Cheap Flight Deals to Ossining NY from CA $67

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How to find cheap flights to Ossining?

The cheapest prices found with in the last 7 days for return flights were CA $138 and CA $67 for one-way flights to Ossining for the period specified. Prices and availability are subject to change. Additional terms apply

Thu, Apr 30 - Mon, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $270 Roundtrip, found 4 days ago
CA $270
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Apr 30 from Orlando Intl. to Stewart Intl., returning Mon, May 4, priced at CA $270 found 4 days ago
Thu, Jun 25 - Sat, Jun 27
YYZ
Pearson Intl.
LGA
LaGuardia
CA $323 Roundtrip, found 16 hours ago
CA $323
Roundtrip
found 16 hours ago
Select Porter Airlines flight, departing Thu, Jun 25 from Pearson Intl. to LaGuardia, returning Sat, Jun 27, priced at CA $323 found 16 hours ago
OriginDestinationTravel datesFlights from*
MIANew YorkMay 6 to May 13CA $138
FLLNew YorkMay 7 to May 13CA $151
MCONew YorkApril 29 to April 29CA $152
ATLNew YorkApril 16 to April 20CA $243
MCONewburghApril 30 to May 4CA $270
TPANew YorkApril 8 to April 14CA $288
SJUNew YorkMay 7 to May 11CA $298
FLLWest HarrisonApril 16 to April 19CA $301
PBINew YorkApril 16 to April 20CA $305
PBIWest HarrisonApril 16 to April 20CA $375
TPANewburghMay 13 to May 25CA $383
LAXNew YorkApril 14 to April 21CA $393
SFONew YorkApril 15 to April 18CA $409
FCONew YorkMay 12 to May 17CA $1,046
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONew YorkMarch 28 to March 30CA $346
FLLNew YorkMarch 27 to March 29CA $359
MIANew YorkMarch 27 to March 29CA $402
ATLNew YorkMarch 28 to March 29CA $467
MCONewburghMarch 27 to March 30CA $574
TPANew YorkMarch 27 to March 29CA $640
LAXNew YorkMarch 27 to March 31CA $903
*Prices include taxes and fees

Your guide to flights to Ossining, NY

Spirit Airlines, American Airlines, Breeze Airways, Porter Airlines fly to Ossining, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Ossining NY currently costs between CA $138 and CA $1,046. Prices vary, but for the best fares, travel in March when prices are at their lowest.  

Top tips for finding cheap flights to Ossining  

The cheapest flight for a round trip to Ossining is currently CA $138. When you search for flights to Ossining, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Ossining for nearby days.  The cheapest month to travel to Ossining is April from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Ossining 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Ossining with Travelocity 

We have top deals on plane tickets even for last minute flights to Ossining, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Ossining for less. 

Best Ossining Flight and Hotel Packages

Ossining flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
WestHouse New York

WestHouse New York

5 out of 5
Price was CA $2,165, price is now CA $1,228 per person
CA $1,228
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Newark Liberty Intl. Airport (EWR)
The Merchant Hotel Lower East Side

The Merchant Hotel Lower East Side

3.5 out of 5
Price was CA $2,043, price is now CA $1,237 per person
CA $1,237
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Newark Liberty Intl. Airport (EWR)
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Price was CA $3,573, price is now CA $2,194 per person
CA $2,194
per person
May 14 - May 17
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Newark Liberty Intl. Airport (EWR)
Don't see what you're looking for?
See all available trips from Detroit to Ossining
View all trips

Ossining flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Price was CA $1,279, price is now CA $1,080 per person
CA $1,080
per person
May 16 - May 18
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Price was CA $1,460, price is now CA $1,285 per person
CA $1,285
per person
May 16 - May 18
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
Don't see what you're looking for?
See all available trips from Toronto to Ossining
View all trips

Ossining flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Price was CA $1,027, price is now CA $803 per person
CA $803
per person
May 8 - May 10
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Price was CA $1,562, price is now CA $1,168 per person
CA $1,168
per person
May 8 - May 10
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was CA $1,389, price is now CA $1,063 per person
CA $1,063
per person
May 8 - May 10
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
Don't see what you're looking for?
See all available trips from Toronto to Ossining
View all trips

Need a car after flight to Ossining?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Ossining?
All geared up to explore the world? Hoping to kick off your amazing adventure in Ossining? Just a sample of the 20 carriers that fly here are:

  • Delta Air Lines
  • American Airlines
  • JetBlue Airways

What airport is best to fly into Ossining?
You don't want to get caught out with a hefty cab fare to where you're staying after arriving in Ossining. The city features two airports. Look into the flights to both to discover which one suits you best. JFK Airport is 64 kilometers from where it's all happening downtown, while LaGuardia Airport (LGA) is about 48 kilometers away.
Where to stay in Ossining
Whether you're planning to splash your cash on accommodations or you simply want something to use as a base, you'll find what you're looking for in Ossining. With 45 properties listed on Travelocity, you'll have no trouble catching some Zs after a big day of thrilling adventures.When you have all those fantastic vacation experiences to organize, who wants to spend hours searching for a place to stay? Don't stress, we've done all the hard work for you. The The Perfect Studio Getaway and the Neighbor's House -- Welcome! are some of our favorite properties in the region.
Places to visit in Ossining
0 Want some more options? 0 But that's not all there is. 0
How to get through airport security fast when traveling to Ossining
These useful tips about airport security checks will save you lots of time on your trip to Ossining:

  • Make sure you know the location of your boarding pass and passport. You don't want to hold up the line when you're asked to present them.
  • You'll need to put your music on pause for a short while. Earphones need to be removed and put in a tub to be X-rayed. The same goes for items such as heavy jackets and belts.
  • Everyday electronics such as phones, laptops and cameras will need to be put through the X-ray machine separately. Be sure they're easily accessible.
  • Flying with a favorite perfume? As long as it contains no more than 3.4 ounces (100 milliliters) and it's stored in a clear resealable plastic bag, you can keep it with you in your hand luggage.
  • Construction boots and other heavy shoes are most often X-rayed. It might be wise to wear simple sneakers instead.
  • Put any pocketknives or other pointy items inside your checked luggage. Security won't permit these on the aircraft.

Plane Tickets To Ossining

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Ossining. Browse through our inventory to explore a wide range of cheap flights to Ossining to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Ossining as you anxiously await to exit the plane and explore what Ossining has to offer. Considering all the amazing local food and culture in Ossining, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Ossining to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Ossining without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Ossining with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Ossining today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.