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$186+ Cheap flights from Williamsburg, VA to Orlando (MCO)

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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Jul 20 — Jul 271
Mon 7/20
Mon 7/27
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 June 20, 2026.

This American Airlines deal was found by Cheapflights users on 6/15. 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 7/15:05 am
PHF
-
MCO
1 stop4h 01m
American Airlines
Sat 8/86:00 am
MCO
-
PHF
1 stop6h 09m
American Airlines
Deal found 6/15$247
This American Airlines deal was found by Cheapflights users on 6/15. 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 9/187:16 pm
PHF
-
MCO
1 stop3h 56m
American Airlines
Mon 9/287:00 am
MCO
-
PHF
1 stop5h 01m
American Airlines
Deal found 6/15$309
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/95:01 am
PHF
-
MCO
1 stop4h 12m
American Airlines
Tue 7/148:00 am
MCO
-
PHF
1 stop6h 45m
American Airlines
Deal found 6/16$337
This American Airlines deal was found by Cheapflights users on 6/19. 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 7/208:06 pm
PHF
-
MCO
1 stop4h 11m
American Airlines
Thu 7/306:15 am
MCO
-
PHF
1 stop4h 32m
American Airlines
Deal found 6/19$345
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/268:06 pm
PHF
-
MCO
1 stop4h 11m
American Airlines
Sat 8/17:50 pm
MCO
-
PHF
1 stop4h 09m
American Airlines
Deal found 6/15$362
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/75:01 am
PHF
-
MCO
1 stop4h 12m
American Airlines
Sat 7/116:15 am
MCO
-
PHF
1 stop4h 32m
American Airlines
Deal found 6/16$367
This American Airlines deal was found by Cheapflights users on 6/19. 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 7/165:01 am
PHF
-
MCO
1 stop4h 12m
American Airlines
Mon 7/205:00 am
MCO
-
PHF
1 stop5h 47m
American Airlines
Deal found 6/19$382
This American Airlines deal was found by Cheapflights users on 6/19. 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 9/114:25 pm
PHF
-
MCO
1 stop5h 27m
American Airlines
Sun 9/137:39 pm
MCO
-
PHF
1 stop4h 46m
American Airlines
Deal found 6/19$385
This American Airlines deal was found by Cheapflights users on 6/17. 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 7/248:06 pm
PHF
-
MCO
1 stop4h 11m
American Airlines
Sat 8/15:00 am
MCO
-
PHF
1 stop5h 47m
American Airlines
Deal found 6/17$391
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/145:01 am
PHF
-
MCO
1 stop4h 12m
American Airlines
Sun 7/195:00 am
MCO
-
PHF
1 stop5h 47m
American Airlines
Deal found 6/15$403
This American Airlines deal was found by Cheapflights users on 6/16. 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 7/95:01 am
PHF
-
MCO
1 stop4h 12m
American Airlines
Sun 7/125:00 am
MCO
-
PHF
1 stop5h 47m
American Airlines
Deal found 6/16$413
This American Airlines deal was found by Cheapflights users on 6/18. 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
PHF
-
MCO
1 stop4h 15m
American Airlines
Sat 9/126:00 am
MCO
-
PHF
1 stop6h 01m
American Airlines
Deal found 6/18$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 June 20, 2026.

Round-trip from

$247
(American Airlines)

One-way from

$186
(American Airlines)

Popular in

May

Cheapest in

January

Average price

$253
From Williamsburg to Orlando
Search Deals
One-way flight from Williamsburg to Orlando
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($116 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 20, 2026.
Use the filters below to find and compare flights from Williamsburg to Orlando Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Wed 7/1

