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Isle of Wight

$173+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RIC
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Isle of Wight are usually found in January or September, booked 60 days in advance, depart on a Thursday or Tuesday and return on a Thursday

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 July 2, 2025.

Round-trip from

$299
(Mytrip)

One-way from

$173
(Mytrip)

Popular in

July

Cheapest in

January

Average price

$656
From Portland to Isle of Wight
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One-way flight from Portland to Isle of Wight
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Highest demand for flights based on searches. 9% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 2, 2025.

This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/89:22 amPDX - ORF
1 stop8h 40mAllegiant Air
Sun 8/103:54 pmORF - PDX
2 stops18h 38mAllegiant Air
Deal found 6/30$299
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/89:22 amPDX - ORF
1 stop8h 40mMultiple Airlines
Sun 8/106:30 pmORF - PDX
3 stops22h 45mMultiple Airlines
Deal found 6/30$328
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1012:07 pmPDX - ORF
3 stops31h 41mSpirit Airlines
Mon 9/151:39 pmORF - PDX
3 stops32h 25mSpirit Airlines
Deal found 6/30$345
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:10 amPDX - ORF
1 stop7h 40mSouthwest
Wed 9/243:00 pmORF - PDX
1 stop8h 30mSouthwest
Deal found 6/30$351
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/107:15 amPDX - ORF
2 stops25h 09mFrontier
Mon 9/1512:19 pmORF - PDX
2 stops14h 53mFrontier
Deal found 6/30$352
This Delta deal was found by Cheapflights users on 7/2. 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 9/206:00 amPDX - ORF
1 stop9h 33mDelta
Wed 9/246:55 pmORF - PDX
1 stop7h 35mDelta
Deal found 7/2$354
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Sat 8/2311:12 pmPDX - ORF
1 stop7h 13mAmerican Airlines
Sun 8/317:25 amORF - PDX
1 stop10h 04mAmerican Airlines
Deal found 6/30$357
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/79:59 amPDX - ORF
1 stop10h 42mUnited Airlines
Sun 8/106:20 amORF - PDX
1 stop8h 23mUnited Airlines
Deal found 7/2$389

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 July 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

Fri 8/8

9:22 am-9:02 pm

1 stop8h 40m

Norfolk

Sun 8/10

3:54 pm-7:32 am

2 stops18h 38m

$299

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 8/8

9:22 am-9:02 pm

1 stop8h 40m

Norfolk

Sun 8/10

6:30 pm-2:15 pm

3 stops22h 45m

$328

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 9/10

12:07 pm-10:48 pm

3 stops31h 41m

Norfolk

Mon 9/15

1:39 pm-7:04 pm

3 stops32h 25m

$345

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 9/17

6:10 am-4:50 pm

1 stop7h 40m

Norfolk

Wed 9/24

3:00 pm-8:30 pm

1 stop8h 30m

$351

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 9/10

7:15 am-11:24 am

2 stops25h 09m

Norfolk

Mon 9/15

12:19 pm-12:12 am

2 stops14h 53m

$352

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sat 8/23

11:12 pm-9:25 am

1 stop7h 13m

Norfolk

Sun 8/31

7:25 am-2:29 pm

1 stop10h 04m

$357

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sat 9/20

11:08 am-12:25 am

2 stops10h 17m

Norfolk

Tue 9/23

5:10 pm-11:52 pm

2 stops9h 42m

$364

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 8/7

9:59 am-11:41 pm

1 stop10h 42m

Norfolk

Sun 8/10

6:20 am-11:43 am

1 stop8h 23m

$389

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 7/21

9:32 am-9:02 pm

1 stop8h 30m

$173

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 9/17

9:00 am-10:36 pm

1 stop10h 36m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 17 results
1
2

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 June 27, 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 60 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, January is the cheapest month in which you can book a flight from Portland to Isle of Wight (average of $281). Flying from Portland to Isle of Wight in March is currently the most expensive (average of $351). 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 July 2, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland to Isle of Wight as you normally would.

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 Monday evenings when fares are most often at their lowest. Sunday mornings 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 July 2, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,272 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,983 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,918 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Comfort

7.8

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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. 6 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.

  • 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 $173 on Allegiant Air. Other airlines that offer cheap prices include American Airlines from $176 and Delta from $181 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, January is the cheapest month in which you can book a flight from Portland to Isle of Wight (average of $281). Flying from Portland to Isle of Wight in March is currently the most expensive (average of $351). 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 6 airlines flying from Portland to Isle of Wight

Discover the top 6 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$278FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$180Average$386FlexibilityNo cancel feeOn-time83%
DeltaCheapest$312Average$478FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$346Average$692FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$353Average$560FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$387Average$525FlexibilityNo cancel feeOn-time63%

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