What is the cheapest day to fly from Madison to Isle of Wight?

Travelers seeking maximum savings on their Madison to Isle of Wight flight should consider departing on Saturday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Isle of Wight ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Isle of Wight when rainfall is around 2.9 in.

If weather is an important factor for your trip to Isle of Wight, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

What are the most popular airlines that fly from Madison to Isle of Wight?

Before booking your flight from Madison to Isle of Wight check out the most popular airlines for this route: American Airlines, Delta or United Airlines.

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

To save up to 30% on this flight, we recommend booking at least 34 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Madison to Isle of Wight from $283 1-2 weeks out and tickets from $338 for flights departing within the next 72 hours.

What is the cheapest month to fly from Madison to Isle of Wight?

Our data shows that January tends to be the cheapest month to fly to Isle of Wight from Madison. Users have commonly found prices around $365 for the month, but tickets can be as low as $248. Due to multiple factors, prepare for potentially higher prices in February.

What is the cheapest time of day to fly from MSN to I1W?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Isle of Wight as you normally would.

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.

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.

$224+ Flights from Madison to Isle of Wight

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Madison to Isle of Wight with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Madison Truax Field to Isle of Wight are usually found in January or September, booked 90 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap flight deals from Madison to Isle of Wight

Round-trip from	$249 (American Airlines)
One-way from	$224 (American Airlines)
Popular in	February
Cheapest in	January
Average price	$408

From Madison Truax Field to Isle of Wight

Search Deals

One-way flight from Madison Truax Field to Isle of Wight

Search Deals

High demand for flights, 3% 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 July 2025

Search Deals

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 julio 29, 2025.

mié. 8/206:46 amMSN - ORF

1 stop7h 07mAmerican Airlines

sáb. 8/238:04 pmORF - MSN

1 stop4h 55mAmerican Airlines

Deal found 7/28

$249

jue. 9/46:30 amMSN - ORF

1 stop7h 10mUnited Airlines

lun. 9/810:30 amORF - MSN

2 stops7h 14mUnited Airlines

Deal found 7/27

$254

mié. 8/205:40 amMSN - ORF

1 stop6h 12mDelta

dom. 8/245:30 amORF - MSN

1 stop5h 26mDelta

Deal found 7/29

$293

Best flights from Madison to Isle of Wight
Discover carefully curated flight deals from Madison to Isle of Wight that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated julio 29, 2025.

mié. 8/206:46 amMSN - ORF

1 stop7h 07mAmerican Airlines

sáb. 8/238:04 pmORF - MSN

1 stop4h 55mAmerican Airlines

Deal found 7/28

$249

jue. 9/46:30 amMSN - ORF

1 stop7h 10mUnited Airlines

lun. 9/810:30 amORF - MSN

2 stops7h 14mUnited Airlines

Deal found 7/27

$254

mié. 8/205:40 amMSN - ORF

1 stop6h 12mDelta

dom. 8/245:30 amORF - MSN

1 stop5h 26mDelta

Deal found 7/29

$293

Last-minute flights from Madison to Isle of Wight
Discover last-minute flight deals from Madison to Isle of Wight. Data last updated julio 29, 2025 and is based on user searches.

jue. 8/77:16 amMSN - ORF

1 stop6h 31mAmerican Airlines

lun. 8/117:28 pmORF - MSN

1 stop4h 35mAmerican Airlines

Deal found 7/28

$284

jue. 8/76:40 amMSN - ORF

2 stops6h 17mUnited Airlines

lun. 8/115:05 pmORF - MSN

1 stop4h 51mUnited Airlines

Deal found 7/26

$420

mié. 8/206:46 amMSN - ORF

1 stop7h 07mAmerican Airlines

sáb. 8/238:04 pmORF - MSN

1 stop4h 55mAmerican Airlines

Deal found 7/28

$249

mié. 8/205:40 amMSN - ORF

1 stop6h 12mDelta

dom. 8/245:30 amORF - MSN

1 stop5h 26mDelta

Deal found 7/29

$293

One-way flights from Madison to Isle of Wight
Search for one-way flight options from Madison to Isle of Wight. Find affordable one-way fares based on user searches. Data last updated julio 29, 2025.

