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Cayman Islands

$266+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$615
(Mytrip)

One-way from

$266
(Delta)

Popular in

November

Cheapest in

January

Average price

$626
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. 18% potential increase in price ($162 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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.
mié. 4/26:13 pmPDX - GCM
2 stops25h 07mMultiple Airlines
dom. 4/65:00 pmGCM - PDX
2 stops26h 55mMultiple Airlines
Deal found 2/19$615
This Expedia deal was found by Cheapflights users on 2/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/162:00 pmBOI - GCM
2 stops22h 30mAir Canada
jue. 4/242:30 pmGCM - BOI
2 stops28h 22mAir Canada
Deal found 2/20$631
This Delta deal was found by Cheapflights users on 2/19. 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.
sáb. 5/311:19 pmPDX - GCM
1 stop10h 03mDelta
mié. 5/1412:51 pmGCM - PDX
1 stop11h 36mDelta
Deal found 2/19$663
This United Airlines deal was found by Cheapflights users on 2/19. 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.
sáb. 4/57:35 pmPDX - GCM
2 stops15h 05mUnited Airlines
sáb. 4/124:15 pmGCM - PDX
2 stops19h 32mUnited Airlines
Deal found 2/19$717
This Southwest deal was found by Cheapflights users on 2/18. 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.
mié. 5/215:25 pmPDX - GCM
2 stops16h 25mSouthwest
mié. 5/2812:45 pmGCM - PDX
2 stops12h 40mSouthwest
Deal found 2/18$745
This American Airlines deal was found by Cheapflights users on 2/19. 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 stop8h 53mAmerican Airlines
Deal found 2/19$750
This Justfly.com deal was found by Cheapflights users on 2/18. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/216:15 amPDX - GCM
2 stops27h 40mAir Canada
lun. 5/2612:50 pmGCM - PDX
2 stops27h 50mAir Canada
Deal found 2/18$764
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/165:59 pmBOI - GCM
2 stops16h 23mDelta
jue. 4/2412:47 pmGCM - BOI
1 stop10h 41mDelta
Deal found 2/20$962
This WestJet deal was found by Cheapflights users on 2/20. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/3112:40 amPDX - GCM
2 stops34h 05mWestJet
sáb. 8/91:45 pmGCM - PDX
2 stops25h 07mWestJet
Deal found 2/20$2,126

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 febrero 20, 2025.

Fly from

Oregon

Fly to

Cayman Islands

Route

Depart

Return

Price

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

mié. 4/2

6:13 pm-9:20 pm

2 stops25h 07m

George Town Owen Roberts Intl

dom. 4/6

5:00 pm-5:55 pm

2 stops26h 55m

$615

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

mié. 4/16

2:00 pm-1:30 pm

2 stops22h 30m

George Town Owen Roberts Intl

jue. 4/24

2:30 pm-5:52 pm

2 stops28h 22m

$631

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

sáb. 5/3

11:19 pm-11:22 am

1 stop10h 03m

George Town Owen Roberts Intl

mié. 5/14

12:51 pm-10:27 pm

1 stop11h 36m

$663

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

sáb. 4/5

7:35 pm-12:40 pm

2 stops15h 05m

George Town Owen Roberts Intl

sáb. 4/12

4:15 pm-9:47 am

2 stops19h 32m

$717

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

mié. 5/21

5:25 pm-11:50 am

2 stops16h 25m

George Town Owen Roberts Intl

mié. 5/28

12:45 pm-11:25 pm

2 stops12h 40m

$745

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-10:38 pm

1 stop8h 53m

$750

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

mié. 5/21

6:15 am-11:55 am

2 stops27h 40m

George Town Owen Roberts Intl

lun. 5/26

12:50 pm-2:40 pm

2 stops27h 50m

$764

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

mié. 4/16

5:59 pm-11:22 am

2 stops16h 23m

George Town Owen Roberts Intl

jue. 4/24

12:47 pm-10:28 pm

1 stop10h 41m

$962

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

jue. 7/31

12:40 am-12:45 pm

2 stops34h 05m

George Town Owen Roberts Intl

sáb. 8/9

1:45 pm-12:52 pm

2 stops25h 07m

$2,126

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

jue. 7/3

11:30 pm-11:24 am

1 stop10h 54m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 12 results
1
2

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 febrero 20, 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 febrero 20, 2025.
Read through reviews of airlines operating flights from Oregon to Cayman Islands, such as Southwest, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,801 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$506Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$516Average$772FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$576Average$775FlexibilityNo cancel feeOn-time69%
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