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$185+ Cheap flights from Chicago (CHI) 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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Chicago to Williamsburg

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Williamsburg (W11). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$369
(American Airlines)

One-way from

$185
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$406
From Chicago (CHI) to Williamsburg
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One-way flight from Chicago (CHI) to Williamsburg
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Highest demand for flights based on searches. 8% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Chicago to Williamsburg

Cheapest flights from Chicago to Williamsburg
Explore the most affordable flight options available from Chicago to Williamsburg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/20. 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.
vie. 2/2112:05 pmORD - PHF
1 stop6h 37mAmerican Airlines
lun. 2/248:09 pmPHF - ORD
1 stop4h 44mAmerican Airlines
Deal found 1/20$369

Find flights from Chicago to Williamsburg within your budget

Customize your flight search to find flights from Chicago 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 enero 21, 2025.

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Any airport

Fly to

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ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

vie. 2/21

12:05 pm-7:42 pm

1 stop6h 37m

Newport News Intl

lun. 2/24

8:09 pm-11:53 pm

1 stop4h 44m

$369

ChicagoNewport News

ORD - PHF

ORDPHF

Chicago O'Hare Intl

sáb. 4/5

6:30 pm-11:52 pm

1 stop4h 22m

$185

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Best time to book a flight from Chicago to Williamsburg

Have a flexible travel schedule? Discover the best time to fly to Williamsburg from Chicago 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.

Travel insights for flights from Chicago to Williamsburg

Get recent, data-driven insights about flights from Chicago to Williamsburg including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Williamsburg?

Currently, January is the cheapest month in which you can book a flight from Chicago to Williamsburg (average of $281). Flying from Chicago to Williamsburg in June is currently the most expensive (average of $372). 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 CHI to W11?

Find hourly flight availability from Chicago 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 enero 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Williamsburg as you normally would.

What is the cheapest day to fly from Chicago to Williamsburg?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Williamsburg. Price data was last updated on June 30, 2024.

Travelers seeking maximum savings on their Chicago to Williamsburg flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Williamsburg

Explore weekly flight availability from Chicago 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 enero 21, 2025.

The most flights from CHI to W11 are scheduled on a Monday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (18 on average).

Rainfall in Williamsburg by month

Plan your trip to Williamsburg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Williamsburg ranges from 2.7 - 5.4 inches per month. July is typically the wettest month, when rainfall can reach 5.4 in. November is typically the driest time to visit Williamsburg when rainfall is around 2.7 in.

Temperature in Williamsburg by month

Plan your trip to Williamsburg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Williamsburg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 enero 21, 2025.
American Airlines
7.2
Good
10,000 reviews

Comfort

7.3

Food

6.5

Crew

8.0

Entertainment

7.0

Overall

7.2

Boarding

7.6

Reviews

1 / 10

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.3

Food

6.5

Crew

8.0

Entertainment

7.0

Overall

7.2

Boarding

7.6

Reviews

1 / 10

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Williamsburg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the most reliable airlines from Chicago to Williamsburg?

    The top 3 most reliable airlines when flying from Chicago to Williamsburg are Qatar Airways (83%), ANA (76%) and Avianca (75%).

  • What are the cheapest flights from Chicago to Williamsburg?

    While on average a flight from Chicago to Williamsburg is generally $299, our data shows the cheapest flight currently is $135. When looking at the most popular route, (Chicago O'Hare Intl - Newport News Intl), you can expect to pay $343 for that flight.

  • Can I find deals for flights from Chicago to Williamsburg that include hotel bookings?

    Yes. In addition to deals on Chicago to Williamsburg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Williamsburg?

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

  • Can I find deals for business class flights from Chicago to Williamsburg?

    Yes. Cheapflights offers flight deals from Chicago 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 to Williamsburg?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Williamsburg (average of $281). Flying from Chicago to Williamsburg in June is currently the most expensive (average of $372). 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 Chicago to Williamsburg

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chicago to Williamsburg

Discover the top 5 airlines that operate flights from Chicago 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$201FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$123Average$384FlexibilityNo cancel feeOn-time63%
DeltaCheapest$175Average$459FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$200Average$404FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$203Average$409FlexibilityNo cancel feeOn-time69%
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