$318+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORL
Sep 6 — Sep 131
Round-trip
1 adult, Economy
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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
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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
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Cheapest flights from Williamsburg to OrlandoExplore 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 August 7, 2026.
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 August 7, 2026.
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/104:25 pm -
1 stop6h 47m
Tue 9/156:00 am -
1 stop6h 01m
Deal found 8/2![American Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/36:59 pm -
1 stop4h 15m
Sat 9/128:03 am -
1 stop3h 58m
Deal found 8/2![American Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Wed 9/164:25 pm -
1 stop4h 38m
Wed 9/236:00 am -
1 stop6h 01m
Deal found 8/6![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 8/2. 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 10/94:33 pm -
1 stop6h 12m
Mon 10/125:30 pm -
1 stop6h 53m
Deal found 8/2![American Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 8/3. 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 8/1512:36 pm -
1 stop6h 49m
Tue 8/184:21 pm -
1 stop7h 11m
Deal found 8/3![American Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Wed 9/164:25 pm -
1 stop6h 47m
Thu 9/2411:07 am -
1 stop4h 30m
Deal found 8/6![American Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Wed 9/166:00 am -
2 stops8h 59m
Sat 9/196:53 pm -
1 stop4h 30m
Deal found 8/6![American Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 8/6. 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 9/177:16 pm -
1 stop3h 56m
Fri 9/258:03 am -
1 stop3h 58m
Deal found 8/6![American Airlines logo]()
$573
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Sat 9/53:41 pm -
1 stop4h 22m
Fri 9/118:03 am -
1 stop3h 58m
Deal found 8/7![American Airlines logo]()
$581
Best flights from Williamsburg to OrlandoDiscover carefully curated flight deals from Williamsburg to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
Discover carefully curated flight deals from Williamsburg to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/104:25 pm -
1 stop6h 47m
Tue 9/156:00 am -
1 stop6h 01m
Deal found 8/4![American Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/36:59 pm -
1 stop4h 15m
Sat 9/128:03 am -
1 stop3h 58m
Deal found 8/4![American Airlines logo]()
$437
This KAYAK deal was found by Cheapflights users on 8/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:16 pm -
1 stop3h 56m
Sun 9/206:00 am -
1 stop4h 33m
Deal found 8/6![American Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Fri 9/184:25 pm -
1 stop4h 38m
Sat 9/196:53 pm -
1 stop4h 30m
Deal found 8/6![American Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 8/6. 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 9/194:25 pm -
1 stop6h 47m
Wed 9/231:00 pm -
2 stops10h 23m
Deal found 8/6![American Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Fri 9/412:36 pm -
1 stop6h 49m
Mon 9/75:36 pm -
1 stop5h 56m
Deal found 8/6![American Airlines logo]()
$592
This American Airlines deal was found by Cheapflights users on 8/2. 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 10/1011:15 am -
2 stops9h 42m
Mon 10/127:30 pm -
1 stop4h 53m
Deal found 8/2![American Airlines logo]()
$611
Last-minute flights from Williamsburg to OrlandoDiscover last-minute flight deals from Williamsburg to Orlando. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Williamsburg to Orlando. Data last updated August 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/3. 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 8/1512:36 pm -
1 stop6h 49m
Tue 8/184:21 pm -
1 stop7h 11m
Deal found 8/3![American Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/36:59 pm -
1 stop4h 15m
Sat 9/128:03 am -
1 stop3h 58m
Deal found 8/2![American Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Fri 9/412:36 pm -
1 stop6h 49m
Mon 9/75:36 pm -
1 stop5h 56m
Deal found 8/6![American Airlines logo]()
$592
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Sat 9/53:41 pm -
1 stop4h 22m
Fri 9/118:03 am -
1 stop3h 58m
Deal found 8/7![American Airlines logo]()
$581
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/104:25 pm -
1 stop6h 47m
Tue 9/156:00 am -
1 stop6h 01m
Deal found 8/2![American Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Wed 9/164:25 pm -
1 stop4h 38m
Wed 9/236:00 am -
1 stop6h 01m
Deal found 8/6![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Wed 9/164:25 pm -
1 stop5h 32m
Mon 9/216:53 pm -
1 stop4h 30m
Deal found 8/6![American Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 8/6. 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 9/174:25 pm -
1 stop6h 47m
Mon 9/216:53 pm -
1 stop4h 30m
Deal found 8/6![American Airlines logo]()
$573
One-way flights from Williamsburg to OrlandoSearch for one-way flight options from Williamsburg to Orlando. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
Search for one-way flight options from Williamsburg to Orlando. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This American Airlines deal was found by Cheapflights users on 8/4. 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 8/214:32 pm -
1 stop6h 42m
Deal found 8/4![American Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 8/2. 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 8/124:32 pm -
1 stop6h 42m
Deal found 8/2![American Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 8/4. 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 8/286:07 am -
2 stops17h 34m
Deal found 8/4![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Fri 10/234:33 pm -
2 stops15h 29m
Deal found 8/6![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/44:32 pm -
1 stop6h 42m
Deal found 8/7![American Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 8/3. 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 8/237:54 pm -
2 stops14h 51m
Deal found 8/3![American Airlines logo]()
$416
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 August 7, 2026.
