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Wisconsin

$58+ Cheap flights from Virginia Beach, 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MKE
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Cheap flight deals from Virginia Beach to Wisconsin

Keep the following information in mind while searching for Virginia Beach to Wisconsin flight deals. Data was last updated October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(American Airlines)

One-way from

$58
(Priceline)

Popular in

November

Cheapest in

October

Average price

$286
Provider with most accurate pricing for Norfolk-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Milwaukee-Mitchell flights.
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From Virginia Beach to Wisconsin
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One-way flight from Virginia Beach to Wisconsin
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Highest demand for flights based on searches. 12% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Virginia Beach to Wisconsin

Cheapest flights from Virginia Beach to Wisconsin
Explore the most affordable flight options available from Virginia Beach to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2025.

This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:45 pmORF - MKE
1 stop5h 45mSouthwest
Sat 12/135:45 amMKE - ORF
1 stop6h 20mSouthwest
Deal found 10/21$211
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:53 pmORF - ORD
1 stop16h 19mSpirit Airlines
Tue 11/117:34 pmORD - ORF
2 stops21h 04mSpirit Airlines
Deal found 10/22$214
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/209:26 pmORF - ORD
1 stop11h 00mMultiple Airlines
Thu 11/272:01 pmORD - ORF
1 stop7h 28mMultiple Airlines
Deal found 10/22$216
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:10 pmORF - ORD
1 stop4h 34mUnited Airlines
Sun 12/1411:20 amORD - ORF
Nonstop2h 14mUnited Airlines
Deal found 10/22$217
This Mytrip deal was found by Cheapflights users on 10/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:33 pmORF - ORD
2 stops20h 58mSpirit Airlines
Wed 11/127:34 pmORD - ORF
2 stops23h 34mSpirit Airlines
Deal found 10/21$218
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/258:02 pmORF - ORD
2 stops53h 06mMultiple Airlines
Mon 12/16:15 pmORD - ORF
1 stop25h 16mMultiple Airlines
Deal found 10/21$222
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/123:13 pmORF - ORD
Nonstop2h 42mAmerican Airlines
Mon 12/157:30 amORD - ORF
Nonstop2h 15mAmerican Airlines
Deal found 10/23$224
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:53 pmORF - ORD
2 stops16h 37mMultiple Airlines
Mon 11/103:26 pmORD - ORF
1 stop26h 32mMultiple Airlines
Deal found 10/20$225
This Mytrip deal was found by Cheapflights users on 10/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/67:53 pmORF - ORD
1 stop16h 19mSpirit Airlines
Tue 11/118:28 amORD - ORF
3 stops33h 30mSpirit Airlines
Deal found 10/20$227
This Mytrip deal was found by Cheapflights users on 10/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:38 amORF - ORD
2 stops16h 31mSpirit Airlines
Sun 12/145:00 amORD - ORF
1 stop13h 16mSpirit Airlines
Deal found 10/23$229
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:53 pmORF - ORD
1 stop14h 54mMultiple Airlines
Sun 11/166:30 pmORD - ORF
2 stops46h 08mMultiple Airlines
Deal found 10/23$230
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:33 pmORF - ORD
1 stop23h 40mMultiple Airlines
Sun 11/306:48 amORD - ORF
1 stop25h 55mMultiple Airlines
Deal found 10/22$231

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach 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 October 23, 2025.
Use the filters below to find and compare flights from Virginia Beach to Wisconsin that are best for you.

