Grand Cayman

$627+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Apr 13 — Apr 201
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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 April 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$627
(American Airlines)

Popular in

April

Cheapest in

January

Average price

$832
Provider with most accurate pricing for Portland-George Town Owen Roberts Intl flight deals.
Provider most trusted by Cheapflights users for Portland-George Town Owen Roberts Intl flights.
From Oregon to Grand Cayman
Highest demand for flights based on searches. 9% potential increase in price ($73 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 April 8, 2025.

This American Airlines deal was found by Cheapflights users on 4/7. 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 10/410:42 pmPDX - GCM
1 stop10h 23mAmerican Airlines
Sat 10/113:20 pmGCM - PDX
1 stop9h 32mAmerican Airlines
Deal found 4/7$627
This Southwest deal was found by Cheapflights users on 4/7. 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 7/29:15 pmPDX - GCM
2 stops12h 35mSouthwest
Mon 7/712:45 pmGCM - PDX
2 stops20h 55mSouthwest
Deal found 4/7$665
This Delta deal was found by Cheapflights users on 4/6. 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 4/217:50 pmPDX - GCM
2 stops13h 32mDelta
Thu 4/2412:47 pmGCM - PDX
2 stops13h 09mDelta
Deal found 4/6$668
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Sun 4/207:00 amPDX - GCM
1 stop27h 30mUnited Airlines
Sat 4/261:35 pmGCM - PDX
1 stop11h 39mUnited Airlines
Deal found 4/6$702
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1710:06 amPDX - GCM
1 stop9h 44mMultiple Airlines
Tue 4/2911:30 amGCM - PDX
2 stops28h 07mMultiple Airlines
Deal found 4/6$738
This United Airlines deal was found by Cheapflights users on 4/6. 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 6/76:00 amMFR - GCM
2 stops28h 30mUnited Airlines
Fri 6/131:35 pmGCM - MFR
2 stops34h 40mUnited Airlines
Deal found 4/6$896

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 April 8, 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

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sat 10/4

10:42 pm-11:05 am

1 stop10h 23m

George Town Owen Roberts Intl

Sat 10/11

3:20 pm-10:52 pm

1 stop9h 32m

$627

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 7/2

9:15 pm-11:50 am

2 stops12h 35m

George Town Owen Roberts Intl

Mon 7/7

12:45 pm-7:40 am

2 stops20h 55m

$665

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Mon 4/21

7:50 pm-11:22 am

2 stops13h 32m

George Town Owen Roberts Intl

Wed 4/23

12:47 pm-9:48 pm

1 stop11h 01m

$668

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 4/20

7:00 am-12:30 pm

1 stop27h 30m

George Town Owen Roberts Intl

Sat 4/26

1:35 pm-11:14 pm

1 stop11h 39m

$702

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 4/18

10:06 am-9:20 pm

1 stop9h 14m

George Town Owen Roberts Intl

Tue 4/29

11:30 am-1:37 pm

2 stops28h 07m

$738

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Sat 6/7

6:00 am-12:30 pm

2 stops28h 30m

George Town Owen Roberts Intl

Fri 6/13

1:35 pm-10:15 pm

2 stops34h 40m

$896

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

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 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 April 8, 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.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated April 8, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Oregon to Grand Cayman to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Overall

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
8.0
Very good

Overall

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Overall

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Overall

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.
  • 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.

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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.

Top 3 airlines flying from Oregon to Grand Cayman

Discover the top 3 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 April 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$506Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$516Average$773FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$576Average$775FlexibilityNo cancel feeOn-time69%

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