Round-trip from | $391 (American Airlines) |
|---|---|
One-way from | $318 (American Airlines) |
Popular in | October |
Cheapest in | February |
Average price | $256 |
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 August 7, 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
Cheapest round-trip
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Thu 9/10
4:25 pm-11:12 pm
1 stop6h 47m
Orlando
Tue 9/15
6:00 am-12:01 pm
1 stop6h 01m
$391
Quickest round-trip
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Thu 9/3
6:59 pm-11:14 pm
1 stop4h 15m
Orlando
Sat 9/12
8:03 am-12:01 pm
1 stop3h 58m
$437
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Sat 9/12
7:16 pm-11:12 pm
1 stop3h 56m
Orlando
Sun 9/20
6:00 am-10:33 am
1 stop4h 33m
$527
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Fri 9/18
4:25 pm-9:03 pm
1 stop4h 38m
Orlando
Sat 9/19
6:53 pm-11:23 pm
1 stop4h 30m
$527
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Sat 9/19
4:25 pm-11:12 pm
1 stop6h 47m
Orlando
Wed 9/23
1:00 pm-11:23 pm
2 stops10h 23m
$565
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Fri 9/4
12:36 pm-7:25 pm
1 stop6h 49m
Orlando
Mon 9/7
5:36 pm-11:32 pm
1 stop5h 56m
$592
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Sat 10/10
11:15 am-8:57 pm
2 stops9h 42m
Orlando
Mon 10/12
7:30 pm-12:23 am
1 stop4h 53m
$611
Cheapest one-way
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Sun 8/30
11:14 am-5:45 pm
1 stop6h 31m
$318
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Fri 8/21
6:59 pm-11:14 pm
1 stop4h 15m
$318
Quickest one-way
Newport NewsOrlando
PHF Newport News Intl - MCO Orlando
PHFMCO
Newport News Intl
Sun 8/23
5:05 am-9:10 am
1 stop4h 05m
$318
Showing 1-10 of 14 resultsSorted by cheapest first
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.
PHF-MCO
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
W11-ORL
PHF-MCO
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 August 7, 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 40% 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 August 1, 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.
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 August 7, 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.
Overall
7.1
Boarding
7.5
Crew
7.9
Food
6.4
Entertainment
6.8
Comfort
7.2
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Overall
7.1
Boarding
7.5
Crew
7.9
Food
6.4
Entertainment
6.8
Comfort
7.2
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
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.
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Alternative routes for Williamsburg to Orlando
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Complete your trip
Complete your trip to Orlando by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Williamsburg to Orlando by cabin class
Find flights from Williamsburg to Orlando, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 7, 2026.
Williamsburg and Orlando flights
Browse other Williamsburg and Orlando flight options. Last updated on August 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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Consider these flights traveling from Williamsburg to Orlando.
Top 8 airlines flying from Williamsburg to Orlando
Discover the top 8 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 August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$156 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$289 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$98 | Average$210 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$100 | Average$316 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$109 | Average$223 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$248 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$428 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$196 | Average$558 | FlexibilityNo cancel fee | On-time69% |