$159+ Cheap flights from Portland, ME (PWM) 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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — GCM
Aug 31 — Sep 71
Round-trip
1 adult, Economy
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Find cheap flights from Portland 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Portland to Cayman Islands
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Best
Last-minute
One-way
Cheapest flights from Portland to Cayman IslandsExplore the most affordable flight options available from Portland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
Explore the most affordable flight options available from Portland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
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.
Fri 10/166:00 am
PWM
- GCM
1 stop6h 30m
American Airlines
Fri 10/238:00 am
GCM
- PWM
2 stops14h 41m
American Airlines
Deal found 8/1![American Airlines logo]()
$362
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.
Thu 8/207:05 am
PWM
- GCM
1 stop29h 22m
American Airlines
Thu 8/2712:00 pm
GCM
- PWM
2 stops10h 41m
American Airlines
Deal found 8/1![American Airlines logo]()
$370
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:47 pm
PWM
- GCM
2 stops19h 38m
Delta
Thu 11/121:50 pm
GCM
- PWM
2 stops22h 18m
Delta
Deal found 8/1![Delta logo]()
$416
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.
Tue 8/186:46 pm
PWM
- GCM
2 stops19h 24m
American Airlines
Wed 8/2612:30 pm
GCM
- PWM
1 stop8h 30m
American Airlines
Deal found 8/1![American Airlines logo]()
$432
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.
Fri 8/217:05 am
PWM
- GCM
1 stop29h 25m
American Airlines
Wed 8/2612:30 pm
GCM
- PWM
1 stop8h 30m
American Airlines
Deal found 8/1![American Airlines logo]()
$436
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 8/193:06 pm
PWM
- GCM
2 stops20h 54m
American Airlines
Fri 8/2812:00 pm
GCM
- PWM
2 stops10h 47m
American Airlines
Deal found 8/1![American Airlines logo]()
$437
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.
Fri 8/217:05 am
PWM
- GCM
1 stop29h 25m
American Airlines
Thu 8/2712:30 pm
GCM
- PWM
2 stops10h 11m
American Airlines
Deal found 8/1![American Airlines logo]()
$441
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.
Fri 8/146:46 pm
PWM
- GCM
2 stops21h 14m
American Airlines
Tue 8/1812:30 pm
GCM
- PWM
1 stop8h 30m
American Airlines
Deal found 7/31![American Airlines logo]()
$446
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 8/155:30 am
PWM
- GCM
2 stops30h 30m
American Airlines
Tue 8/1812:30 pm
GCM
- PWM
1 stop8h 30m
American Airlines
Deal found 7/31![American Airlines logo]()
$449
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.
Fri 8/145:30 am
PWM
- GCM
2 stops32h 40m
American Airlines
Sun 8/162:10 pm
GCM
- PWM
2 stops20h 28m
American Airlines
Deal found 7/31![American Airlines logo]()
$454
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.
Fri 8/146:46 pm
PWM
- GCM
2 stops21h 14m
American Airlines
Sat 8/224:00 pm
GCM
- PWM
1 stop18h 13m
American Airlines
Deal found 7/31![American Airlines logo]()
$455
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 8/155:30 am
PWM
- GCM
2 stops30h 30m
American Airlines
Sat 8/224:00 pm
GCM
- PWM
1 stop18h 13m
American Airlines
Deal found 7/31![American Airlines logo]()
$458
Best flights from Portland to Cayman IslandsDiscover carefully curated flight deals from Portland to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
Discover carefully curated flight deals from Portland to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
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.
Fri 10/167:26 pm
PWM
- GCM
2 stops16h 34m
American Airlines
Fri 10/2312:00 pm
GCM
- PWM
2 stops10h 41m
American Airlines
Deal found 8/1![American Airlines logo]()
$362
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:47 pm
PWM
- GCM
2 stops19h 38m
Delta
Thu 11/121:50 pm
GCM
- PWM
2 stops22h 18m
Delta
Deal found 8/1![Delta logo]()
$416
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 1/119:45 am
PWM
- GCM
2 stops27h 30m
United Airlines
Wed 1/132:55 pm
GCM
- PWM
3 stops32h 02m
United Airlines
Deal found 7/31![United Airlines logo]()
$647
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.
