- Must visit
The Charles Hosmer Morse Museum of American Art
Celebrated museum in nearby Winter Park famous for the world’s most comprehensive collection of works by Louis Comfort Tiffany.
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The cheapest and fastest trains from Chesapeake, VA to Orlando, FL
Showing times and prices for Jun 05
Cheapest price
$180
Average price
$192
Fastest journey
20 h 45 m
Average duration
22 h 5 m
Trains per day
6
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 $192 if you buy it on the day, but the cheapest tickets can be found for only $180.
Fast trains
It's difficult to get from Chesapeake, VA to Orlando, FL without transferring at least once.
6186 AMTRAK · 186 Northeast Regional · 97 Silver Meteor2:20 PM22h44Norfolk Station, Norfolk, VA1:04 PMOrlando Station, Orlando, FL$1801One-way2 transfers- 6186 AMTRAK · 186 Northeast Regional · 97 Silver Meteor2:20 PM22h19Norfolk Station, Norfolk, VA12:39 PMWinter Park Station, Winter Park, FL$1801One-way2 transfers
- 6186 AMTRAK · 186 Northeast Regional · 97 Silver Meteor1:40 PM23h24Chesapeake, VA1:04 PMOrlando Station, Orlando, FL$1801One-way2 transfers
- 138 Northeast Regional · 41 Floridian12:54 PM20h45Norfolk Station, Norfolk, VA9:39 AMWinter Park Station, Winter Park, FL$1971One-way1 transfer
- 138 Northeast Regional · 41 Floridian12:54 PM21h11Norfolk Station, Norfolk, VA10:05 AMOrlando Station, Orlando, FL$1971One-way1 transfer
- 138 Northeast Regional · 41 Floridian12:54 PM20h45Norfolk Station, Norfolk, VA9:39 AMWinter Park Station, Winter Park, FL$1971One-way1 transfer
- 138 Northeast Regional · 41 Floridian12:54 PM21h11Norfolk Station, Norfolk, VA10:05 AMOrlando Station, Orlando, FL$1971One-way1 transfer
- 6186 AMTRAK · 186 Northeast Regional · 97 Silver Meteor2:20 PM22h19Norfolk Station, Norfolk, VA12:39 PMWinter Park Station, Winter Park, FL$1801One-way2 transfers
- 6186 AMTRAK · 186 Northeast Regional · 97 Silver Meteor2:20 PM22h44Norfolk Station, Norfolk, VA1:04 PMOrlando Station, Orlando, FL$1801One-way2 transfers
- 6186 AMTRAK · 186 Northeast Regional · 97 Silver Meteor1:40 PM23h24Chesapeake, VA1:04 PMOrlando Station, Orlando, FL$1801One-way2 transfers
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 flight with prices starting from $54. For those with little time consider booking a flight which can get you there in 2h 6m. The ticket price range depends on the travel mode: a flight costs an average of $54, and a train costs an average of $203.
Distance: 644 miles (1037 km)
Compare train with
| Train | Most popular Flight | Bus |
|---|---|---|
$247 Average price | $126 Average price Cheapest | $231 Average price |
20h 37m Average total duration 20h 7m Onboard + 30m Additional time* | 5h 6m Average total duration Fastest 2h 6m Onboard + 3h 0m Additional time* | 40h 30m Average total duration 40h 0m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Chesapeake, VA to Orlando, FL is a flight with an average price of $126 (€101).
This is compared to other travel options from Chesapeake, VA to Orlando, FL:
A flight is $106 (€85) less than a bus for this route with tickets for a bus from Chesapeake, VA to Orlando, FL costing on average $231 (€187).
A flight is $122 (€98) less than a train for this route with tickets for a train from Chesapeake, VA to Orlando, FL costing on average $247 (€200).
The fastest way to travel from Chesapeake, VA to Orlando, FL is by flight with an average journey time of 2h 6m.
Other travel options to Orlando, FL take longer:
Train takes on average 20h 7m.
Bus takes on average 40h 0m.
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 today, Thursday, June 4. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 7:25 PM Chesapeake, VA | 22h39 | 6:04 PM Orlando, FL | 0 transfersDirect | |
| Friday, June 5 | |||||
| 6094 AMTRAK · 94 Northeast Regional · 41 Floridian | 7:50 AM Chesapeake, VA | 26h15 | 10:05 AM Orlando Station, Orlando, FL | 2 transfers | |
| 138 Northeast Regional · 41 Floridian | 12:54 PM Norfolk Station, Norfolk, VA | 20h45 | 9:39 AM Winter Park Station, Winter Park, FL | 1 transfer | |
| 138 Northeast Regional · 41 Floridian | 12:54 PM Norfolk Station, Norfolk, VA | 21h11 | 10:05 AM Orlando Station, Orlando, FL | 1 transfer | |
| 6186 AMTRAK · 186 Northeast Regional · 97 Silver Meteor | 1:40 PM Chesapeake, VA | 23h24 | 1:04 PM Orlando Station, Orlando, FL | 2 transfers | |
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 5 times per day, taking around 20h 7m. Cheap train tickets for this journey start at $203 (€164) but you can travel from only $54 (€43) by flight.
