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Isle of Wight

$249+ Cheap flights from Madison (MSN) to Isle of Wight, VA

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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — RIC
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Isle of Wight are usually found in January or September, booked 75 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Find flight deals from Madison to Isle of Wight

Cheapest flights from Madison to Isle of Wight
Explore the most affordable flight options available from Madison to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 2, 2025.

This Delta deal was found by Cheapflights users on 11/1. 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.
Thu 12/115:38 amMSN - ORF
1 stop4h 54mDelta
Sun 12/146:30 amORF - MSN
1 stop5h 29mDelta
Deal found 11/1$249
This United Airlines deal was found by Cheapflights users on 10/31. 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.
Tue 12/23:59 pmMSN - ORF
1 stop4h 01mUnited Airlines
Sat 12/66:05 amORF - MSN
1 stop6h 39mUnited Airlines
Deal found 10/31$319
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/153:58 pmMSN - ORF
1 stop4h 40mUnited Airlines
Wed 11/196:35 amORF - MSN
1 stop4h 25mUnited Airlines
Deal found 10/31$349
This Delta deal was found by Cheapflights users on 11/1. 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.
Fri 11/73:49 pmMSN - ORF
1 stop5h 34mDelta
Mon 11/105:15 amORF - MSN
1 stop6h 23mDelta
Deal found 11/1$354
This United Airlines deal was found by Cheapflights users on 10/31. 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.
Mon 12/222:29 pmMSN - ORF
2 stops8h 12mUnited Airlines
Tue 12/306:20 amORF - MSN
2 stops6h 28mUnited Airlines
Deal found 10/31$389
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/263:08 pmMSN - ORF
1 stop7h 08mUnited Airlines
Sat 12/66:00 amORF - MSN
2 stops10h 06mUnited Airlines
Deal found 10/31$395
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Mon 12/223:46 pmMSN - ORF
2 stops6h 55mUnited Airlines
Sat 12/276:22 pmORF - MSN
1 stop5h 35mUnited Airlines
Deal found 11/1$411
This United Airlines deal was found by Cheapflights users on 11/1. 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 11/73:08 pmMSN - ORF
1 stop7h 08mUnited Airlines
Mon 11/106:00 amORF - MSN
2 stops9h 54mUnited Airlines
Deal found 11/1$429

Cheap flight deals from Madison to Isle of Wight

Keep the following information in mind while searching for Madison to Isle of Wight flight deals. Data was last updated November 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Delta)

Popular in

February

Cheapest in

January

Average price

$365
Provider with most accurate pricing for Madison Truax Field-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Norfolk flights.
Search Deals
From Madison Truax Field to Isle of Wight
Search Deals
High demand for flights, 4% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Isle of Wight 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 2, 2025.
Use the filters below to find and compare flights from Madison to Isle of Wight that are best for you.

Fly from

Madison

Fly to

Isle of Wight

Route

Depart

Return

Price

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Thu 12/11

5:38 am-11:32 am

1 stop4h 54m

Norfolk

Sun 12/14

6:30 am-10:59 am

1 stop5h 29m

$249

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Fri 11/28

2:48 pm-9:38 pm

1 stop5h 50m

Norfolk

Sat 12/6

4:45 pm-8:47 pm

1 stop5h 02m

$319

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Tue 12/2

3:59 pm-9:00 pm

1 stop4h 01m

Norfolk

Sat 12/6

6:05 am-11:44 am

1 stop6h 39m

$319

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Fri 1/23

6:30 am-2:25 pm

1 stop6h 55m

Norfolk

Sun 2/1

6:00 am-2:52 pm

2 stops9h 52m

$324

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Sat 11/15

3:58 pm-9:38 pm

1 stop4h 40m

Norfolk

Wed 11/19

6:35 am-10:00 am

1 stop4h 25m

$349

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Fri 11/7

3:49 pm-10:23 pm

1 stop5h 34m

Norfolk

Mon 11/10

5:15 am-10:38 am

1 stop6h 23m

$354

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Wed 11/26

3:08 pm-11:16 pm

1 stop7h 08m

Norfolk

Sat 12/6

6:05 am-10:14 am

1 stop5h 09m

$354

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Sat 11/29

8:25 am-2:34 pm

1 stop5h 09m

$274

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

Wed 11/26

3:08 pm-11:16 pm

1 stop7h 08m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Best time to book a flight from Madison to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from Madison 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 Madison to Isle of Wight

How far ahead should I book a flight from Madison to Isle of Wight?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Isle of Wight. Price data was last updated on October 31, 2025.

To ensure you get the cheapest price possible for a flight from Madison to Isle of Wight, you should look to book at least 33 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Madison to Isle of Wight?

Currently, August is the cheapest month in which you can book a flight from Madison to Isle of Wight (average of $108). Flying from Madison to Isle of Wight in October 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 Isle of Wight

Get insights into the airlines that provide service to Isle of Wight. 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 Isle of Wight. Reviews last updated November 2, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Madison to Isle of Wight by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,997 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,997 reviews
Delta
7.9
Good
7,997 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,994 reviews
Delta
7.9
Good
7,997 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,033 reviews
Delta
7.9
Good
7,997 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Madison to Isle of Wight. 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 from for flights from Madison to Isle of Wight?

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

  • How long is the flight from Madison to Isle of Wight?

    A quick flight from Madison to Isle of Wight can take about 4h 54m. Delta provides one of the quickest options available for as low as $249. Madison and Isle of Wight are separated by a distance of 816 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Madison to Isle of Wight that include hotel bookings?

    Yes. In addition to deals on Madison to Isle of Wight flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Isle of Wight?

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

  • Can I find deals for business class flights from Madison to Isle of Wight?

    Yes. Cheapflights offers flight deals from Madison to Isle of Wight 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 Madison to Isle of Wight?

    Currently, August is the cheapest month in which you can book a flight from Madison to Isle of Wight (average of $108). Flying from Madison to Isle of Wight in October 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.

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Top 3 airlines flying from Madison to Isle of Wight

Discover the top 3 airlines that operate flights from Madison to Isle of Wight. 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$364FlexibilityNo cancel feeOn-time71%
DeltaCheapest$232Average$339FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$430FlexibilityNo cancel feeOn-time69%

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