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Grand Cayman

$518+ Cheap flights from Oregon to Grand Cayman

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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Oregon to Grand Cayman

Keep the following information in mind while searching for Oregon to Grand Cayman flight deals. Data was last updated September 17, 2025.

Round-trip from

$518
(Southwest)

Popular in

February

Cheapest in

January

Average price

$749
From Oregon to Grand Cayman
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 Grand Cayman

Cheapest flights from Oregon to Grand Cayman
Explore the most affordable flight options available from Oregon to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/16. 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.
Sun 11/167:10 pmPDX - GCM
2 stops14h 25mSouthwest
Wed 11/191:30 pmGCM - PDX
2 stops12h 05mSouthwest
Deal found 9/16$518
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 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.
Thu 10/302:50 pmEUG - GCM
2 stops18h 20mAmerican Airlines
Thu 11/61:20 pmGCM - EUG
2 stops27h 34mAmerican Airlines
Deal found 9/15$578
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 11/812:55 pmPDX - GCM
2 stops20h 40mSouthwest
Tue 11/111:30 pmGCM - PDX
2 stops12h 00mSouthwest
Deal found 9/16$593
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 American Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 11/175:20 amMFR - GCM
2 stops12h 08mAmerican Airlines
Fri 11/219:00 amGCM - MFR
2 stops17h 04mAmerican Airlines
Deal found 9/16$628
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 11/16:52 pmEUG - GCM
2 stops19h 38mUnited Airlines
Sat 11/85:30 pmGCM - EUG
2 stops21h 39mUnited Airlines
Deal found 9/17$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 Mytrip deal was found by Cheapflights users on 9/16. 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 10/317:00 pmPDX - GCM
2 stops39h 25mAir Canada
Fri 11/71:30 pmGCM - PDX
2 stops22h 45mAir Canada
Deal found 9/16$650
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Wed 12/171:36 pmBOI - GCM
1 stop22h 59mAmerican Airlines
Sun 12/213:35 pmGCM - BOI
1 stop23h 30mAmerican Airlines
Deal found 9/17$665
This Southwest deal was found by Cheapflights users on 9/17. 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.
Wed 11/197:15 pmPDX - GCM
2 stops14h 20mSouthwest
Wed 11/261:30 pmGCM - PDX
2 stops13h 55mSouthwest
Deal found 9/17$665
This Delta deal was found by Cheapflights users on 9/16. 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 11/810:10 pmPDX - GCM
1 stop11h 25mDelta
Mon 11/101:50 pmGCM - PDX
1 stop11h 31mDelta
Deal found 9/16$666

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to Grand Cayman 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 17, 2025.
Use the filters below to find and compare flights from Oregon to Grand Cayman that are best for you.

Fly from

Oregon

Fly to

Grand Cayman

Route

Depart

Return

Price

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Sun 12/14

7:40 pm-12:35 pm

2 stops14h 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

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sun 11/2

6:52 pm-4:30 pm

2 stops18h 38m

George Town Owen Roberts Intl

Sat 11/8

5:45 pm-12:09 pm

2 stops21h 24m

$578

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Thu 10/30

2:50 pm-11:10 am

2 stops18h 20m

George Town Owen Roberts Intl

Thu 11/6

1:20 pm-1:54 pm

2 stops27h 34m

$578

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Mon 11/3

2:09 pm-4:30 pm

2 stops23h 21m

George Town Owen Roberts Intl

Sat 11/8

5:30 pm-12:09 pm

2 stops21h 39m

$578

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sat 11/8

12:55 pm-12:35 pm

2 stops20h 40m

George Town Owen Roberts Intl

Tue 11/11

1:30 pm-10:30 pm

2 stops12h 00m

$593

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

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Thu 1/1

7:00 am-9:15 pm

1 stop11h 15m

George Town Owen Roberts Intl

Tue 1/13

11:30 am-8:23 pm

1 stop11h 53m

$614

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

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sat 11/1

6:52 pm-4:30 pm

2 stops19h 38m

George Town Owen Roberts Intl

Sat 11/8

5:30 pm-12:09 pm

2 stops21h 39m

$638

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 30 results
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Best time to book a flight from Oregon to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman

What is the cheapest month to book a flight from Oregon to Grand Cayman?

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

Find hourly flight availability from Oregon to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Oregon to Grand Cayman, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Grand Cayman. 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 Grand Cayman?

    For as low as $578, Southwest can have you in Grand Cayman from Oregon in 14h 55m. There are 2618 mi between Oregon and Grand Cayman. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

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

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 Grand Cayman

Discover the top 2 airlines that operate flights from Oregon to Grand Cayman. 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$516Average$941FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$578Average$838FlexibilityNo cancel feeOn-time69%

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