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Williamsburg

$205+ Cheap flights from O'Hare Intl (ORD) to Williamsburg, VA

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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RIC
May 2 — May 91
Sat 5/2
Sat 5/9
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Williamsburg

Cheapest flights from O'Hare Intl to Williamsburg
Explore the most affordable flight options available from O'Hare Intl to Williamsburg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.

This American Airlines deal was found by Cheapflights users on 3/31. 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 6/66:47 pm
ORD
-
PHF
1 stop4h 38m
American Airlines
Mon 6/88:01 pm
PHF
-
ORD
1 stop4h 58m
American Airlines
Deal found 3/31$409
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/288:39 am
ORD
-
PHF
1 stop5h 35m
American Airlines
Wed 5/135:02 am
PHF
-
ORD
1 stop4h 28m
American Airlines
Deal found 3/30$419
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/174:17 pm
ORD
-
PHF
1 stop6h 42m
American Airlines
Mon 4/207:59 pm
PHF
-
ORD
1 stop4h 55m
American Airlines
Deal found 3/27$429
This American Airlines deal was found by Cheapflights users on 3/27. 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 6/31:19 pm
ORD
-
PHF
1 stop5h 17m
American Airlines
Fri 6/58:01 pm
PHF
-
ORD
1 stop4h 58m
American Airlines
Deal found 3/27$434
This American Airlines deal was found by Cheapflights users on 3/31. 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 6/165:34 pm
ORD
-
PHF
1 stop5h 51m
American Airlines
Sun 6/218:01 pm
PHF
-
ORD
1 stop4h 58m
American Airlines
Deal found 3/31$473
This American Airlines deal was found by Cheapflights users on 4/1. 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 10/235:22 am
ORD
-
PHF
1 stop4h 24m
American Airlines
Sun 10/258:14 pm
PHF
-
ORD
1 stop4h 39m
American Airlines
Deal found 4/1$479
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/145:00 am
ORD
-
PHF
1 stop4h 42m
American Airlines
Sat 4/1811:12 am
PHF
-
ORD
1 stop7h 46m
American Airlines
Deal found 3/30$485
This KAYAK deal was found by Cheapflights users on 3/31. 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.
Fri 4/246:41 pm
ORD
-
PHF
1 stop4h 18m
American Airlines
Sun 4/267:59 pm
PHF
-
ORD
1 stop4h 55m
American Airlines
Deal found 3/31$623
This American Airlines deal was found by Cheapflights users on 3/30. 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 3/315:00 am
ORD
-
PHF
1 stop6h 00m
American Airlines
Mon 4/67:55 pm
PHF
-
ORD
1 stop5h 11m
American Airlines
Deal found 3/30$626
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/37:12 am
ORD
-
PHF
1 stop7h 02m
American Airlines
Mon 4/67:55 pm
PHF
-
ORD
1 stop5h 11m
American Airlines
Deal found 3/30$629
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/74:17 pm
ORD
-
PHF
1 stop5h 51m
American Airlines
Wed 4/83:42 pm
PHF
-
ORD
1 stop4h 40m
American Airlines
Deal found 3/27$705

Find flight deals from O'Hare Intl to Williamsburg

Keep the following information in mind while searching for O'Hare Intl to Williamsburg flight deals. Data was last updated April 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$409
(American Airlines)

One-way from

$205
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$528
Provider with most accurate pricing for Chicago (CHI)-Newport News Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Newport News Intl flights.
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From Chicago O'Hare Intl to Williamsburg
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One-way flight from Chicago O'Hare Intl to Williamsburg
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Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in April 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Williamsburg 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 April 2, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Williamsburg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Tue 6/16