The earliest train runs at 16:59, the last at 19:25. The fastest train covers the 644 miles (1037 km) distance in 21h 6m.
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 $54 (€43)
Distance 644 miles (1037 km) |
Average train duration 20h 7m |
Cheapest ticket price $203 (€164) |
Trains per day 5 |
Fastest train 21h 6m |
First train 4:59 PM |
Last train 7:25 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 $54 (€43)
Train companies: Amtrak from Chesapeake, VA to Orlando, FL trainsAmtrak trains will get you between Chesapeake, VA and Orlando, FL from $54 (€43). 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 Duration
21h 6m
Cheapest Price
$203 (€164)
Amtrak frequency
1 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
Things to do in Orlando
Discover the best of Orlando — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Orlando trip today.
- Recommended
Orlando Museum of Art
Established art museum in Loch Haven Park with American art, African art, and rotating exhibitions; a leading cultural stop in the city.
- Recommended
Orange County Regional History Center
Well-regarded history museum in a restored courthouse covering Central Florida history, tourism, citrus, aviation, and local communities.
- Must visit
Lake Eola Park
Downtown Orlando’s most famous urban park, popular for skyline views, the lake loop, swan boats, events, and easy walking.
- Must visit
International Drive
Orlando’s best-known tourist corridor, lined with attractions, entertainment complexes, and highly photographed nightlife spots.
- Must visit
Winter Park Park Avenue
Charming, walkable main street area just north of Orlando, loved for its brick streets, boutique atmosphere, and polished local feel.
Cuban Sandwich
A pressed sandwich with roast pork, ham, Swiss cheese, pickles, and mustard on Cuban bread. It is a Central Florida staple shaped by the region’s Cuban influences.
Gator Bites
Fried alligator tail pieces, usually served with a dipping sauce. This is a classic Florida novelty dish tied to the state’s wetlands and Southern cooking traditions.
Florida Grouper Sandwich
A sandwich made with local grouper, often grilled, blackened, or fried. It is one of the most recognizable seafood dishes in Central Florida.
Victoria & Albert's
Orlando’s flagship fine-dining destination at Walt Disney World, known for tasting menus, polished service, and special-occasion dining.
Se7en Bites
Beloved neighborhood bakery and diner famous for Southern comfort food, biscuits, and outstanding pies and cakes.
The Ravenous Pig
A well-known Winter Park gastropub near Orlando, celebrated for refined American cooking, strong charcuterie, and a lively upscale-casual atmosphere.
United States Dollar
Moderate overall. Theme parks and resort areas are pricey, but casual dining and chain hotels can be reasonable outside peak seasons.
Average meal costs
- Budget
- USD 10-18 for fast food or casual spots.
- Mid-range
- USD 20-40 per person at a mid-range restaurant.
- Fine dining
- USD 60+ per person at upscale restaurants.
- Coffee
- USD 3-6 for coffee or a latte.
Tipping culture
Tip 18-20% at restaurants if service is not included. Tip bartenders USD 1-2 per drink, taxis and rideshares 10-15%, hotel staff USD 1-5, and round up for cafes if desired.
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 $203 (€164), while the average price is around $247 (€200).
The train from Chesapeake, VA to Orlando, FL takes 21h 6m and runs 5 per day.
The first train from Chesapeake, VA to Orlando, FL leaves at 4:59 PM.
The distance by train from Chesapeake, VA to Orlando, FL is 644 miles (1037 km).
The last train from Chesapeake, VA to Orlando, FL leaves at 7:25 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 $54 (€43).
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 21h 6m, 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
Chesapeake
Orlando
Amenities at train station
Lockers
Parking
Dining
Taxis
Accessibility
WC
Hotel
Lost and Found Office
Ticket Office
Bike Parking
Information Desk
Luggage Cartsinformation
Ticket Office Hours
- 6:00 AM - 10:00 PM Monday - Sunday
Distance to city center
1 km
Number of platforms
2Parking
- Parking is available subject to city ordinances and availability.
Dining
- Mary Mary Bar
- The Boheme
Taxis
- Outside the main entrance.
Accessibility
- Elevators, ramps, restrooms.
WC
- $1
Hotel
- Orlando World Center Marriott
- Grand Bohemian Hotel Orlando
- Aloft Orlando Downtown
Lost and Found Office
- Located in the main hall
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- Hall 1: main entrance, ticket office, and waiting area
- Hall 2: access to platforms
Public transit options for Orlando Station
- Bus: LYNX services available
- SunRail: Available
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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