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$141 Cheap Flights to Williamsburg, KY

View $141 flight on Sun, Sep 6, 2026Opens in a new window

Popular airlines to Williamsburg

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How much is the cheapest flight to Williamsburg?

Prices were available within the past 7 days and start at $141 for one-way flights and $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Oct 20 - Tue, Oct 27
ORD
Chicago
LEX
Lexington
$249 Roundtrip, just found
$249
Roundtrip
just found
Select American Airlines flight, departing Tue, Oct 20 from Chicago to Lexington, returning Tue, Oct 27, priced at $249 just found
United
Tue, Oct 20 - Tue, Oct 27
ORD
Chicago
LEX
Lexington
$249 Roundtrip, just found
$249
Roundtrip
just found
Select United flight, departing Tue, Oct 20 from Chicago to Lexington, returning Tue, Oct 27, priced at $249 just found
United
Sat, Aug 29 - Mon, Aug 31
ORD
Chicago
LEX
Lexington
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select United flight, departing Sat, Aug 29 from Chicago to Lexington, returning Mon, Aug 31, priced at $257 found 1 day ago
Delta
Tue, Oct 20 - Tue, Oct 27
ORD
Chicago
LEX
Lexington
$269 Roundtrip, just found
$269
Roundtrip
just found
Select Delta flight, departing Tue, Oct 20 from Chicago to Lexington, returning Tue, Oct 27, priced at $269 just found
Alaska Airlines
Wed, Sep 23 - Mon, Sep 28
PAE
Seattle
LEX
Lexington
$593 Roundtrip, found 3 days ago
$593
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Wed, Sep 23 from Seattle to Lexington, returning Mon, Sep 28, priced at $593 found 3 days ago

Frequently asked questions

What month is the cheapest to fly to Williamsburg?
October is the cheapest month to fly to Williamsburg. Demand is lower then, so fares are generally more affordable. Booking your trip outside of school breaks and major holidays could also help you save.
Which US cities have the cheapest flights to Williamsburg?
Chicago, New York and Dallas generally offer cheap flights to Williamsburg. Remember that fares vary based on factors such as demand, time of year and number of stopovers.
Which US cities fly direct to Williamsburg?
There are 79 US cities you're able to fly to Williamsburg nonstop from. Explore your options by selecting the "Direct flights only" filter on Expedia and choose the best departure point for you. Here are some of the major cities to jet off from:

  • Chicago
  • New York
  • Dallas
  • Washington
  • Houston

How to find a cheap flight to Williamsburg?
Book early to increase your chances of finding cheap flights to Williamsburg. Also, consider traveling during off-peak months like December and January. If you jet off on a Thursday, you can save an average of 16% compared to those departing on a Sunday.* Save time checking every day and create a price alert on the Expedia app. We'll update you when fares change.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Williamsburg?
It's possible to get cheap deals on last-minute departures to Williamsburg, especially if your travel arrangements are flexible. Consider your options for departing from a different airport, changing your trip dates or choosing an alternative carrier to get a cheap flight to Williamsburg.
How far in advance should I book a flight to Williamsburg?
Lock in your flight to Williamsburg two to four months ahead if you're coming in from an international destination. For domestic travel, the recommendation is around 28 days in advance. Cheaper tickets and a wider variety of departure dates, times and seating options are just some of the perks of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Williamsburg?
You can usually get cheap flights to Williamsburg on a Sunday. You'll save around 8% on average compared to those who book on a Friday, which is often the most expensive day to book.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Williamsburg?
Take your pick of these quality carriers that have flights to Williamsburg:

  • American Airlines - 1,889 flights to Williamsburg each month, including 1,499 flights to Nashville Intl. Airport (BNA) per month.
  • Delta Air Lines - 1,465 flights to Williamsburg each month, including 1,205 flights to Nashville Intl. Airport (BNA) per month.

Where do you fly into Williamsburg?
If you're flying to Williamsburg, the main airport to touch down at is London, KY (LOZ-London-Corbin). You could also fly to Williamsburg via Somerset, KY (SME-Lake Cumberland Regional).
How far is the airport from central Williamsburg?
Arriving at London, KY (LOZ-London-Corbin) puts you roughly 25 mi north of the center of Williamsburg.
Can I save money by booking a Williamsburg trip package?
Bundle your hotel and flight and you could save hundreds of dollars. Plus, you can add extras like car rentals and tours to your Williamsburg flight and hotel package deal. With Expedia, it's easy to manage all your Williamsburg travel plans in one place.
Can I change or cancel my flight to Williamsburg?
You can usually change or cancel your flight to Williamsburg within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may receive a credit toward a future flight instead of a direct refund. Remember to check the airline's rules and restrictions in your itinerary for exact details. You can use Expedia's "No cancel fee" or "Changes included" filters during your search to secure cheap flights to Williamsburg with flexible change policies. To learn more, head to our Customer Service Portal.

Trending flights to Williamsburg

Prices were available within the past 7 days and start at $141 for one-way flights and $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Oct 20 - Tue, Oct 27
ORD
Chicago
LEX
Lexington
$249 Roundtrip, just found
$249
Roundtrip
just found
Select American Airlines flight, departing Tue, Oct 20 from Chicago to Lexington, returning Tue, Oct 27, priced at $249 just found

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