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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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RIC
Apr 7 — Apr 141
Tue 4/7
Tue 4/14
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 March 8, 2026.

This American Airlines deal was found by Cheapflights users on 3/5. 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.
Mon 5/47:15 am
ORD
-
PHF
1 stop7h 02m
American Airlines
Fri 5/295:05 am
PHF
-
ORD
1 stop6h 42m
American Airlines
Deal found 3/5$409
This American Airlines deal was found by Cheapflights users on 3/7. 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 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 3/7$414
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/27:12 am
ORD
-
PHF
1 stop7h 02m
American Airlines
Mon 4/67:55 pm
PHF
-
ORD
1 stop5h 11m
American Airlines
Deal found 3/6$419
This American Airlines deal was found by Cheapflights users on 3/3. 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.
Thu 3/268:10 am
ORD
-
PHF
1 stop6h 04m
American Airlines
Sun 3/297:55 pm
PHF
-
ORD
1 stop5h 21m
American Airlines
Deal found 3/3$429
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Fri 3/205:00 pm
ORD
-
PHF
1 stop5h 59m
American Airlines
Tue 3/2412:26 pm
PHF
-
ORD
1 stop6h 31m
American Airlines
Deal found 3/5$485
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/47:12 am
ORD
-
PHF
1 stop7h 02m
American Airlines
Tue 4/77:13 pm
PHF
-
ORD
1 stop5h 41m
American Airlines
Deal found 3/6$489
This American Airlines deal was found by Cheapflights users on 3/4. 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.
Mon 3/231:39 pm
ORD
-
PHF
1 stop4h 51m
American Airlines
Thu 3/267:55 pm
PHF
-
ORD
1 stop5h 21m
American Airlines
Deal found 3/4$527
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/28:11 am
ORD
-
PHF
1 stop6h 03m
American Airlines
Sun 4/57:55 pm
PHF
-
ORD
1 stop5h 21m
American Airlines
Deal found 3/6$528
This American Airlines deal was found by Cheapflights users on 3/5. 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.
Fri 3/135:00 am
ORD
-
PHF
1 stop4h 44m
American Airlines
Wed 3/185:00 am
PHF
-
ORD
1 stop5h 08m
American Airlines
Deal found 3/5$591
This American Airlines deal was found by Cheapflights users on 3/6. 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 4/21:39 pm
ORD
-
PHF
1 stop4h 51m
American Airlines
Tue 4/73:39 pm
PHF
-
ORD
2 stops15h 14m
American Airlines
Deal found 3/6$592
This American Airlines deal was found by Cheapflights users on 3/4. 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.
Mon 3/235:00 pm
ORD
-
PHF
1 stop5h 59m
American Airlines
Sat 3/285:00 am
PHF
-
ORD
1 stop5h 03m
American Airlines
Deal found 3/4$600

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 March 8, 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

$415
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. 2% potential increase in price ($12 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 March 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 March 8, 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

Mon 5/4

7:15 am-3:17 pm

1 stop7h 02m

Newport News Intl

Fri 5/29

5:05 am-10:47 am

1 stop6h 42m

$409

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Thu 4/2

7:12 am-3:14 pm

1 stop7h 02m

Newport News Intl

Mon 4/6

7:55 pm-12:06 am

1 stop5h 11m

$419

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Thu 3/26

8:10 am-3:14 pm

1 stop6h 04m

Newport News Intl

Sun 3/29

7:55 pm-12:16 am

1 stop5h 21m

$429

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sat 4/4

7:12 am-3:14 pm

1 stop7h 02m

Newport News Intl

Tue 4/7

7:13 pm-11:54 pm

1 stop5h 41m

$489

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Fri 4/3

5:00 am-10:44 am

1 stop4h 44m

Newport News Intl

Sun 4/5

7:55 pm-12:16 am

1 stop5h 21m

$528

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Fri 3/13

5:00 am-10:44 am

1 stop4h 44m

Newport News Intl

Wed 3/18

5:00 am-9:08 am

1 stop5h 08m

$591

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Sat 3/14

8:03 am-3:14 pm

1 stop6h 11m

Newport News Intl

Sun 3/15

5:00 am-9:08 am

1 stop5h 08m

$591

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Thu 4/2

1:39 pm-7:30 pm

1 stop4h 51m

Newport News Intl

Tue 4/7

3:39 pm-5:53 am

2 stops15h 14m

$592

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Tue 3/24

10:28 am-4:11 pm

1 stop4h 43m

Newport News Intl

Sat 3/28

5:00 am-9:03 am

1 stop5h 03m

$600

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

Mon 3/23

6:44 pm-11:59 pm

1 stop4h 15m

Newport News Intl

Fri 3/27

11:11 am-4:21 pm

1 stop6h 10m

$696

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/4

Showing 1-10 of 14 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 March 8, 2026.

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 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 February 21, 2026.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Williamsburg flight should consider departing on Saturday 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 March 8, 2026.

The most flights from ORD to W11 are scheduled on a Sunday (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 March 8, 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
11,397 reviews

Food

6.4

Overall

7.1

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,397 reviews
American Airlines
7.1
Good
11,397 reviews

Food

6.4

Overall

7.1

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

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 7h 02m. 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 (84%), Envoy Air (80%) or GoJet (78%) 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 $338, our data indicates the cheapest price to be $161. 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

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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 March 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$222FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$207Average$391FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$236Average$414FlexibilityNo cancel feeOn-time71%

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