- 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.
.png){kind=small}
2,000+ travel companies
2,000+ travel companies
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
4.942K ratings
Google Play
4.6136K reviews
The cheapest and fastest buses from Chesapeake, VA to Orlando, FL
Showing times and prices for Jun 05
Cheapest price
$164
Average price
$177
Fastest journey
1 d 20 m
Average duration
1 d 5 h 32 m
Buses per day
8
Distance
1037 km
Cheap tickets
The best way to find a cheap bus 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 $177 if you buy it on the day, but the cheapest tickets can be found for only $164.
Fast buses
It's difficult to get from Chesapeake, VA to Orlando, FL without transferring at least once.
FlixBus · FlixBus · FlixBus+
3:00 PM30h15Norfolk, Poplar Hall Dr (CVS/pharmacy), VA9:15 PMOrlando, N John Young Pkwy (Greyhound Bus Station)$1641One-way3 transfers- FlixBus+ · · 8:05 AM39h54Norfolk, Poplar Hall Dr (CVS/pharmacy), VA11:59 PMOrlando, The Florida Mall, FL$1651One-way3 transfers
- FlixBus · FlixBus · FlixBus+2:45 PM30h30Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA9:15 PMOrlando, N John Young Pkwy (Greyhound Bus Station)$1651One-way3 transfers
- · +FlixBus · FlixBus7:30 AM31h25Norfolk, Poplar Hall Dr (CVS/pharmacy), VA2:55 PMOrlando, The Florida Mall, FL$1661One-way3 transfers
- · +FlixBus7:30 AM24h20Norfolk, Poplar Hall Dr (CVS/pharmacy), VA7:50 AMOrlando, N John Young Pkwy (Greyhound Bus Station)$1841One-way2 transfers
- · +FlixBus7:30 AM24h20Norfolk, Poplar Hall Dr (CVS/pharmacy), VA7:50 AMOrlando, N John Young Pkwy (Greyhound Bus Station)$1841One-way2 transfers
- FlixBus · FlixBus · FlixBus+3:00 PM30h15Norfolk, Poplar Hall Dr (CVS/pharmacy), VA9:15 PMOrlando, N John Young Pkwy (Greyhound Bus Station)$1641One-way3 transfers
- FlixBus · FlixBus · FlixBus+2:45 PM30h30Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA9:15 PMOrlando, N John Young Pkwy (Greyhound Bus Station)$1651One-way3 transfers
- FlixBus · FlixBus7:00 AM31h10Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA2:10 PMOrlando, N John Young Pkwy (Greyhound Bus Station)$1961One-way1 transfer
- · +FlixBus · FlixBus7:30 AM31h25Norfolk, Poplar Hall Dr (CVS/pharmacy), VA2:55 PMOrlando, The Florida Mall, FL$1661One-way3 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 bus with
| Bus | Most popular Flight | Train |
|---|---|---|
$232 Average price | $126 Average price Cheapest | $247 Average price |
40h 30m Average total duration 40h 0m Onboard + 30m Additional time* | 5h 6m Average total duration Fastest 2h 6m Onboard + 3h 0m Additional time* | 20h 37m Average total duration 20h 7m 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 $232 (€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.
Chesapeake, VA to Orlando, FL Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 07:00AM | Arrival Time 11:59PM | Duration 40h59 | Departure days Mon, Fri | Cheapest price $155 |
Operator FlixBus | Departure Time 07:00AM | Arrival Time 02:10PM | Duration 31h10 | Departure days Mon, Fri | Cheapest price $157 |
Operator Greyhound | Departure Time 07:30AM | Arrival Time 02:55PM | Duration 31h25 | Departure days Mon, Fri | Cheapest price $163 |
Operator FlixBus | Departure Time 08:05AM | Arrival Time 11:59PM | Duration 39h54 | Departure days Mon, Fri | Cheapest price $155 |
Operator Greyhound | Departure Time 11:30AM | Arrival Time 06:55PM | Duration 31h25 | Departure days Sat | Cheapest price $196 |
Operator FlixBus | Departure Time 02:45PM | Arrival Time 09:15PM | Duration 30h30 | Departure days Mon, Fri | Cheapest price $148 |
Operator FlixBus | Departure Time 03:00PM | Arrival Time 09:15PM | Duration 30h15 | Departure days Mon, Fri | Cheapest price $150 |
Operator Hampton Roads Transit (HRT) | Departure Time 05:20PM | Arrival Time 02:10PM | Duration 20h50 | Departure days Sun | Cheapest price $159 |
Operator Greyhound | Departure Time 07:45PM | Arrival Time 04:59AM | Duration 57h14 | Departure days Thu | Cheapest price $295 |
Operator FlixBus | Departure Time 10:00PM | Arrival Time 04:35PM | Duration 42h35 | Departure days Mon, Fri | Cheapest price $149 |
Live departures
Chesapeake, VA to Orlando, FL bus times
The table below shows live departures for Chesapeake, VA to Orlando, FL buses for tomorrow, Friday, June 5. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| FlixBus++FlixBus | 7:00 AM Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA | 40h59 | 11:59 PM Orlando, The Florida Mall, FL | 2 transfers | |
| FlixBus · FlixBus | 7:00 AM Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA | 31h10 | 2:10 PM Orlando, N John Young Pkwy (Greyhound Bus Station) | 1 transfer | |
| · +FlixBus | 7:30 AM Norfolk, Poplar Hall Dr (CVS/pharmacy), VA | 24h20 | 7:50 AM Orlando, N John Young Pkwy (Greyhound Bus Station) | 2 transfers | |
| · +FlixBus · FlixBus | 7:30 AM Norfolk, Poplar Hall Dr (CVS/pharmacy), VA | 31h25 | 2:55 PM Orlando, The Florida Mall, FL | 3 transfers | |
| · · +FlixBus | 8:05 AM Norfolk, Poplar Hall Dr (CVS/pharmacy), VA | 39h54 | 11:59 PM Orlando, The Florida Mall, FL | 3 transfers | |
| FlixBus · FlixBus++FlixBus | 2:45 PM Virginia Beach, Virginia Beach Blvd (Circle D Food Mart), VA | 30h30 | 9:15 PM Orlando, N John Young Pkwy (Greyhound Bus Station) | 3 transfers | |
| FlixBus · FlixBus++FlixBus | 3:00 PM Norfolk, Poplar Hall Dr (CVS/pharmacy), VA | 30h15 | 9:15 PM Orlando, N John Young Pkwy (Greyhound Bus Station) | 3 transfers | |
This is the last bus 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.
