HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Orlando

$114+ Cheap flights from Williamsburg, VA to Orlando (ORL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORL
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Williamsburg to Orlando with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Williamsburg to Orlando

Cheapest flights from Williamsburg to Orlando
Explore the most affordable flight options available from Williamsburg to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.

This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:18 pm
PHF
-
MCO
1 stop4h 29m
American Airlines
Wed 3/256:00 am
MCO
-
PHF
1 stop4h 44m
American Airlines
Deal found 3/6$227
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2412:26 pm
PHF
-
MCO
2 stops9h 34m
American Airlines
Thu 3/265:00 am
MCO
-
PHF
1 stop5h 44m
American Airlines
Deal found 3/7$232
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:59 pm
PHF
-
MCO
1 stop4h 07m
American Airlines
Sat 9/128:05 pm
MCO
-
PHF
1 stop3h 56m
American Airlines
Deal found 3/9$261
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/207:55 pm
PHF
-
MCO
1 stop4h 39m
American Airlines
Tue 3/241:06 pm
MCO
-
PHF
1 stop5h 47m
American Airlines
Deal found 3/7$282
This American Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:18 pm
PHF
-
MCO
1 stop4h 29m
American Airlines
Sun 4/56:00 am
MCO
-
PHF
1 stop4h 35m
American Airlines
Deal found 3/5$293
This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:18 pm
PHF
-
MCO
1 stop3h 52m
American Airlines
Mon 9/216:35 am
MCO
-
PHF
1 stop4h 07m
American Airlines
Deal found 3/6$295
This American Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:55 pm
PHF
-
MCO
1 stop4h 39m
American Airlines
Thu 4/25:00 am
MCO
-
PHF
1 stop5h 44m
American Airlines
Deal found 3/8$297
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:12 pm
PHF
-
MCO
1 stop4h 12m
American Airlines
Tue 11/1711:20 am
MCO
-
PHF
2 stops8h 26m
American Airlines
Deal found 3/7$300
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/17:55 pm
PHF
-
MCO
1 stop4h 39m
American Airlines
Sun 4/56:00 am
MCO
-
PHF
1 stop4h 35m
American Airlines
Deal found 3/9$303
This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/297:55 pm
PHF
-
MCO
1 stop4h 39m
American Airlines
Tue 3/314:55 pm
MCO
-
PHF
1 stop6h 29m
American Airlines
Deal found 3/6$317
This American Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:55 pm
PHF
-
MCO
1 stop4h 39m
American Airlines
Wed 3/257:00 am
MCO
-
PHF
2 stops8h 14m
American Airlines
Deal found 3/6$322

Find flight deals from Williamsburg to Orlando

Keep the following information in mind while searching for Williamsburg to Orlando flight deals. Data was last updated March 10, 2026.

Round-trip from

$227
(American Airlines)

One-way from

$114
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$591
From Williamsburg to Orlando (ORL)
Search Deals
One-way flight from Williamsburg to Orlando (ORL)
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Williamsburg to Orlando that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 10, 2026.
Use the filters below to find and compare flights from Williamsburg to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Sun 3/29

7:55 pm-12:34 am

1 stop4h 39m

Orlando

Mon 3/30

7:52 pm-11:59 pm

1 stop4h 07m

$227

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Tue 3/31

7:18 pm-11:47 pm

1 stop4h 29m

Orlando

Sun 4/5

6:00 am-10:35 am

1 stop4h 35m

$293

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Wed 4/1

7:55 pm-12:34 am

1 stop4h 39m

Orlando

Sun 4/5

5:00 am-10:35 am

1 stop5h 35m

$293

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Tue 3/24

12:26 pm-10:00 pm

2 stops9h 34m

Orlando

Thu 3/26

6:00 am-3:14 pm

2 stops9h 14m

$327

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Thu 3/12

7:55 pm-12:34 am

1 stop4h 39m

Orlando

Tue 3/17

7:00 am-12:00 pm

1 stop5h 00m

$337

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Thu 3/26

7:55 pm-12:34 am

1 stop4h 39m

Orlando

Wed 4/1

5:00 am-10:44 am

1 stop5h 44m

$407

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Thu 3/26

7:55 pm-12:34 am

1 stop4h 39m

Orlando

Sat 3/28

6:00 am-10:55 am

1 stop4h 55m

$407

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Sun 3/22

7:55 pm-12:34 am

1 stop4h 39m

Orlando

Tue 3/24

8:44 am-4:11 pm

2 stops7h 27m

$412
Cheapest one-way

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Sat 4/4

7:55 pm-12:34 am

1 stop4h 39m

$114

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Tue 3/24

4:38 pm-11:47 pm

1 stop7h 09m

$114

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/4

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Best time to book a flight from Williamsburg to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Williamsburg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Williamsburg to Orlando

What is the cheapest month to book a flight from Williamsburg to Orlando?

