$222+ Cheap flights from Portland (PDX) 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Apr 26 — May 31
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Grand Cayman 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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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 Grand Cayman
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Best
Last-minute
One-way
Cheapest flights from Portland to Grand CaymanExplore the most affordable flight options available from Portland to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 27, 2026.
Explore the most affordable flight options available from Portland to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 27, 2026.
This Priceline deal was found by Cheapflights users on 3/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:30 pm
PDX
- GCM
2 stops18h 00m
Air Canada
Sat 9/1912:25 pm
GCM
- PDX
2 stops23h 06m
Air Canada
Deal found 3/26![Air Canada logo]()
$637
This Southwest deal was found by Cheapflights users on 3/24. 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 6/167:50 pm
PDX
- GCM
2 stops14h 00m
Southwest
Mon 6/2212:45 pm
GCM
- PDX
2 stops14h 35m
Southwest
Deal found 3/24![Southwest logo]()
$682
This Southwest deal was found by Cheapflights users on 3/24. 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
Tue 4/281:05 pm
GCM
- PDX
2 stops12h 05m
Southwest
Deal found 3/24![Southwest logo]()
$707
This Justfly.com deal was found by Cheapflights users on 3/24. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:00 am
PDX
- GCM
1 stop12h 35m
Multiple Airlines
Tue 4/2111:30 am
GCM
- PDX
1 stop11h 05m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$729
This Southwest deal was found by Cheapflights users on 3/24. 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 6/185:35 pm
PDX
- GCM
2 stops16h 15m
Southwest
Tue 6/2312:45 pm
GCM
- PDX
2 stops11h 50m
Southwest
Deal found 3/24![Southwest logo]()
$757
This FlightHub deal was found by Cheapflights users on 3/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:00 am
PDX
- GCM
1 stop26h 35m
Multiple Airlines
Wed 4/2911:30 am
GCM
- PDX
2 stops14h 29m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$767
This United Airlines deal was found by Cheapflights users on 3/26. 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 4/187:14 pm
PDX
- GCM
2 stops15h 31m
United Airlines
Wed 4/291:35 pm
GCM
- PDX
1 stop11h 23m
United Airlines
Deal found 3/26![United Airlines logo]()
$777
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/1712:59 am
PDX
- GCM
1 stop11h 14m
American Airlines
Wed 4/2912:35 pm
GCM
- PDX
2 stops12h 28m
American Airlines
Deal found 3/27![American Airlines logo]()
$782
This Mytrip deal was found by Cheapflights users on 3/24. 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 4/239:50 am
PDX
- GCM
2 stops22h 20m
Multiple Airlines
Tue 4/281:45 pm
GCM
- PDX
3 stops30h 45m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$855
This United Airlines deal was found by Cheapflights users on 3/23. 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.
Tue 4/711:15 pm
PDX
- GCM
1 stop10h 30m
United Airlines
Sun 4/121:50 pm
GCM
- PDX
1 stop10h 44m
United Airlines
Deal found 3/23![United Airlines logo]()
$867
Best flights from Portland to Grand CaymanDiscover carefully curated flight deals from Portland to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 27, 2026.
Discover carefully curated flight deals from Portland to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 27, 2026.
This Southwest deal was found by Cheapflights users on 3/24. 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.
