$212+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
May 5 — May 121
Round-trip
1 adult, Economy
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Find cheap flights from Oregon to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oregon to Cayman Islands
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Cheapest flights from Oregon to Cayman IslandsExplore 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 April 5, 2026.
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 April 5, 2026.
This American Airlines deal was found by Cheapflights users on 4/2. 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 9/161:18 pm
BOI
- GCM
2 stops20h 32m
American Airlines
Wed 9/231:20 pm
GCM
- BOI
2 stops25h 42m
American Airlines
Deal found 4/2![American Airlines logo]()
$574
This Southwest deal was found by Cheapflights users on 3/30. 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.
Sun 5/32:45 pm
PDX
- GCM
2 stops19h 25m
Southwest
Thu 5/71:05 pm
GCM
- PDX
2 stops13h 05m
Southwest
Deal found 3/30![Southwest logo]()
$594
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:48 pm
EUG
- GCM
2 stops19h 22m
American Airlines
Sat 9/1912:35 pm
GCM
- EUG
2 stops12h 18m
American Airlines
Deal found 3/30![American Airlines logo]()
$604
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:50 pm
PDX
- GCM
2 stops19h 20m
Southwest
Wed 4/291:05 pm
GCM
- PDX
2 stops12h 05m
Southwest
Deal found 3/31![Southwest logo]()
$633
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/42:07 pm
MFR
- GCM
2 stops20h 23m
United Airlines
Wed 5/61:35 pm
GCM
- MFR
2 stops24h 12m
United Airlines
Deal found 3/30![United Airlines logo]()
$654
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:05 pm
BOI
- GCM
2 stops16h 25m
United Airlines
Sat 8/151:35 pm
GCM
- BOI
2 stops21h 00m
United Airlines
Deal found 4/1![United Airlines logo]()
$675
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Fri 5/294:05 pm
BOI
- GCM
1 stop17h 17m
American Airlines
Wed 6/32:42 pm
GCM
- BOI
1 stop8h 47m
American Airlines
Deal found 4/1![American Airlines logo]()
$677
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:55 pm
BOI
- GCM
2 stops16h 15m
Southwest
Wed 6/31:05 pm
GCM
- BOI
2 stops11h 25m
Southwest
Deal found 4/1![Southwest logo]()
$682
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:25 pm
PDX
- GCM
2 stops14h 45m
Southwest
Wed 5/61:05 pm
GCM
- PDX
2 stops12h 05m
Southwest
Deal found 4/1![Southwest logo]()
$683
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:05 pm
BOI
- GCM
2 stops16h 25m
United Airlines
Sat 8/151:35 pm
GCM
- BOI
2 stops21h 00m
United Airlines
Deal found 4/1![United Airlines logo]()
$688
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Thu 5/284:05 pm
BOI
- GCM
1 stop20h 34m
American Airlines
Wed 6/32:42 pm
GCM
- BOI
1 stop8h 47m
American Airlines
Deal found 4/1![American Airlines logo]()
$691
This American Airlines deal was found by Cheapflights users on 4/4. 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 6/224:06 pm
BOI
- GCM
1 stop20h 29m
American Airlines
Mon 6/295:12 pm
GCM
- BOI
2 stops22h 08m
American Airlines
Deal found 4/4![American Airlines logo]()
$696
Best flights from Oregon to Cayman IslandsDiscover carefully curated flight deals from Oregon to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 5, 2026.
Discover carefully curated flight deals from Oregon to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 5, 2026.
This American Airlines deal was found by Cheapflights users on 4/2. 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 9/161:18 pm
BOI
- GCM
2 stops20h 32m
American Airlines
Wed 9/231:20 pm
GCM
- BOI
2 stops25h 42m
American Airlines
Deal found 4/2![American Airlines logo]()
$574
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:50 pm
PDX
- GCM
2 stops19h 20m
Southwest
Wed 4/291:05 pm
GCM
- PDX
2 stops12h 05m
Southwest
Deal found 3/31![Southwest logo]()
$633
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/42:07 pm
MFR
- GCM
2 stops20h 23m
United Airlines
Wed 5/61:35 pm
GCM
- MFR
2 stops24h 12m
United Airlines
Deal found 3/30![United Airlines logo]()
$654
This Delta deal was found by Cheapflights users on 3/30. 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.
