Journey information
Overview: Chesapeake, VA to Orlando, FL flight
Flights from Chesapeake, VA to Orlando, FL depart on average 33 times per day, taking around 2h 6m. Cheap flight tickets for this journey start at $34 (€27) if you book in advance.
There are 1 flights per day. The earliest flight runs at 05:00, the last at 20:22. The fastest flight covers the 644 miles (1037 km) distance in 2h 12m. April is the cheapest month to fly.
Distance 644 miles (1037 km) |
Average flight duration 2h 6m |
Cheapest ticket price $34 (€27) |
Flights per day 33 |
Direct flights 1 |
Fastest flight 2h 12m |
Cheapest month April |
First flight 05:00 |
Last flight 20:22 |
The cheapest and fastest flights from Chesapeake, VA to Orlando, FL
Cheapest price
$232
Average price
$232
Fastest journey
4 h 23 m
Average duration
4 h 23 m
Flights per day
1
Distance
1037 km
The best way to find a cheap flight 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 $232 if you buy it on the day, but the cheapest tickets can be found for only $232.
Of the 1 flights that leave Chesapeake, VA for Orlando, FL onFri, Mar 06, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Mar 06 the direct flights cover the 1037 km distance in an average of 4 h 23 m but if you time it right, some flights will get you there in just 4 h 23 m .
On Fri, Mar 06 the longest flights will take 4 h 23 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


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 $34. 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 $34, and a bus costs an average of $131.
Distance: 644 miles (1037 km)
Compare flight with
Most popular Flight | Train | Bus |
|---|---|---|
$115 Average price Cheapest | $205 Average price | $224 Average price |
5h 6m Average total duration Fastest 2h 6m Onboard + 3h 0m Additional time* | 20h 37m Average total duration 20h 7m Onboard + 30m Additional time* | 41h 8m Average total duration 40h 38m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Chesapeake, VA to Orlando, FL flight times
The table below shows live departures for Chesapeake, VA to Orlando, FL flights for tomorrow, Thursday, March 5. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:31 AM Chesapeake, VA | 4h23 | 4:54 AM Orlando, FL | 0 transfersDirect | |
This is the last flight 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.
Mar 05
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Mar 11
Why should you book Chesapeake, VA to Orlando, FL flights with Omio?
Why book with Omio vs Spirit Airlines?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Spirit Airlines with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Chesapeake, VA to Orlando, FL.
Why book with Omio over Edreams or Kayak?
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Chesapeake, VA to Orlando, FL.
Airlines: Spirit Airlines from Chesapeake, VA to Orlando, FLFind the best flights between Chesapeake, VA to Orlando, FL with Omio's travel partners Spirit Airlines from $34 (€27). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Spirit Airlines
FAQs: Chesapeake, VA to Orlando, FL Flight
Find answers to the most common questions about traveling from Chesapeake, VA 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.

- Mickey's Not-So-Scary Halloween Party, a family-friendly Halloween celebration at Magic Kingdom
- Epcot International Food & Wine Festival, a culinary event featuring global cuisine and beverages
- Orlando International Fringe Theatre Festival, an annual arts festival showcasing diverse performances
- Universal's Holiday Parade featuring Macy's, a festive parade with giant balloons and holiday-themed floats.
- Memorial Day, warm weather and the start of summer activities
- Independence Day, fireworks and patriotic celebrations
- Labor Day, a long weekend marking the end of summer with various outdoor events.
popular airports
Popular airports from Chesapeake, VA to Orlando, FL
- Free Wi-Fi available throughout the airport.
- Shops in all terminals, including Duty-Free and Hudson News.
- Parking available in garages A, B, and C, approximately 1.9€ ($2) per 20 minutes.
- Restaurants in all terminals, including fast food and sit-down options like McDold's and Outback Steakhouse
- Available outside the terminal.
- Ramps, assistance
- Available throughout the airport.
- Hyatt Regency located within the airport.
- Showers available in some lounges.
- Lounges available, including Delta Sky Club and United Club.
- Lost and Found located in the Main terminal, Level 3.
- Car rental services available on-site, including Avis and Hertz
- Lynx Bus 11, 42, 51, stop at terminal A/B, 45 minutes to city center
- Free Wi-Fi available throughout the airport.
- Shops available, located in the terminal, includes Hudson News and gift shops.
- Parking available with rates starting at approximately 1.42€ ($1.50) per hour.
- Restaurants available; located in the terminal, options include fast food and sit-down dining like Cheeburger Cheeburger and Cinbon.
- Available outside the terminal.
- Elevators, ramps
- Available throughout the airport.
- Hotels nearby, within walking distance, Best Western Plus Sanford Airport/Lake Mary Hotel.
- Lounge available, Royal Palm Lounge.
- Lost and Found located in the terminal.
- Car rental services available; companies like Avis, Budget, and Enterprise.
- Bus line 46E, Sanford SunRail Station, 27 miles
More options for your journey from Chesapeake, VA to Orlando, FL
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