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Isle of Wight

$212+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RIC
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
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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 May 22, 2026.

This American Airlines deal was found by Cheapflights users on 5/21. 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 8/511:20 pm
PDX
-
ORF
1 stop9h 45m
American Airlines
Wed 8/193:00 pm
ORF
-
PDX
1 stop7h 48m
American Airlines
Deal found 5/21$419
This Southwest deal was found by Cheapflights users on 5/22. 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 8/1211:30 pm
PDX
-
ORF
2 stops10h 00m
Southwest
Mon 8/173:45 pm
ORF
-
PDX
2 stops10h 00m
Southwest
Deal found 5/22$435
This American Airlines deal was found by Cheapflights users on 5/19. 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 9/246:30 am
PDX
-
ORF
1 stop8h 42m
American Airlines
Wed 9/305:52 am
ORF
-
PDX
2 stops11h 12m
American Airlines
Deal found 5/19$438
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 8/2712:26 pm
PDX
-
ORF
2 stops20h 00m
Multiple Airlines
Mon 8/318:16 am
ORF
-
PDX
1 stop12h 08m
Multiple Airlines
Deal found 5/19$442
This American Airlines deal was found by Cheapflights users on 5/21. 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.
Tue 8/1111:59 pm
PDX
-
ORF
2 stops11h 03m
American Airlines
Sat 8/151:44 pm
ORF
-
PDX
2 stops10h 52m
American Airlines
Deal found 5/21$443
This American Airlines deal was found by Cheapflights users on 5/20. 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 7/310:30 pm
PDX
-
ORF
1 stop10h 32m
American Airlines
Wed 7/86:23 am
ORF
-
PDX
1 stop8h 10m
American Airlines
Deal found 5/20$445
This Southwest deal was found by Cheapflights users on 5/17. 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.
Thu 9/36:05 am
PDX
-
ORF
2 stops8h 50m
Southwest
Mon 9/1410:15 am
ORF
-
PDX
1 stop7h 45m
Southwest
Deal found 5/17$448

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 May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$419
(American Airlines)

One-way from

$212
(American Airlines)

Popular in

November

Cheapest in

October

Average price

$526
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. 11% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 22, 2026.
Use the filters below to find and compare flights from Portland to Isle of Wight that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 10/14

11:35 pm-11:05 am

1 stop8h 30m

Norfolk

Sat 10/24

8:10 am-1:00 pm

1 stop7h 50m

$433

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 9/24

6:30 am-6:12 pm

1 stop8h 42m

Norfolk

Wed 9/30

5:52 am-2:04 pm

2 stops11h 12m

$438

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 8/14

10:45 pm-9:15 am

1 stop7h 30m

Norfolk

Mon 8/17

1:05 pm-9:10 pm

2 stops11h 05m

$460

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 9/3

6:05 am-5:55 pm

2 stops8h 50m

Norfolk

Mon 9/14

6:00 am-12:50 pm

2 stops9h 50m

$465

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Tue 8/11

2:08 pm-1:03 am

1 stop7h 55m

Norfolk

Mon 8/17

5:23 am-10:28 am

1 stop8h 05m

$467

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 8/13

11:07 pm-9:13 am

1 stop7h 06m

Norfolk

Tue 8/18

7:17 am-1:38 pm

1 stop9h 21m

$467
Quickest round-trip

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sun 8/23

11:07 pm-9:13 am

1 stop7h 06m

Norfolk

Fri 8/28

4:36 pm-9:40 pm

1 stop8h 04m

$467

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 7/27

11:30 pm-11:05 am

1 stop8h 35m

Norfolk

Thu 7/30

7:15 pm-11:55 pm

1 stop7h 40m

$467

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sat 7/4

11:30 pm-10:55 am

1 stop8h 25m

Norfolk

Sat 7/11

3:10 pm-11:55 pm

2 stops11h 45m

$472

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 7/1

8:35 am-10:35 pm

2 stops11h 00m

Norfolk

Thu 7/9

7:15 pm-11:55 pm

1 stop7h 40m

$478

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 19 resultsSorted by cheapest first
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 much does it cost to fly round-trip from Portland to Isle of Wight?

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 May 22, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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
7.9
Good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,278 reviews
Southwest
7.9
Good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,449 reviews
Southwest
7.9
Good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,751 reviews
Southwest
7.9
Good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,644 reviews
Southwest
7.9
Good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

7.9

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 55m. Southwest provides one of the quickest options available for as low as $467. 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 Delta from $169 and American Airlines from $175 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.

See more FAQs

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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 May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$218Average$495FlexibilityNo cancel feeOn-time63%
DeltaCheapest$243Average$494FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$278Average$477FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$328Average$496FlexibilityNo cancel feeOn-time71%

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