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The cheapest and fastest trains from Chesapeake, VA to Orlando, FL
Showing times, prices and bookable tickets for Sep 05
Cheapest price on Sep 05
$574
Average ticket price on Sep 05
$574
Fastest journey on Sep 05
21 h 3 m
Average journey duration on Sep 05
21 h 3 m
Trains on Sep 05
1
Distance
1037 km
Cheap tickets
The best way to find a cheap train ticket from Chesapeake, VA to Orlando, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chesapeake, VA to Orlando, FL will cost around $574 if you buy it on the day, but the cheapest tickets can be found for only $574.
Fast trains
It's difficult to get from Chesapeake, VA to Orlando, FL without transferring at least once.
1:04 PM21h03Chesapeake, VA10:07 AMOrlando, FL$5741One-way1 transfer
- 1:04 PM21h03Chesapeake, VA10:07 AMOrlando, FL$5741One-way1 transfer
Travel Information
Compare train, bus, and flight for Chesapeake, VA to Orlando, FL
Omio recommends booking the flight as it is the most popular option from Chesapeake, VA to Orlando, FL among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $238 For those with little time, consider booking a flight, which has an average total journey time of 7h 9m. Average ticket prices depend on the travel mode: a bus costs an average of $238, while a flight costs an average of $679.
Distance: 644 miles (1037 km)
Compare train with
| Train | Most popular Flight | Bus |
|---|---|---|
$279 Average price | $679 Average price | $238 Average price Cheapest |
20h 19m Average total duration 19h 49m Onboard + 30m Additional time* | 7h 9m Average total duration Fastest 5h 9m Onboard + 2h 0m Additional time* | 28h 9m Average total duration 27h 39m Onboard + 30m Additional time* |
Most popular train company |  Most popular airline |  Most popular bus company |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Chesapeake, VA to Orlando, FL is a bus with an average price of $238.
This is compared to other travel options from Chesapeake, VA to Orlando, FL:
A bus is $40 less than a train for this route with tickets for a train from Chesapeake, VA to Orlando, FL costing on average $279.
A bus is $440 less than a flight for this route with tickets for a flight from Chesapeake, VA to Orlando, FL costing on average $679.
The fastest way to travel from Chesapeake, VA to Orlando, FL is by flight with an average journey time of 5h 9m.
Other travel options to Orlando, FL take longer:
Train takes on average 19h 49m.
Bus takes on average 27h 39m.
It's helpful to compare your options as there are 3 ways to travel between Chesapeake, VA and Orlando, FL including taking a train, bus, and flight.
We recommend using the flight as it is the most popular way to get from Chesapeake, VA to Orlando, FL among Omio's users.
Live departures
Chesapeake, VA to Orlando, FL train times
The table below shows live departures for Chesapeake, VA to Orlando, FL trains for tomorrow, Saturday, September 5. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 1:04 PM Chesapeake, VA | 21h03 | 10:07 AM Orlando, FL | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chesapeake, VA to Orlando, FL by train, bus, or flight
Compare train, bus, 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.
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Journey information
Overview: Train from Chesapeake, VA to Orlando, FL
USAUSA
Trains from Chesapeake, VA to Orlando, FL run on average 2 times per day, taking around 19h 49m. Cheap train tickets for this journey start at $119 but you can travel from only $33 by flight.
The earliest train runs at 16:54, the last at 18:20. The fastest train covers the 644 miles (1037 km) distance in 19h 34m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $33
Distance 644 miles (1037 km) |
Average train duration 19h 49m |
Cheapest ticket price $119 |
Trains per day 2 |
Fastest train 19h 34m |
First train 4:54 PM |
Last train 6:20 PM |
Cheapest Month Jan |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Oct - Dec |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $33
Train companies: Amtrak from Chesapeake, VA to Orlando, FL trainsAmtrak trains will get you between Chesapeake, VA and Orlando, FL from $33. With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Amtrak Duration
19h 34m
Cheapest Amtrak Price
$119
Amtrak frequency
2 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone
Complete guide to Orlando, FL
Things to do in Orlando, FL
Discover the best of Orlando, FL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Orlando, FL trip today.
- Recommended
Orange County Regional History Center
Major local history museum in a restored 1927 courthouse, covering Central Florida's past through engaging permanent and special exhibits.
- Recommended
Rollins Museum of Art
Smithsonian-affiliated art museum with American, African, and ancient works, plus strong rotating exhibitions in Winter Park.
- Must visit
Lake Eola Park
Orlando's signature urban park with lake views, swan boats, skyline scenes, and frequent festivals in the city center.
- Must visit
Park Avenue
Upscale main street area famous for boutiques, brick streets, and a polished small-town atmosphere in nearby Winter Park.
- Recommended
Church Street District
Lively entertainment district with nightlife, murals, and historic architecture around downtown's Church Street corridor.
Florida Catfish
A Central Florida favorite of smoked or fried local catfish, often served with hushpuppies and grits. It reflects the region's freshwater fishing and Southern roots.
- Gluten-free
Florida Shrimp
Fresh Atlantic or Gulf shrimp, commonly peel-and-eat, grilled, or fried. It is a staple across Florida and prized in Orlando seafood spots for its regional freshness.
- Vegetarian
- Vegan
- Gluten-free
Cafecito
Cuban coffee sweetened during brewing for a bold, syrupy shot. Popular in Central Florida's Latin communities, it is a daily ritual and local caffeine classic.