Fri
Jun 05
Jun 05
Sat
Jun 06
Jun 06
Sun
Jun 07
Jun 07
Mon
Jun 08
Jun 08
Tue
Jun 09
Jun 09
Wed
Jun 10
Jun 10
Thu
Jun 11
Jun 11
Journey information
Overview: Bus from Chesapeake, VA to Orlando, FL
USAUSA
Buses from Chesapeake, VA to Orlando, FL run on average 7 times per day, taking around 40h 0m. Cheap bus tickets for this journey start at $188 (€151) but you can travel from only $54 (€43) by flight.
The earliest bus runs at 11:30, the last at 19:45. The fastest bus covers the 644 miles (1037 km) distance in 31h 25m.
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 bus duration 40h 0m |
Cheapest ticket price $188 (€151) |
Buses per day 7 |
Fastest bus 31h 25m |
First bus 11:30 AM |
Last bus 7:45 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)
Bus providers: Hampton Roads Transit (HRT) from Chesapeake, VA to Orlando, FLYou can travel by bus between Chesapeake, VA to Orlando, FL with Hampton Roads Transit (HRT) for as low as $54 (€43). When you search for schedules and tickets, Omio will show you the best journey
Hampton Roads Transit (HRT)
Luggage & cancellation policy
Average Duration
19h 50m
Cheapest Price
$159 (€128)
Hampton Roads Transit (HRT) frequency
1 a day
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: Bus from Chesapeake, VA to Orlando, FL
Find answers to the most common questions about traveling from Chesapeake, VA to Orlando, FL by bus. 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 bus, the cheapest option, or tips for making the most of your visit at Orlando, FL, this guide helps you travel smarter and with confidence.
Cheap bus tickets from Chesapeake, VA to Orlando, FL can start from as little as $188 (€151) when you book in advance. The average bus ticket price for Chesapeake, VA to Orlando, FL is $232 (€187) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Chesapeake, VA to Orlando, FL is 31h 25m to travel the 644 miles (1037 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Chesapeake, VA to Orlando, FL leaves at 11:30 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Chesapeake, VA to Orlando, FL leaves at 7:45 PM.
There are 7 buses a day from Chesapeake, VA to Orlando, FL which require at least one change with Hampton Roads Transit (HRT). Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from Chesapeake, VA to Orlando, FL, you can count on Hampton Roads Transit (HRT) for the best way to get you to Orlando, FL. You can also check all possible bus companies who offer a service between Chesapeake, VA and Orlando, FL and compare the amenities they offer before buying a bus ticket.
A trip to Orlando, FL from Chesapeake, VA is worth doing but not as a day trip with a journey time of 31h 25m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from Chesapeake, VA to Orlando, FL is January.
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.
No, the bus from Chesapeake, VA to Orlando, FL has no accessibility options.
No, there are no bathrooms on board the bus from Chesapeake, VA to Orlando, FL.
Some of the most interesting sights to explore in Orlando, FL are:
- Walt Disney World Resort, a massive entertainment complex featuring theme parks, water parks, and resorts
- Universal Orlando Resort, a popular destination with thrilling rides, shows, and attractions based on movies and TV shows
- SeaWorld Orlando, a marine-themed park offering animal exhibits, shows, and rides
- Kennedy Space Center Visitor Complex, an educational attraction showcasing NASA's space exploration history and offering interactive exhibits
- Leu Gardens, a beautiful botanical garden with a variety of plant collections and scenic landscapes.
The best things to do in Orlando, FL include:
- ICON Park, a vibrant entertainment complex with dining, shopping, and the iconic Wheel for panoramic views
- Explore the vibrant nightlife and live entertainment at Church Street District
- Enjoy a day of shopping and dining at The Mall at Millenia
- Experience the natural beauty and wildlife at Wekiwa Springs State Park
- Visit the Orlando Science Center for interactive exhibits and planetarium shows.
No, bikes are not allowed on board the bus from Chesapeake, VA to Orlando, FL.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
No, there is no food available to purchase on board the bus from Chesapeake, VA to Orlando, FL.
No, luggage for the bus from Chesapeake, VA to Orlando, FL needs to be booked in addition.
No, there are no additional luggage options for the bus from Chesapeake, VA to Orlando, FL.
Unfortunately, pets are not allowed on the bus from Chesapeake, VA to Orlando, FL.
No, there are no USB plugs on board the bus from Chesapeake, VA to Orlando, FL.
No, there is no WiFi on board the bus 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.
We recommend using the flight as it is the most popular way to get from Chesapeake, VA to Orlando, FL among Omio's users.
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 bus stations
Popular bus stations from Chesapeake, VA to Orlando, FL
Chesapeake
Orlando
Orlando, N John Young Pkwy (Greyhound Bus Station)
information
Orlando, The Florida Mall
information
Most popular bus 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 buses to and from Orlando, FL and Chesapeake, VA
Most popular bus connections to Orlando, FL
The Omio App Makes Travel Planning Easy
We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.
