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$115+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORL
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
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 November 24, 2025.

Round-trip from

$159
(American Airlines)

One-way from

$115
(American Airlines)

Popular in

November

Cheapest in

July

Average price

$795
From Williamsburg to Orlando (ORL)
Search Deals
One-way flight from Williamsburg to Orlando (ORL)
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Highest demand for flights based on searches. 33% potential increase in price ($175 potential increase over avg. RT price).
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Cheapest flight prices on average. 13% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 24, 2025.

This American Airlines deal was found by Cheapflights users on 11/23. 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 12/78:10 pmPHF - MCO
1 stop4h 16mAmerican Airlines
Thu 12/116:38 pmMCO - PHF
1 stop5h 21mAmerican Airlines
Deal found 11/23$159
This American Airlines deal was found by Cheapflights users on 11/22. 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.
Wed 12/311:26 amPHF - MCO
2 stops10h 24mAmerican Airlines
Sat 12/66:01 amMCO - PHF
1 stop4h 59mAmerican Airlines
Deal found 11/22$193
This American Airlines deal was found by Cheapflights users on 11/23. 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.
Sat 12/611:25 amPHF - MCO
1 stop6h 17mAmerican Airlines
Fri 12/125:00 amMCO - PHF
1 stop5h 57mAmerican Airlines
Deal found 11/23$278
This American Airlines deal was found by Cheapflights users on 11/22. 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 11/228:12 pmPHF - MCO
1 stop4h 16mAmerican Airlines
Sun 11/238:05 amMCO - PHF
1 stop7h 11mAmerican Airlines
Deal found 11/22$337
This American Airlines deal was found by Cheapflights users on 11/23. 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 12/245:00 amPHF - MCO
1 stop4h 40mAmerican Airlines
Fri 12/267:03 pmMCO - PHF
1 stop4h 56mAmerican Airlines
Deal found 11/23$389
This American Airlines deal was found by Cheapflights users on 11/22. 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 12/228:03 pmPHF - MCO
1 stop4h 26mAmerican Airlines
Mon 12/292:04 pmMCO - PHF
1 stop5h 29mAmerican Airlines
Deal found 11/22$402

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 November 24, 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

Sun 12/7

8:10 pm-12:26 am

1 stop4h 16m

Orlando

Thu 12/11

7:40 pm-11:59 pm

1 stop4h 19m

$159

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Tue 1/27

7:28 am-1:12 pm

1 stop5h 44m

Orlando

Thu 1/29

5:00 am-11:17 am

1 stop6h 17m

$159

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Tue 2/3

11:42 am-7:02 pm

1 stop7h 20m

Orlando

Thu 2/5

5:00 am-11:17 am

1 stop6h 17m

$159

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Mon 2/9

4:26 pm-11:45 pm

1 stop7h 19m

Orlando

Thu 2/12

6:00 am-10:43 am

1 stop4h 43m

$159

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Wed 1/28

4:26 pm-11:54 pm

2 stops7h 28m

Orlando

Sat 1/31

7:00 am-11:17 am

1 stop4h 17m

$164

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Tue 1/20

3:51 pm-11:59 pm

2 stops8h 08m

Orlando

Thu 1/22

5:00 am-11:17 am

1 stop6h 17m

$164

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Tue 3/3

4:38 pm-9:00 pm

1 stop4h 22m

$115

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Wed 3/4

12:26 pm-7:36 pm

1 stop7h 10m

$115

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Thu 1/15

7:16 pm-11:45 pm

1 stop4h 29m

$195

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Fri 1/16

7:16 pm-11:45 pm

1 stop4h 29m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

Showing 1-10 of 12 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 $42). Flying from Williamsburg to Orlando in June is currently the most expensive (average of $83). 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 November 24, 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 November 2, 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. Tuesday at noon 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 November 24, 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
11,043 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

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
11,043 reviews
American Airlines
7.2
Good
11,043 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

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
8,159 reviews
American Airlines
7.2
Good
11,043 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

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 $159, American Airlines can have you in Orlando from Williamsburg in 4h 16m. The distance between Williamsburg and Orlando is about 662 mi.

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

    Consider Spirit Airlines (84%), JetBlue (82%) or Southwest (80%) 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 $171, our data shows the cheapest flight currently is $39. When looking at the most popular route, (Newport News Intl - Orlando), you can expect to pay $167 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 June is currently the most expensive (average of $83). 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 November 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$172FlexibilityNo cancel feeOn-time65%
FrontierCheapest$78Average$161FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$81Average$133FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$103Average$309FlexibilityNo cancel feeOn-time63%
Breeze AirwaysCheapest$109Average$219FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$117Average$256FlexibilityNo cancel feeOn-time62%
DeltaCheapest$134Average$345FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$166Average$400FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$205Average$432FlexibilityNo cancel feeOn-time69%

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