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Isle of Wight

$166+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RIC
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Isle of Wight are usually found in January or October, booked 88 days in advance, depart on a Thursday or Tuesday and return on a Thursday

Find 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 November 6, 2025.

This Delta deal was found by Cheapflights users on 11/4. 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 11/276:10 amPDX - ORF
1 stop9h 24mDelta
Wed 12/312:13 pmORF - PDX
1 stop11h 27mDelta
Deal found 11/4$363
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/310:50 amPDX - ORF
1 stop7h 10mUnited Airlines
Wed 12/106:05 amORF - PDX
1 stop8h 43mUnited Airlines
Deal found 11/5$367
This Delta deal was found by Cheapflights users on 11/5. 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.
Wed 12/37:09 pmPDX - ORF
2 stops11h 00mDelta
Wed 12/105:40 amORF - PDX
2 stops10h 14mDelta
Deal found 11/5$377
This Delta deal was found by Cheapflights users on 11/5. 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 12/810:10 pmPDX - ORF
1 stop8h 23mDelta
Tue 12/93:15 pmORF - PDX
1 stop10h 04mDelta
Deal found 11/5$378
This United Airlines deal was found by Cheapflights users on 11/6. 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 12/41:14 pmPDX - ORF
1 stop6h 45mUnited Airlines
Thu 12/116:05 amORF - PDX
1 stop8h 43mUnited Airlines
Deal found 11/6$389
This Delta deal was found by Cheapflights users on 11/6. 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 12/411:20 pmPDX - ORF
2 stops11h 49mDelta
Thu 12/115:40 amORF - PDX
2 stops10h 14mDelta
Deal found 11/6$399

Cheap 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$367
(United Airlines)

One-way from

$166
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$627
Provider with most accurate pricing for Portland-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Norfolk flights.
Search Deals
From Portland to Isle of Wight
Search Deals
One-way flight from Portland to Isle of Wight
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 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 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 November 6, 2025.
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 11/27

9:59 am-11:12 pm

2 stops10h 13m

Norfolk

Wed 12/3

5:15 am-10:44 am

1 stop8h 29m

$368

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sun 12/7

12:32 am-4:57 pm

2 stops13h 25m

Norfolk

Tue 12/9

3:15 pm-10:19 pm

1 stop10h 04m

$383

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 2/4

11:05 pm-11:44 am

1 stop9h 39m

Norfolk

Sun 2/8

4:45 pm-10:32 pm

1 stop8h 47m

$407

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Tue 2/3

12:40 am-2:53 pm

2 stops11h 13m

Norfolk

Sun 2/8

3:36 pm-10:15 pm

1 stop9h 39m

$412

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 1/29

12:40 am-2:53 pm

2 stops11h 13m

Norfolk

Mon 2/2

5:20 am-10:49 am

1 stop8h 29m

$423

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 1/30

6:20 am-8:30 pm

2 stops11h 10m

Norfolk

Mon 2/2

12:30 pm-10:15 pm

2 stops12h 45m

$428

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 12/19

11:02 am-9:01 pm

1 stop6h 59m

Norfolk

Fri 12/26

5:15 pm-10:40 pm

1 stop8h 25m

$447

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 1/9

6:30 am-5:50 pm

2 stops8h 20m

Norfolk

Sun 1/11

11:50 am-8:15 pm

2 stops11h 25m

$457

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 11/24

5:30 am-12:13 am

2 stops15h 43m

Norfolk

Thu 12/4

12:13 pm-8:40 pm

1 stop11h 27m

$463

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 11/20

11:53 am-9:49 pm

1 stop6h 56m

Norfolk

Wed 12/3

12:13 pm-10:10 pm

2 stops12h 57m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 19 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 October 31, 2025.

To ensure you get the cheapest price possible for a flight from Portland to Isle of Wight, you should look to book at least 88 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 $202). Flying from Portland to Isle of Wight in March is currently the most expensive (average of $378). 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.

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

Find hourly flight availability from Portland to Isle of Wight. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

A simple way to save on the total cost of your ticket is to fly from Portland to Isle of Wight at noon. If you’re flexible enough to do this you can expect to save up to 21% on your trip compared to booking a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Portland to Isle of Wight. Price data was last updated on December 16, 2024.

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

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 6, 2025.
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.
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,007 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 9h 39m. Delta provides one of the quickest options available for as low as $407. 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.

  • 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 $202). Flying from Portland to Isle of Wight in March is currently the most expensive (average of $378). 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.
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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$278Average$514FlexibilityNo cancel feeOn-time69%
DeltaCheapest$302Average$494FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$332Average$651FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$344Average$514FlexibilityNo cancel feeOn-time63%

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