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Isle of Wight

$188+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RIC
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
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 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:51 pmPDX - ORF
2 stops19h 09mMultiple Airlines
Sun 12/149:32 amORF - PDX
1 stop11h 59mMultiple Airlines
Deal found 10/31$357
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/163:26 pmPDX - ORF
2 stops16h 08mMultiple Airlines
Thu 11/209:32 amORF - PDX
1 stop25h 32mMultiple Airlines
Deal found 11/1$361
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Wed 12/1010:15 pmPDX - ORF
1 stop7h 47mAmerican Airlines
Wed 12/172:35 pmORF - PDX
1 stop8h 42mAmerican Airlines
Deal found 11/1$367
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/107:43 pmPDX - ORF
2 stops10h 57mUnited Airlines
Wed 12/174:45 pmORF - PDX
1 stop8h 30mUnited Airlines
Deal found 11/1$372
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:55 pmPDX - ORF
2 stops30h 08mMultiple Airlines
Sun 12/149:32 amORF - PDX
1 stop11h 59mMultiple Airlines
Deal found 11/1$382
This Delta deal was found by Cheapflights users on 11/1. 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.
Sat 11/222:23 pmPDX - ORF
2 stops15h 56mDelta
Thu 11/274:00 pmORF - PDX
1 stop9h 21mDelta
Deal found 11/1$397
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/233:59 pmPDX - ORF
2 stops14h 44mMultiple Airlines
Thu 11/279:37 amORF - PDX
1 stop25h 27mMultiple Airlines
Deal found 11/1$398
This Delta deal was found by Cheapflights users on 11/1. 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.
Sat 11/222:23 pmPDX - ORF
2 stops15h 56mDelta
Wed 12/33:14 pmORF - PDX
1 stop10h 05mDelta
Deal found 11/1$406
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/245:15 pmPDX - ORF
2 stops18h 40mMultiple Airlines
Thu 11/279:37 amORF - PDX
1 stop25h 27mMultiple Airlines
Deal found 11/1$418

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 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$357
(Kiwi.com)

One-way from

$188
(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 2, 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

Wed 2/25

6:57 pm-9:48 am

2 stops11h 51m

Norfolk

Sun 3/1

6:25 am-11:55 am

1 stop8h 30m

$412

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sat 11/22

2:23 pm-9:19 am

2 stops15h 56m

Norfolk

Wed 12/3

3:14 pm-10:19 pm

1 stop10h 05m

$437

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sat 12/13

8:20 am-10:20 pm

2 stops11h 00m

Norfolk

Thu 1/1

8:30 am-6:15 pm

2 stops12h 45m

$438

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sun 11/23

6:00 am-5:03 pm

1 stop8h 03m

Norfolk

Wed 12/3

5:15 am-10:44 am

1 stop8h 29m

$442

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 2/16

9:45 pm-9:20 am

1 stop8h 35m

Norfolk

Fri 2/20

3:30 pm-10:10 pm

1 stop9h 40m

$443

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 12/24

11:45 pm-10:59 am

1 stop8h 14m

Norfolk

Thu 1/1

6:20 am-1:35 pm

2 stops10h 15m

$447

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sun 4/5

10:56 pm-10:10 am

1 stop8h 14m

Norfolk

Thu 4/9

6:15 am-11:35 am

1 stop8h 20m

$447

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Tue 3/10

9:45 pm-9:01 am

1 stop8h 16m

Norfolk

Wed 3/11

5:00 pm-10:46 pm

1 stop8h 46m

$447

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 4/16

11:30 pm-9:35 am

1 stop7h 05m

Norfolk

Tue 4/21

5:15 pm-10:08 pm

1 stop7h 53m

$447

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 12/10

12:32 am-2:09 pm

2 stops10h 37m

Norfolk

Sun 12/14

4:58 pm-10:10 pm

1 stop8h 12m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 21 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 2, 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 2, 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

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

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

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

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
7,997 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

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
8,994 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

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
11,033 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

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 11h. United Airlines provides one of the quickest options available for as low as $438. 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$278Average$508FlexibilityNo cancel feeOn-time69%
DeltaCheapest$302Average$493FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$332Average$654FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$344Average$512FlexibilityNo cancel feeOn-time63%

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