$226+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Jun 14 — Jun 211
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Grand Cayman 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 Portland to Grand Cayman
Cheapest
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 May 15, 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 May 15, 2026.
This Justfly.com deal was found by Cheapflights users on 5/11. 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.
Tue 9/87:45 pm
PDX
- GCM
2 stops37h 45m
Air Canada
Thu 9/1712:25 pm
GCM
- PDX
2 stops23h 06m
Air Canada
Deal found 5/11![Air Canada logo]()
$595
This FlightHub deal was found by Cheapflights users on 5/14. 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 9/197:45 pm
PDX
- GCM
2 stops37h 45m
Air Canada
Sat 9/2612:25 pm
GCM
- PDX
2 stops23h 06m
Air Canada
Deal found 5/14![Air Canada logo]()
$608
This Air Canada deal was found by Cheapflights users on 5/11. 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 5/11![Air Canada logo]()
$645
This Southwest deal was found by Cheapflights users on 5/10. 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 6/247:50 pm
PDX
- GCM
2 stops14h 05m
Southwest
Wed 7/112:50 pm
GCM
- PDX
2 stops11h 45m
Southwest
Deal found 5/10![Southwest logo]()
$682
This Southwest deal was found by Cheapflights users on 5/13. 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 6/179:20 pm
PDX
- GCM
2 stops12h 35m
Southwest
Mon 6/2212:50 pm
GCM
- PDX
2 stops14h 30m
Southwest
Deal found 5/13![Southwest logo]()
$687
This Southwest deal was found by Cheapflights users on 5/13. 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 6/129:20 pm
PDX
- GCM
1 stop11h 10m
Southwest
Sat 6/2011:25 am
GCM
- PDX
2 stops24h 05m
Southwest
Deal found 5/13![Southwest logo]()
$692
This Southwest deal was found by Cheapflights users on 5/15. 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 6/299:20 pm
PDX
- GCM
2 stops12h 35m
Southwest
Mon 7/612:50 pm
GCM
- PDX
2 stops13h 40m
Southwest
Deal found 5/15![Southwest logo]()
$707
This Travelocity deal was found by Cheapflights users on 5/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:50 pm
PDX
- GCM
1 stop18h 10m
Multiple Airlines
Sat 9/2612:25 pm
GCM
- PDX
2 stops23h 06m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$747
This United Airlines deal was found by Cheapflights users on 5/13. 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 6/176:50 pm
PDX
- GCM
2 stops15h 40m
United Airlines
Mon 6/221:35 pm
GCM
- PDX
1 stop11h 13m
United Airlines
Deal found 5/13![United Airlines logo]()
$781
This United Airlines deal was found by Cheapflights users on 5/10. 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 10/267:49 pm
PDX
- GCM
2 stops17h 41m
United Airlines
Tue 11/35:45 pm
GCM
- PDX
2 stops18h 45m
United Airlines
Deal found 5/10![United Airlines logo]()
$786
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:43 pm
PDX
- GCM
1 stop10h 27m
American Airlines
Sat 9/2612:35 pm
GCM
- PDX
1 stop9h 54m
American Airlines
Deal found 5/14![American Airlines logo]()
$789
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 May 15, 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 May 15, 2026.
This Justfly.com deal was found by Cheapflights users on 5/11. 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.
Tue 9/87:45 pm
PDX
- GCM
2 stops37h 45m
Air Canada
Thu 9/1712:25 pm
GCM
- PDX
2 stops23h 06m
Air Canada
Deal found 5/11![Air Canada logo]()
$595
This Southwest deal was found by Cheapflights users on 5/13. 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 6/129:20 pm
PDX
- GCM
1 stop11h 10m
Southwest
Sat 6/2011:25 am
GCM
- PDX
2 stops24h 05m
Southwest
Deal found 5/13![Southwest logo]()
$692
This Travelocity deal was found by Cheapflights users on 5/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:50 pm
PDX
- GCM
1 stop18h 10m
Multiple Airlines
Sat 9/2612:25 pm
GCM
- PDX
2 stops23h 06m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$747
This United Airlines deal was found by Cheapflights users on 5/13. 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 6/176:50 pm
PDX
- GCM
2 stops15h 40m
United Airlines
Mon 6/221:35 pm
GCM
- PDX
1 stop11h 13m
United Airlines
Deal found 5/13![United Airlines logo]()
$781
This Delta deal was found by Cheapflights users on 5/11. 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 9/82:30 pm
PDX
- GCM
1 stop19h 11m
Delta
Thu 9/1712:55 pm
GCM
- PDX
1 stop11h 16m
Delta
Deal found 5/11![Delta logo]()
$781
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:44 pm
PDX
- GCM
1 stop10h 16m
American Airlines
Tue 11/31:40 pm
GCM
- PDX
1 stop10h 35m
American Airlines
Deal found 5/10![American Airlines logo]()
$781
This Air Canada deal was found by Cheapflights users on 5/11. 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 5/11![Air Canada logo]()
$645
This Southwest deal was found by Cheapflights users on 5/15. 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 6/299:20 pm
PDX
- GCM
2 stops12h 35m
Southwest
Mon 7/612:50 pm
GCM
- PDX
2 stops13h 40m
Southwest
Deal found 5/15![Southwest logo]()
$707
Last-minute flights from Portland to Grand CaymanDiscover last-minute flight deals from Portland to Grand Cayman. Data last updated May 15, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Grand Cayman. Data last updated May 15, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/13. 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 6/129:20 pm
PDX
- GCM
1 stop11h 10m
Southwest
Sat 6/2011:25 am
GCM
- PDX
2 stops24h 05m
Southwest
Deal found 5/13![Southwest logo]()
$692
This Mytrip deal was found by Cheapflights users on 5/13. 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.
