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$185+ Cheap flights from Williamsburg, VA to Wisconsin

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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MKE
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Williamsburg to Wisconsin

Keep the following information in mind while searching for Williamsburg to Wisconsin flight deals. Data was last updated August 18, 2025.

Round-trip from

$397
(American Airlines)

One-way from

$185
(American Airlines)
From Williamsburg to Wisconsin
Search Deals
One-way flight from Williamsburg to Wisconsin
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Find flight deals from Williamsburg to Wisconsin

Cheapest flights from Williamsburg to Wisconsin
Explore the most affordable flight options available from Williamsburg to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This American Airlines deal was found by Cheapflights users on 8/17. 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 10/167:59 pmPHF - MKE
1 stop5h 15mAmerican Airlines
Mon 10/207:12 amMKE - PHF
1 stop7h 14mAmerican Airlines
Deal found 8/17$397
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/15:00 amPHF - ORD
1 stop5h 23mAmerican Airlines
Fri 9/55:00 amORD - PHF
1 stop6h 08mAmerican Airlines
Deal found 8/17$425
This American Airlines deal was found by Cheapflights users on 8/15. 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 10/225:00 pmPHF - MSP
1 stop7h 11mAmerican Airlines
Wed 10/292:54 pmMSP - PHF
1 stop7h 15mAmerican Airlines
Deal found 8/15$433
This American Airlines deal was found by Cheapflights users on 8/17. 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 10/146:00 amPHF - ORD
1 stop4h 30mAmerican Airlines
Tue 10/219:20 amORD - PHF
1 stop5h 42mAmerican Airlines
Deal found 8/17$439
This American Airlines deal was found by Cheapflights users on 8/17. 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 11/74:26 pmPHF - MSP
1 stop6h 18mAmerican Airlines
Mon 11/107:45 pmMSP - PHF
2 stops13h 58mAmerican Airlines
Deal found 8/17$471
This American Airlines deal was found by Cheapflights users on 8/17. 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 10/145:00 pmPHF - ORD
1 stop5h 10mAmerican Airlines
Thu 10/165:22 amORD - PHF
1 stop4h 34mAmerican Airlines
Deal found 8/17$479
This American Airlines deal was found by Cheapflights users on 8/17. 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 10/146:00 amPHF - ORD
1 stop5h 32mAmerican Airlines
Wed 10/227:00 amORD - PHF
2 stops10h 49mAmerican Airlines
Deal found 8/17$481
This American Airlines deal was found by Cheapflights users on 8/17. 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 10/146:00 amPHF - ORD
2 stops13h 02mAmerican Airlines
Sat 10/184:56 pmORD - PHF
1 stop6h 10mAmerican Airlines
Deal found 8/17$485
This American Airlines deal was found by Cheapflights users on 8/17. 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 8/3011:05 amPHF - ORD
1 stop7h 27mAmerican Airlines
Sun 8/315:20 amORD - PHF
1 stop4h 20mAmerican Airlines
Deal found 8/17$497
This American Airlines deal was found by Cheapflights users on 8/16. 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 12/1312:23 pmPHF - MSP
1 stop4h 56mAmerican Airlines
Tue 12/166:33 amMSP - PHF
1 stop6h 53mAmerican Airlines
Deal found 8/16$513
This American Airlines deal was found by Cheapflights users on 8/17. 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 8/297:59 pmPHF - ORD
1 stop4h 43mAmerican Airlines
Sun 8/315:20 amORD - PHF
1 stop4h 20mAmerican Airlines
Deal found 8/17$525
This American Airlines deal was found by Cheapflights users on 8/17. 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 8/303:40 pmPHF - ORD
1 stop4h 28mAmerican Airlines
Mon 9/15:20 amORD - PHF
1 stop4h 19mAmerican Airlines
Deal found 8/17$527

Cheapflights Fare Finder

 
Customize your flight search to find flights from Williamsburg to Wisconsin 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 August 18, 2025.
Use the filters below to find and compare flights from Williamsburg to Wisconsin that are best for you.

