HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$650+ Cheap flights from Portland (PDX) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Cayman Islands 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.

Cheap flight deals from Portland to Cayman Islands

Keep the following information in mind while searching for Portland to Cayman Islands flight deals. Data was last updated April 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$650
(United Airlines)

Popular in

April

Cheapest in

January

Average price

$832
Provider with most accurate pricing for Portland-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-George Town Owen Roberts Intl flights.
Search Deals
From Portland to Cayman Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($75 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Portland to Cayman Islands

Cheapest flights from Portland to Cayman Islands
Explore the most affordable flight options available from Portland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This United Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 6/1310:59 pmPDX - GCM
1 stop12h 31mUnited Airlines
Fri 6/201:35 pmGCM - PDX
2 stops20h 07mUnited Airlines
Deal found 4/29$650
This Mytrip deal was found by Cheapflights users on 4/29. 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 6/133:25 pmPDX - GCM
3 stops19h 20mMultiple Airlines
Fri 6/207:00 amGCM - PDX
2 stops30h 17mMultiple Airlines
Deal found 4/29$784
This Delta deal was found by Cheapflights users on 4/29. 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 5/311:19 pmPDX - GCM
1 stop10h 03mDelta
Wed 5/1412:35 pmGCM - PDX
1 stop11h 09mDelta
Deal found 4/29$796
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/1212:59 amPDX - GCM
1 stop11h 31mAmerican Airlines
Fri 6/202:05 pmGCM - PDX
2 stops12h 31mAmerican Airlines
Deal found 4/29$894

Cheapflights Fare Finder

Customize your flight search to find flights from Portland to Cayman Islands 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 April 29, 2025.
Use the filters below to find and compare flights from Portland to the Cayman Islands that are best for you.

Fly from

Portland

Fly to

Cayman Islands

Route

Depart

Return

Price

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

10:59 pm-1:30 pm

1 stop12h 31m

George Town Owen Roberts Intl

Fri 6/20

1:35 pm-7:42 am

2 stops20h 07m

$650

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

3:25 pm-12:45 pm

3 stops19h 20m

George Town Owen Roberts Intl

Fri 6/20

7:00 am-11:17 am

2 stops30h 17m

$784

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Thu 6/12

12:59 am-2:30 pm

1 stop11h 31m

George Town Owen Roberts Intl

Fri 6/20

2:05 pm-12:36 am

2 stops12h 31m

$894

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Best time to book a flight from Portland to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands 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 the Cayman Islands

What is the cheapest time of day to fly from PDX to KY?

Find hourly flight availability from Portland to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

When flying from Portland to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated April 29, 2025.
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,696 reviews
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Portland to Cayman Islands. 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 Cayman Islands?

    Portland (PDX), located 6.0 mi from the city center, is the airport you fly out of when you book flights from Portland to Cayman Islands.

  • Can I find deals for flights from Portland to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Portland to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Cayman Islands.

  • Can I find deals for business class flights from Portland to Cayman Islands?

    Yes. Cheapflights offers flight deals from Portland to Cayman Islands 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 Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Portland to Cayman Islands (average of $467). Flying from Portland to Cayman Islands in March is currently the most expensive (average of $594). 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 Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Luis Munoz Marin Intl flights
Portland to Punta Cana flights
Portland to Montego Bay flights
Portland to Oranjestad flights
Portland to Saint Thomas Island flights
Portland to Nassau flights
Portland to Road Town flights
Portland to Providenciales flights
Boise to Montego Bay flights
Portland to Simpson Bay flights
Boise to Luis Munoz Marin Intl flights
Portland to Port of Spain flights
Portland to George Town flights
Portland to Christiansted flights
Portland to Puerto Plata flights
Portland to Kingston flights
Portland to Santo Domingo flights
Redmond to Montego Bay flights
Boise to Punta Cana flights
Eugene to Punta Cana flights
Portland to Georgetown flights
Boise to Nassau flights
Portland to Bridgetown flights
Eugene to Luis Munoz Marin Intl flights
Portland to Willemstad flights
Boise to Oranjestad flights
Portland to Havana flights
Eugene to Providenciales flights
Boise to Saint Thomas Island flights
Boise to Havana flights
Portland to St. John's flights
Redmond to Havana flights
Portland to Gregory Town flights
Portland to Basseterre flights
Portland to Kralendijk flights
Portland to Santiago de los Caballeros flights
Medford to Luis Munoz Marin Intl flights
Redmond to Saint Thomas Island flights
Redmond to Nassau flights
Boise to Santo Domingo flights
Boise to Castries flights
Portland to Castries flights
Medford to Havana flights
Medford to George Town flights
Portland to Culebra flights
Boise to Port Royal flights
Portland to Holguín flights
Boise to Holguín flights

Top 3 airlines flying from Portland to Cayman Islands

Discover the top 3 airlines that operate flights from Portland to Cayman Islands. 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$506Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$536Average$688FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$576Average$830FlexibilityNo cancel feeOn-time69%

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.