Currently, September is the cheapest month in which you can book a flight from Williamsburg to Orlando (average of $42). Flying from Williamsburg to Orlando in December is currently the most expensive (average of $84). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from W11 to ORL?

Find hourly flight availability from Williamsburg to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 10, 2026.

One of the essential ways to save on airfare from Williamsburg to Orlando is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 37% on airfare.

What is the cheapest day to fly from Williamsburg to Orlando?

Use this chart to determine the cheapest time to fly round-trip from Williamsburg to Orlando. Price data was last updated on February 21, 2026.

Travelers seeking maximum savings on their Williamsburg to Orlando flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Williamsburg to Orlando?

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Orlando. Reviews last updated March 10, 2026.
Read reviews from past customers who have flown American Airlines from Williamsburg to Orlando. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,414 reviews

Boarding

7.5

Food

6.4

Overall

7.1

Comfort

7.2

Entertainment

6.9

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.1
Good
11,414 reviews
American Airlines
7.1
Good
11,414 reviews

Boarding

7.5

Food

6.4

Overall

7.1

Comfort

7.2

Entertainment

6.9

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Williamsburg to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Williamsburg to Orlando?

    For as low as $227, American Airlines can have you in Orlando from Williamsburg in 4h 39m. The distance between Williamsburg and Orlando is about 662 mi.

  • What are the most reliable airlines from Williamsburg to Orlando?

    Consider Azul (76%), Southwest (67%) or JetBlue (66%) when booking your flight. These represent the most reliable airlines when flying from Williamsburg to Orlando.

  • What are the cheapest flights from Williamsburg to Orlando?

    While on average a flight from Williamsburg to Orlando is generally $226, our data shows the cheapest flight currently is $30. When looking at the most popular route, (Newport News Intl - Orlando), you can expect to pay $227 for that flight.

  • Can I find deals for flights from Williamsburg to Orlando that include hotel bookings?

    Yes. In addition to deals on Williamsburg to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Williamsburg to Orlando?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Williamsburg to Orlando.

  • Can I find deals for business class flights from Williamsburg to Orlando?

    Yes. Cheapflights offers flight deals from Williamsburg to Orlando by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Williamsburg to Orlando?

    Currently, September is the cheapest month in which you can book a flight from Williamsburg to Orlando (average of $42). Flying from Williamsburg to Orlando in December is currently the most expensive (average of $84). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Williamsburg to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Miami flights
Reagan-National to Miami flights
Dulles Intl to Orlando flights
Dulles Intl to Fort Lauderdale flights
Reagan-National to Orlando flights
Reagan-National to Fort Lauderdale flights
Raleigh to Miami flights
Dulles Intl to Tampa flights
Reagan-National to Tampa flights
Reagan-National to West Palm Beach flights
Raleigh to Fort Lauderdale flights
Raleigh to Orlando flights
Dulles Intl to West Palm Beach flights
Richmond to Orlando flights
Raleigh to Tampa flights
Richmond to Fort Lauderdale flights
Dulles Intl to Fort Myers flights
Reagan-National to Fort Myers flights
Reagan-National to Sarasota flights
Richmond to Miami flights
Dulles Intl to Sarasota flights
Reagan-National to Jacksonville flights
Dulles Intl to Key West flights
Dulles Intl to Jacksonville flights
Raleigh to West Palm Beach flights
Norfolk to Orlando flights
Norfolk to Miami flights
Norfolk to Tampa flights
Dulles Intl to Pensacola flights
Norfolk to Fort Lauderdale flights
Reagan-National to Pensacola flights
Reagan-National to Key West flights
Richmond to Tampa flights
Greensboro to Miami flights
Dulles Intl to Panama City flights
Reagan-National to Valparaiso flights
Raleigh to Fort Myers flights
Reagan-National to Panama City flights
Dulles Intl to Valparaiso flights
Dulles Intl to Daytona Beach flights
Greensboro to Tampa flights
Raleigh to Key West flights
Roanoke to Orlando flights
Richmond to Key West flights
Greensboro to Fort Lauderdale flights
Greensboro to Orlando flights
Raleigh to Pensacola flights
Greensboro to Sarasota flights
Reagan-National to Melbourne flights
Reagan-National to Daytona Beach flights

Top 9 airlines flying from Williamsburg to Orlando

Discover the top 9 airlines that operate flights from Williamsburg to Orlando. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$41Average$127FlexibilityNo cancel feeOn-time65%
FrontierCheapest$58Average$142FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$81Average$165FlexibilityNo cancel feeOn-time88%
DeltaCheapest$88Average$312FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$90Average$217FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$99Average$293FlexibilityNo cancel feeOn-time63%
Breeze AirwaysCheapest$100Average$219FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$138Average$476FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$162Average$394FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.