5:05 am-9:06 am

1 stop4h 01m

Orlando

Thu 8/6

6:00 am-12:09 pm

1 stop6h 09m

$247

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Wed 7/1

5:05 am-9:06 am

1 stop4h 01m

Orlando

Sat 8/8

6:00 am-12:09 pm

1 stop6h 09m

$247

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Wed 7/1

5:05 am-9:06 am

1 stop4h 01m

Orlando

Tue 7/21

5:00 am-10:47 am

1 stop5h 47m

$247

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Thu 7/16

8:06 pm-12:17 am

1 stop4h 11m

Orlando

Mon 7/20

5:35 pm-11:59 pm

1 stop6h 24m

$247

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Thu 9/3

6:59 pm-11:14 pm

1 stop4h 15m

Orlando

Sat 9/12

6:00 am-12:01 pm

1 stop6h 01m

$345
Quickest round-trip

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Fri 10/23

8:14 pm-12:08 am

1 stop3h 54m

Orlando

Mon 10/26

5:00 am-10:46 am

1 stop5h 46m

$382

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Fri 9/11

4:25 pm-9:52 pm

1 stop5h 27m

Orlando

Sun 9/13

7:39 pm-12:25 am

1 stop4h 46m

$385

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Sat 7/25

3:10 pm-9:00 pm

1 stop5h 50m

Orlando

Sun 8/2

7:34 pm-11:59 pm

1 stop4h 25m

$469

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Sat 7/25

3:10 pm-8:01 pm

1 stop4h 51m

Orlando

Fri 7/31

5:00 am-10:47 am

1 stop5h 47m

$469

Newport NewsOrlando

PHF - MCO

PHFMCO

Newport News Intl

Fri 7/24

8:06 pm-12:17 am

1 stop4h 11m

Orlando

Sun 8/2

8:00 am-2:45 pm

1 stop6h 45m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/19

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 Airport

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

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 June 20, 2026.

A simple way to save on the total cost of your ticket is to fly from Williamsburg to Orlando Airport in the evening. If you’re flexible enough to do this you can expect to save up to 26% on your trip compared to booking a flight at noon.

Weekly flight availability from Williamsburg to Orlando Airport

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 June 20, 2026.

The most flights from W11 to MCO are scheduled on a Monday (5 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 on average).

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

Use this chart to determine the cheapest time to fly round-trip from Williamsburg to Orlando. Price data was last updated on June 13, 2026.

Travelers seeking maximum savings on their Williamsburg to Orlando Airport flight should consider departing on Wednesday at noon when fares are most often at their lowest. Friday 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 June 20, 2026.
See what other customers who have flown with American Airlines from Williamsburg to Orlando Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,715 reviews

Boarding

7.5

Entertainment

6.8

Overall

7.1

Crew

7.9

Comfort

7.2

Food

6.4

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
American Airlines
7.1
Good
11,715 reviews
American Airlines
7.1
Good
11,715 reviews

Boarding

7.5

Entertainment

6.8

Overall

7.1

Crew

7.9

Comfort

7.2

Food

6.4

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

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 Airport?

    There are many flights that can get you from Williamsburg to Orlando Airport in 4h 01m. Fly via American Airlines to get the fastest option. The distance between Williamsburg and Orlando Airport is about 662 mi.

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

    The top 3 most reliable airlines when flying from Williamsburg to Orlando Airport are JetBlue (86%), Azul (86%) and Southwest (76%).

  • What are the cheapest flights from Williamsburg to Orlando Airport?

    The cheapest flight price from Williamsburg to Orlando Airport is $98. On average you can expect to pay $383. The most popular route, (Newport News Intl - Orlando), can usually be booked for $247.

  • 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.

See more FAQs

Traveling to a place near Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
Lake Buena Vista
Clermont
Winter Haven
Sanford
Sebastian
Leesburg
Celebration
Titusville
Apopka
Lake Mary
Daytona Beach Shores
Cocoa
Flagler Beach
Four Corners
Altamonte Springs
The Villages
Davenport
Haines City
Palatka
River Ranch

Browse thousands of different options on Cheapflights for your next trip

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Top 7 airlines flying from Williamsburg to Orlando

Discover the top 7 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 June 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$57Average$140FlexibilityNo cancel feeOn-time62%
DeltaCheapest$88Average$292FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$99Average$302FlexibilityNo cancel feeOn-time63%
Breeze AirwaysCheapest$103Average$222FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$106Average$242FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$138Average$446FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$395FlexibilityNo cancel feeOn-time71%

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