jue. 9/47:30 amMSN - ORF

1 stop6h 40mAmerican Airlines

Deal found 7/27

$224

jue. 9/43:58 pmMSN - ORF

2 stops6h 52mUnited Airlines

Deal found 7/27

$229

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to Isle of Wight that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

mié. 8/20

6:46 am-2:53 pm

1 stop7h 07m

Norfolk

sáb. 8/23

8:04 pm-11:59 pm

1 stop4h 55m

$249

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

jue. 9/4

6:30 am-2:40 pm

1 stop7h 10m

Norfolk

lun. 9/8

10:30 am-4:44 pm

2 stops7h 14m

$254

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

mié. 8/20

5:40 am-12:52 pm

1 stop6h 12m

Norfolk

dom. 8/24

5:30 am-9:56 am

1 stop5h 26m

$293

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

jue. 9/4

7:30 am-3:10 pm

1 stop6h 40m

$224

MadisonNorfolk

MSN - ORF

MSNORF

Madison Truax Field

jue. 9/4

3:58 pm-11:50 pm

2 stops6h 52m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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?

To ensure you get the cheapest price possible for a flight from Madison to Isle of Wight, you should look to book at least 85 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, January is the cheapest month in which you can book a flight from Madison to Isle of Wight (average of $281). Flying from Madison to Isle of Wight in March is currently the most expensive (average of $351). 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 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

8.0

Very good

7,977 reviews

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

7,977 reviews

Delta

8.0

Very good

7,977 reviews

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

8,899 reviews

Delta

8.0

Very good

7,977 reviews

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

7,977 reviews

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

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.
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, January is the cheapest month in which you can book a flight from Madison to Isle of Wight (average of $281). Flying from Madison to Isle of Wight in March is currently the most expensive (average of $351). 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

Alternative routes for Madison to Isle of Wight

O'Hare Intl to Reagan-National flights

O'Hare Intl to Dulles Intl flights

Minneapolis to Dulles Intl flights

Minneapolis to Reagan-National flights

O'Hare Intl to Raleigh flights

O'Hare Intl to Norfolk flights

O'Hare Intl to Richmond flights

Minneapolis to Raleigh flights

Milwaukee to Reagan-National flights

Minneapolis to Norfolk flights

O'Hare Intl to Charlottesville flights

Milwaukee to Dulles Intl flights

O'Hare Intl to Greensboro flights

Milwaukee to Raleigh flights

Madison to Reagan-National flights

Minneapolis to Richmond flights

Madison to Dulles Intl flights

O'Hare Intl to Roanoke flights

Madison to Raleigh flights

Appleton to Dulles Intl flights

Appleton to Reagan-National flights

Minneapolis to Roanoke flights

Green Bay to Dulles Intl flights

Madison to Norfolk flights

Milwaukee to Greensboro flights

Minneapolis to Greensboro flights

Milwaukee to Norfolk flights

Appleton to Raleigh flights

Green Bay to Reagan-National flights

Milwaukee to Richmond flights

Madison to Richmond flights

O'Hare Intl to Blountville flights

Milwaukee to Roanoke flights

Duluth to Norfolk flights

Wausau to Reagan-National flights

Minneapolis to Charlottesville flights

Green Bay to Norfolk flights

Appleton to Norfolk flights

Wausau to Dulles Intl flights

Eau Claire to Reagan-National flights

Eau Claire to Dulles Intl flights

Madison to Charlottesville flights

O'Hare Intl to Newport News flights

Duluth to Raleigh flights

Appleton to Richmond flights

Green Bay to Raleigh flights

Duluth to Dulles Intl flights

Milwaukee to Blountville flights

Duluth to Reagan-National flights

O'Hare Intl to Salisbury flights

Complete your trip

Richmond Byrd Intl Airport car rentals

Norfolk Airport car rentals

Newport News Intl Airport car rentals

Pitt-Greenville Airport car rentals

Norfolk car rentals

Richmond car rentals

Newport News car rentals

Virginia Beach car rentals

Arlington car rentals

Lynchburg car rentals

Chesapeake car rentals

Charlottesville car rentals

Top 3 airlines flying from Madison to Isle of Wight

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$198	Average$402	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$208	Average$332	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$223	Average$366	FlexibilityNo cancel fee	On-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$224+ Cheap flights from Madison (MSN) to Isle of Wight, VA

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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Madison to Isle of Wight with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Madison Truax Field to Isle of Wight are usually found in January or September, booked 90 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

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 julio 29, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Madison to Isle of Wight

Cheapest flights from Madison to Isle of WightExplore 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 julio 29, 2025.

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 julio 29, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to Isle of Wight that are best for you.

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.

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 July 25, 2025.

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

Reviews of airlines servicing Isle of Wight

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.

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?

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

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

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Isle of Wight

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Madison to Isle of Wight

100% Free

Book with Flexibility

Travel Smart

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 julio 29, 2025.