Sun 5/311:06 pm
PDX
- GCM
1 stop10h 54m
Delta
Thu 5/71:19 pm
GCM
- PDX
1 stop10h 27m
Delta
Deal found 3/30![Delta logo]()
$777
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:48 pm
EUG
- GCM
2 stops19h 22m
American Airlines
Sat 9/1912:35 pm
GCM
- EUG
2 stops12h 18m
American Airlines
Deal found 3/30![American Airlines logo]()
$604
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:05 pm
BOI
- GCM
2 stops16h 25m
United Airlines
Sat 8/151:35 pm
GCM
- BOI
2 stops21h 00m
United Airlines
Deal found 4/1![United Airlines logo]()
$675
This Southwest deal was found by Cheapflights users on 3/30. 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.
Tue 5/261:35 pm
PDX
- GCM
2 stops20h 35m
Southwest
Sun 5/3112:50 pm
GCM
- PDX
2 stops14h 25m
Southwest
Deal found 3/30![Southwest logo]()
$727
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Thu 5/285:40 pm
BOI
- GCM
2 stops16h 50m
American Airlines
Wed 6/32:42 pm
GCM
- BOI
1 stop8h 47m
American Airlines
Deal found 4/1![American Airlines logo]()
$682
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:05 pm
BOI
- GCM
2 stops16h 25m
United Airlines
Sat 8/151:35 pm
GCM
- BOI
2 stops21h 00m
United Airlines
Deal found 4/1![United Airlines logo]()
$688
This Delta deal was found by Cheapflights users on 4/3. 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.
Tue 5/511:06 pm
PDX
- GCM
1 stop10h 54m
Delta
Thu 5/71:19 pm
GCM
- PDX
2 stops12h 36m
Delta
Deal found 4/3![Delta logo]()
$782
This Delta deal was found by Cheapflights users on 3/30. 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.
Tue 5/269:39 pm
PDX
- GCM
1 stop12h 15m
Delta
Sun 5/311:19 pm
GCM
- PDX
2 stops12h 25m
Delta
Deal found 3/30![Delta logo]()
$782
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Wed 5/612:30 pm
BOI
- GCM
2 stops23h 00m
United Airlines
Sat 5/94:15 pm
GCM
- BOI
2 stops22h 12m
United Airlines
Deal found 4/3![United Airlines logo]()
$728
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Sun 5/244:05 pm
BOI
- GCM
2 stops17h 56m
American Airlines
Sun 6/145:12 pm
GCM
- BOI
2 stops19h 07m
American Airlines
Deal found 4/4![American Airlines logo]()
$739
This Delta deal was found by Cheapflights users on 4/3. 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 5/36:05 pm
PDX
- GCM
2 stops15h 55m
Delta
Tue 5/51:25 pm
GCM
- PDX
2 stops22h 33m
Delta
Deal found 4/3![Delta logo]()
$782
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:45 pm
PDX
- GCM
2 stops14h 45m
United Airlines
Thu 5/71:35 pm
GCM
- PDX
1 stop11h 24m
United Airlines
Deal found 3/30![United Airlines logo]()
$777
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2611:43 pm
PDX
- GCM
1 stop11h 56m
American Airlines
Sun 5/3112:33 pm
GCM
- PDX
1 stop13h 26m
American Airlines
Deal found 3/30![American Airlines logo]()
$782
This Delta deal was found by Cheapflights users on 4/4. 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 5/246:41 pm
BOI
- GCM
2 stops16h 13m
Delta
Sun 6/1412:59 pm
GCM
- BOI
1 stop10h 36m
Delta
Deal found 4/4![Delta logo]()
$844
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2612:50 pm
PDX
- GCM
2 stops21h 40m
United Airlines
Sun 5/311:35 pm
GCM
- PDX
1 stop11h 13m
United Airlines
Deal found 3/30![United Airlines logo]()
$782
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/1810:23 pm
PDX
- GCM
2 stops10h 37m
American Airlines
Wed 4/2912:35 pm
GCM
- PDX
1 stop10h 28m
American Airlines
Deal found 3/31![American Airlines logo]()
$827
This United Airlines deal was found by Cheapflights users on 4/2. 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 5/1711:59 pm
PDX
- GCM
1 stop10h 31m
United Airlines
Sun 5/241:35 pm
GCM
- PDX
2 stops22h 12m
United Airlines
Deal found 4/2![United Airlines logo]()
$782
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:29 pm
BOI
- GCM
2 stops18h 01m
United Airlines
Thu 4/1612:55 pm
GCM
- BOI
2 stops21h 59m
United Airlines
Deal found 3/30![United Airlines logo]()
$892
This Delta deal was found by Cheapflights users on 4/2. 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 5/1712:21 pm
