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Grand Cayman

$224+ Cheap flights from Portland (PDX) to Grand Cayman

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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
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 August 21, 2025.

Round-trip from

$666
(American Airlines)

One-way from

$224
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$817
From Portland to Grand Cayman
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One-way flight from Portland to Grand Cayman
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High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 21, 2025.

This American Airlines deal was found by Cheapflights users on 8/20. 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.
Tue 10/79:52 pmPDX - GCM
1 stop11h 28mAmerican Airlines
Tue 10/1412:25 pmGCM - PDX
1 stop9h 52mAmerican Airlines
Deal found 8/20$666
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Tue 10/72:05 pmPDX - GCM
2 stops19h 05mAmerican Airlines
Wed 10/158:25 amGCM - PDX
2 stops14h 05mAmerican Airlines
Deal found 8/20$670
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Wed 9/172:05 pmPDX - GCM
2 stops19h 05mAmerican Airlines
Sun 9/2112:28 pmGCM - PDX
2 stops13h 37mAmerican Airlines
Deal found 8/21$675
This Mytrip deal was found by Cheapflights users on 8/20. 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 10/88:36 pmPDX - GCM
3 stops22h 39mMultiple Airlines
Wed 10/156:10 pmGCM - PDX
3 stops27h 26mMultiple Airlines
Deal found 8/20$738
This Mytrip deal was found by Cheapflights users on 8/20. 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.
Sat 8/307:52 pmPDX - GCM
3 stops19h 28mMultiple Airlines
Sun 9/77:00 amGCM - PDX
2 stops30h 11mMultiple Airlines
Deal found 8/20$775
This American Airlines deal was found by Cheapflights users on 8/20. 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 8/302:56 pmPDX - GCM
2 stops18h 14mAmerican Airlines
Sun 9/712:10 pmGCM - PDX
2 stops24h 25mAmerican Airlines
Deal found 8/20$922
This Mytrip deal was found by Cheapflights users on 8/20. 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 10/77:40 pmPDX - GCM
2 stops38h 15mMultiple Airlines
Wed 10/156:10 pmGCM - PDX
3 stops27h 26mMultiple Airlines
Deal found 8/20$997
This American Airlines deal was found by Cheapflights users on 8/21. 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 11/2010:45 pmPDX - GCM
1 stop18h 35mAmerican Airlines
Sat 11/291:00 pmGCM - PDX
1 stop13h 51mAmerican Airlines
Deal found 8/21$1,347

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 August 21, 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

Tue 10/7

9:52 pm-11:20 am

1 stop11h 28m

George Town Owen Roberts Intl

Wed 10/15

12:25 pm-8:17 pm

1 stop9h 52m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 9/17

10:05 pm-11:36 am

1 stop11h 31m

George Town Owen Roberts Intl

Sun 9/21

12:52 pm-9:47 pm

1 stop10h 55m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Tue 10/7

9:52 pm-11:20 am

1 stop11h 28m

George Town Owen Roberts Intl

Tue 10/14

12:25 pm-8:17 pm

1 stop9h 52m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 10/8

9:52 pm-11:25 am

1 stop11h 33m

George Town Owen Roberts Intl

Wed 10/15

12:25 pm-8:17 pm

1 stop9h 52m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 9/17

2:05 pm-11:10 am

2 stops19h 05m

George Town Owen Roberts Intl

Sun 9/21

12:28 pm-12:05 am

2 stops13h 37m

$675

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 9/17

7:15 am-11:40 am

2 stops26h 25m

$224

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sat 9/20

7:15 am-11:40 am

2 stops26h 25m

$241

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 9/19

6:05 am-2:50 pm

3 stops30h 45m

$253

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Thu 9/18

6:05 am-11:40 am

2 stops27h 35m

$254

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Tue 9/16

12:07 pm-4:10 pm

3 stops26h 03m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 13 results
1
2

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 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.

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 August 21, 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 August 21, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Portland to Grand Cayman by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,934 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

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
8,934 reviews
United Airlines
7.4
Good
8,934 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

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
8,934 reviews

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

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 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.

  • How long is the flight from Portland to Grand Cayman?

    For as low as $666, American Airlines can have you in Grand Cayman from Portland in 11h 28m. Airlines will cover a distance of 2961 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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
Medford to George Town flights
Boise to George Town flights
Eugene to George Town flights

Top 2 airlines flying from Portland to Grand Cayman

Discover the top 2 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$566Average$772FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$578Average$838FlexibilityNo cancel feeOn-time69%

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