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.

What are the most popular airlines that fly from Portland to Cayman Islands?

Before booking your flight from Portland to Cayman Islands check out the most popular airlines for this route: American Airlines, Delta or United Airlines.

What is the cheapest month to fly from Portland to Cayman Islands?

Our data shows that January tends to be the cheapest month to fly to Cayman Islands from Portland. Users have commonly found prices around $716 for the month, but tickets can be as low as $539. Due to multiple factors, prepare for potentially higher prices in February.

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.

$737+ Flights from Portland to the Cayman Islands

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Cheap flight deals from Portland to Cayman Islands

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$646 (Delta)
Popular in	February
Cheapest in	January
Average price	$665

Provider with most accurate pricing for Portland-George Town Owen Roberts Intl flight deals.

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Provider most trusted by Cheapflights users for Portland-George Town Owen Roberts Intl flights.

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From Portland to Cayman Islands

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Highest demand for flights based on searches. 3% potential increase in price ($29 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).

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Average for round-trip flights in May 2025

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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 May 12, 2025.

Fri 6/139:30 pmPDX - GCM

1 stop12h 15mDelta

Fri 6/2012:40 pmGCM - PDX

1 stop11h 10mDelta

Deal found 5/11

$646

Fri 6/133:42 pmPDX - GCM

2 stops18h 48mUnited Airlines

Fri 6/201:35 pmGCM - PDX

2 stops21h 22mUnited Airlines

Deal found 5/11

$740

Thu 6/1212:59 amPDX - GCM

1 stop11h 31mAmerican Airlines

Fri 6/203:30 pmGCM - PDX

1 stop11h 06mAmerican Airlines

Deal found 5/11

$825

Best flights from Portland to Cayman Islands
Discover carefully curated flight deals from Portland to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 12, 2025.

Fri 6/139:30 pmPDX - GCM

1 stop12h 15mDelta

Fri 6/2012:40 pmGCM - PDX

1 stop11h 10mDelta

Deal found 5/11

$646

Fri 6/133:42 pmPDX - GCM

2 stops18h 48mUnited Airlines

Fri 6/201:35 pmGCM - PDX

2 stops21h 22mUnited Airlines

Deal found 5/11

$740

Thu 6/1212:59 amPDX - GCM

1 stop11h 31mAmerican Airlines

Fri 6/203:30 pmGCM - PDX

1 stop11h 06mAmerican Airlines

Deal found 5/11

$825

Last-minute flights from Portland to Cayman Islands
Discover last-minute flight deals from Portland to Cayman Islands. Data last updated May 12, 2025 and is based on user searches.

Thu 6/1212:59 amPDX - GCM

1 stop11h 31mAmerican Airlines

Fri 6/203:30 pmGCM - PDX

1 stop11h 06mAmerican Airlines

Deal found 5/11

$825

Fri 6/139:30 pmPDX - GCM

1 stop12h 15mDelta

Fri 6/2012:40 pmGCM - PDX

1 stop11h 10mDelta

Deal found 5/11

$646

Fri 6/133:42 pmPDX - GCM

2 stops18h 48mUnited Airlines

Fri 6/201:35 pmGCM - PDX

2 stops21h 22mUnited Airlines

Deal found 5/11

$740

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

9:30 pm-11:45 am

1 stop12h 15m

George Town Owen Roberts Intl

Fri 6/20

12:40 pm-9:50 pm

1 stop11h 10m

$646

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

3:42 pm-12:30 pm

2 stops18h 48m

George Town Owen Roberts Intl

Fri 6/20

1:35 pm-8:57 am

2 stops21h 22m

$740

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

3:30 pm-12:36 am

1 stop11h 06m

$825

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

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?

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

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,950 reviews

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

United Airlines

7.4

Good

8,724 reviews

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

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Top 3 airlines flying from Portland to Cayman Islands

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$506	Average$741	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$536	Average$696	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$576	Average$830	FlexibilityNo cancel fee	On-time69%

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$646+ 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.

Find cheap flights from Portland to Cayman Islands with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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 May 12, 2025.

Most accurate provider

Most trusted provider

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Portland to Cayman Islands

Cheapest flights from Portland to Cayman IslandsExplore 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 May 12, 2025.

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 May 12, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to the Cayman Islands that are best for you.

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.

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 May 12, 2025.

Reviews of airlines servicing Cayman Islands

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?

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

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

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

What is the cheapest month to book a flight from Portland to Cayman Islands?

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.

Top 3 airlines flying from Portland to Cayman Islands

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Book with Flexibility

Travel Smart

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 May 12, 2025.