Tue 8/116:46 pm
PWM
- GCM
2 stops19h 24m
American Airlines
Fri 8/212:10 pm
GCM
- PWM
2 stops18h 51m
American Airlines
Deal found 7/31![American Airlines logo]()
$554
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:01 am
PWM
- GCM
1 stop6h 39m
Delta
Thu 11/121:50 pm
GCM
- PWM
1 stop9h 43m
Delta
Deal found 8/1![Delta logo]()
$637
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.
Thu 8/136:46 pm
PWM
- GCM
2 stops19h 24m
American Airlines
Mon 8/1712:00 pm
GCM
- PWM
2 stops25h 21m
American Airlines
Deal found 7/31![American Airlines logo]()
$589
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.
Tue 8/116:05 am
PWM
- GCM
1 stop6h 34m
Delta
Mon 8/171:04 pm
GCM
- PWM
1 stop9h 09m
Delta
Deal found 7/31![Delta logo]()
$823
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.
Sat 8/156:05 am
PWM
- GCM
1 stop6h 34m
Delta
Mon 8/171:04 pm
GCM
- PWM
1 stop9h 09m
Delta
Deal found 7/31![Delta logo]()
$1,048
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.
Thu 8/136:05 am
PWM
- GCM
1 stop6h 34m
Delta
Thu 8/201:04 pm
GCM
- PWM
1 stop9h 09m
Delta
Deal found 7/31![Delta logo]()
$1,048
Last-minute flights from Portland to Cayman IslandsDiscover last-minute flight deals from Portland to Cayman Islands. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Cayman Islands. Data last updated August 1, 2026 and is based on user searches.
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.
Fri 8/146:46 pm
PWM
- GCM
2 stops21h 14m
American Airlines
Tue 8/1812:30 pm
GCM
- PWM
1 stop8h 30m
American Airlines
Deal found 7/31![American Airlines logo]()
$446
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.
Fri 8/145:30 am
PWM
- GCM
2 stops32h 40m
American Airlines
Sun 8/162:10 pm
GCM
- PWM
2 stops20h 28m
American Airlines
Deal found 7/31![American Airlines logo]()
$454
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.
Fri 8/146:46 pm
PWM
- GCM
2 stops21h 14m
American Airlines
Sat 8/224:00 pm
GCM
- PWM
1 stop18h 13m
American Airlines
Deal found 7/31![American Airlines logo]()
$455
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.
Fri 8/146:46 pm
PWM
- GCM
2 stops21h 14m
American Airlines
Wed 8/192:10 pm
GCM
- PWM
2 stops32h 31m
American Airlines
Deal found 7/31![American Airlines logo]()
$464
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 8/155:30 am
PWM
- GCM
2 stops30h 30m
American Airlines
Tue 8/1812:00 pm
GCM
- PWM
2 stops20h 21m
American Airlines
Deal found 7/31![American Airlines logo]()
$449
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 8/155:30 am
PWM
- GCM
2 stops30h 30m
American Airlines
Sat 8/224:00 pm
GCM
- PWM
1 stop18h 13m
American Airlines
Deal found 7/31![American Airlines logo]()
$458
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.
Tue 8/186:46 pm
PWM
- GCM
2 stops19h 24m
American Airlines
Wed 8/2612:30 pm
GCM
- PWM
1 stop8h 30m
American Airlines
Deal found 8/1![American Airlines logo]()
$432
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 8/193:06 pm
PWM
- GCM
2 stops20h 54m
American Airlines
Fri 8/2812:00 pm
GCM
- PWM
2 stops10h 47m
American Airlines
Deal found 8/1![American Airlines logo]()
$437
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.
Thu 8/206:46 pm
PWM
- GCM
2 stops17h 14m
American Airlines
Thu 8/2712:00 pm
GCM
- PWM
2 stops20h 21m
American Airlines
Deal found 8/1![American Airlines logo]()
$362
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.
Fri 8/217:05 am
PWM
- GCM
1 stop29h 25m
American Airlines
Tue 8/2512:30 pm
GCM
- PWM
1 stop8h 30m
American Airlines
Deal found 8/1![American Airlines logo]()
$436
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.
