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Grand Cayman

$272+ Cheap flights from Oregon to Grand Cayman

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
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 August 2, 2025.

Round-trip from

$458
(Delta)

One-way from

$272
(Kiwi.com)

Popular in

September

Cheapest in

January

Average price

$817
From Oregon to Grand Cayman
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One-way flight from Oregon to Grand Cayman
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 2, 2025.

This Delta deal was found by Cheapflights users on 7/30. 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 11/1711:23 amMFR - GCM
2 stops22h 14mDelta
Fri 11/212:02 pmGCM - MFR
2 stops23h 53mDelta
Deal found 7/30$458
This Delta deal was found by Cheapflights users on 7/31. 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.
Wed 9/241:00 pmBOI - GCM
2 stops21h 36mDelta
Sun 10/512:52 pmGCM - BOI
1 stop10h 31mDelta
Deal found 7/31$548
This American Airlines deal was found by Cheapflights users on 7/31. 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 9/276:00 amEUG - GCM
2 stops27h 22mAmerican Airlines
Wed 10/112:25 pmGCM - EUG
2 stops37h 04mAmerican Airlines
Deal found 7/31$581
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Sun 9/1410:00 amPDX - GCM
2 stops23h 55mMultiple Airlines
Sun 9/217:00 amGCM - PDX
2 stops30h 11mMultiple Airlines
Deal found 7/31$603
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/293:44 pmPDX - GCM
2 stops18h 46mUnited Airlines
Sat 9/61:35 pmGCM - PDX
1 stop10h 48mUnited Airlines
Deal found 7/31$666
This American Airlines deal was found by Cheapflights users on 8/1. 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 9/241:38 pmBOI - GCM
2 stops20h 32mAmerican Airlines
Sun 10/512:10 pmGCM - BOI
2 stops25h 33mAmerican Airlines
Deal found 8/1$668
This American Airlines deal was found by Cheapflights users on 7/31. 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 10/139:52 pmPDX - GCM
2 stops13h 18mAmerican Airlines
Fri 10/178:25 amGCM - PDX
2 stops14h 37mAmerican Airlines
Deal found 7/31$670
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 11/172:05 pmMFR - GCM
2 stops23h 25mUnited Airlines
Fri 11/215:45 pmGCM - MFR
3 stops55h 45mUnited Airlines
Deal found 7/31$688
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Sat 11/2212:48 pmBOI - GCM
2 stops23h 00mMultiple Airlines
Sat 11/2911:25 amGCM - BOI
3 stops29h 04mMultiple Airlines
Deal found 7/30$1,179
This Southwest deal was found by Cheapflights users on 7/30. 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 11/226:50 pmBOI - GCM
2 stops15h 45mSouthwest
Sat 11/292:20 pmGCM - BOI
2 stops21h 25mSouthwest
Deal found 7/30$1,370

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 August 2, 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

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Mon 11/17

11:23 am-12:37 pm

2 stops22h 14m

George Town Owen Roberts Intl

Fri 11/21

2:02 pm-10:55 am

2 stops23h 53m

$458

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Wed 9/24

1:00 pm-11:36 am

2 stops21h 36m

George Town Owen Roberts Intl

Sun 10/5

12:52 pm-10:23 pm

1 stop10h 31m

$548

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sat 9/27

6:00 am-11:22 am

2 stops27h 22m

George Town Owen Roberts Intl

Wed 10/1

12:25 pm-11:29 pm

2 stops37h 04m

$581

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 9/14

10:00 am-11:55 am

2 stops23h 55m

George Town Owen Roberts Intl

Sun 9/21

7:00 am-11:11 am

2 stops30h 11m

$603

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 8/29

3:44 pm-12:30 pm

2 stops18h 46m

George Town Owen Roberts Intl

Sat 9/6

1:35 pm-10:23 pm

1 stop10h 48m

$666

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Wed 9/24

1:38 pm-11:10 am

2 stops20h 32m

George Town Owen Roberts Intl

Sun 10/5

12:10 pm-12:43 pm

2 stops25h 33m

$668

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Mon 10/13

9:52 pm-1:10 pm

2 stops13h 18m

George Town Owen Roberts Intl

Fri 10/17

8:25 am-9:02 pm

2 stops14h 37m

$670

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Mon 11/17

2:05 pm-4:30 pm

2 stops23h 25m

George Town Owen Roberts Intl

Fri 11/21

5:45 pm-10:30 pm

3 stops55h 45m

$688

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Sat 11/22

12:48 pm-1:48 pm

2 stops23h 00m

George Town Owen Roberts Intl

Sat 11/29

11:25 am-2:29 pm

3 stops29h 04m

$1,179

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Sat 11/22

6:50 pm-12:35 pm

2 stops15h 45m

George Town Owen Roberts Intl

Sat 11/29

2:20 pm-9:45 am

2 stops21h 25m

$1,370

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

Showing 1-10 of 16 results
1
2

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 August 2, 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 August 2, 2025.
Read through reviews of airlines operating flights from Oregon to Grand Cayman, 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
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,983 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,904 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
WestJet
7.2
Good
2,980 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • What are the cheapest airlines to fly from Oregon to Grand Cayman one-way?

    The cheapest airlines for a one-way flight from Oregon to Grand Cayman are American Airlines ($281), United Airlines ($287), and Delta ($570).

  • 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

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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 August 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$516Average$923FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$576Average$838FlexibilityNo cancel feeOn-time69%

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