HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Isle of Wight

$149+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RIC
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Isle of Wight with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Portland to Isle of Wight are usually found in January or September, booked 27 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 29, 2025.

Round-trip from

$333
(Delta)

One-way from

$149
(Booking.com)

Popular in

December

Cheapest in

January

Average price

$617
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. 6% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

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 29, 2025.

This Delta deal was found by Cheapflights users on 7/28. 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 8/2010:05 pmPDX - ORF
1 stop8h 01mDelta
Tue 8/2611:43 amORF - PDX
1 stop10h 20mDelta
Deal found 7/28$333
This American Airlines deal was found by Cheapflights users on 7/27. 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 8/314:15 pmORF - PDX
1 stop8h 49mAmerican Airlines
Deal found 7/27$345
This Mytrip deal was found by Cheapflights users on 7/28. 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.
Thu 9/188:04 pmPDX - ORF
3 stops17h 39mSpirit Airlines
Mon 9/222:05 pmORF - PDX
3 stops31h 59mSpirit Airlines
Deal found 7/28$364
This United Airlines deal was found by Cheapflights users on 7/28. 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 9/1810:06 amPDX - ORF
1 stop10h 25mUnited Airlines
Mon 9/2212:45 pmORF - PDX
1 stop8h 46mUnited Airlines
Deal found 7/28$390
This Mytrip deal was found by Cheapflights users on 7/28. 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.
Tue 8/196:45 pmPDX - ORF
2 stops18h 40mMultiple Airlines
Tue 8/265:20 pmORF - PDX
3 stops28h 37mMultiple Airlines
Deal found 7/28$417
This Southwest deal was found by Cheapflights users on 7/28. 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 9/189:05 pmPDX - ORF
1 stop11h 20mSouthwest
Mon 9/225:30 amORF - PDX
2 stops11h 25mSouthwest
Deal found 7/28$419

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 29, 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 8/20

10:05 pm-9:06 am

1 stop8h 01m

Norfolk

Tue 8/26

11:43 am-7:03 pm

1 stop10h 20m

$333

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sat 8/23

11:12 pm-9:25 am

1 stop7h 13m

Norfolk

Sun 8/31

4:15 pm-10:04 pm

1 stop8h 49m

$345

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 9/18

8:04 pm-4:43 pm

3 stops17h 39m

Norfolk

Mon 9/22

2:05 pm-7:04 pm

3 stops31h 59m

$364

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Mon 8/25

3:21 pm-4:25 pm

2 stops22h 04m

Norfolk

Mon 9/1

1:39 pm-6:57 pm

3 stops32h 18m

$385

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 9/18

10:06 am-11:31 pm

1 stop10h 25m

Norfolk

Mon 9/22

12:45 pm-6:31 pm

1 stop8h 46m

$390

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 9/18

9:05 pm-11:25 am

1 stop11h 20m

Norfolk

Mon 9/22

5:30 am-1:55 pm

2 stops11h 25m

$419

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 9/25

12:07 pm-1:10 pm

2 stops22h 03m

$149

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 9/17

8:30 am-9:52 pm

1 stop10h 22m

$167

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sun 8/31

9:05 pm-9:10 am

1 stop9h 05m

$179

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 10/16

11:58 pm-12:23 pm

1 stop9h 25m

$185

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 13 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 July 25, 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 27 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 29, 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 29, 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
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Spirit Airlines
6.3
Okay
8,044 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 $149 on Spirit Airlines. Other airlines that offer cheap prices include United Airlines from $167 and Southwest from $179 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Isle of Wight

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Reagan-National flights
Portland to Dulles Intl flights
Portland to Raleigh flights
Eugene to Dulles Intl flights
Portland to Richmond flights
Eugene to Reagan-National flights
Portland to Norfolk flights
Boise to Dulles Intl flights
Portland to Greensboro flights
Boise to Reagan-National flights
Eugene to Raleigh flights
Boise to Richmond flights
Portland to Roanoke flights
Portland to Blountville flights
Portland to Charlottesville flights
Redmond to Dulles Intl flights
Boise to Raleigh flights
Medford to Dulles Intl flights
Boise to Greensboro flights
Boise to Norfolk flights
Medford to Reagan-National flights
Medford to Norfolk flights
Boise to Roanoke flights
Medford to Greensboro flights
Portland to Newport News flights
Redmond to Raleigh flights
Medford to Richmond flights
Eugene to Greensboro flights
Yakima to Reagan-National flights
Portland to Lynchburg flights
Yakima to Dulles Intl flights
Redmond to Reagan-National flights
Medford to Roanoke flights
North Bend to Dulles Intl flights
Boise to Charlottesville flights
Medford to Raleigh flights
Eugene to Norfolk flights
Redmond to Blountville flights
Eugene to Blountville flights
Portland to Salisbury flights
Eugene to Newport News flights
Eugene to Richmond flights
Yakima to Raleigh flights
Boise to Newport News flights
Yakima to Richmond flights
Boise to Lewisburg flights
Yakima to Greensboro flights
Boise to Lynchburg flights

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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$323Average$487FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$344Average$692FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$346Average$551FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$387Average$522FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.