Isle of Wight

$189+ Cheap flights from Portland (PDX) 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RIC
Mar 3 — Mar 101
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Cheap flight deals from Portland to Isle of Wight

Cheapest flights from Portland to Isle of Wight
Explore the most affordable flight options available from Portland to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 1, 2026.

This American Airlines deal was found by Cheapflights users on 1/29. 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 3/59:44 pm
PDX
-
ORF
1 stop7h 39m
American Airlines
Tue 3/316:43 pm
ORF
-
PDX
1 stop8h 37m
American Airlines
Deal found 1/29$380
This United Airlines deal was found by Cheapflights users on 1/30. 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.
Thu 4/167:05 pm
PDX
-
ORF
2 stops11h 26m
United Airlines
Tue 4/288:00 am
ORF
-
PDX
1 stop8h 08m
United Airlines
Deal found 1/30$385
This Delta deal was found by Cheapflights users on 1/30. 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.
Mon 2/239:45 pm
PDX
-
ORF
1 stop8h 33m
Delta
Mon 3/25:25 am
ORF
-
PDX
1 stop8h 27m
Delta
Deal found 1/30$393
This Southwest deal was found by Cheapflights users on 1/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:45 am
PDX
-
ORF
2 stops8h 40m
Southwest
Mon 3/92:50 pm
ORF
-
PDX
2 stops12h 55m
Southwest
Deal found 1/31$403
This United Airlines deal was found by Cheapflights users on 1/29. 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 2/201:18 pm
PDX
-
ORF
1 stop6h 41m
United Airlines
Sat 2/284:55 pm
ORF
-
PDX
1 stop9h 01m
United Airlines
Deal found 1/29$408
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:35 pm
PDX
-
ORF
1 stop11h 33m
American Airlines
Sat 4/112:48 pm
ORF
-
PDX
2 stops10h 44m
American Airlines
Deal found 1/31$412
This American Airlines deal was found by Cheapflights users on 1/30. 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 4/1710:23 pm
PDX
-
ORF
1 stop7h 12m
American Airlines
Sat 4/251:32 pm
ORF
-
PDX
1 stop10h 27m
American Airlines
Deal found 1/30$420

Find flight deals from Portland to Isle of Wight

Keep the following information in mind while searching for Portland to Isle of Wight flight deals. Data was last updated February 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$380
(American Airlines)

One-way from

$189
(United Airlines)

Popular in

November

Cheapest in

October

Average price

$545
Provider with most accurate pricing for Portland-Norfolk flight deals.
Provider most trusted by Cheapflights users for Portland-Norfolk flights.
From Portland to Isle of Wight
One-way flight from Portland to Isle of Wight
Highest demand for flights based on searches. 8% potential increase in price ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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 February 1, 2026.
Use the filters below to find and compare flights from Portland to Isle of Wight that are best for you.

Fly from

Portland

Fly to

Isle of Wight

Route

Depart

Return

Price

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 4/16

7:05 pm-9:31 am

2 stops11h 26m

Norfolk

Tue 4/28

8:00 am-1:08 pm

1 stop8h 08m

$385

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 3/2

5:35 am-4:00 pm

1 stop7h 25m

Norfolk

Mon 3/9

7:20 pm-12:45 am

1 stop8h 25m

$393

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 4/8

8:00 am-7:31 pm

1 stop8h 31m

Norfolk

Wed 4/15

3:20 pm-8:59 pm

1 stop8h 39m

$393

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 2/23

9:45 pm-9:18 am

1 stop8h 33m

Norfolk

Mon 3/2

5:25 am-10:52 am

1 stop8h 27m

$393

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 3/5

11:35 pm-12:43 pm

2 stops10h 08m

Norfolk

Tue 3/31

6:43 pm-12:20 am

1 stop8h 37m

$404

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 2/20

1:18 pm-10:59 pm

1 stop6h 41m

Norfolk

Sat 2/28

4:55 pm-10:56 pm

1 stop9h 01m

$408

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 3/6

11:35 pm-2:08 pm

1 stop11h 33m

Norfolk

Sat 4/11

2:48 pm-10:32 pm

2 stops10h 44m

$412

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 4/17

10:23 pm-8:35 am

1 stop7h 12m

Norfolk

Sat 4/25

1:32 pm-8:59 pm

1 stop10h 27m

$420

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sat 2/28

10:56 am-11:33 pm

2 stops9h 37m

$194

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 2/19

6:00 am-10:21 pm

2 stops13h 21m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 16 results
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Best time to book a flight from Portland to Isle of Wight

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

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Isle of Wight. Price data was last updated on January 30, 2026.

To ensure you get the cheapest price possible for a flight from Portland to Isle of Wight, you should look to book at least 27 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 Portland to Isle of Wight?

Currently, June is the cheapest month in which you can book a flight from Portland to Isle of Wight (average of $197). Flying from Portland to Isle of Wight in November is currently the most expensive (average of $411). 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 February 1, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Portland 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.

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Portland 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 Portland to Isle of Wight?

    Portland (PDX), located 6.0 mi from the city center, is the airport you fly out of when you book flights from Portland to Isle of Wight. 4 airlines have flights from Portland to Isle of Wight on a regular basis. Booking flights from Portland 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 Portland to Isle of Wight?

    A quick flight from Portland to Isle of Wight can take about 7h 25m. United Airlines provides one of the quickest options available for as low as $393. The distance from Portland to Isle of Wight is about 2446 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Portland to Isle of Wight one-way?

    One-way options have recently been found by users for as low as $131 on Allegiant Air. Other airlines that offer cheap prices include American Airlines from $156 and Delta from $156 one-way.

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

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

  • How can I find direct flights from Portland 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 Portland to Isle of Wight.

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

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

    Currently, June is the cheapest month in which you can book a flight from Portland to Isle of Wight (average of $197). Flying from Portland to Isle of Wight in November is currently the most expensive (average of $411). 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

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Alternative routes for Portland to Isle of Wight

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

Top 4 airlines flying from Portland to Isle of Wight

Discover the top 4 airlines that operate flights from Portland 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 February 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$231Average$466FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$278Average$505FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$331Average$654FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$337Average$500FlexibilityNo cancel feeOn-time63%

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