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$249+ Cheap flights from Virginia Beach, VA to Madison (MSN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MSN
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Virginia Beach to Madison

Keep the following information in mind while searching for Virginia Beach to Madison flight deals. Data was last updated September 16, 2025.

Round-trip from

$249
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$248
From Virginia Beach to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Virginia Beach to Madison

Cheapest flights from Virginia Beach to Madison
Explore the most affordable flight options available from Virginia Beach to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 11/811:56 amORF - MSN
1 stop5h 08mAmerican Airlines
Tue 11/118:00 amMSN - ORF
1 stop6h 06mAmerican Airlines
Deal found 9/14$249
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/28:07 pmORF - MSN
1 stop5h 12mAmerican Airlines
Mon 10/63:46 pmMSN - ORF
1 stop6h 14mAmerican Airlines
Deal found 9/15$254
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 10/111:14 amORF - MSN
1 stop5h 02mAmerican Airlines
Sun 10/56:40 amMSN - ORF
1 stop7h 11mAmerican Airlines
Deal found 9/16$259
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/247:24 pmORF - MSN
1 stop4h 32mAmerican Airlines
Sun 10/267:20 amMSN - ORF
1 stop6h 50mAmerican Airlines
Deal found 9/14$274
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:55 pmORF - MSN
1 stop4h 39mDelta
Tue 9/305:40 amMSN - ORF
1 stop4h 44mDelta
Deal found 9/15$284
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:52 pmORF - MSN
1 stop4h 43mUnited Airlines
Tue 11/112:48 pmMSN - ORF
2 stops7h 50mUnited Airlines
Deal found 9/16$324
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/266:30 amORF - MSN
1 stop6h 15mUnited Airlines
Sun 9/286:30 amMSN - ORF
2 stops6h 31mUnited Airlines
Deal found 9/14$326
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 10/146:26 amORF - MSN
1 stop6h 49mAmerican Airlines
Mon 10/206:29 amMSN - ORF
1 stop4h 36mAmerican Airlines
Deal found 9/16$328
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/77:29 pmORF - MSN
1 stop5h 01mAmerican Airlines
Mon 11/107:00 amMSN - ORF
1 stop5h 45mAmerican Airlines
Deal found 9/14$358
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/274:56 pmORF - MSN
1 stop6h 32mUnited Airlines
Tue 9/305:20 amMSN - ORF
2 stops7h 41mUnited Airlines
Deal found 9/15$359
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sun 12/211:05 pmORF - MSN
1 stop4h 40mUnited Airlines
Sun 12/285:00 amMSN - ORF
1 stop4h 38mUnited Airlines
Deal found 9/14$385

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach to Madison 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 September 16, 2025.
Use the filters below to find and compare flights from Virginia Beach to Madison that are best for you.

Fly from

Virginia Beach

Fly to

Madison

Route

Depart

Return

Price

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Sat 11/8

11:56 am-4:04 pm

1 stop5h 08m

Madison Truax Field

Tue 11/11

7:00 am-1:45 pm

1 stop5h 45m

$249

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Wed 10/22

8:30 am-12:15 pm

1 stop4h 45m

Madison Truax Field

Sat 10/25

6:00 am-2:01 pm

1 stop7h 01m

$249

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Fri 10/24

7:24 pm-10:56 pm

1 stop4h 32m

Madison Truax Field

Sun 10/26

7:20 am-3:10 pm

1 stop6h 50m

$274

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Sat 9/27

6:55 pm-10:34 pm

1 stop4h 39m

Madison Truax Field

Tue 9/30

6:12 am-2:02 pm

1 stop6h 50m

$284

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Fri 9/26

4:56 pm-8:41 pm

1 stop4h 45m

Madison Truax Field

Sun 9/28

5:20 am-11:02 am

1 stop4h 42m

$284

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Sat 11/8

5:17 pm-10:45 pm

1 stop6h 28m

Madison Truax Field

Tue 11/11

2:48 pm-11:27 pm

2 stops7h 39m

$324

NorfolkMadison

ORF - MSN

ORFMSN

Norfolk

Wed 10/15

12:45 pm-6:55 pm

1 stop7h 10m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Best time to book a flight from Virginia Beach to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison 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 Madison

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

Currently, January is the cheapest month in which you can book a flight from Virginia Beach to Madison (average of $338). Flying from Virginia Beach to Madison in March is currently the most expensive (average of $422). 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 MSN?

Find hourly flight availability from Virginia Beach to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

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

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated September 16, 2025.
Read through reviews of airlines operating flights from Virginia Beach to Madison, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

  • What airport do you fly into for flights to Madison from Virginia Beach?

    Madison Truax Field (MSN), located 5.4 mi from the city center, is the airport you fly into when you book flights from Virginia Beach to Madison. 3 airlines have flights to Truax Field from Virginia Beach on a regular basis. Booking flights from Virginia Beach to Madison Truax Field should not be difficult; the airport handles an average of 0 inbound flights from Virginia Beach per day.

  • How long is the flight from Virginia Beach to Madison?

    American Airlines can get you from Virginia Beach to Madison in just under 5h 08m. Your travel time can differ by up to . Airlines will cover a distance of 816 mi.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Virginia Beach to Madison (average of $338). Flying from Virginia Beach to Madison in March is currently the most expensive (average of $422). 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

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Virginia Beach to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Virginia Beach to Madison

Discover the top 3 airlines that operate flights from Virginia Beach to Madison. 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$381FlexibilityNo cancel feeOn-time71%
DeltaCheapest$232Average$380FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$398FlexibilityNo cancel feeOn-time69%

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