Search Cheap Flights to
Ossining

Photo by Linda Zanetti

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Ossining Flights as Low as $98

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

Spirit Airlines
Thu, Apr 10 - Tue, Apr 22
DFW
Dallas-Fort Worth Intl.
LGA
LaGuardia
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Apr 10 from Dallas-Fort Worth Intl. to LaGuardia, returning Tue, Apr 22, priced at $98 found 2 days ago
Spirit Airlines
Tue, Apr 8 - Wed, Apr 9
CHS
Charleston Intl.
LGA
LaGuardia
$101 Roundtrip, found 6 days ago
$101
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Apr 8 from Charleston Intl. to LaGuardia, returning Wed, Apr 9, priced at $101 found 6 days ago
Frontier Airlines
Tue, Apr 22 - Wed, Apr 23
DFW
Dallas-Fort Worth Intl.
LGA
LaGuardia
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Apr 22 from Dallas-Fort Worth Intl. to LaGuardia, returning Wed, Apr 23, priced at $118 found 1 hour ago
Delta
Fri, May 16 - Mon, May 19
CHS
Charleston Intl.
LGA
LaGuardia
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, May 16 from Charleston Intl. to LaGuardia, returning Mon, May 19, priced at $139 found 5 days ago
American Airlines
Tue, May 20 - Tue, May 27
SAV
Savannah - Hilton Head Intl.
LGA
LaGuardia
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 20 from Savannah - Hilton Head Intl. to LaGuardia, returning Tue, May 27, priced at $159 found 1 day ago
United
Fri, May 30 - Mon, Jun 2
CHS
Charleston Intl.
LGA
LaGuardia
$178 Roundtrip, found 5 days ago
$178
Roundtrip
found 5 days ago
Select United flight, departing Fri, May 30 from Charleston Intl. to LaGuardia, returning Mon, Jun 2, priced at $178 found 5 days ago
Delta
Tue, Aug 26 - Tue, Aug 26
CHS
Charleston Intl.
HPN
Westchester County
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Aug 26 from Charleston Intl. to Westchester County, returning Tue, Aug 26, priced at $199 found 3 days ago
Delta
Sat, Mar 29 - Mon, Apr 7
SAV
Savannah - Hilton Head Intl.
HPN
Westchester County
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Mar 29 from Savannah - Hilton Head Intl. to Westchester County, returning Mon, Apr 7, priced at $222 found 6 days ago
Delta
Sat, May 3 - Tue, May 6
DFW
Dallas-Fort Worth Intl.
HPN
Westchester County
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 3 from Dallas-Fort Worth Intl. to Westchester County, returning Tue, May 6, priced at $237 found 1 day ago
Delta
Tue, Jun 10 - Wed, Jun 18
DAL
Love Field
HPN
Westchester County
$239 Roundtrip, found 4 days ago
$239
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jun 10 from Love Field to Westchester County, returning Wed, Jun 18, priced at $239 found 4 days ago
Delta
Wed, Apr 23 - Tue, Apr 29
DAL
Love Field
LGA
LaGuardia
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Apr 23 from Love Field to LaGuardia, returning Tue, Apr 29, priced at $306 found 1 day ago
Breeze Airways
Thu, Aug 28 - Mon, Sep 1
CHS
Charleston Intl.
HPN
Westchester County
$321 Roundtrip, found 3 days ago
$321
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Aug 28 from Charleston Intl. to Westchester County, returning Mon, Sep 1, priced at $321 found 3 days ago
Frontier Airlines
Tue, Apr 1 - Sat, Apr 5
SLC
Salt Lake City Intl.
LGA
LaGuardia
$340 Roundtrip, found 23 hours ago
$340
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Salt Lake City Intl. to LaGuardia, returning Sat, Apr 5, priced at $340 found 23 hours ago
Delta
Tue, Aug 12 - Mon, Aug 25
SLC
Salt Lake City Intl.
HPN
Westchester County
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 12 from Salt Lake City Intl. to Westchester County, returning Mon, Aug 25, priced at $367 found 1 day ago
JetBlue Airways
Tue, Apr 1 - Thu, Apr 3
CHS
Charleston Intl.
HPN
Westchester County
$480 Roundtrip, found 3 days ago
$480
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Apr 1 from Charleston Intl. to Westchester County, returning Thu, Apr 3, priced at $480 found 3 days ago
Alaska Airlines
Wed, Aug 13 - Fri, Aug 22
SLC
Salt Lake City Intl.
HPN
Westchester County
$837 Roundtrip, found 1 day ago
$837
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Aug 13 from Salt Lake City Intl. to Westchester County, returning Fri, Aug 22, priced at $837 found 1 day 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 $98, 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 $98 right now, why wait?

Ossining Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$114

Last Minute Hotel Deals in Ossining

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 Mar 27 to Mar 28
$124
includes taxes & fees
Mar 27 - Mar 28
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! (1,298 reviews)
"Friendly staff. Great breakfast in the morning. Was questionable if bedding had “clean” sheets. Odor as soon as you come off elevator was awful."

Reviewed on Mar 25, 2025

Hampton Inn & Suites Yonkers
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
The price is $136 per night from Apr 20 to Apr 21
$136
includes taxes & fees
Apr 20 - Apr 21
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! (1,261 reviews)
"My stays are consistently good."

Reviewed on Mar 24, 2025

Baymont by Wyndham White Plains - Elmsford
Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
The price is $100 per night from Mar 26 to Mar 27
$100
includes taxes & fees
Mar 26 - Mar 27
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 (1,917 reviews)

Reviewed on Mar 22, 2025

Armoni Inn & Suites
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $116 per night from Mar 26 to Mar 27
$116
includes taxes & fees
Mar 26 - Mar 27
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! (1,582 reviews)
Comfy overnight stay
"Front desk staff went above and beyond to help me. Hallways, rooms, and the hotel weren't the newest, but it certainly wasn't a horrible experience. I'd stay here again."

Reviewed on Mar 22, 2025

Amsterdam Hotel
Royal Regency Hotel
Royal Regency Hotel
3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
The price is $138 per night from Apr 13 to Apr 14
$138
includes taxes & fees
Apr 13 - Apr 14
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! (2,036 reviews)
"."

Reviewed on Mar 21, 2025

Royal Regency Hotel
West Gate Inn Nyack
West Gate Inn Nyack
3 out of 5
26 Route 59, Nyack, NY
The price is $114 per night from Mar 26 to Mar 27
$114
includes taxes & fees
Mar 26 - Mar 27
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)
Excellent value - outstanding staff!
"A perfect place to stop and rest on a college tour weekend. Room was clean, staff were all super friendly, breakfast was solid, price was right. We'd definitely stay here again."

Reviewed on Mar 23, 2025

West Gate Inn Nyack
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City
2.5 out of 5
135 Harvard Avenue, Stamford, CT
The price is $100 per night from Apr 17 to Apr 18
$100
includes taxes & fees
Apr 17 - Apr 18
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.2/10 (379 reviews)
"Under construction and no early check in as was understaffed."

Reviewed on Mar 24, 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
The price is $192 per night from Apr 13 to Apr 14
$192
includes taxes & fees
Apr 13 - Apr 14
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! (815 reviews)
"Excellent value"

Reviewed on Mar 23, 2025

Hyatt Regency Greenwich
See all 1,135 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.