MFR
- GCM
2 stops21h 33m
Delta
Sun 5/241:19 pm
GCM
- MFR
2 stops25h 41m
Delta
Deal found 4/2![Delta logo]()
$1,235
Last-minute flights from Oregon to Cayman IslandsDiscover last-minute flight deals from Oregon to Cayman Islands. Data last updated April 5, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Cayman Islands. Data last updated April 5, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:50 pm
PDX
- GCM
2 stops19h 20m
Southwest
Wed 4/291:05 pm
GCM
- PDX
2 stops12h 05m
Southwest
Deal found 3/31![Southwest logo]()
$633
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:25 pm
PDX
- GCM
2 stops14h 45m
Southwest
Wed 5/61:05 pm
GCM
- PDX
2 stops12h 05m
Southwest
Deal found 4/1![Southwest logo]()
$683
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:48 am
PDX
- GCM
1 stop29h 22m
Multiple Airlines
Thu 5/712:40 pm
GCM
- PDX
2 stops30h 06m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$745
This Southwest deal was found by Cheapflights users on 3/30. 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.
Sun 5/32:45 pm
PDX
- GCM
2 stops19h 25m
Southwest
Thu 5/71:05 pm
GCM
- PDX
2 stops13h 05m
Southwest
Deal found 3/30![Southwest logo]()
$594
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/42:07 pm
MFR
- GCM
2 stops20h 23m
United Airlines
Wed 5/61:35 pm
GCM
- MFR
2 stops24h 12m
United Airlines
Deal found 3/30![United Airlines logo]()
$654
This Air Canada deal was found by Cheapflights users on 4/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:45 pm
PDX
- GCM
2 stops37h 40m
Air Canada
Sat 5/910:55 am
GCM
- PDX
2 stops24h 35m
Air Canada
Deal found 4/1![Air Canada logo]()
$716
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Wed 5/612:30 pm
BOI
- GCM
2 stops23h 00m
United Airlines
Sat 5/94:15 pm
GCM
- BOI
2 stops22h 12m
United Airlines
Deal found 4/3![United Airlines logo]()
$728
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Sun 5/244:05 pm
BOI
- GCM
2 stops17h 56m
American Airlines
Sun 6/145:12 pm
GCM
- BOI
2 stops19h 07m
American Airlines
Deal found 4/4![American Airlines logo]()
$739
This Southwest deal was found by Cheapflights users on 3/30. 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.
Tue 5/261:35 pm
PDX
- GCM
2 stops20h 35m
Southwest
Sun 5/3112:50 pm
GCM
- PDX
2 stops14h 25m
Southwest
Deal found 3/30![Southwest logo]()
$727
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:55 pm
BOI
- GCM
2 stops16h 15m
Southwest
Wed 6/31:05 pm
GCM
- BOI
2 stops11h 25m
Southwest
Deal found 4/1![Southwest logo]()
$682
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Thu 5/284:05 pm
BOI
- GCM
1 stop20h 34m
American Airlines
Wed 6/32:42 pm
GCM
- BOI
1 stop8h 47m
American Airlines
Deal found 4/1![American Airlines logo]()
$691
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Fri 5/294:05 pm
BOI
- GCM
1 stop17h 17m
American Airlines
Wed 6/32:42 pm
GCM
- BOI
1 stop8h 47m
American Airlines
Deal found 4/1![American Airlines logo]()
$677
One-way flights from Oregon to Cayman IslandsSearch for one-way flight options from Oregon to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 5, 2026.
Search for one-way flight options from Oregon to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 5, 2026.
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Sat 8/155:14 pm
BOI
- GCM
2 stops17h 11m
American Airlines
Deal found 4/1![American Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Mon 6/111:15 am
PDX
- GCM
3 stops50h 50m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Fri 6/195:40 pm
BOI
- GCM
2 stops15h 42m
American Airlines
Deal found 4/4![American Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:35 pm
PDX
- GCM
2 stops19h 35m
Southwest
Deal found 4/1![Southwest logo]()
$292
This American Airlines deal was found by Cheapflights users on 4/4. 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 6/204:06 pm
BOI
- GCM
1 stop20h 29m
American Airlines
Deal found 4/4![American Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 3/31. 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.
