$441+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Jun 23 — Jun 301
Round-trip
1 adult, Economy
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Find cheap flights from Oregon to Cayman Islands with Cheapflights
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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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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 May 24, 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 May 24, 2026.
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 11/1012:30 pm
EUG
- GCM
2 stops20h 55m
Delta
Tue 11/171:50 pm
GCM
- EUG
2 stops12h 57m
Delta
Deal found 5/19![Delta logo]()
$582
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Tue 8/45:36 pm
BOI
- GCM
2 stops18h 34m
American Airlines
Sat 8/154:15 pm
GCM
- BOI
2 stops22h 59m
American Airlines
Deal found 5/19![American Airlines logo]()
$636
This American Airlines deal was found by Cheapflights users on 5/22. 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 5/22![American Airlines logo]()
$636
This Delta deal was found by Cheapflights users on 5/20. 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.
Sun 7/511:45 pm
BOI
- GCM
1 stop10h 49m
Delta
Thu 7/912:56 pm
GCM
- BOI
1 stop10h 36m
Delta
Deal found 5/20![Delta logo]()
$693
This Southwest deal was found by Cheapflights users on 5/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/57:50 pm
BOI
- GCM
2 stops15h 05m
Southwest
Thu 7/912:50 pm
GCM
- BOI
2 stops13h 20m
Southwest
Deal found 5/20![Southwest logo]()
$734
This American Airlines deal was found by Cheapflights users on 5/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/53:53 pm
BOI
- GCM
2 stops18h 32m
American Airlines
Thu 7/92:41 pm
GCM
- BOI
1 stop9h 41m
American Airlines
Deal found 5/20![American Airlines logo]()
$751
This United Airlines deal was found by Cheapflights users on 5/23. 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 9/112:00 pm
EUG
- GCM
2 stops20h 25m
United Airlines
Sat 9/191:35 pm
GCM
- EUG
2 stops24h 15m
United Airlines
Deal found 5/23![United Airlines logo]()
$756
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Fri 8/72:49 pm
BOI
- GCM
1 stop22h 41m
American Airlines
Sat 8/154:15 pm
GCM
- BOI
2 stops22h 59m
American Airlines
Deal found 5/19![American Airlines logo]()
$763
This Delta deal was found by Cheapflights users on 5/22. 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 8/1011:07 pm
PDX
- GCM
1 stop10h 32m
Delta
Wed 8/191:04 pm
GCM
- PDX
1 stop10h 36m
Delta
Deal found 5/22![Delta logo]()
$781
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/2011:43 pm
PDX
- GCM
1 stop11h 52m
American Airlines
Sat 6/273:35 pm
GCM
- PDX
1 stop11h 15m
American Airlines
Deal found 5/22![American Airlines logo]()
$789
This Air Canada deal was found by Cheapflights users on 5/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:45 pm
PDX
- GCM
2 stops37h 45m
Air Canada
Sat 10/1012:25 pm
GCM
- PDX
2 stops23h 06m
Air Canada
Deal found 5/19![Air Canada logo]()
$796
This American Airlines deal was found by Cheapflights users on 5/22. 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 9/1010:43 pm
PDX
- GCM
2 stops10h 07m
American Airlines
Sat 9/121:20 pm
GCM
- PDX
2 stops23h 37m
American Airlines
Deal found 5/22![American Airlines logo]()
$802
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 May 24, 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 May 24, 2026.
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 11/1012:30 pm
EUG
- GCM
2 stops20h 55m
Delta
Tue 11/171:50 pm
GCM
- EUG
2 stops12h 57m
Delta
Deal found 5/19![Delta logo]()
$582
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Tue 8/45:36 pm
BOI
- GCM
2 stops18h 34m
American Airlines
Sat 8/154:15 pm
GCM
- BOI
2 stops22h 59m
American Airlines
Deal found 5/19![American Airlines logo]()
$636
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:00 pm
EUG
- GCM
2 stops20h 55m
Southwest
Sat 7/1111:25 am
GCM
- EUG
2 stops13h 25m
Southwest
Deal found 5/19![Southwest logo]()
$636
This United Airlines deal was found by Cheapflights users on 5/23. 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 9/112:00 pm
EUG
- GCM
2 stops20h 25m
United Airlines
Sat 9/191:35 pm
GCM
- EUG
2 stops24h 15m
United Airlines
Deal found 5/23![United Airlines logo]()
$756
This Air Canada deal was found by Cheapflights users on 5/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:45 pm
PDX
- GCM
2 stops37h 45m
Air Canada
Sat 10/1012:25 pm
GCM
- PDX
2 stops23h 06m
Air Canada
Deal found 5/19![Air Canada logo]()
$796
This Mytrip deal was found by Cheapflights users on 5/22. 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.