Fly from

Virginia Beach

Fly to

Wisconsin

Route

Depart

Return

Price

NorfolkMilwaukee

ORF - MKE

ORFMKE

Norfolk

Sat 12/6

5:45 pm-10:30 pm

1 stop5h 45m

Milwaukee-Mitchell

Sat 12/13

5:45 am-1:05 pm

1 stop6h 20m

$211

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 11/7

7:53 pm-11:12 am

1 stop16h 19m

Chicago O'Hare Intl

Tue 11/11

8:28 am-6:58 pm

3 stops33h 30m

$228

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Sun 12/7

5:40 am-9:00 am

1 stop4h 20m

Madison Truax Field

Sun 12/14

5:14 pm-11:29 pm

1 stop5h 15m

$249

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 11/20

9:26 pm-7:26 am

1 stop11h 00m

Chicago O'Hare Intl

Sun 11/30

7:09 pm-9:43 am

1 stop13h 34m

$249

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Tue 12/2

2:56 pm-8:05 pm

1 stop6h 09m

Madison Truax Field

Tue 12/9

5:38 am-2:10 pm

1 stop7h 32m

$249

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Tue 3/24

1:00 pm-4:40 pm

1 stop4h 40m

Madison Truax Field

Sat 3/28

5:50 pm-11:29 pm

1 stop4h 39m

$249

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Wed 12/10

10:38 am-4:21 pm

1 stop6h 43m

Madison Truax Field

Sun 12/14

5:14 pm-11:29 pm

1 stop5h 15m

$249

NorfolkGreen Bay

ORF - GRB

ORFGRB

Norfolk

Fri 12/12

6:02 pm-10:37 pm

1 stop5h 35m

Green Bay Austin-Straubel

Sun 12/14

7:00 am-12:18 pm

1 stop4h 18m

$249

NorfolkAppleton

ORF - ATW

ORFATW

Norfolk

Fri 11/14

3:11 pm-10:08 pm

1 stop7h 57m

Appleton Intl

Wed 11/19

5:23 am-2:06 pm

1 stop7h 43m

$249

NorfolkAppleton

ORF - ATW

ORFATW

Norfolk

Sat 2/21

5:45 am-10:35 am

1 stop5h 50m

Appleton Intl

Tue 2/24

5:20 pm-11:29 pm

1 stop5h 09m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 60 results
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Best time to book a flight from Virginia Beach to Wisconsin

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

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

Currently, September is the cheapest month in which you can book a flight from Virginia Beach to Wisconsin (average of $118). Flying from Virginia Beach to Wisconsin in February is currently the most expensive (average of $248). 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 V1B to WI?

Find hourly flight availability from Virginia Beach 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 October 23, 2025.

It’s optimal to fly from Virginia Beach to Wisconsin in the evening. By choosing this option you can save up to 17% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Virginia Beach to Wisconsin?

Use this chart to determine the cheapest time to fly round-trip from Virginia Beach to Wisconsin. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Virginia Beach to Wisconsin flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated October 23, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Virginia Beach to Wisconsin. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,236 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,982 reviews
Southwest
8.0
Very good
4,236 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,995 reviews
Southwest
8.0
Very good
4,236 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,236 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Virginia Beach to Wisconsin. 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 Virginia Beach to Wisconsin?

    There are many flights that can get you from Virginia Beach to Wisconsin in 4h 20m. Fly via Southwest, Spirit Airlines, or Delta to get the fastest option. There are 816 mi between Virginia Beach and Wisconsin. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Virginia Beach to Wisconsin?

    Most travelers choose Norfolk - Chicago O'Hare Intl, Norfolk - Minneapolis St Paul or Norfolk - Milwaukee-Mitchell when deciding on the best route from Virginia Beach to Wisconsin.

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

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

  • How can I find direct flights from Virginia Beach to Wisconsin?

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

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

    Yes. Cheapflights offers flight deals from Virginia Beach 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 Virginia Beach to Wisconsin?

    Currently, September is the cheapest month in which you can book a flight from Virginia Beach to Wisconsin (average of $118). Flying from Virginia Beach to Wisconsin in February is currently the most expensive (average of $248). 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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Alternative routes for Virginia Beach to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Virginia Beach to Wisconsin

Discover the top 4 airlines that operate flights from Virginia Beach 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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$186Average$350FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$223Average$421FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$236Average$368FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$248Average$398FlexibilityNo cancel feeOn-time69%

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