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Ossining

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Ossining Flights as Low as $102

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

Spirit Airlines
Fri, Jul 4 - Tue, Jul 8
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Jul 4 from Detroit Metropolitan Wayne County to LaGuardia, returning Tue, Jul 8, priced at $102 found 1 day ago
Spirit Airlines
Fri, Jul 4 - Wed, Jul 9
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$103 Roundtrip, found 1 day ago
$103
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Jul 4 from Detroit Metropolitan Wayne County to LaGuardia, returning Wed, Jul 9, priced at $103 found 1 day ago
Spirit Airlines
Tue, Jul 1 - Wed, Jul 9
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jul 1 from Detroit Metropolitan Wayne County to LaGuardia, returning Wed, Jul 9, priced at $104 found 1 day ago
Frontier Airlines
Wed, Aug 20 - Sat, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$106 Roundtrip, found 3 hours ago
$106
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Sat, Aug 23, priced at $106 found 3 hours ago
Spirit Airlines
Sat, Jun 7 - Tue, Jun 10
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$106 Roundtrip, found 4 days ago
$106
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Jun 7 from Detroit Metropolitan Wayne County to LaGuardia, returning Tue, Jun 10, priced at $106 found 4 days ago
Spirit Airlines
Sat, Jun 21 - Tue, Jun 24
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Jun 21 from Detroit Metropolitan Wayne County to LaGuardia, returning Tue, Jun 24, priced at $110 found 3 days ago
Frontier Airlines
Tue, Sep 9 - Sat, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$111 Roundtrip, just found
$111
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Sep 9 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Sat, Sep 13, priced at $111 just found
Spirit Airlines
Sat, Nov 1 - Sat, Nov 1
MCO
Orlando Intl.
LGA
LaGuardia
$115 Roundtrip, found 1 day ago
$115
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Nov 1 from Orlando Intl. to LaGuardia, returning Sat, Nov 1, priced at $115 found 1 day ago
Delta
Thu, Jul 31 - Tue, Aug 5
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jul 31 from Detroit Metropolitan Wayne County to LaGuardia, returning Tue, Aug 5, priced at $137 found 2 days ago
American Airlines
Thu, Jul 31 - Tue, Aug 5
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jul 31 from Detroit Metropolitan Wayne County to LaGuardia, returning Tue, Aug 5, priced at $137 found 2 days ago
Breeze Airways
Thu, Jun 5 - Sun, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jun 5 from Orlando Intl. to Stewart Intl., returning Sun, Jun 8, priced at $150 found 6 days ago
Delta
Tue, Jul 8 - Tue, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$161 Roundtrip, found 1 hour ago
$161
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Jul 22, priced at $161 found 1 hour ago
Breeze Airways
Mon, Jul 21 - Fri, Jul 25
MCO
Orlando Intl.
HPN
Westchester County
$169 Roundtrip, found 1 hour ago
$169
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Jul 21 from Orlando Intl. to Westchester County, returning Fri, Jul 25, priced at $169 found 1 hour ago
United
Fri, Jul 4 - Wed, Jul 9
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jul 4 from Detroit Metropolitan Wayne County to LaGuardia, returning Wed, Jul 9, priced at $170 found 1 day ago
JetBlue Airways
Sat, Sep 6 - Wed, Sep 10
MCO
Orlando Intl.
LGA
LaGuardia
$173 Roundtrip, just found
$173
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Sep 6 from Orlando Intl. to LaGuardia, returning Wed, Sep 10, priced at $173 just found
American Airlines
Tue, Jun 17 - Mon, Jun 30
DTW
Detroit Metropolitan Wayne County
HPN
Westchester County
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 17 from Detroit Metropolitan Wayne County to Westchester County, returning Mon, Jun 30, priced at $237 found 3 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 July, 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 $102, 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 $102 right now, why wait?

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

Last Minute Hotel Deals in Ossining

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! (1,340 reviews)
"Always a nice stay"

Reviewed on May 26, 2025

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Baymont by Wyndham White Plains - Elmsford
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 and the overall ...
6/10 (1,946 reviews)
"Bad"

Reviewed on May 26, 2025

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Armoni Inn & Suites
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 (184 reviews)
"I had a good comfortable stay , wish they had smoking rooms . And I paid way too much per night there ."

Reviewed on May 27, 2025

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Hilltop Inn & Suites
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 ...
8.2/10 Very Good! (1,430 reviews)
"The breakfast staff did not do a good job in keeping the items replenish. Guests were constantly waiting for items to be placed in the warmer. The actual breakfast area was small and cramp in order to get their items. Everything else went well. Will visit again."

Reviewed on May 27, 2025

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Hampton Inn & Suites Yonkers
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! (1,594 reviews)
"The rooms were large and comfortable. Close off highway 95 and food available within walking distance. Very convenient."

Reviewed on May 27, 2025

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Amsterdam Hotel
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
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! (915 reviews)
"Such a beautiful hotel, resort. Wish they had a real bfast vs just a grab and go. We had to go out for bdast."

Reviewed on May 26, 2025

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Hyatt Regency Greenwich
Ramada by Wyndham Bronx
Ramada by Wyndham Bronx
3 out of 5
1000 Baychester Ave, Bronx, NY
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 ...
8.2/10 Very Good! (1,004 reviews)
Simple Traveler
"I’m very simple and low maintenance so my stay was perfect"

Reviewed on May 25, 2025

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Ramada by Wyndham Bronx
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! (2,118 reviews)
"Beautiful property"

Reviewed on May 26, 2025

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Royal Regency Hotel
See all 1,201 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.