Fri 5/811:55 pm
PDX
- GCM
2 stops12h 45m
Southwest
Fri 5/151:05 pm
GCM
- PDX
2 stops13h 05m
Southwest
Deal found 3/24![Southwest logo]()
$682
This Justfly.com deal was found by Cheapflights users on 3/24. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:00 am
PDX
- GCM
1 stop12h 35m
Multiple Airlines
Tue 4/2111:30 am
GCM
- PDX
1 stop11h 05m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$729
This United Airlines deal was found by Cheapflights users on 3/26. 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 4/187:14 pm
PDX
- GCM
2 stops15h 31m
United Airlines
Wed 4/291:35 pm
GCM
- PDX
1 stop11h 23m
United Airlines
Deal found 3/26![United Airlines logo]()
$777
This American Airlines deal was found by Cheapflights users on 3/24. 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
1 stop11h 08m
American Airlines
Wed 4/292:05 pm
GCM
- PDX
1 stop11h 48m
American Airlines
Deal found 3/24![American Airlines logo]()
$777
This Southwest deal was found by Cheapflights users on 3/24. 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
Tue 4/281:05 pm
GCM
- PDX
2 stops12h 05m
Southwest
Deal found 3/24![Southwest logo]()
$707
This FlightHub deal was found by Cheapflights users on 3/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:00 am
PDX
- GCM
1 stop26h 35m
Multiple Airlines
Wed 4/2911:30 am
GCM
- PDX
2 stops14h 29m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$767
This United Airlines deal was found by Cheapflights users on 3/24. 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 5/811:59 pm
PDX
- GCM
1 stop10h 31m
United Airlines
Fri 5/151:35 pm
GCM
- PDX
1 stop11h 24m
United Airlines
Deal found 3/24![United Airlines logo]()
$777
This Southwest deal was found by Cheapflights users on 3/26. 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 5/102:45 pm
PDX
- GCM
2 stops19h 25m
Southwest
Sun 5/1712:50 pm
GCM
- PDX
2 stops14h 35m
Southwest
Deal found 3/26![Southwest logo]()
$707
This United Airlines deal was found by Cheapflights users on 3/24. 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 4/2311:59 pm
PDX
- GCM
1 stop10h 46m
United Airlines
Tue 4/281:50 pm
GCM
- PDX
1 stop10h 44m
United Airlines
Deal found 3/24![United Airlines logo]()
$777
This Southwest deal was found by Cheapflights users on 3/24. 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 6/185:35 pm
PDX
- GCM
2 stops16h 15m
Southwest
Tue 6/2312:45 pm
GCM
- PDX
2 stops11h 50m
Southwest
Deal found 3/24![Southwest logo]()
$757
Last-minute flights from Portland to Grand CaymanDiscover last-minute flight deals from Portland to Grand Cayman. Data last updated March 27, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Grand Cayman. Data last updated March 27, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/26. 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.
Mon 3/305:15 pm
PDX
- GCM
2 stops15h 40m
Southwest
Wed 4/112:20 pm
GCM
- PDX
2 stops12h 50m
Southwest
Deal found 3/26![Southwest logo]()
$892
This United Airlines deal was found by Cheapflights users on 3/26. 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 3/303:30 pm
PDX
- GCM
2 stops19h 00m
United Airlines
Wed 4/11:35 pm
GCM
- PDX
1 stop11h 23m
United Airlines
Deal found 3/26![United Airlines logo]()
$971
This United Airlines deal was found by Cheapflights users on 3/23. 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.
Tue 4/711:15 pm
PDX
- GCM
1 stop10h 30m
United Airlines
Sun 4/121:50 pm
GCM
- PDX
1 stop10h 44m
United Airlines
Deal found 3/23![United Airlines logo]()
$867
This Justfly.com deal was found by Cheapflights users on 3/24. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:00 am
PDX
- GCM
1 stop12h 35m
Multiple Airlines
Tue 4/2111:30 am
GCM
- PDX
1 stop11h 05m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$729
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/1712:59 am
PDX
- GCM
1 stop11h 14m
American Airlines
Wed 4/2912:35 pm
GCM
- PDX
2 stops12h 28m
American Airlines
Deal found 3/27![American Airlines logo]()
$782
This FlightHub deal was found by Cheapflights users on 3/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:00 am
PDX
- GCM
1 stop26h 35m
Multiple Airlines
Wed 4/2911:30 am
GCM
- PDX
2 stops14h 29m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$767
This United Airlines deal was found by Cheapflights users on 3/26. 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 4/187:14 pm
PDX
- GCM
2 stops15h 31m
United Airlines
Wed 4/291:35 pm
GCM
- PDX
1 stop11h 23m
United Airlines
Deal found 3/26![United Airlines logo]()
$777
This Southwest deal was found by Cheapflights users on 3/24. 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
Tue 4/281:05 pm
GCM
- PDX
2 stops12h 05m
Southwest
Deal found 3/24![Southwest logo]()
$707
This Mytrip deal was found by Cheapflights users on 3/24. 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 4/239:50 am
PDX
- GCM
2 stops22h 20m
Multiple Airlines
Tue 4/281:45 pm
GCM
- PDX
3 stops30h 45m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$855
One-way flights from Portland to Grand CaymanSearch for one-way flight options from Portland to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
Search for one-way flight options from Portland to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 6/112:35 pm
PDX
- GCM
3 stops25h 30m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:27 pm
PDX
- GCM
3 stops21h 08m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Sun 5/312:44 pm
PDX
- GCM
3 stops47h 21m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 3/24. 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 5/315:50 pm
PDX
- GCM
2 stops16h 20m
Southwest
Deal found 3/24![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 3/24. 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.
