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

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Everything you should know

Direct flights
Not available
There are currently no direct flights between Isle of Wight and Portland. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
19 weeks
in advance
Our data shows that travellers who book at least 19 weeks in advance save around 62% compared to booking last minute.
Insights
Insights
When to travel
June
Cheapest • 22% price drop
July
Most popular
Good to know
+1
Good to know
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Booking Insights

Price, demand, and travel trends for Isle of Wight to Portland 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 Portland?

Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Isle of Wight to Portland. It's 23% cheaper than the average day, while Monday is the most expensive, with prices 29% higher.

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

•June and July are the cheapest months to fly from Isle of Wight to Portland at £218 return.
•March (£428) and April (£395) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 96% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Isle of Wight to Portland the cheapest?

Flights from Isle of Wight to Portland are cheapest 19 weeks before departure. Booking in this window typically costs about 62% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Isle of Wight to Portland flights

Low season

February
Beat the crowds with an average 60% drop in traveller numbers.
The most popular month to fly with an average 85% increase in traveller numbers.

When to book flights from Isle of Wight to Portland

Are your dates flexible? Find out the best times to travel from Isle of Wight to Portland 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 Portland 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 Portland?

    A direct flight from Isle of Wight to Portland takes 00m, covering 574 miles.

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

    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 Portland flight?

    Return flights from Isle of Wight to Portland range from £211 to £392, with an average of £281 over the past 12 months. Anything below £211 counts as a good deal.

  • How expensive are last-minute Isle of Wight to Portland flights?

    Last-minute fares on this route (booked within two weeks of departure) run 62% above the £281 route average. Book 19 weeks before departure for the lowest fares.

  • How much can I save by having a stopover when flying from Isle of Wight to Portland?

    On this route, direct flights are cheaper than stopover options on average. Direct fares average £195 return, compared with £246 via a stopover through New York LaGuardia (LGA).

  • Which aircraft model is used most often on flights from Isle of Wight to Portland?

    The Airbus A220-300 family is used most often on this route, operated mainly by Breeze Airways and JetBlue. Other aircraft seen on the route include Embraer 175 variants.

  • Which car hire options are available at Portland Airport (PWM)?

    Portland Airport (PWM) hosts 5 major car hire companies, with daily rates starting from around £61 for economy cars. Top options include:

    • Dollar
    • Budget
    • Movly
    • Alamo
    • Hertz

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

    Flights from Isle of Wight to Portland usually depart from Norfolk (ORF) and arrive at Portland (PWM).

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

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

    • Baltimore/Washington (BWI) – 46% of one-stop connections
    • New York LaGuardia (LGA) – 17% of one-stop connections
    • Philadelphia (PHL) – 14% of one-stop connections
    • Washington, D.C. Dulles Intl (IAD) – 9% of one-stop connections

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

    Yes. Flexible dates can save you up to 41% on flights from Isle of Wight to Portland. Sunday is the cheapest departure day at £217 return on average, while Monday is the most expensive at £363, a difference of £146.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

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

    Flying via Washington, D.C. Reagan-National (DCA) gives the shortest average 1-stop total travel time of 3h 57m, compared to 4h 10m via Washington, D.C. Dulles Intl (IAD) and 4h 16m via Philadelphia (PHL).

  • Which airlines include bags at no extra cost on Isle of Wight to Portland flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Breeze Airways: a cabin bag in Economy class class

    Baggage allowance can vary by ticket type, cabin class, route, and airline, so always check the fare details before booking.

Your guide to booking Isle of Wight to Portland 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 Sunday departure and avoid flying on Monday. On this route, Sunday flights average £217, about £146 less than Monday fares (40% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 19 weeks before you fly. On this route, that window historically saves about 62% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Isle of Wight to Portland trip for June. Fares historically average £218 return in that month – typically £210 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Portland Airport.

    • Clarion Hotel Portland Airport Me
    • La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
    • Hilton Garden Inn Portland-Airport

More options for your flight from Isle of Wight to Portland

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

Car hire in Portland
Hotels in Portland
Holidays in Portland