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Wisconsin

$68+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MKE
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap 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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Thu 2/126:45 am
ORF
-
MKE
1 stop27h 58m
Multiple Airlines
Mon 2/167:52 pm
MKE
-
ORF
2 stops21h 34m
Multiple Airlines
Deal found 1/19$205
This Expedia deal was found by Cheapflights users on 1/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2011:32 am
ORF
-
MKE
1 stop6h 53m
Frontier
Sun 2/226:37 pm
MKE
-
ORF
1 stop12h 27m
Frontier
Deal found 1/19$230
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:04 pm
ORF
-
ORD
1 stop12h 37m
Spirit Airlines
Tue 7/1412:41 pm
ORD
-
ORF
1 stop9h 58m
Spirit Airlines
Deal found 1/21$246
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/294:01 pm
ORF
-
ORD
1 stop26h 51m
Multiple Airlines
Fri 2/64:19 pm
ORD
-
ORF
2 stops26h 56m
Multiple Airlines
Deal found 1/20$247
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
ORF
-
ORD
1 stop11h 03m
Multiple Airlines
Fri 2/278:16 pm
ORD
-
ORF
2 stops18h 36m
Multiple Airlines
Deal found 1/20$248
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:05 am
ORF
-
ORD
1 stop10h 05m
Multiple Airlines
Thu 4/303:49 pm
ORD
-
ORF
1 stop6h 10m
Multiple Airlines
Deal found 1/20$249
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/46:15 pm
ORF
-
ORD
3 stops29h 27m
Spirit Airlines
Sun 2/87:20 am
ORD
-
ORF
1 stop10h 18m
Spirit Airlines
Deal found 1/20$250
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
ORF
-
ORD
1 stop11h 03m
Multiple Airlines
Thu 2/266:34 pm
ORD
-
ORF
2 stops15h 03m
Multiple Airlines
Deal found 1/20$251
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2911:43 am
ORF
-
ORD
1 stop12h 03m
Multiple Airlines
Sun 2/18:43 pm
ORD
-
ORF
1 stop20h 55m
Multiple Airlines
Deal found 1/20$255
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:31 pm
ORF
-
ORD
1 stop15h 08m
Spirit Airlines
Sun 3/158:41 pm
ORD
-
ORF
1 stop22h 05m
Spirit Airlines
Deal found 1/21$256
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:45 am
ORF
-
ORD
3 stops27h 27m
Spirit Airlines
Sun 2/85:15 am
ORD
-
ORF
1 stop12h 23m
Spirit Airlines
Deal found 1/20$257
This Booking.com deal was found by Cheapflights users on 1/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/13:28 pm
ORF
-
MSP
1 stop18h 26m
Frontier
Mon 4/67:59 pm
MSP
-
ORF
1 stop17h 36m
Frontier
Deal found 1/21$257

Find 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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$205
(Kiwi.com)

One-way from

$68
(Kiwi.com)

Popular in

January

Cheapest in

October

Average price

$497
Provider with most accurate pricing for Norfolk-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Milwaukee-Mitchell flights.
Search Deals
From Virginia Beach to Wisconsin
Search Deals
One-way flight from Virginia Beach to Wisconsin
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 21, 2026.
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

Thu 2/12

6:45 am-9:43 am

1 stop27h 58m

Milwaukee-Mitchell

Mon 2/16

7:52 pm-12:05 pm

1 stop15h 13m

$239

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 3/11

7:29 am-9:10 am

Nonstop2h 41m

Chicago O'Hare Intl

Sat 3/14

10:10 am-1:27 pm

Nonstop2h 17m

$267

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Wed 3/4

6:05 pm-10:48 pm

1 stop5h 43m

Madison Truax Field

Sat 3/7

5:50 pm-11:13 pm

1 stop4h 23m

$269

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Wed 3/4

6:43 pm-11:26 pm

1 stop5h 43m

Madison Truax Field

Sat 3/7

8:09 am-1:43 pm

1 stop4h 34m

$269

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Sat 1/31

6:45 am-4:40 pm

1 stop10h 55m

Chicago O'Hare Intl

Mon 2/2

8:43 pm-6:38 pm

1 stop20h 55m

$270

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Mon 4/6

8:41 pm-11:21 am

1 stop15h 40m

Chicago O'Hare Intl

Tue 4/14

7:17 am-7:46 pm

1 stop11h 29m

$277

NorfolkGreen Bay

ORF - GRB

ORFGRB

Norfolk

Thu 2/5

7:32 am-10:50 am

1 stop4h 18m

Green Bay Austin-Straubel

Mon 2/9

4:53 pm-10:32 pm

1 stop4h 39m

$279

NorfolkWausau

ORF - CWA

ORFCWA

Norfolk

Thu 2/26

7:29 am-1:11 pm

1 stop6h 42m

Wausau Central Wisconsin

Sun 3/1

1:43 pm-10:08 pm

1 stop7h 25m

$279

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 1/29

11:43 am-6:29 pm

2 stops31h 46m

Chicago O'Hare Intl

Mon 2/2

8:43 pm-6:38 pm

1 stop20h 55m

$285

NorfolkMilwaukee

ORF - MKE

ORFMKE

Norfolk

Tue 2/17

3:30 pm-8:13 pm

1 stop5h 43m

Milwaukee-Mitchell

Thu 2/19

7:05 am-2:23 pm

1 stop6h 18m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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.

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 January 21, 2026.
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
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,089 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,191 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,174 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 41m. Fly via American Airlines, Delta, or Spirit 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 American Airlines, with whom users have recently found tickets for as low as $99. However, be on the lookout for offers from Southwest and Delta, 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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$361FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$128Average$392FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$223Average$384FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$236Average$369FlexibilityNo cancel feeOn-time63%

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