Find Cheap Flights from Isle of Wight to Madison – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Direct flights
There are currently no direct flights between Isle of Wight and Madison. You'll need to take a connecting flight to reach the destination.
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When to travel
Cheapest • 26% price drop
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Booking Insights

Price, demand, and travel trends for Isle of Wight to Madison flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

What's the cheapest day of the week to fly from Isle of Wight to Madison?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Isle of Wight to Madison. It's 26% cheaper than the average day, while Sunday is the most expensive, with prices 72% higher.

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

•June is the cheapest month to fly from Isle of Wight to Madison at £213 return.
•December (£496) and April (£424) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 133% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Key details for Isle of Wight to Madison flights

Low season

January
Beat the crowds with an average 56% drop in traveller numbers.
The most popular month to fly with an average 84% increase in traveller numbers.

When to book flights from Isle of Wight to Madison

Are your dates flexible? Find out the best times to travel from Isle of Wight to Madison based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Isle of Wight to Madison flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

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

    A direct flight from Isle of Wight to Madison takes 00m, covering 793 miles.

  • Do I need a passport to fly from Isle of Wight to Madison?

    No, a passport is not required for this domestic route, but you will need another form of identification, such as a driving licence.

  • How much should I expect to pay for a Isle of Wight to Madison flight?

    Return flights from Isle of Wight to Madison range from £233 to £347, with an average of £287 over the past 12 months. Anything below £233 counts as a good deal.

  • Which car hire options are available at Madison Truax Field Airport (MSN)?

    Madison Truax Field Airport (MSN) hosts 5 major car hire companies, with daily rates starting from around £64 for economy cars. Top options include:

    • Hertz
    • Alamo
    • Enterprise Rent-A-Car
    • Avis
    • Budget

  • Which airports can I use when flying from Isle of Wight to Madison?

    Flights from Isle of Wight to Madison usually depart from Norfolk (ORF) and arrive at Madison Truax Field (MSN).

  • Which airports do connecting flights from Isle of Wight to Madison pass through?

    One-stop flights from Isle of Wight to Madison most commonly connect through:

    • Chicago O'Hare Intl (ORD) – 46% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) – 29% of one-stop connections
    • Charlotte Douglas (CLT) – 12% of one-stop connections
    • New York LaGuardia (LGA) – 5% of one-stop connections

  • Can I save money by using flexible dates for flights from Isle of Wight to Madison?

    Yes. Flexible dates can save you up to 58% on flights from Isle of Wight to Madison. Tuesday is the cheapest departure day at £213 return on average, while Sunday is the most expensive at £496, a difference of £283.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different stopover airport from Isle of Wight to Madison?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time of 4h 10m, compared to 4h 57m via Charlotte Douglas (CLT) and 5h 09m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Isle of Wight and Madison?

    Madison is 1 hour behind Isle of Wight (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Isle of Wight to Madison flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Sunday. On this route, Tuesday flights average £213, about £283 less than Sunday fares (57% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Isle of Wight to Madison trip for June. Fares historically average £213 return in that month – typically £283 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Madison Truax Field Airport.

    • Doubletree by Hilton East Madison East
    • Best Western East Towne Suites
    • Rodeway Inn and Suites Madison East

More options for your flight from Isle of Wight to Madison

Complete your trip to Madison with a hotel stay or car hire