6:55 am-2:44 pm

1 stop6h 49m

Newport News Intl

Sun 6/21

8:01 pm-11:59 pm

1 stop4h 58m

$409

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Wed 5/6

8:39 am-3:17 pm

1 stop5h 38m

Newport News Intl

Mon 5/11

7:59 pm-11:54 pm

1 stop4h 55m

$409

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sat 5/9

8:39 am-3:17 pm

1 stop5h 38m

Newport News Intl

Fri 5/15

7:59 pm-11:54 pm

1 stop4h 55m

$409

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sat 6/6

5:00 am-10:47 am

1 stop4h 47m

Newport News Intl

Mon 6/8

8:01 pm-11:59 pm

1 stop4h 58m

$409

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Wed 5/13

6:41 pm-11:59 pm

1 stop4h 18m

Newport News Intl

Wed 6/3

5:05 am-9:02 am

1 stop4h 57m

$409

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sat 8/22

7:10 am-2:55 pm

1 stop6h 45m

Newport News Intl

Thu 8/27

7:59 pm-11:48 pm

1 stop4h 49m

$409
Quickest round-trip

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Fri 5/1

6:41 pm-11:59 pm

1 stop4h 18m

Newport News Intl

Fri 5/8

7:59 pm-11:54 pm

1 stop4h 55m

$409

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sat 5/9

8:39 am-3:17 pm

1 stop5h 38m

Newport News Intl

Sat 5/16

11:12 am-4:21 pm

1 stop6h 09m

$409

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Tue 4/28

8:39 am-3:14 pm

1 stop5h 35m

Newport News Intl

Wed 5/13

5:02 am-8:30 am

1 stop4h 28m

$419

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Fri 4/17

4:17 pm-11:59 pm

1 stop6h 42m

Newport News Intl

Mon 4/20

7:59 pm-11:54 pm

1 stop4h 55m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Best time to book a flight from O'Hare Intl to Williamsburg

Have a flexible travel schedule? Discover the best time to fly to Williamsburg from O'Hare Intl 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 Chicago O'Hare Intl Airport to Williamsburg

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Williamsburg?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Williamsburg (average of $130). Flying from Chicago O'Hare Intl Airport to Williamsburg in December is currently the most expensive (average of $265). 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 ORD to W11?

Find hourly flight availability from O'Hare Intl to Williamsburg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2026.

It’s optimal to fly from Chicago O'Hare Intl Airport to Williamsburg in the morning. By choosing this option you can save up to 3% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Williamsburg?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Williamsburg. Price data was last updated on March 28, 2026.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Williamsburg flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago O'Hare Intl Airport to Williamsburg

Explore weekly flight availability from O'Hare Intl to Williamsburg. 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 April 2, 2026.

The most flights from ORD to W11 are scheduled on a Thursday (24 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 on average).

Reviews of airlines servicing Williamsburg

Get insights into the airlines that provide service to Williamsburg. 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 Williamsburg. Reviews last updated April 2, 2026.
Read reviews from past customers who have flown American Airlines from Chicago O'Hare Intl Airport to Williamsburg. 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
7.1
Good
11,549 reviews

Food

6.4

Comfort

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Overall

7.1

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
11,549 reviews
American Airlines
7.1
Good
11,549 reviews

Food

6.4

Comfort

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Overall

7.1

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 O'Hare Intl to Williamsburg. 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 Chicago O'Hare Intl Airport to Williamsburg?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Williamsburg in 6h 49m. Fly via American Airlines to get the fastest option. The distance from Chicago O'Hare Intl Airport to Williamsburg is about 693 mi.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Williamsburg?

    Consider Envoy Air (79%), GoJet (72%) or United Airlines (70%) when booking your flight. These represent the most reliable airlines when flying from Chicago O'Hare Intl Airport to Williamsburg.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Williamsburg?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to Williamsburg? While on average our users pay $340, our data indicates the cheapest price to be $122. The most popular route (Chicago O'Hare Intl - Newport News Intl), is priced around $409.

  • Can I find deals for flights from O'Hare Intl to Williamsburg that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Williamsburg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Williamsburg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Williamsburg.

  • Can I find deals for business class flights from O'Hare Intl to Williamsburg?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Williamsburg 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 Chicago O'Hare Intl Airport to Williamsburg?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Williamsburg (average of $130). Flying from Chicago O'Hare Intl Airport to Williamsburg in December is currently the most expensive (average of $265). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from O'Hare Intl to Williamsburg

Discover the top 2 airlines that operate flights from O'Hare Intl to Williamsburg. 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 April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$217Average$390FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$236Average$417FlexibilityNo cancel feeOn-time71%

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