- Must visit
The Charles Hosmer Morse Museum of American Art
Highly regarded museum in Winter Park best known for the world's most comprehensive collection of works by Louis Comfort Tiffany.
Flights from Ossining, NY to Orlando, FL depart on average 93 times per day, taking around 2h 55m. Cheap flight tickets for this journey start at $280 (€227) if you book in advance.
There are 24 flights per day. The earliest flight runs at 05:45, the last at 21:27. The fastest flight covers the 969 miles (1561 km) distance in 7h 37m. April is the cheapest month to fly.
Distance 969 miles (1561 km) |
Average flight duration 2h 55m |
Cheapest ticket price $280 (€227) |
Flights per day 93 |
Direct flights 24 |
Fastest flight 7h 37m |
First flight 5:45 AM |
Last flight 9:27 PM |
Cheapest Month Apr |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jan - Mar |
Omio recommends booking the flight as it is the most popular option from Ossining, NY to Orlando, FL among Omio's users. If you are prioritising price take the flight with prices starting from $280. For those with little time consider booking a flight which can get you there in 2h 55m. The ticket price range depends on the travel mode: a flight costs an average of $280, and a train costs an average of $537.
Distance: 969 miles (1561 km)
Most popular Flight | Train | Bus | Driving |
|---|---|---|---|
$280 Average price Cheapest | $537 Average price | $315 Average price | $225 Average price (fuel + tolls) |
5h 55m Average total duration Fastest 2h 55m Onboard + 3h 0m Additional time* | 24h 49m Average total duration 24h 19m Onboard + 30m Additional time* | 36h 19m Average total duration 35h 49m Onboard + 30m Additional time* | 17h 47m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Ossining, NY to Orlando, FL:
A flight is $34 (€28) less than a bus for this route with tickets for a bus from Ossining, NY to Orlando, FL costing on average $315 (€255).
A flight is $257 (€208) less than a train for this route with tickets for a train from Ossining, NY to Orlando, FL costing on average $537 (€435).
Other travel options to Orlando, FL take longer:
Train takes on average 24h 19m.
Bus takes on average 35h 49m.
Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Orlando — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Orlando trip today.
Highly regarded museum in Winter Park best known for the world's most comprehensive collection of works by Louis Comfort Tiffany.
Established art museum in Loch Haven Park with American art, African art, and rotating contemporary exhibitions.
Local history museum in a restored 1927 courthouse covering Central Florida history from indigenous cultures to modern Orlando.
Orlando's signature downtown park with a swan-filled lake, skyline views, walking path, and frequent community events.
Elegant shopping and strolling district lined with oak trees, boutiques, and public spaces; one of the area's most pleasant walks.
Large open-air entertainment district at Walt Disney World, popular for themed design, shopping, nightlife, and waterfront walks.
Breaded or grilled alligator tail pieces, a classic Florida specialty often served with dipping sauce. It is a memorable regional bite tied to the state’s swampy landscape.
Florida’s iconic dessert made with tart key lime filling in a crust, usually topped with whipped cream or meringue. It is one of the state’s most recognized sweets.
Seasonal chilled stone crab claws served cracked with mustard sauce. They are a prized Florida seafood delicacy known for sweet, firm meat.
Highly regarded intimate sushi restaurant known for omakase-style dining, careful technique, and one of Orlando’s top special-occasion experiences.
Well-known Winter Park gastropub serving refined American fare, house-made charcuterie, and strong craft beer in a lively but polished setting.
Popular local barbecue spot known for brisket, ribs, smoked turkey, and casual Florida comfort-food energy.
Moderate for U.S. travel. Theme parks and resort areas cost more, but chain dining and budget hotels help control daily spending.
Tip 18-20% at full-service restaurants; 15-20% for taxis and rideshares. USD 1-2 per drink at bars, USD 2-5 for hotel staff, and a few dollars for valet.
Find answers to the most common questions about traveling from Ossining, NY to Orlando, FL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Orlando, FL, this guide helps you travel smarter and with confidence.

Here are some other resources that might have the information you need