Thu 9/107:45 pm
PDX
- GCM
2 stops37h 45m
Multiple Airlines
Sat 9/121:45 pm
GCM
- PDX
3 stops21h 46m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$899
This American Airlines deal was found by Cheapflights users on 5/20. 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 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 5/20![American Airlines logo]()
$636
This Southwest deal was found by Cheapflights users on 5/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/57:50 pm
BOI
- GCM
2 stops15h 05m
Southwest
Thu 7/912:50 pm
GCM
- BOI
2 stops13h 20m
Southwest
Deal found 5/20![Southwest logo]()
$734
This Delta deal was found by Cheapflights users on 5/22. 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 8/1011:07 pm
PDX
- GCM
1 stop10h 32m
Delta
Wed 8/191:04 pm
GCM
- PDX
1 stop10h 36m
Delta
Deal found 5/22![Delta logo]()
$781
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Fri 8/72:49 pm
BOI
- GCM
1 stop22h 41m
American Airlines
Sat 8/154:15 pm
GCM
- BOI
2 stops22h 59m
American Airlines
Deal found 5/19![American Airlines logo]()
$763
This Delta deal was found by Cheapflights users on 5/23. 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.
Thu 10/811:30 pm
BOI
- GCM
1 stop11h 10m
Delta
Sat 10/1712:55 pm
GCM
- BOI
2 stops12h 09m
Delta
Deal found 5/23![Delta logo]()
$821
This American Airlines deal was found by Cheapflights users on 5/22. 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 8/103:00 pm
PDX
- GCM
2 stops18h 00m
American Airlines
Wed 8/1912:00 pm
GCM
- PDX
2 stops13h 07m
American Airlines
Deal found 5/22![American Airlines logo]()
$786
This United Airlines deal was found by Cheapflights users on 5/22. 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 6/205:15 am
PDX
- GCM
3 stops53h 15m
United Airlines
Sat 6/274:45 pm
GCM
- PDX
2 stops19h 03m
United Airlines
Deal found 5/22![United Airlines logo]()
$956
This Delta deal was found by Cheapflights users on 5/21. 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 7/511:45 pm
BOI
- GCM
1 stop10h 49m
Delta
Sun 7/1212:56 pm
GCM
- BOI
1 stop10h 36m
Delta
Deal found 5/21![Delta logo]()
$829
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/2011:43 pm
PDX
- GCM
1 stop11h 52m
American Airlines
Sat 6/273:35 pm
GCM
- PDX
1 stop11h 15m
American Airlines
Deal found 5/22![American Airlines logo]()
$789
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Fri 10/92:55 pm
BOI
- GCM
2 stops18h 50m
American Airlines
Sat 10/173:30 pm
GCM
- BOI
2 stops22h 02m
American Airlines
Deal found 5/19![American Airlines logo]()
$864
This American Airlines deal was found by Cheapflights users on 5/22. 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 10/82:57 pm
BOI
- GCM
2 stops18h 48m
American Airlines
Sat 10/173:30 pm
GCM
- BOI
2 stops22h 02m
American Airlines
Deal found 5/22![American Airlines logo]()
$864
This United Airlines deal was found by Cheapflights users on 5/19. 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.
Sat 7/46:49 pm
EUG
- GCM
3 stops15h 41m
United Airlines
Sat 7/114:45 pm
GCM
- EUG
2 stops22h 12m
United Airlines
Deal found 5/19![United Airlines logo]()
$3,774
This Delta deal was found by Cheapflights users on 5/20. 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.
Fri 10/99:45 pm
PDX
- GCM
1 stop11h 55m
Delta
Fri 10/2312:55 pm
GCM
- PDX
1 stop11h 31m
Delta
Deal found 5/20![Delta logo]()
$3,818
This United Airlines deal was found by Cheapflights users on 5/19. 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.
Tue 11/106:51 pm
EUG
- GCM
3 stops18h 39m
United Airlines
Tue 11/175:45 pm
GCM
- EUG
2 stops20h 48m
United Airlines
Deal found 5/19![United Airlines logo]()
$4,582
Last-minute flights from Oregon to Cayman IslandsDiscover last-minute flight deals from Oregon to Cayman Islands. Data last updated May 24, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Cayman Islands. Data last updated May 24, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/217:40 am
PDX
- GCM
1 stop32h 20m
Multiple Airlines
Thu 5/287:00 am
GCM
- PDX
2 stops18h 59m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$3,693
This United Airlines deal was found by Cheapflights users on 5/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2110:40 pm
PDX
- GCM
2 stops11h 50m
United Airlines
Thu 5/281:35 pm
GCM
- PDX
2 stops13h 15m
United Airlines
Deal found 5/20![United Airlines logo]()
$5,403
This American Airlines deal was found by Cheapflights users on 5/23. 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 5/245:40 pm
BOI
- GCM
2 stops18h 59m
American Airlines
Sun 6/145:12 pm
GCM
- BOI
2 stops19h 06m
American Airlines
Deal found 5/23![American Airlines logo]()
$897
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:05 pm
PDX
- GCM
2 stops14h 50m
Southwest
Sat 6/611:25 am
GCM
- PDX
2 stops14h 30m
Southwest
Deal found 5/19![Southwest logo]()
$862
This United Airlines deal was found by Cheapflights users on 5/19. 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.