Sun 5/318:11 pm
PDX
- GCM
2 stops13h 43m
Delta
Deal found 3/31![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:20 am
PDX
- GCM
3 stops29h 10m
United Airlines
Deal found 4/1![United Airlines logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Fri 6/194:21 pm
BOI
- GCM
3 stops19h 24m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:14 pm
BOI
- GCM
3 stops20h 21m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Sun 5/315:15 am
PDX
- GCM
3 stops53h 15m
United Airlines
Deal found 3/31![United Airlines logo]()
$442
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
Sat 6/202:22 pm
BOI
- GCM
3 stops20h 13m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$592
Find 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 April 5, 2026.
Round-trip from | $574 (American Airlines) |
|---|---|
One-way from | $212 (American Airlines) |
Popular in | March |
Cheapest in | January |
Average price | $719 |
Cheapflights Fare Finder
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 April 5, 2026.
Use the filters below to find and compare flights from Oregon to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Wed 9/16
1:18 pm-10:50 am
2 stops20h 32m
George Town Owen Roberts Intl
Wed 9/23
1:20 pm-2:02 pm
2 stops25h 42m
$574
EugeneGeorge Town
EUG - GCM
EUGGCM
Eugene
Fri 9/11
1:48 pm-11:10 am
2 stops19h 22m
George Town Owen Roberts Intl
Sat 9/19
12:35 pm-10:53 pm
2 stops12h 18m
$604
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Thu 4/23
2:50 pm-12:10 pm
2 stops19h 20m
George Town Owen Roberts Intl
Wed 4/29
1:05 pm-11:10 pm
2 stops12h 05m
$633
MedfordGeorge Town
MFR - GCM
MFRGCM
Medford
Mon 5/4
2:07 pm-12:30 pm
2 stops20h 23m
George Town Owen Roberts Intl
Wed 5/6
1:35 pm-11:47 am
2 stops24h 12m
$654
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Sat 8/8
7:05 pm-12:30 pm
2 stops16h 25m
George Town Owen Roberts Intl
Sat 8/15
1:35 pm-9:35 am
2 stops21h 00m
$675
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Thu 5/28
5:40 pm-11:30 am
2 stops16h 50m
George Town Owen Roberts Intl
Wed 6/3
2:42 pm-10:29 pm
1 stop8h 47m
$682
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Fri 8/7
7:05 pm-12:30 pm
2 stops16h 25m
George Town Owen Roberts Intl
Sat 8/15
1:35 pm-9:35 am
2 stops21h 00m
$688
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Tue 5/26
1:35 pm-12:10 pm
2 stops20h 35m
George Town Owen Roberts Intl
Sun 5/31
12:50 pm-1:15 am
2 stops14h 25m
$727
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Wed 5/6
12:30 pm-12:30 pm
2 stops23h 00m
George Town Owen Roberts Intl
Sat 5/9
4:15 pm-1:27 pm
2 stops22h 12m
$728
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Sun 5/24
4:05 pm-11:01 am
2 stops17h 56m
George Town Owen Roberts Intl
Sun 6/14
5:12 pm-11:19 am
2 stops19h 07m
$739
Showing 1-10 of 31 resultsSorted by cheapest first
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.
PDX-GCM
MFR-GCM
BOI-GCM
EUG-GCM
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 the Cayman Islands
USOR-KY0
PDX-GCM
MFR-GCM
BOI-GCM
EUG-GCM
What is the cheapest month to book a flight from Oregon to Cayman Islands?
Currently, May is the cheapest month in which you can book a flight from Oregon to Cayman Islands (average of $617). Flying from Oregon to Cayman Islands in June is currently the most expensive (average of $802). 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.
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.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Oregon to Cayman Islands
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Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Oregon to Cayman Islands by cabin class
Find flights from Oregon to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Oregon and Cayman Islands flights
Browse other Oregon and Cayman Islands flight options. Last updated on April 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Oregon to Cayman Islands flights
Consider these flights traveling from Oregon to Cayman Islands.
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top airline flying from Oregon to Cayman Islands
Discover the top airline 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 April 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$665 | Average$806 | FlexibilityNo cancel fee | On-time71% |