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Cayman Islands

$616+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Portland to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$616
(United Airlines)
From Portland to Cayman Islands
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Find flight deals from Portland to Cayman Islands

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 December 18, 2024.

This United Airlines deal was found by Cheapflights users on 12/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/267:07 pmPDX - GCM
2 stops18h 03mUnited Airlines
Wed 4/21:35 pmGCM - PDX
1 stop11h 36mUnited Airlines
Deal found 12/18$616
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Sat 5/36:44 pmPDX - GCM
2 stops14h 06mAmerican Airlines
Wed 5/141:15 pmGCM - PDX
1 stop11h 39mAmerican Airlines
Deal found 12/17$621
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/195:15 pmPDX - GCM
2 stops16h 23mDelta
Thu 1/232:04 pmGCM - PDX
1 stop10h 51mDelta
Deal found 12/17$671
This Southwest deal was found by Cheapflights users on 12/17. 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.
Sat 4/192:25 pmPDX - GCM
2 stops19h 25mSouthwest
Sat 4/261:10 pmGCM - PDX
2 stops12h 05mSouthwest
Deal found 12/17$734
This Mytrip deal was found by Cheapflights users on 12/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/82:55 pmPDX - GCM
3 stops27h 25mMultiple Airlines
Tue 1/1411:30 amGCM - PDX
3 stops25h 04mMultiple Airlines
Deal found 12/17$1,056

Find flights from Portland to Cayman Islands within your budget

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 December 18, 2024.

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Fly to

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Route

Depart

Return

Price

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 3/26

7:07 pm-3:10 pm

2 stops18h 03m

George Town Owen Roberts Intl

Wed 4/2

1:35 pm-11:11 pm

1 stop11h 36m

$616

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sat 5/3

6:44 pm-1:00 pm

2 stops16h 16m

George Town Owen Roberts Intl

Wed 5/14

2:55 pm-9:23 am

2 stops20h 28m

$621

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 1/19

5:15 pm-12:38 pm

2 stops16h 23m

George Town Owen Roberts Intl

Thu 1/23

2:04 pm-9:55 pm

1 stop10h 51m

$671

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sat 4/19

2:25 pm-11:50 am

2 stops19h 25m

George Town Owen Roberts Intl

Sat 4/26

1:10 pm-11:15 pm

2 stops12h 05m

$734

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 1/8

2:55 pm-9:20 pm

3 stops27h 25m

George Town Owen Roberts Intl

Tue 1/14

11:30 am-9:34 am

3 stops25h 04m

$1,056

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

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.

Travel insights for flights from Portland to Cayman Islands

Get recent, data-driven insights about flights from Portland to Cayman Islands including ideal travel times, pricing trends, and more.

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 June is currently the most expensive (average of $558). 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 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 December 18, 2024.

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 December 18, 2024.
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,055 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 June is currently the most expensive (average of $558). 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.

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Alternative routes for Portland to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$506Average$601FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$536Average$702FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$576Average$695FlexibilityNo cancel feeOn-time69%
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