Mon 6/15:00 pm
PDX
- GCM
2 stops17h 10m
Southwest
Deal found 3/24![Southwest logo]()
$292
This United Airlines deal was found by Cheapflights users on 3/26. 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 6/111:59 pm
PDX
- GCM
1 stop10h 31m
United Airlines
Deal found 3/26![United Airlines logo]()
$336
Find flight deals from Portland to Grand Cayman
Keep the following information in mind while searching for Portland to Grand Cayman flight deals. Data was last updated March 27, 2026.
Round-trip from | $637 (Priceline) |
|---|---|
One-way from | $222 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $1,211 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland 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 March 27, 2026.
Use the filters below to find and compare flights from Portland to Grand Cayman that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Fri 5/8
11:55 pm-2:40 pm
2 stops12h 45m
George Town Owen Roberts Intl
Fri 5/15
1:05 pm-12:10 am
2 stops13h 05m
$682
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Thu 4/23
2:50 pm-12:10 pm
2 stops19h 20m
George Town Owen Roberts Intl
Tue 4/28
1:05 pm-11:10 pm
2 stops12h 05m
$707
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sun 5/10
2:45 pm-12:10 pm
2 stops19h 25m
George Town Owen Roberts Intl
Sun 5/17
12:50 pm-1:25 am
2 stops14h 35m
$707
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Fri 4/17
7:00 am-9:35 pm
1 stop12h 35m
George Town Owen Roberts Intl
Tue 4/21
11:30 am-8:35 pm
1 stop11h 05m
$729
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Thu 6/18
5:35 pm-11:50 am
2 stops16h 15m
George Town Owen Roberts Intl
Tue 6/23
12:45 pm-10:35 pm
2 stops11h 50m
$757
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sat 4/18
7:00 am-11:35 am
1 stop26h 35m
George Town Owen Roberts Intl
Wed 4/29
11:30 am-11:59 pm
2 stops14h 29m
$767
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sat 4/18
7:14 pm-12:45 pm
2 stops15h 31m
George Town Owen Roberts Intl
Wed 4/29
1:35 pm-10:58 pm
1 stop11h 23m
$777
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sat 4/18
10:23 pm-11:31 am
1 stop11h 08m
George Town Owen Roberts Intl
Wed 4/29
2:05 pm-11:53 pm
1 stop11h 48m
$777
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Fri 5/8
11:59 pm-12:30 pm
1 stop10h 31m
George Town Owen Roberts Intl
Fri 5/15
1:35 pm-10:59 pm
1 stop11h 24m
$777
Quickest round-trip
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Thu 4/23
11:59 pm-12:45 pm
1 stop10h 46m
George Town Owen Roberts Intl
Tue 4/28
1:50 pm-10:34 pm
1 stop10h 44m
$777
Showing 1-10 of 16 resultsSorted by cheapest first
Best time to book a flight from Portland to Grand Cayman
Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Portland with our price prediction graph.
PDX-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 Grand Cayman
PDX-zzLAW
PDX-GCM
What is the cheapest month to book a flight from Portland to Grand Cayman?
Currently, April is the cheapest month in which you can book a flight from Portland to Grand Cayman (average of $591). Flying from Portland to Grand Cayman in June is currently the most expensive (average of $808). 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.
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 March 27, 2026.
Get a feel of what it's like to fly with American Airlines from Portland to Grand Cayman by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Food
6.4
Boarding
7.5
Comfort
7.2
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Crew
7.9
Food
6.4
Boarding
7.5
Comfort
7.2
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Related info for your journey
Find useful and relevant information for your journey from Portland to Grand Cayman. 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 Grand Cayman
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Complete your trip
Complete your trip to Grand Cayman by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Portland to Grand Cayman, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Grand Cayman flights
Browse other Portland and Grand Cayman flight options. Last updated on March 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Portland to Grand Cayman
Discover the top airline that operate flights from Portland 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 March 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$665 | Average$806 | FlexibilityNo cancel fee | On-time71% |