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$389+ Cheap flights from the Cayman Islands to Portland (PDX)

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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — PDX
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
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Cheap flight deals from Cayman Islands to Portland

Cheapest flights from Cayman Islands to Portland
Explore the most affordable flight options available from Cayman Islands to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.

This American Airlines deal was found by Cheapflights users on 5/21. 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 7/232:41 pm
GCM
-
PDX
1 stop12h 14m
American Airlines
Sat 8/159:44 pm
PDX
-
GCM
1 stop11h 46m
American Airlines
Deal found 5/21$781
This Delta deal was found by Cheapflights users on 5/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:56 pm
GCM
-
PDX
1 stop10h 48m
Delta
Sat 8/152:08 pm
PDX
-
GCM
1 stop19h 31m
Delta
Deal found 5/21$806
This Delta deal was found by Cheapflights users on 5/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:56 pm
GCM
-
PDX
2 stops23h 39m
Delta
Sat 8/152:08 pm
PDX
-
GCM
1 stop19h 31m
Delta
Deal found 5/21$836
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:45 pm
GCM
-
PDX
2 stops26h 05m
Multiple Airlines
Sat 8/155:36 pm
PDX
-
GCM
1 stop20h 24m
Multiple Airlines
Deal found 5/21$885
This American Airlines deal was found by Cheapflights users on 5/21. 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.
Sun 7/265:10 pm
GCM
-
PDX
2 stops23h 30m
American Airlines
Sat 8/1511:20 pm
PDX
-
GCM
2 stops11h 50m
American Airlines
Deal found 5/21$940
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/264:45 pm
GCM
-
PDX
2 stops33h 37m
Multiple Airlines
Sat 8/155:36 pm
PDX
-
GCM
1 stop20h 24m
Multiple Airlines
Deal found 5/21$948

Find flight deals from Cayman Islands to Portland

Keep the following information in mind while searching for Cayman Islands to Portland flight deals. Data was last updated May 22, 2026.

Round-trip from

$781
(American Airlines)

One-way from

$389
(Trip.com)
From Cayman Islands to Portland
Search Deals
One-way flight from Cayman Islands to Portland
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cayman Islands to Portland 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 22, 2026.
Use the filters below to find and compare flights from the Cayman Islands to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Thu 7/23

2:41 pm-12:55 am

1 stop12h 14m

Portland

Sat 8/15

9:44 pm-11:30 am

1 stop11h 46m

$781

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Fri 7/24

12:56 pm-8:40 am

2 stops21h 44m

Portland

Sat 8/15

1:18 pm-11:39 am

2 stops20h 21m

$811

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Wed 7/22

12:56 pm-11:41 am

2 stops24h 45m

Portland

Sat 8/15

5:30 am-11:39 am

2 stops28h 09m

$811

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Mon 7/20

12:56 pm-10:35 am

2 stops23h 39m

Portland

Sat 8/15

2:08 pm-11:39 am

1 stop19h 31m

$836
Cheapest one-way

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Thu 7/16

1:35 pm-10:48 pm

1 stop11h 13m

$479

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Wed 7/15

1:35 pm-10:48 pm

1 stop11h 13m

$479

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Mon 7/13

1:35 pm-10:48 pm

1 stop11h 13m

$479
Quickest one-way

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Fri 6/5

1:19 pm-9:46 pm

1 stop10h 27m

$533

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Fri 6/5

6:05 pm-9:21 pm

3 stops53h 16m

$2,779

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Sorted by cheapest first

Best time to book a flight from Cayman Islands to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Cayman Islands 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 the Cayman Islands to Portland
No data available for this route at this time. Please check back soon.

Related info for your journey

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

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

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

    For as low as $781, American Airlines can have you in Portland from Cayman Islands in 12h 14m. Airlines will cover a distance of 2961 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cayman Islands to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
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Hillsboro
Clackamas
Troutdale
Cannon Beach
Long Beach
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Gresham

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