Fly from

Williamsburg

Fly to

Wisconsin

Route

Depart

Return

Price

Newport NewsMilwaukee

PHF - MKE

PHFMKE

Newport News Intl

Thu 10/16

7:59 pm-12:14 am

1 stop5h 15m

Milwaukee-Mitchell

Mon 10/20

7:12 am-3:26 pm

1 stop7h 14m

$397

Newport NewsMilwaukee

PHF - MKE

PHFMKE

Newport News Intl

Fri 10/17

7:59 pm-12:14 am

1 stop5h 15m

Milwaukee-Mitchell

Mon 10/20

7:12 am-3:26 pm

1 stop7h 14m

$397

Newport NewsChicago

PHF - ORD

PHFORD

Newport News Intl

Mon 9/1

5:00 am-9:23 am

1 stop5h 23m

Chicago O'Hare Intl

Fri 9/5

5:00 am-12:08 pm

1 stop6h 08m

$425

Newport NewsMinneapolis

PHF - MSP

PHFMSP

Newport News Intl

Wed 10/22

5:00 pm-11:11 pm

1 stop7h 11m

Minneapolis St Paul

Wed 10/29

2:54 pm-11:09 pm

1 stop7h 15m

$433

Newport NewsChicago

PHF - ORD

PHFORD

Newport News Intl

Tue 10/14

5:00 pm-9:10 pm

1 stop5h 10m

Chicago O'Hare Intl

Sat 10/18

6:36 pm-12:06 am

1 stop4h 30m

$439

Newport NewsChicago

PHF - ORD

PHFORD

Newport News Intl

Tue 10/14

6:00 am-9:30 am

1 stop4h 30m

Chicago O'Hare Intl

Tue 10/21

9:20 am-4:02 pm

1 stop5h 42m

$439

Newport NewsChicago

PHF - ORD

PHFORD

Newport News Intl

Tue 10/14

5:00 pm-10:54 pm

1 stop6h 54m

Chicago O'Hare Intl

Sun 10/19

5:22 am-10:56 am

1 stop4h 34m

$439

Newport NewsChicago

PHF - ORD

PHFORD

Newport News Intl

Tue 10/14

6:00 am-10:32 am

1 stop5h 32m

Chicago O'Hare Intl

Mon 10/20

6:36 pm-12:06 am

1 stop4h 30m

$439

Newport NewsChicago

PHF - ORD

PHFORD

Newport News Intl

Tue 10/14

5:00 pm-9:10 pm

1 stop5h 10m

Chicago O'Hare Intl

Wed 10/22

5:20 am-12:21 pm

1 stop6h 01m

$439

Newport NewsMinneapolis

PHF - MSP

PHFMSP

Newport News Intl

Fri 11/7

7:53 am-2:05 pm

1 stop7h 12m

Minneapolis St Paul

Mon 11/10

7:45 pm-10:43 am

2 stops13h 58m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 28 results
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Best time to book a flight from Williamsburg to Wisconsin

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

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

Currently, February is the cheapest month in which you can book a flight from Williamsburg to Wisconsin (average of $280). Flying from Williamsburg to Wisconsin in June is currently the most expensive (average of $376). 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 W11 to WI?

Find hourly flight availability from Williamsburg to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

When flying from Williamsburg to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Williamsburg to Wisconsin. 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 popular routes from Williamsburg to Wisconsin?

    Most travelers choose Newport News Intl - Rhinelander Oneida County, Newport News Intl - Chicago O'Hare Intl or Newport News Intl - Minneapolis St Paul when deciding on the best route from Williamsburg to Wisconsin.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Williamsburg to Wisconsin 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 Williamsburg to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Williamsburg to Wisconsin (average of $280). Flying from Williamsburg to Wisconsin in June is currently the most expensive (average of $376). 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 4 airlines flying from Williamsburg to Wisconsin

Discover the top 4 airlines that operate flights from Williamsburg to Wisconsin. 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$219Average$372FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$223Average$406FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$248Average$411FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$259Average$370FlexibilityNo cancel feeOn-time63%

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