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Cayman Islands

$281+ Cheap flights from Oregon to the Cayman Islands

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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
dic. 2 — dic. 91
mar. 12/2
mar. 12/9
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 noviembre 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$567
(Delta)

One-way from

$281
(Delta)

Popular in

February

Cheapest in

January

Average price

$770
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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One-way flight from Oregon to Cayman Islands
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Highest demand for flights based on searches. 1% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 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 noviembre 2, 2025.

This Delta deal was found by Cheapflights users on 10/31. 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.
dom. 12/143:54 pmBOI - GCM
2 stops18h 41mDelta
lun. 12/221:52 pmGCM - BOI
1 stop10h 45mDelta
Deal found 10/31$603
This American Airlines deal was found by Cheapflights users on 10/31. 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.
dom. 12/145:25 pmBOI - GCM
2 stops16h 34mAmerican Airlines
lun. 12/223:45 pmGCM - BOI
2 stops22h 52mAmerican Airlines
Deal found 10/31$688
This United Airlines deal was found by Cheapflights users on 10/30. 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.
mar. 12/305:00 amMFR - GCM
2 stops29h 45mUnited Airlines
lun. 1/55:10 pmGCM - MFR
2 stops54h 52mUnited Airlines
Deal found 10/30$824
This American Airlines deal was found by Cheapflights users on 11/1. 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.
lun. 11/35:20 amMFR - GCM
2 stops27h 53mAmerican Airlines
vie. 11/79:00 amGCM - MFR
2 stops16h 57mAmerican Airlines
Deal found 11/1$959
This American Airlines deal was found by Cheapflights users on 10/31. 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.
dom. 12/2110:21 pmPDX - GCM
1 stop13h 00mAmerican Airlines
sáb. 12/277:30 amGCM - PDX
1 stop20h 29mAmerican Airlines
Deal found 10/31$967
This United Airlines deal was found by Cheapflights users on 10/31. 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.
dom. 12/213:54 pmPDX - GCM
2 stops18h 51mUnited Airlines
sáb. 12/275:45 pmGCM - PDX
2 stops28h 03mUnited Airlines
Deal found 10/31$1,002
This American Airlines deal was found by Cheapflights users on 11/1. 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.
jue. 11/2011:59 pmPDX - GCM
2 stops11h 15mAmerican Airlines
sáb. 11/299:00 amGCM - PDX
2 stops15h 20mAmerican Airlines
Deal found 11/1$1,720
This American Airlines deal was found by Cheapflights users on 11/1. 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.
sáb. 11/2210:45 pmPDX - GCM
1 stop10h 28mAmerican Airlines
sáb. 11/293:36 pmGCM - PDX
1 stop10h 55mAmerican Airlines
Deal found 11/1$2,646
This American Airlines deal was found by Cheapflights users on 10/30. 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.
mar. 12/305:20 amMFR - GCM
2 stops11h 58mAmerican Airlines
lun. 1/57:30 amGCM - MFR
3 stops15h 50mAmerican Airlines
Deal found 10/30$3,299

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 noviembre 2, 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

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

dom. 1/18

1:45 pm-12:40 pm

2 stops20h 55m

George Town Owen Roberts Intl

mar. 1/27

2:05 pm-9:57 am

2 stops21h 52m

$567

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

dom. 12/14

3:54 pm-12:35 pm

2 stops18h 41m

George Town Owen Roberts Intl

lun. 12/22

1:52 pm-10:37 pm

1 stop10h 45m

$603

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

mié. 1/28

3:15 pm-12:25 pm

2 stops18h 10m

George Town Owen Roberts Intl

mar. 2/10

1:30 pm-9:15 am

2 stops22h 45m

$633

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

dom. 4/26

11:30 pm-11:24 am

1 stop10h 54m

George Town Owen Roberts Intl

mié. 4/29

12:45 pm-10:38 pm

1 stop10h 53m

$634

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

mié. 1/28

11:07 pm-11:50 am

1 stop9h 43m

George Town Owen Roberts Intl

mar. 2/10

12:16 pm-8:24 pm

1 stop11h 08m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

vie. 4/24

6:59 pm-3:05 pm

2 stops18h 06m

George Town Owen Roberts Intl

sáb. 5/9

1:45 pm-10:08 pm

1 stop10h 23m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

vie. 4/24

9:45 pm-11:24 am

1 stop11h 39m

George Town Owen Roberts Intl

sáb. 5/9

12:50 pm-10:25 pm

1 stop11h 35m

$666

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

mar. 12/30

5:00 am-1:45 pm

2 stops29h 45m

George Town Owen Roberts Intl

lun. 1/5

5:10 pm-9:02 pm

2 stops54h 52m

$824

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

jue. 3/19

1:25 pm-11:35 am

2 stops20h 10m

George Town Owen Roberts Intl

mié. 3/25

1:00 pm-11:47 pm

2 stops12h 47m

$875

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

dom. 12/21

10:21 pm-2:21 pm

1 stop13h 00m

George Town Owen Roberts Intl

sáb. 12/27

7:30 am-12:59 am

1 stop20h 29m

$967

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 17 results
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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 month to book a flight from Oregon to Cayman Islands?

Currently, December is the cheapest month in which you can book a flight from Oregon to Cayman Islands (average of $455). Flying from Oregon to Cayman Islands in August is currently the most expensive (average of $801). 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 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 noviembre 2, 2025.

One of the essential ways to save on airfare from Oregon to Cayman Islands is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 19% on airfare.

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.

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

    Delta, Air Canada, and American Airlines can get you from Oregon to Cayman Islands in just under 9h 43m. Your travel time can differ by up to 11h 12m. Airlines will cover a distance of 2961 mi. This flight may include one or multiple stops.

  • 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, December is the cheapest month in which you can book a flight from Oregon to Cayman Islands (average of $455). Flying from Oregon to Cayman Islands in August is currently the most expensive (average of $801). 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 Oregon to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Oregon to Cayman Islands

Discover the top 2 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 noviembre 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$578Average$838FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$608Average$941FlexibilityNo cancel feeOn-time71%

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