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Cayman Islands

$650+ Cheap flights from Oregon 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.
PDX — GCM
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Oregon to Cayman Islands

Keep the following information in mind while searching for Oregon to Cayman Islands flight deals. Data was last updated April 30, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$650
(United Airlines)

Popular in

April

Cheapest in

January

Average price

$832
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 Oregon to Cayman Islands
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Highest demand for flights based on searches. 9% potential increase in price ($75 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Oregon to Cayman Islands

Cheapest flights from Oregon to Cayman Islands
Explore the most affordable flight options available from Oregon to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This United Airlines deal was found by Cheapflights users on 4/29. 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
Fri 6/201:35 pmGCM - PDX
2 stops20h 07mUnited Airlines
Deal found 4/29$650
This Mytrip deal was found by Cheapflights users on 4/29. 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 6/133:25 pmPDX - GCM
3 stops19h 20mMultiple Airlines
Fri 6/207:00 amGCM - PDX
2 stops30h 17mMultiple Airlines
Deal found 4/29$784
This Delta deal was found by Cheapflights users on 4/29. 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.
Sat 5/311:19 pmPDX - GCM
1 stop10h 03mDelta
Wed 5/1412:35 pmGCM - PDX
1 stop11h 09mDelta
Deal found 4/29$796
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/202:05 pmGCM - PDX
2 stops12h 31mAmerican Airlines
Deal found 4/29$894
This American Airlines deal was found by Cheapflights users on 4/29. 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 12/213:29 pmMFR - GCM
2 stops20h 00mAmerican Airlines
Sun 1/44:40 pmGCM - MFR
2 stops23h 14mAmerican Airlines
Deal found 4/29$1,117
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Sun 12/212:05 pmMFR - GCM
3 stops23h 20mUnited Airlines
Sun 1/45:40 pmGCM - MFR
2 stops21h 30mUnited Airlines
Deal found 4/29$3,876

Cheapflights Fare Finder

Customize your flight search to find flights from Oregon 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 April 30, 2025.
Use the filters below to find and compare flights from Oregon to the Cayman Islands that are best for you.

Fly from

Oregon

Fly to

Cayman Islands

Route

Depart

Return

Price

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

10:59 pm-1:30 pm

1 stop12h 31m

George Town Owen Roberts Intl

Fri 6/20

1:35 pm-7:42 am

2 stops20h 07m

$650

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 6/13

3:25 pm-12:45 pm

3 stops19h 20m

George Town Owen Roberts Intl

Fri 6/20

7:00 am-11:17 am

2 stops30h 17m

$784

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

2:05 pm-12:36 am

2 stops12h 31m

$894

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Best time to book a flight from Oregon to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Oregon 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 Oregon to the Cayman Islands

What is the cheapest time of day to fly from OR to KY?

Find hourly flight availability from Oregon 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 April 30, 2025.

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

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 April 30, 2025.
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

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
8,696 reviews
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

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
8,696 reviews

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

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 Oregon to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oregon 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 Oregon to Cayman Islands?

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

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Top 3 airlines flying from Oregon to Cayman Islands

Discover the top 3 airlines that operate flights from Oregon 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$506Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$516Average$783FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$576Average$830FlexibilityNo cancel feeOn-time69%

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