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Cayman Islands

$578+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$578
(Delta)

Popular in

February

Cheapest in

January

Average price

$749
From Oregon to Cayman Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 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 September 15, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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.
Sun 12/143:12 pmBOI - GCM
2 stops19h 23mDelta
Mon 12/221:52 pmGCM - BOI
1 stop10h 40mDelta
Deal found 9/15$578
This Southwest deal was found by Cheapflights users on 9/15. 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.
Tue 12/162:40 pmBOI - GCM
2 stops19h 55mSouthwest
Fri 12/261:30 pmGCM - BOI
2 stops13h 10mSouthwest
Deal found 9/15$594
This Delta deal was found by Cheapflights users on 9/13. 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 11/1411:35 pmBOI - GCM
1 stop10h 50mDelta
Mon 11/171:50 pmGCM - BOI
2 stops12h 19mDelta
Deal found 9/13$638
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/142:22 pmMFR - GCM
2 stops18h 58mAmerican Airlines
Tue 10/2112:10 pmGCM - MFR
2 stops27h 05mAmerican Airlines
Deal found 9/14$638
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Tue 10/289:52 pmPDX - GCM
1 stop11h 28mAmerican Airlines
Tue 11/41:15 pmGCM - PDX
1 stop13h 16mAmerican Airlines
Deal found 9/12$666
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Tue 10/287:38 pmPDX - GCM
2 stops17h 52mUnited Airlines
Tue 11/45:45 pmGCM - PDX
3 stops20h 08mUnited Airlines
Deal found 9/12$670
This Delta deal was found by Cheapflights users on 9/15. 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 12/163:12 pmBOI - GCM
2 stops19h 23mDelta
Fri 12/261:52 pmGCM - BOI
1 stop10h 40mDelta
Deal found 9/15$676
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/45:30 amMFR - GCM
2 stops27h 52mAmerican Airlines
Thu 10/98:25 amGCM - MFR
2 stops17h 28mAmerican Airlines
Deal found 9/14$683
This Delta deal was found by Cheapflights users on 9/14. 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 11/1712:41 pmMFR - GCM
2 stops20h 54mDelta
Fri 11/211:50 pmGCM - MFR
2 stops24h 11mDelta
Deal found 9/14$701
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/29:56 pmPDX - GCM
1 stop11h 29mAmerican Airlines
Tue 10/712:25 pmGCM - PDX
1 stop9h 52mAmerican Airlines
Deal found 9/13$711
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/145:25 pmBOI - GCM
2 stops16h 34mAmerican Airlines
Mon 12/227:30 amGCM - BOI
2 stops17h 10mAmerican Airlines
Deal found 9/15$723
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/99:52 pmPDX - GCM
1 stop11h 33mAmerican Airlines
Tue 10/1412:25 pmGCM - PDX
1 stop9h 52mAmerican Airlines
Deal found 9/14$751

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 September 15, 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

Fri 11/14

3:54 pm-12:25 pm

2 stops18h 31m

George Town Owen Roberts Intl

Tue 11/18

1:50 pm-12:07 am

2 stops12h 17m

$578

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Sun 12/14

5:40 pm-12:35 pm

2 stops16h 55m

George Town Owen Roberts Intl

Mon 12/22

1:30 pm-12:40 am

2 stops13h 10m

$578

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Sun 12/14

3:12 pm-12:35 pm

2 stops19h 23m

George Town Owen Roberts Intl

Mon 12/22

1:52 pm-10:32 pm

1 stop10h 40m

$578

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Tue 12/16

2:40 pm-12:35 pm

2 stops19h 55m

George Town Owen Roberts Intl

Fri 12/26

1:30 pm-12:40 am

2 stops13h 10m

$594

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Tue 10/14

2:22 pm-11:20 am

2 stops18h 58m

George Town Owen Roberts Intl

Tue 10/21

12:10 pm-1:15 pm

2 stops27h 05m

$638

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Fri 11/14

11:35 pm-12:25 pm

1 stop10h 50m

George Town Owen Roberts Intl

Mon 11/17

1:50 pm-12:09 am

2 stops12h 19m

$638

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sun 1/4

3:25 pm-11:57 am

2 stops17h 32m

George Town Owen Roberts Intl

Sun 1/11

4:15 pm-1:01 pm

2 stops23h 46m

$659

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 11/12

10:45 pm-8:28 pm

1 stop18h 43m

George Town Owen Roberts Intl

Wed 11/26

1:25 pm-11:31 pm

1 stop13h 06m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 3/6

11:11 pm-1:55 pm

1 stop11h 44m

George Town Owen Roberts Intl

Sat 3/14

8:30 am-11:03 pm

1 stop16h 33m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 3/1

9:45 pm-12:35 pm

1 stop11h 50m

George Town Owen Roberts Intl

Tue 3/3

2:00 pm-10:39 pm

1 stop11h 39m

$666

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 26 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, 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.

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 September 15, 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.

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, Southwest, and American Airlines can get you from Oregon to Cayman Islands in just under 16h 55m. Your travel time can differ by up to 2h 03m. Airlines will cover a distance of 2618 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, 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

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$516Average$941FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$578Average$838FlexibilityNo cancel feeOn-time69%

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