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$65+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MKE
Dec 22 — Dec 291
Mon 12/22
Mon 12/29
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 November 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$235
(Kiwi.com)

One-way from

$65
(Super.com)

Popular in

November

Cheapest in

October

Average price

$546
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. 17% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 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 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 November 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Tue 12/237:40 pmORF - MKE
1 stop24h 40mSpirit Airlines
Wed 12/318:15 pmMKE - ORF
1 stop21h 30mSpirit Airlines
Deal found 11/20$235
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/168:11 pmORF - ORD
1 stop15h 57mMultiple Airlines
Fri 12/1912:39 pmORD - ORF
1 stop26h 48mMultiple Airlines
Deal found 11/18$260
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Sat 12/68:11 pmORF - ORD
1 stop24h 50mSpirit Airlines
Tue 12/95:00 amORD - ORF
1 stop13h 16mSpirit Airlines
Deal found 11/19$262
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 12/34:45 pmORF - ORD
Nonstop2h 26mUnited Airlines
Tue 12/911:20 amORD - ORF
Nonstop2h 14mUnited Airlines
Deal found 11/19$263
This Kiwi.com deal was found by Cheapflights users on 11/21. 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.
Sat 11/225:15 pmORF - ORD
1 stop6h 51mMultiple Airlines
Mon 12/16:15 pmORD - ORF
1 stop25h 16mMultiple Airlines
Deal found 11/21$264
This Kiwi.com deal was found by Cheapflights users on 11/21. 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.
Sat 12/68:11 pmORF - ORD
1 stop15h 57mSpirit Airlines
Wed 12/103:26 pmORD - ORF
1 stop26h 50mSpirit Airlines
Deal found 11/21$265
This Mytrip deal was found by Cheapflights users on 11/19. 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 12/267:40 pmORF - ORD
2 stops16h 34mSpirit Airlines
Wed 1/712:09 pmORD - ORF
1 stop5h 36mSpirit Airlines
Deal found 11/19$266
This Kiwi.com deal was found by Cheapflights users on 11/21. 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.
Wed 11/266:42 pmORF - ORD
1 stop30h 10mMultiple Airlines
Mon 12/16:15 pmORD - ORF
1 stop25h 16mMultiple Airlines
Deal found 11/21$267
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Mon 12/88:11 pmORF - ORD
2 stops27h 00mSpirit Airlines
Wed 12/107:41 pmORD - ORF
3 stops22h 35mSpirit Airlines
Deal found 11/19$268
This Mytrip deal was found by Cheapflights users on 11/19. 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 12/48:11 pmORF - ORD
1 stop15h 57mSpirit Airlines
Sun 12/77:41 pmORD - ORF
3 stops22h 35mSpirit Airlines
Deal found 11/19$269
This Kiwi.com deal was found by Cheapflights users on 11/21. 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.
Thu 12/48:11 pmORF - ORD
2 stops17h 28mMultiple Airlines
Sun 12/72:36 pmORD - ORF
1 stop16h 07mMultiple Airlines
Deal found 11/21$270
This Mytrip deal was found by Cheapflights users on 11/19. 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 12/48:38 amORF - ORD
3 stops29h 01mSpirit Airlines
Tue 12/95:00 amORD - ORF
1 stop13h 16mSpirit Airlines
Deal found 11/19$272

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 November 22, 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

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Wed 2/25

6:05 pm-10:40 pm

1 stop5h 35m

Madison Truax Field

Sat 2/28

7:00 am-12:12 pm

1 stop4h 12m

$249

NorfolkGreen Bay

ORF - GRB

ORFGRB

Norfolk

Tue 2/3

5:35 am-10:35 am

1 stop6h 00m

Green Bay Austin-Straubel

Sat 2/7

5:28 pm-11:15 pm

1 stop4h 47m

$249

NorfolkMilwaukee

ORF - MKE

ORFMKE

Norfolk

Thu 1/8

11:35 am-5:05 pm

1 stop6h 30m

Milwaukee-Mitchell

Mon 1/12

5:33 pm-12:16 am

1 stop5h 43m

$249

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Sat 1/10

4:45 pm-6:20 pm

Nonstop2h 35m

Chicago O'Hare Intl

Tue 1/13

11:12 am-2:32 pm

Nonstop2h 20m

$263

NorfolkDuluth

ORF - DLH

ORFDLH

Norfolk

Fri 1/23

6:19 pm-11:52 pm

1 stop6h 33m

Duluth Intl

Tue 1/27

11:56 am-5:34 pm

1 stop4h 38m

$273

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Fri 12/5

6:34 pm-10:57 pm

1 stop5h 23m

Madison Truax Field

Tue 12/9

11:44 am-6:34 pm

1 stop5h 50m

$279

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 12/30

6:30 am-8:05 am

Nonstop2h 35m

Chicago O'Hare Intl

Thu 1/8

11:05 am-2:25 pm

Nonstop2h 20m

$295

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Sun 2/15

7:45 am-1:39 pm

1 stop6h 54m

Chicago O'Hare Intl

Fri 2/20

6:30 am-12:12 pm

1 stop4h 42m

$295

NorfolkMilwaukee

ORF - MKE

ORFMKE

Norfolk

Wed 12/10

3:14 pm-8:19 pm

1 stop6h 05m

Milwaukee-Mitchell

Sat 12/13

7:00 am-1:26 pm

1 stop5h 26m

$297

NorfolkMilwaukee

ORF - MKE

ORFMKE

Norfolk

Sat 12/6

12:12 pm-4:14 pm

1 stop5h 02m

Milwaukee-Mitchell

Wed 12/10

3:17 pm-10:30 pm

1 stop6h 13m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

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 November 22, 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 November 22, 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
4,252 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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
4,252 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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
8,002 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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
9,035 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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
11,048 reviews
Southwest
8.0
Very good
4,252 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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 2h 35m. Fly via Spirit Airlines, Delta, or United Airlines to get the fastest option. There are 715 mi between Virginia Beach and Wisconsin. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Virginia Beach to Wisconsin one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $82. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Virginia Beach to Wisconsin for a low price.

  • 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

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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 November 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$186Average$351FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$223Average$420FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$236Average$367FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$248Average$392FlexibilityNo cancel feeOn-time69%

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