Sat 5/3011:59 pm
PDX
- GCM
1 stop10h 31m
United Airlines
Sat 6/61:35 pm
GCM
- PDX
1 stop11h 13m
United Airlines
Deal found 5/19![United Airlines logo]()
$937
This American Airlines deal was found by Cheapflights users on 5/22. 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 6/2011:43 pm
PDX
- GCM
1 stop11h 52m
American Airlines
Sat 6/273:35 pm
GCM
- PDX
1 stop11h 15m
American Airlines
Deal found 5/22![American Airlines logo]()
$789
This United Airlines deal was found by Cheapflights users on 5/22. 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 6/205:15 am
PDX
- GCM
3 stops53h 15m
United Airlines
Sat 6/274:45 pm
GCM
- PDX
2 stops19h 03m
United Airlines
Deal found 5/22![United Airlines logo]()
$956
This Mytrip deal was found by Cheapflights users on 5/22. 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 6/202:30 pm
PDX
- GCM
3 stops42h 55m
Multiple Airlines
Sat 6/271:45 pm
GCM
- PDX
3 stops21h 46m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$1,397
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 May 24, 2026.
Search for one-way flight options from Oregon to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated May 24, 2026.
This Delta deal was found by Cheapflights users on 5/20. 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.
Sun 5/318:11 pm
PDX
- GCM
2 stops13h 43m
Delta
Deal found 5/20![Delta logo]()
$441
This United Airlines deal was found by Cheapflights users on 5/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:35 am
PDX
- GCM
3 stops25h 55m
United Airlines
Deal found 5/20![United Airlines logo]()
$501
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 May 24, 2026.
Round-trip from | $582 (Delta) |
|---|---|
One-way from | $441 (Delta) |
Popular in | March |
Cheapest in | January |
Average price | $777 |
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 May 24, 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
EugeneGeorge Town
EUG - GCM
EUGGCM
Eugene
Tue 11/10
12:30 pm-12:25 pm
2 stops20h 55m
George Town Owen Roberts Intl
Tue 11/17
1:50 pm-11:47 pm
2 stops12h 57m
$582
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Tue 8/4
5:36 pm-1:10 pm
2 stops18h 34m
George Town Owen Roberts Intl
Sat 8/15
4:15 pm-2:14 pm
2 stops22h 59m
$636
EugeneGeorge Town
EUG - GCM
EUGGCM
Eugene
Sat 7/4
1:00 pm-11:55 am
2 stops20h 55m
George Town Owen Roberts Intl
Sat 7/11
11:25 am-10:50 pm
2 stops13h 25m
$636
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
$636
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Sun 7/5
7:50 pm-11:55 am
2 stops15h 05m
George Town Owen Roberts Intl
Thu 7/9
12:50 pm-1:10 am
2 stops13h 20m
$734
EugeneGeorge Town
EUG - GCM
EUGGCM
Eugene
Fri 9/11
2:00 pm-12:25 pm
2 stops20h 25m
George Town Owen Roberts Intl
Sat 9/19
1:35 pm-11:50 am
2 stops24h 15m
$756
BoiseGeorge Town
BOI - GCM
BOIGCM
Boise Air Term. Gowen Fld
Fri 8/7
2:49 pm-2:30 pm
1 stop22h 41m
George Town Owen Roberts Intl
Sat 8/15
4:15 pm-2:14 pm
2 stops22h 59m
$763
Quickest round-trip
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Mon 8/10
11:07 pm-11:39 am
1 stop10h 32m
George Town Owen Roberts Intl
Wed 8/19
1:04 pm-9:40 pm
1 stop10h 36m
$781
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Mon 8/10
3:00 pm-11:00 am
2 stops18h 00m
George Town Owen Roberts Intl
Wed 8/19
12:00 pm-11:07 pm
2 stops13h 07m
$786
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sat 6/20
11:43 pm-1:35 pm
1 stop11h 52m
George Town Owen Roberts Intl
Sat 6/27
3:35 pm-12:50 am
1 stop11h 15m
$789
Showing 1-10 of 21 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.
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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
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What is the cheapest month to book a flight from Oregon to Cayman Islands?
Currently, December is the cheapest month in which you can book a flight from Oregon to Cayman Islands (average of $665). Flying from Oregon to Cayman Islands in October is currently the most expensive (average of $948). 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.
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Alternative routes for Oregon to Cayman Islands
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Complete your trip
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Oregon and Cayman Islands flights
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Oregon to Cayman Islands flights
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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 May 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$666 | Average$806 | FlexibilityNo cancel fee | On-time71% |