this business-friendly hotel in White Plains. Enjoy breakfast (surcharge), free airport pick-up, and room service. Our guests praise the bar and ...
8.4/10 Very Good! (1,158 reviews)
Very nice visit
"We stayed at Sonesta last night because of the snow storm. My wife was working in Scarsdale and the ride home would have been too treacherous. The hotel was beautiful, the room was very nice and clean. Check in was terrific thanks to Patty at the Front Desk who was very helpful. We only had one complaint: ..."

Reviewed on Jan 20, 2025

Sonesta White Plains Downtown
West Gate Inn Nyack
West Gate Inn Nyack
3 out of 5
26 Route 59, Nyack, NY
The price is $114 per night from Jan 23 to Jan 24
$114
includes taxes & fees
Jan 23 - Jan 24
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 ...
7.2/10 Good! (1,009 reviews)
"The size of the rooms are great. Best hotel around here in my opinion."

Reviewed on Jan 18, 2025

West Gate Inn Nyack
Ramada by Wyndham Bronx
Ramada by Wyndham Bronx
3 out of 5
1000 Baychester Ave, Bronx, NY
The price is $129 per night from Jan 25 to Jan 26
$129
includes taxes & fees
Jan 25 - Jan 26
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 ...
8/10 Very Good! (987 reviews)
"Room was clean and comfortable"

Reviewed on Jan 19, 2025

Ramada by Wyndham Bronx
See all 1,036 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.