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$80+ 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
Feb 22 — Mar 11
Sun 2/22
Sun 3/1
1 adult, Economy
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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 January 23, 2026.

This American Airlines deal was found by Cheapflights users on 1/23. 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 2/84:26 pm
PHF
-
MCO
1 stop4h 43m
American Airlines
Thu 2/126:00 am
MCO
-
PHF
1 stop4h 44m
American Airlines
Deal found 1/23$167
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/94:26 pm
PHF
-
MCO
1 stop7h 19m
American Airlines
Tue 2/107:00 am
MCO
-
PHF
2 stops8h 26m
American Airlines
Deal found 1/21$172
This American Airlines deal was found by Cheapflights users on 1/21. 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 1/317:21 pm
PHF
-
MCO
1 stop4h 37m
American Airlines
Tue 2/32:05 pm
MCO
-
PHF
1 stop4h 46m
American Airlines
Deal found 1/21$217
This American Airlines deal was found by Cheapflights users on 1/22. 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 2/267:55 pm
PHF
-
MCO
1 stop4h 37m
American Airlines
Wed 3/46:00 am
MCO
-
PHF
1 stop6h 00m
American Airlines
Deal found 1/22$249
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/74:26 pm
PHF
-
MCO
1 stop4h 40m
American Airlines
Tue 2/106:00 am
MCO
-
PHF
2 stops9h 26m
American Airlines
Deal found 1/21$262
This American Airlines deal was found by Cheapflights users on 1/22. 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 1/267:16 pm
PHF
-
MCO
1 stop4h 29m
American Airlines
Thu 1/297:00 am
MCO
-
PHF
1 stop4h 17m
American Airlines
Deal found 1/22$272
This American Airlines deal was found by Cheapflights users on 1/22. 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 1/247:21 pm
PHF
-
MCO
1 stop4h 37m
American Airlines
Fri 1/305:00 am
MCO
-
PHF
1 stop6h 17m
American Airlines
Deal found 1/22$277
This American Airlines deal was found by Cheapflights users on 1/23. 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 1/284:26 pm
PHF
-
MCO
2 stops7h 28m
American Airlines
Sat 1/317:00 am
MCO
-
PHF
1 stop4h 17m
American Airlines
Deal found 1/23$278

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 January 23, 2026.

Round-trip from

$167
(American Airlines)

One-way from

$80
(American Airlines)

Popular in

October

Cheapest in

July

Average price

$226
From Williamsburg to Orlando (ORL)
Search Deals
One-way flight from Williamsburg to Orlando (ORL)
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 23, 2026.
Use the filters below to find and compare flights from Williamsburg to Orlando that are best for you.

Fly from

Williamsburg

Fly to

Orlando

Route

Depart

Return

Price

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Sun 2/8

7:16 pm-11:45 pm

1 stop4h 29m

Orlando

Thu 2/12

6:00 am-10:44 am

1 stop4h 44m

$167

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Mon 2/9

4:26 pm-9:09 pm

1 stop4h 43m

Orlando

Tue 2/10

8:00 am-3:26 pm

2 stops7h 26m

$172

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Mon 2/2

7:16 pm-11:45 pm

1 stop4h 29m

Orlando

Wed 2/4

9:03 am-3:26 pm

1 stop6h 23m

$217

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Thu 2/26

7:55 pm-12:32 am

1 stop4h 37m

Orlando

Wed 3/4

6:00 am-12:00 pm

1 stop6h 00m

$249

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Tue 2/3

7:28 am-5:35 pm

2 stops10h 07m

Orlando

Tue 2/10

9:07 am-6:51 pm

2 stops9h 44m

$293

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Sat 2/7

4:26 pm-9:06 pm

1 stop4h 40m

Orlando

Tue 2/10

1:05 pm-6:51 pm

1 stop5h 46m

$367

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Wed 6/10

8:00 pm-12:10 am

1 stop4h 10m

Orlando

Sun 6/14

7:31 pm-12:25 am

1 stop4h 54m

$400

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Fri 1/30

7:16 pm-11:45 pm

1 stop4h 29m

$109

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Sat 3/28

7:55 pm-12:34 am

1 stop4h 39m

$146

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Thu 2/19

3:41 pm-9:59 pm

1 stop6h 18m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 13 results
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 $43). 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 January 23, 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 34% 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 January 17, 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.

Weekly flight availability from Williamsburg to Orlando

Explore weekly flight availability from Williamsburg to Orlando. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 23, 2026.

The most flights from W11 to ORL are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

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 January 23, 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
7.2
Good
11,193 reviews

Entertainment

6.9

Crew

8.0

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

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
7.2
Good
11,193 reviews
American Airlines
7.2
Good
11,193 reviews

Entertainment

6.9

Crew

8.0

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

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 $167, American Airlines can have you in Orlando from Williamsburg in 4h 29m. The distance between Williamsburg and Orlando is about 662 mi.

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

    Consider Azul (83%), JetBlue (83%) or Southwest (72%) 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 $236, our data shows the cheapest flight currently is $40. When looking at the most popular route, (Newport News Intl - Orlando), you can expect to pay $172 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 $43). 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

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See prices for flight routes from nearby airports that may be better suited for you.
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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 January 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$41Average$147FlexibilityNo cancel feeOn-time65%
FrontierCheapest$58Average$158FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$78Average$166FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$90Average$225FlexibilityNo cancel feeOn-time62%
DeltaCheapest$98Average$349FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$100Average$222FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$104Average$295FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$138Average$437FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$163Average$397FlexibilityNo cancel feeOn-time71%

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