- Must visit
The Charles Hosmer Morse Museum Of American Art
Important museum in Winter Park housing the world’s most comprehensive collection of works by Louis Comfort Tiffany.
Omio recommends booking the train as it is the most popular option from Leesburg, VA to Orlando, FL among Omio's users. If you are prioritising price take the flight with prices starting from $178. For those with little time consider booking a flight which can get you there in 5h 57m. The ticket price range depends on the travel mode: a flight costs an average of $178, and a train costs an average of $214.
Distance: 762 miles (1227 km)
Most popular Train | Flight |
|---|---|
$262 Average price | $211 Average price Cheapest |
19h 44m Average total duration 19h 14m Onboard + 30m Additional time* | 8h 57m Average total duration Fastest 5h 57m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options |
This is compared to other travel options from Leesburg, VA to Orlando, FL:
A flight is $51 (€42) less than a train for this route with tickets for a train from Leesburg, VA to Orlando, FL costing on average $262 (€215).
Other travel options to Orlando, FL take longer:
Train takes on average 19h 14m.
Compare 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.
Trains from Leesburg, VA to Orlando, FL run on average 2 times per day, taking around 19h 14m. Cheap train tickets for this journey start at $214 (€176) but you can travel from only $178 (€146) by flight.
There are 1 trains per day. The earliest train runs at 11:36, the last at 18:50. The fastest train covers the 762 miles (1227 km) distance in 22h 29m.
Distance 762 miles (1227 km) |
Average train duration 19h 14m |
Cheapest ticket price $214 (€176) |
Trains per day 2 |
Direct trains 1 |
Fastest train 22h 29m |
First train 11:36 AM |
Last train 6:50 PM |
Cheapest Month Mar |
Cheapest Day Sun |
High Season Apr - Jun |
Low Season Jul - Sep |
Discover the best of Orlando — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Orlando trip today.
Important museum in Winter Park housing the world’s most comprehensive collection of works by Louis Comfort Tiffany.
Established fine art museum in Loch Haven Park with American art, African art, and rotating contemporary exhibitions.
History museum in a restored 1927 courthouse covering Central Florida history, tourism, and local culture.
Downtown’s signature lakefront park with a walking loop, skyline views, swan boats, and frequent public events.
Elegant shopping and strolling district lined with trees, boutiques, galleries, and some of the area’s prettiest blocks.
Popular area around the boat tour docks and chain of lakes, known for scenic views and upscale residential charm.
A pressed sandwich with roast pork, ham, Swiss cheese, pickles, and mustard on Cuban bread. It reflects Central Florida’s strong Cuban influence and is a local staple.
Fried alligator tail pieces, usually served with a dipping sauce. This is a classic Florida specialty that visitors often try for a taste of regional cuisine.
A famous Florida dessert made with tart key lime filling in a pie crust, often topped with whipped cream. It is one of the state’s most iconic sweets.
An established Orlando favorite for creative sushi and Japanese small plates, with a stylish upscale setting.
A well-known gastropub in nearby Winter Park, celebrated for refined American cooking, craft beer, and a lively but polished atmosphere.
A historic Florida Spanish-Cuban restaurant in Celebration, famous for Cuban sandwiches, paella, and traditional decor.
Moderate overall. Theme parks and hotels can be pricey, but casual dining and chain options are fairly affordable by major U.S. city standards.
Tip 18-20% in restaurants. Bartenders: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotel staff: USD 2-5. Small tips appreciated for valet, delivery, and housekeeping.
Find answers to the most common questions about traveling from Leesburg, VA to Orlando, FL by train. 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 train, the cheapest option, or tips for making the most of your visit at Orlando, FL, this guide helps you travel smarter and with confidence.

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