Cayman Islands

$223+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
ene. 26 — feb. 21
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Cheap flight deals from Oregon to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Oregon (USOR) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$628
(Delta)

One-way from

$223
(Kiwi.com)
From Oregon to Cayman Islands
One-way flight from Oregon to Cayman Islands

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 enero 21, 2025.

This Delta deal was found by Cheapflights users on 1/21. 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.
mié. 4/911:00 pmPDX - GCM
1 stop10h 25mDelta
mar. 4/1512:50 pmGCM - PDX
1 stop11h 27mDelta
Deal found 1/21$628
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/253:00 pmPDX - GCM
2 stops19h 30mSouthwest
mié. 4/3012:45 pmGCM - PDX
2 stops12h 40mSouthwest
Deal found 1/20$635
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/511:00 amPDX - GCM
1 stop23h 45mUnited Airlines
mié. 3/121:50 pmGCM - PDX
1 stop10h 49mUnited Airlines
Deal found 1/20$668
This Expedia deal was found by Cheapflights users on 1/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/119:23 amPDX - GCM
1 stop27h 47mMultiple Airlines
jue. 2/2711:30 amGCM - PDX
1 stop15h 29mMultiple Airlines
Deal found 1/21$680
This American Airlines deal was found by Cheapflights users on 1/21. 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.
vie. 5/25:20 pmBOI - GCM
2 stops16h 35mAmerican Airlines
jue. 5/83:20 pmGCM - BOI
2 stops22h 15mAmerican Airlines
Deal found 1/21$715
This United deal was found by Cheapflights users on 1/21. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/12:00 pmBOI - GCM
2 stops21h 30mUnited Airlines
mar. 5/61:35 pmGCM - BOI
2 stops25h 02mUnited Airlines
Deal found 1/21$730
This Delta deal was found by Cheapflights users on 1/21. 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.
vie. 5/211:30 pmBOI - GCM
1 stop10h 59mDelta
jue. 5/812:51 pmGCM - BOI
1 stop11h 00mDelta
Deal found 1/21$740
This American Airlines deal was found by Cheapflights users on 1/20. 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.
lun. 6/231:44 amPDX - GCM
1 stop9h 35mAmerican Airlines
jue. 7/33:45 pmGCM - PDX
1 stop10h 42mAmerican Airlines
Deal found 1/20$740
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/16:00 amEUG - GCM
2 stops28h 30mUnited Airlines
jue. 7/101:35 pmGCM - EUG
2 stops33h 09mUnited Airlines
Deal found 1/21$744
This Air Canada deal was found by Cheapflights users on 1/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/83:25 pmPDX - GCM
2 stops20h 35mAir Canada
dom. 3/24:00 pmGCM - PDX
2 stops20h 34mAir Canada
Deal found 1/21$837
This SmartFares deal was found by Cheapflights users on 1/21. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/412:59 amPDX - GCM
2 stops33h 44mWestJet
lun. 3/101:50 pmGCM - PDX
2 stops25h 04mWestJet
Deal found 1/21$3,663

Find flights from Oregon to Cayman Islands within your budget

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

mié. 4/9

11:00 pm-11:25 am

1 stop10h 25m

George Town Owen Roberts Intl

mar. 4/15

12:50 pm-10:17 pm

1 stop11h 27m

$628

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

vie. 4/25

3:00 pm-12:30 pm

2 stops19h 30m

George Town Owen Roberts Intl

mié. 4/30

12:45 pm-11:25 pm

2 stops12h 40m

$635

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

mié. 3/5

11:00 am-1:45 pm

1 stop23h 45m

George Town Owen Roberts Intl

mié. 3/12

1:50 pm-10:39 pm

1 stop10h 49m

$668

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

mar. 2/11

9:23 am-4:10 pm

1 stop27h 47m

George Town Owen Roberts Intl

jue. 2/27

11:30 am-11:59 pm

1 stop15h 29m

$680

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

vie. 5/2

5:20 pm-10:55 am

2 stops16h 35m

George Town Owen Roberts Intl

jue. 5/8

3:20 pm-12:35 pm

2 stops22h 15m

$715

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

jue. 5/1

2:00 pm-12:30 pm

2 stops21h 30m

George Town Owen Roberts Intl

mar. 5/6

1:35 pm-1:37 pm

2 stops25h 02m

$730

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

vie. 5/2

11:30 pm-11:29 am

1 stop10h 59m

George Town Owen Roberts Intl

jue. 5/8

12:51 pm-10:51 pm

1 stop11h 00m

$740

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

lun. 6/23

1:44 am-1:19 pm

1 stop9h 35m

George Town Owen Roberts Intl

jue. 7/3

3:45 pm-12:27 am

1 stop10h 42m

$740

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

mar. 7/1

6:00 am-12:30 pm

2 stops28h 30m

George Town Owen Roberts Intl

jue. 7/10

1:35 pm-8:44 pm

2 stops33h 09m

$744

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

sáb. 2/8

3:25 pm-3:00 pm

2 stops20h 35m

George Town Owen Roberts Intl

dom. 3/2

4:00 pm-9:34 am

2 stops20h 34m

$837

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 14 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.

Travel insights for flights from Oregon to Cayman Islands

Get recent, data-driven insights about flights from Oregon to Cayman Islands including ideal travel times, pricing trends, and more.

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 enero 21, 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 enero 21, 2025.
Read through reviews of airlines operating flights from Oregon to Cayman Islands, such as United Airlines, Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,984 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
2,829 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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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Alternative routes for Oregon to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.

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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$506Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$516Average$771FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$576Average$695FlexibilityNo cancel feeOn-time69%
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