Black Bean Deli
Popular Cuban cafe serving strong cafecito, Cuban sandwiches, and pastries in a busy, no-frills neighborhood setting.
Linda's La Cantina
Historic casual seafood house known for Florida gator tail, frog legs, and laid-back Old Florida charm near downtown Orlando.
The Ravenous Pig
Refined restaurant in Winter Park highlighting Florida seafood and seasonal Southern ingredients in an elegant but relaxed space.
US Dollar ($)
Moderate for a major US tourist city. Theme parks and hotels raise trip costs, while casual dining and ride-hailing are widely available at typical US urban prices.
Average meal costs
- Budget
- $10-15 for fast food or casual counter service.
- Mid-range
- $20-40 per person for a mid-range restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis or ride-hailing, and small change or up to 10% at cafes if table service is provided.
FAQs: Trains from Chesapeake, VA to Orlando, FL
Find answers to the most common questions about traveling from Chesapeake, 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.
Train ticket prices from Chesapeake, VA to Orlando, FL can vary. The cheapest ticket starts at $119, while the average price is around $279.
The train from Chesapeake, VA to Orlando, FL takes 19h 34m and runs 2 per day.
The distance by train from Chesapeake, VA to Orlando, FL is 644 miles (1037 km).
The first train from Chesapeake, VA to Orlando, FL leaves at 4:54 PM.
The last train from Chesapeake, VA to Orlando, FL leaves at 6:20 PM.
There is no high speed train available from Chesapeake, VA to Orlando, FL.
There is no direct train service currently available from Chesapeake, VA to Orlando, FL.
Unfortunately, there is no night train available from Chesapeake, VA to Orlando, FL.
The train station in Chesapeake, VA that goes to Orlando, FL is Norfolk Station, Norfolk, VA, which connects to Orlando Station, Orlando, FL.
The cheapest way to get from Chesapeake, VA to Orlando, FL is by flight, with a cost of around $33.
The train journey from Chesapeake, VA to Orlando, FL is not typically considered scenic as it primarily passes through urban and suburban areas, with occasional views of forests and rural landscapes.
A day trip from Chesapeake, VA to Orlando, FL is not feasible as the journey takes 19h 34m, covering 644 miles (1037 km). Trains operate 6 times per day.
In Orlando, FL, visitors can explore ICON Park for dining, shopping, and panoramic views from The Wheel. The Church Street District offers vibrant nightlife and live entertainment, while The Mall at Millenia provides a day of shopping and dining. Nature enthusiasts can enjoy the beauty and wildlife at Wekiwa Springs State Park. The Orlando Science Center features interactive exhibits and planetarium shows. Must-see sights include Walt Disney World Resort, Universal Orlando Resort, SeaWorld Orlando, Kennedy Space Center Visitor Complex, and Leu Gardens.
To fully enjoy Orlando, FL, and its attractions like Walt Disney World, Universal Studios, and other nearby theme parks, a stay of 5 to 7 days is typically recommended.
Yes, you can take the train from Chesapeake, VA to Orlando, FL.
Since neither Chesapeake, VA nor Orlando, FL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Orlando, FL include Lakeland, FL, Palatka, FL, Winter Haven, FL, DeLand, FL, Kissimmee, FL.
We recommend using the flight as it is the most popular way to get from Chesapeake, VA to Orlando, FL among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Orlando, FL, travelers should be cautious of pickpocketing and petty theft, especially in crowded areas like theme parks and popular tourist spots. Common scams include overpriced taxi rides, timeshare presentations that pressure visitors, and fake ticket sellers near major attractions. It's important to use authorized transportation services and purchase tickets from official vendors to avoid fraud. Additionally, travelers should stay aware of their surroundings and avoid poorly lit or isolated areas at night.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from Chesapeake, VA to Orlando, FL
Most Chesapeake, VA to Orlando, FL trains use the Virginia Beach, Parks Avenue / 19th Street to Orlando Station station pair. Use this guide to compare Chesapeake, VA and Orlando, FL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Departure train stations in Chesapeake
Arrival train stations in Orlando
Which Orlando, FL station do trains from Chesapeake, VA arrive at?
Trains from Chesapeake, VA to Orlando, FL most often arrive at Orlando Station. Some services arrive at Winter Park Station, so check your ticket before travel to confirm your Orlando, FL arrival station.
Orlando Station250 Columbia Street, Orlando, FL 32806, USA1-800-USA-RAIL
City-centre transport
Getting to Orlando Station from Orlando city centre
Orlando Station is 1 km from Orlando city centre. Public transport options include:
BusLYNX services available
SunRailAvailable
Orlando Station train station facilities and services
Orlando Station has practical services for this route, including Lockers, Parking, Dining, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Information Desk, and Luggage Carts.
Food and drink
Food options include: Mary Mary Bar, The Boheme
Tickets and information
Ticket office support is available at Orlando Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Orlando Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Orlando Station: Parking, Taxis, WC.
Bike and car services
Available at Orlando Station: Bike Parking.
Accessibility
Accessibility facilities are available at Orlando Station: Elevators, ramps, restrooms.
Shops, hotels and contact
Nearby hotels include Orlando World Center Marriott, Grand Bohemian Hotel Orlando, Aloft Orlando Downtown.
Most popular train connections from Chesapeake, VA
More options for your journey from Chesapeake, VA to Orlando, FL
Here are some other resources that might have the information you need
Most popular trains to and from Orlando, FL and Chesapeake, VA
Most popular train connections to Orlando, FL
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