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Williamsburg

$389+ Cheap flights from O'Hare Intl (ORD) to Williamsburg, VA

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RIC
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheap 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$389
(KAYAK)

Popular in

December

Cheapest in

July

Average price

$388
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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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($14 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 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 November 6, 2025.

This KAYAK deal was found by Cheapflights users on 11/6. 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.
Sun 12/75:00 amORD - PHF
1 stop5h 00mAmerican Airlines
Tue 12/911:26 amPHF - ORD
1 stop7h 36mAmerican Airlines
Deal found 11/6$389
This American Airlines deal was found by Cheapflights users on 11/6. 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.
Tue 12/237:11 amORD - PHF
1 stop7h 02mAmerican Airlines
Fri 12/268:03 pmPHF - ORD
1 stop4h 39mAmerican Airlines
Deal found 11/6$454
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/181:54 pmORD - PHF
1 stop4h 39mAmerican Airlines
Thu 12/253:42 pmPHF - ORD
1 stop4h 40mAmerican Airlines
Deal found 11/6$459
This American Airlines deal was found by Cheapflights users on 11/6. 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 11/218:20 amORD - PHF
1 stop5h 56mAmerican Airlines
Tue 11/258:12 pmPHF - ORD
1 stop4h 28mAmerican Airlines
Deal found 11/6$465
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/181:54 pmORD - PHF
1 stop4h 39mAmerican Airlines
Wed 12/315:00 amPHF - ORD
2 stops15h 32mAmerican Airlines
Deal found 11/6$472
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/1810:30 amORD - PHF
1 stop4h 24mAmerican Airlines
Mon 12/298:03 pmPHF - ORD
2 stops11h 48mAmerican Airlines
Deal found 11/6$482
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/205:00 amORD - PHF
1 stop4h 54mAmerican Airlines
Fri 12/268:03 pmPHF - ORD
1 stop4h 39mAmerican Airlines
Deal found 11/6$497
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/205:00 amORD - PHF
1 stop4h 54mAmerican Airlines
Wed 12/315:00 amPHF - ORD
2 stops15h 32mAmerican Airlines
Deal found 11/6$510
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/181:54 pmORD - PHF
1 stop4h 39mAmerican Airlines
Thu 1/15:00 amPHF - ORD
2 stops15h 28mAmerican Airlines
Deal found 11/6$516
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/205:00 amORD - PHF
1 stop4h 54mAmerican Airlines
Mon 12/298:03 pmPHF - ORD
2 stops13h 37mAmerican Airlines
Deal found 11/6$520
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/183:44 pmORD - PHF
1 stop6h 21mAmerican Airlines
Wed 11/1911:26 amPHF - ORD
1 stop7h 26mAmerican Airlines
Deal found 11/5$523
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/1810:30 amORD - PHF
1 stop4h 24mAmerican Airlines
Sat 12/278:03 pmPHF - ORD
1 stop4h 56mAmerican Airlines
Deal found 11/6$524

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 November 6, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Williamsburg that are best for you.

Fly from

O'Hare Intl

Fly to

Williamsburg

Route

Depart

Return

Price

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Mon 12/8

5:00 am-10:57 am

1 stop4h 57m

Newport News Intl

Mon 12/8

7:16 pm-11:39 pm

1 stop5h 23m

$389

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sun 12/7

7:10 am-3:18 pm

1 stop7h 08m

Newport News Intl

Mon 12/8

7:16 pm-11:39 pm

1 stop5h 23m

$389

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sun 12/7

5:00 am-11:00 am

1 stop5h 00m

Newport News Intl

Tue 12/9

11:26 am-6:02 pm

1 stop7h 36m

$389

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Mon 12/8

5:40 pm-11:06 pm

1 stop4h 26m

Newport News Intl

Tue 12/9

11:26 am-3:04 pm

1 stop4h 38m

$389

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Tue 12/23

7:11 am-3:13 pm

1 stop7h 02m

Newport News Intl

Fri 12/26

8:03 pm-11:42 pm

1 stop4h 39m

$454

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sat 3/7

6:48 pm-11:57 pm

1 stop4h 09m

Newport News Intl

Tue 3/10

8:06 pm-12:13 am

1 stop5h 07m

$459

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Thu 12/18

8:03 am-3:54 pm

1 stop6h 51m

Newport News Intl

Fri 12/26

8:03 pm-11:42 pm

1 stop4h 39m

$459

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Thu 12/18

1:54 pm-7:33 pm

1 stop4h 39m

Newport News Intl

Wed 12/31

5:00 am-7:32 pm

2 stops15h 32m

$472

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Thu 12/18

10:30 am-3:54 pm

1 stop4h 24m

Newport News Intl

Mon 12/29

8:03 pm-6:51 am

2 stops11h 48m

$482

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Williamsburg (average of $149). Flying from Chicago O'Hare Intl Airport to Williamsburg in January is currently the most expensive (average of $270). 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 November 6, 2025.

It’s optimal to fly from Chicago O'Hare Intl Airport to Williamsburg in the evening. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the afternoon.

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 November 2, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Williamsburg flight should consider departing on Wednesday 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 November 6, 2025.

The most flights from ORD to W11 are scheduled on a Thursday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 November 6, 2025.
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
7.2
Good
11,040 reviews

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,040 reviews
American Airlines
7.2
Good
11,040 reviews

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

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 4h 57m. 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 Republic Airways (93%), GoJet (90%) or United Airlines (90%) 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 $349, our data indicates the cheapest price to be $115. The most popular route (Chicago O'Hare Intl - Newport News Intl), is priced around $389.

  • 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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Williamsburg (average of $149). Flying from Chicago O'Hare Intl Airport to Williamsburg in January is currently the most expensive (average of $270). 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.

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Alternative routes for O'Hare Intl to Williamsburg

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from O'Hare Intl to Williamsburg

Discover the top 3 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$224FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$217Average$424FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$237Average$415FlexibilityNo cancel feeOn-time71%

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