Fri 8/217:05 am
PWM
- GCM
1 stop29h 25m
American Airlines
Thu 8/2712:30 pm
GCM
- PWM
2 stops10h 11m
American Airlines
Deal found 8/1![American Airlines logo]()
$441
One-way flights from Portland to Cayman IslandsSearch for one-way flight options from Portland to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
Search for one-way flight options from Portland to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
This Delta deal was found by Cheapflights users on 7/28. 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 8/146:30 am
PWM
- GCM
2 stops30h 09m
Delta
Deal found 7/28![Delta logo]()
$159
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/155:30 am
PWM
- GCM
2 stops32h 40m
American Airlines
Deal found 7/28![American Airlines logo]()
$222
This Delta deal was found by Cheapflights users on 7/28. 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 8/156:05 am
PWM
- GCM
1 stop6h 34m
Delta
Deal found 7/28![Delta logo]()
$268
This United Airlines deal was found by Cheapflights users on 7/29. 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 1/39:47 am
PWM
- GCM
1 stop6h 48m
United Airlines
Deal found 7/29![United Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 8/147:00 am
PWM
- GCM
3 stops15h 15m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 8/1511:07 am
PWM
- GCM
3 stops25h 28m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$681
Find flight deals from Portland to Cayman Islands
Keep the following information in mind while searching for Portland to Cayman Islands flight deals. Data was last updated August 1, 2026.
Round-trip from | $446 (American Airlines) |
|---|---|
One-way from | $159 (Delta) |
Popular in | April |
Cheapest in | June |
Average price | $742 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland 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 August 1, 2026.
Use the filters below to find and compare flights from Portland to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Fri 10/16
7:26 pm-11:00 am
2 stops16h 34m
George Town Owen Roberts Intl
Fri 10/23
12:00 pm-11:41 pm
2 stops10h 41m
$362
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Sun 11/8
4:47 pm-12:25 pm
2 stops19h 38m
George Town Owen Roberts Intl
Thu 11/12
1:50 pm-12:08 pm
2 stops22h 18m
$416
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Tue 8/11
6:46 pm-1:10 pm
2 stops19h 24m
George Town Owen Roberts Intl
Fri 8/21
2:10 pm-10:01 am
2 stops18h 51m
$554
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Thu 8/13
6:46 pm-1:10 pm
2 stops19h 24m
George Town Owen Roberts Intl
Mon 8/17
12:00 pm-2:21 pm
2 stops25h 21m
$589
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Fri 11/6
6:01 am-12:40 pm
1 stop6h 39m
George Town Owen Roberts Intl
Thu 11/12
1:50 pm-11:33 pm
1 stop9h 43m
$637
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Mon 1/11
9:45 am-1:15 pm
2 stops27h 30m
George Town Owen Roberts Intl
Wed 1/13
2:55 pm-10:57 pm
3 stops32h 02m
$647
Quickest round-trip
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Tue 8/11
6:05 am-11:39 am
1 stop6h 34m
George Town Owen Roberts Intl
Mon 8/17
1:04 pm-11:13 pm
1 stop9h 09m
$823
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Sat 8/15
6:05 am-11:39 am
1 stop6h 34m
George Town Owen Roberts Intl
Mon 8/17
1:04 pm-11:13 pm
1 stop9h 09m
$1,048
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Thu 8/13
6:05 am-11:39 am
1 stop6h 34m
George Town Owen Roberts Intl
Thu 8/20
1:04 pm-11:13 pm
1 stop9h 09m
$1,048
Cheapest one-way
PortlandGeorge Town
PWM - GCM
PWMGCM
Portland
Fri 8/14
6:30 am-11:39 am
2 stops30h 09m
$159
Showing 1-10 of 12 resultsSorted by cheapest first
Best time to book a flight from Portland to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Portland with our price prediction graph.
PWM-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 Portland to the Cayman Islands
PWM-KY0
PWM-GCM
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated August 1, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Portland to the Cayman Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Portland 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 Portland to Cayman Islands
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Portland and Cayman Islands flights
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Top 3 airlines flying from Portland to Cayman Islands
Discover the top 3 airlines that operate flights from Portland 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 August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$200 | Average$468 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$545 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$439 | Average$589 | FlexibilityNo cancel fee | On-time71% |