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Grand Cayman

$646+ Cheap flights from Portland (PDX) to Grand Cayman

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 17 — May 241
Sat 5/17
Sat 5/24
1 adult, Economy
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Cheap flight deals from Portland to Grand Cayman

Keep the following information in mind while searching for Portland to Grand Cayman flight deals. Data was last updated May 12, 2025.

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 Grand Cayman
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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 Grand Cayman

Cheapest flights from Portland to Grand Cayman
Explore the most affordable flight options available from Portland to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2025.

This Delta deal was found by Cheapflights users on 5/12. 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.
Fri 6/1311:00 pmPDX - GCM
1 stop10h 45mDelta
Fri 6/2012:40 pmGCM - PDX
1 stop11h 10mDelta
Deal found 5/12$646
This Southwest deal was found by Cheapflights users on 5/12. 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.
Fri 6/135:15 pmPDX - GCM
2 stops15h 20mSouthwest
Fri 6/2012:45 pmGCM - PDX
2 stops13h 30mSouthwest
Deal found 5/12$675
This Mytrip deal was found by Cheapflights users on 5/12. 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 6/136:39 pmPDX - GCM
3 stops18h 11mMultiple Airlines
Sat 6/218:50 amGCM - PDX
2 stops28h 27mMultiple Airlines
Deal found 5/12$724
This United Airlines deal was found by Cheapflights users on 5/12. 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
Sat 6/214:45 pmGCM - PDX
2 stops16h 57mUnited Airlines
Deal found 5/12$740
This American Airlines deal was found by Cheapflights users on 5/12. 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 6/203:30 pmGCM - PDX
1 stop9h 28mAmerican Airlines
Deal found 5/12$825

Cheapflights Fare Finder

Customize your flight search to find flights from Portland to Grand Cayman 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 May 12, 2025.
Use the filters below to find and compare flights from Portland to Grand Cayman that are best for you.

Fly from

Portland

Fly to

Grand Cayman

Route

Depart

Return

Price

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

11:00 pm-11:45 am

1 stop10h 45m

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

5:15 pm-10:35 am

2 stops15h 20m

George Town Owen Roberts Intl

Fri 6/20

12:45 pm-12:15 am

2 stops13h 30m

$675

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

6:39 pm-2:50 pm

3 stops18h 11m

George Town Owen Roberts Intl

Sat 6/21

8:50 am-11:17 am

2 stops28h 27m

$724

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

10:59 pm-1:30 pm

1 stop12h 31m

George Town Owen Roberts Intl

Sat 6/21

4:45 pm-7:42 am

2 stops16h 57m

$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-10:58 pm

1 stop9h 28m

$825

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Best time to book a flight from Portland to Grand Cayman

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

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

Find hourly flight availability from Portland to Grand Cayman. 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.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland to Grand Cayman as you normally would.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated May 12, 2025.
Southwest
8.0
Very good
4,290 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,290 reviews
Southwest
8.0
Very good
4,290 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,290 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,724 reviews
Southwest
8.0
Very good
4,290 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,290 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

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

    Most people fly from Portland (PDX) if they book a flight from Portland to Grand Cayman. Portland is conveniently located just 6.0 mi from Portland’s city center.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Portland to Grand Cayman (average of $467). Flying from Portland to Grand Cayman 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

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Alternative routes for Portland to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Portland to George Town flights
Boise to George Town flights
Eugene to George Town flights
Medford to George Town flights

Top 3 airlines flying from Portland to Grand Cayman

Discover the top 3 airlines that operate flights from Portland to Grand Cayman. 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 May 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$506Average$741FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$536Average$694FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$576Average$825FlexibilityNo cancel feeOn-time69%

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