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$129+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORL
nov. 22 — nov. 291
sáb. 11/22
sáb. 11/29
1 adult, Economy
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Cheap flight deals from Williamsburg to Orlando

Keep the following information in mind while searching for Williamsburg to Orlando flight deals. Data was last updated octubre 23, 2025.

Round-trip from

$167
(American Airlines)

One-way from

$129
(American Airlines)

Popular in

November

Cheapest in

July

Average price

$571
From Williamsburg to Orlando (ORL)
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One-way flight from Williamsburg to Orlando (ORL)
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Highest demand for flights based on searches. 30% potential increase in price ($152 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 octubre 23, 2025.

This American Airlines deal was found by Cheapflights users on 10/20. 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.
dom. 11/98:12 pmPHF - MCO
1 stop4h 12mAmerican Airlines
sáb. 11/155:00 amMCO - PHF
1 stop5h 53mAmerican Airlines
Deal found 10/20$167
This American Airlines deal was found by Cheapflights users on 10/21. 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.
dom. 11/28:12 pmPHF - MCO
1 stop4h 12mAmerican Airlines
vie. 11/75:00 amMCO - PHF
1 stop5h 43mAmerican Airlines
Deal found 10/21$217
This KAYAK deal was found by Cheapflights users on 10/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/104:26 pmPHF - MCO
1 stop7h 16mAmerican Airlines
vie. 11/145:00 amMCO - PHF
1 stop5h 43mAmerican Airlines
Deal found 10/21$237
This American Airlines deal was found by Cheapflights users on 10/21. 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.
lun. 10/277:59 pmPHF - MCO
1 stop4h 09mAmerican Airlines
mar. 11/46:00 amMCO - PHF
1 stop4h 43mAmerican Airlines
Deal found 10/21$252
This American Airlines deal was found by Cheapflights users on 10/22. 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.
vie. 10/315:00 pmPHF - MCO
1 stop5h 02mAmerican Airlines
lun. 11/36:46 pmMCO - PHF
1 stop4h 19mAmerican Airlines
Deal found 10/22$267
This American Airlines deal was found by Cheapflights users on 10/21. 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.
jue. 10/305:00 pmPHF - MCO
1 stop6h 29mAmerican Airlines
mar. 11/46:00 amMCO - PHF
1 stop4h 43mAmerican Airlines
Deal found 10/21$287
This American Airlines deal was found by Cheapflights users on 10/21. 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.
sáb. 10/257:59 pmPHF - MCO
1 stop4h 09mAmerican Airlines
mar. 10/2811:48 amMCO - PHF
1 stop4h 14mAmerican Airlines
Deal found 10/21$302

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 octubre 23, 2025.
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

dom. 11/9

8:12 pm-12:24 am

1 stop4h 12m

Orlando

sáb. 11/15

5:00 am-10:53 am

1 stop5h 53m

$167

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

dom. 11/2

8:12 pm-12:24 am

1 stop4h 12m

Orlando

vie. 11/7

5:00 am-10:43 am

1 stop5h 43m

$217

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

lun. 11/10

4:26 pm-11:42 pm

1 stop7h 16m

Orlando

vie. 11/14

5:00 am-10:43 am

1 stop5h 43m

$237

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

vie. 12/5

7:16 pm-11:44 pm

1 stop4h 28m

Orlando

mié. 12/10

6:00 am-10:57 am

1 stop4h 57m

$362

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

vie. 11/7

7:16 pm-11:42 pm

1 stop4h 26m

Orlando

mar. 11/11

6:00 am-3:22 pm

2 stops9h 22m

$367

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

mar. 3/17

8:06 pm-12:12 am

1 stop4h 06m

Orlando

jue. 3/19

9:10 am-2:23 pm

1 stop5h 13m

$368

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

jue. 11/6

3:46 pm-11:59 pm

2 stops8h 13m

Orlando

mar. 11/11

6:00 am-3:22 pm

2 stops9h 22m

$372

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

mié. 10/29

7:14 pm-11:29 pm

1 stop4h 15m

$129

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

sáb. 3/7

8:15 pm-12:04 am

1 stop3h 49m

$154

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

mié. 11/26

8:12 pm-12:28 am

1 stop4h 16m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

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 $40). Flying from Williamsburg to Orlando in December is currently the most expensive (average of $86). 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 octubre 23, 2025.

One of the essential ways to save on airfare from Williamsburg to Orlando is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 38% 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 October 19, 2025.

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

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 octubre 23, 2025.
Read reviews from past customers who have flown American Airlines and Spirit 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
11,033 reviews

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
American Airlines
7.2
Good
11,033 reviews
American Airlines
7.2
Good
11,033 reviews

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
Spirit Airlines
6.3
Okay
8,104 reviews
American Airlines
7.2
Good
11,033 reviews

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

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 12m. The distance between Williamsburg and Orlando is about 662 mi.

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

    Consider Southwest (84%), JetBlue (72%) or Azul (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 $179, 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 $243 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 $40). Flying from Williamsburg to Orlando in December is currently the most expensive (average of $86). 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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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 octubre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$45Average$170FlexibilityNo cancel feeOn-time65%
FrontierCheapest$78Average$161FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$81Average$137FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$101Average$218FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$106Average$309FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$117Average$269FlexibilityNo cancel feeOn-time62%
DeltaCheapest$134Average$352FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$166Average$398FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$205Average$414FlexibilityNo cancel feeOn-time69%

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