Isle of Wight

$182+ 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
Jul 18 — Jul 251
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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 June 18, 2026.

This Delta deal was found by Cheapflights users on 6/15. 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 8/52:08 pm
PDX
-
ORF
1 stop7h 55m
Delta
Wed 8/195:23 am
ORF
-
PDX
1 stop8h 04m
Delta
Deal found 6/15$363
This American Airlines deal was found by Cheapflights users on 6/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:06 pm
PDX
-
ORF
1 stop7h 28m
American Airlines
Wed 9/3012:13 pm
ORF
-
PDX
1 stop10h 23m
American Airlines
Deal found 6/17$391
This Southwest deal was found by Cheapflights users on 6/17. 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 9/108:00 am
PDX
-
ORF
2 stops10h 55m
Southwest
Tue 9/156:15 pm
ORF
-
PDX
1 stop7h 55m
Southwest
Deal found 6/17$396
This Delta deal was found by Cheapflights users on 6/18. 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 10/311:43 am
PDX
-
ORF
1 stop9h 45m
Delta
Sat 10/104:27 pm
ORF
-
PDX
1 stop8h 59m
Delta
Deal found 6/18$403
This Southwest deal was found by Cheapflights users on 6/13. 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 10/1411:35 pm
PDX
-
ORF
1 stop8h 30m
Southwest
Wed 11/46:15 am
ORF
-
PDX
2 stops9h 55m
Southwest
Deal found 6/13$406
This Southwest deal was found by Cheapflights users on 6/14. 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.
Tue 7/1411:30 pm
PDX
-
ORF
1 stop8h 35m
Southwest
Tue 7/2111:40 am
ORF
-
PDX
2 stops10h 20m
Southwest
Deal found 6/14$408
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/1410:30 pm
PDX
-
ORF
1 stop10h 27m
American Airlines
Mon 7/206:56 pm
ORF
-
PDX
1 stop8h 59m
American Airlines
Deal found 6/15$415
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Mon 10/2612:40 pm
PDX
-
ORF
1 stop7h 15m
United Airlines
Tue 11/311:36 am
ORF
-
PDX
2 stops12h 13m
United Airlines
Deal found 6/13$416
This Southwest deal was found by Cheapflights users on 6/16. 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 9/1711:30 pm
PDX
-
ORF
1 stop9h 40m
Southwest
Mon 9/2110:15 am
ORF
-
PDX
1 stop7h 45m
Southwest
Deal found 6/16$419

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 June 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$363
(Delta)

One-way from

$182
(Delta)

Popular in

November

Cheapest in

September

Average price

$602
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. 10% potential increase in price ($64 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 18, 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 8/5

2:08 pm-1:03 am

1 stop7h 55m

Norfolk

Wed 8/19

4:35 pm-9:44 pm

1 stop8h 09m

$363

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 9/23

8:40 am-9:41 pm

2 stops10h 01m

Norfolk

Mon 9/28

5:01 pm-10:23 pm

1 stop8h 22m

$396

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 9/10

7:55 pm-9:30 am

2 stops10h 35m

Norfolk

Tue 9/15

3:20 pm-11:10 pm

2 stops10h 50m

$401
Quickest round-trip

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 8/3

11:30 pm-9:39 am

1 stop7h 09m

Norfolk

Tue 8/11

5:02 pm-10:52 pm

1 stop8h 50m

$415

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 9/17

6:05 am-5:55 pm

2 stops8h 50m

Norfolk

Mon 9/21

10:15 am-3:00 pm

1 stop7h 45m

$424

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Tue 7/14

9:20 pm-9:25 am

1 stop9h 05m

Norfolk

Tue 7/21

11:40 am-7:00 pm

2 stops10h 20m

$426

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 8/3

7:40 pm-9:15 am

2 stops10h 35m

Norfolk

Wed 8/12

6:15 pm-11:10 pm

1 stop7h 55m

$440

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 8/10

10:45 pm-9:15 am

1 stop7h 30m

Norfolk

Sun 8/16

4:40 pm-10:15 pm

1 stop8h 35m

$443

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 8/3

7:40 pm-9:15 am

2 stops10h 35m

Norfolk

Tue 8/11

3:20 pm-10:15 pm

2 stops9h 55m

$445

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 9/14

7:55 pm-9:15 am

2 stops10h 20m

Norfolk

Fri 9/18

6:45 pm-11:05 pm

1 stop7h 20m

$448

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 18 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 June 18, 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.

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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. Delta provides one of the quickest options available for as low as $363. 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 $166 on American Airlines. Other airlines that offer cheap prices include United Airlines from $181 and Southwest from $196 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 June 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$188Average$499FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$218Average$531FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$278Average$495FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$328Average$521FlexibilityNo cancel feeOn-time71%

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