Fri 6/122:30 pm
PDX
- GCM
2 stops20h 15m
Multiple Airlines
Sat 6/2010:55 am
GCM
- PDX
3 stops28h 55m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$791
This United Airlines deal was found by Cheapflights users on 5/13. 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 6/1211:40 pm
PDX
- GCM
1 stop11h 50m
United Airlines
Sat 6/202:40 pm
GCM
- PDX
1 stop20h 45m
United Airlines
Deal found 5/13![United Airlines logo]()
$907
This Southwest deal was found by Cheapflights users on 5/13. 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 6/179:20 pm
PDX
- GCM
2 stops12h 35m
Southwest
Mon 6/2212:50 pm
GCM
- PDX
2 stops14h 30m
Southwest
Deal found 5/13![Southwest logo]()
$687
This United Airlines deal was found by Cheapflights users on 5/13. 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 6/176:50 pm
PDX
- GCM
2 stops15h 40m
United Airlines
Mon 6/221:35 pm
GCM
- PDX
1 stop11h 13m
United Airlines
Deal found 5/13![United Airlines logo]()
$781
This American Airlines deal was found by Cheapflights users on 5/13. 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 6/179:47 pm
PDX
- GCM
1 stop11h 43m
American Airlines
Mon 6/222:42 pm
GCM
- PDX
1 stop12h 08m
American Airlines
Deal found 5/13![American Airlines logo]()
$802
This Southwest deal was found by Cheapflights users on 5/10. 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 6/247:50 pm
PDX
- GCM
2 stops14h 05m
Southwest
Wed 7/112:50 pm
GCM
- PDX
2 stops11h 45m
Southwest
Deal found 5/10![Southwest logo]()
$682
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/249:47 pm
PDX
- GCM
1 stop11h 43m
American Airlines
Wed 7/112:33 pm
GCM
- PDX
1 stop13h 26m
American Airlines
Deal found 5/10![American Airlines logo]()
$862
This Southwest deal was found by Cheapflights users on 5/15. 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 6/299:20 pm
PDX
- GCM
2 stops12h 35m
Southwest
Mon 7/612:50 pm
GCM
- PDX
2 stops13h 40m
Southwest
Deal found 5/15![Southwest logo]()
$707
This American Airlines deal was found by Cheapflights users on 5/15. 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 6/2911:43 pm
PDX
- GCM
1 stop11h 52m
American Airlines
Mon 7/65:10 pm
GCM
- PDX
2 stops19h 26m
American Airlines
Deal found 5/15![American Airlines logo]()
$794
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 May 15, 2026.
Search for one-way flight options from Portland to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated May 15, 2026.
This Orbitz deal was found by Cheapflights users on 5/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:30 pm
PDX
- GCM
2 stops20h 30m
JetBlue
Deal found 5/10![JetBlue logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/3112:35 pm
PDX
- GCM
3 stops30h 40m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$284
This Southwest deal was found by Cheapflights users on 5/10. 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 5/10![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 5/10. 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
Deal found 5/10![Southwest logo]()
$331
This Delta deal was found by Cheapflights users on 5/10. 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 5/319:39 pm
PDX
- GCM
1 stop12h 15m
Delta
Deal found 5/10![Delta logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/3012:35 pm
PDX
- GCM
3 stops26h 45m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 5/10. 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 stops29h 15m
United Airlines
Deal found 5/10![United Airlines logo]()
$489
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 May 15, 2026.
Round-trip from | $595 (Justfly.com) |
|---|---|
One-way from | $226 (Orbitz) |
Popular in | March |
Cheapest in | January |
Average price | $777 |
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 May 15, 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
Tue 9/8
7:45 pm-11:30 am
2 stops37h 45m
George Town Owen Roberts Intl
Thu 9/17
12:25 pm-9:31 am
2 stops23h 06m
$595
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Tue 10/6
7:45 pm-11:30 am
2 stops37h 45m
George Town Owen Roberts Intl
Sat 10/10
12:25 pm-9:31 am
2 stops23h 06m
$645
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Fri 6/12
9:20 pm-10:30 am
1 stop11h 10m
George Town Owen Roberts Intl
Sat 6/20
11:25 am-9:30 am
2 stops24h 05m
$692
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Mon 6/29
9:20 pm-11:55 am
2 stops12h 35m
George Town Owen Roberts Intl
Mon 7/6
12:50 pm-12:30 am
2 stops13h 40m
$707
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sat 9/19
7:50 pm-4:00 pm
1 stop18h 10m
George Town Owen Roberts Intl
Sat 9/26
12:25 pm-9:31 am
2 stops23h 06m
$747
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Wed 6/17
6:50 pm-12:30 pm
2 stops15h 40m
George Town Owen Roberts Intl
Mon 6/22
1:35 pm-10:48 pm
1 stop11h 13m
$781
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Tue 9/8
2:30 pm-11:41 am
1 stop19h 11m
George Town Owen Roberts Intl
Thu 9/17
12:55 pm-10:11 pm
1 stop11h 16m
$781
Quickest round-trip
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Mon 10/26
10:44 pm-11:00 am
1 stop10h 16m
George Town Owen Roberts Intl
Tue 11/3
1:40 pm-9:15 pm
1 stop10h 35m
$781
Cheapest one-way
Quickest one-way
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sun 5/31
9:39 pm-11:54 am
1 stop12h 15m
$346
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sun 5/31
5:28 pm-11:01 am
2 stops15h 33m
$391
Showing 1-10 of 11 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, December is the cheapest month in which you can book a flight from Portland to Grand Cayman (average of $665). Flying from Portland to Grand Cayman 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.
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 May 15, 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.
Comfort
7.2
Boarding
7.5
Food
6.4
Entertainment
6.9
Crew
7.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
Comfort
7.2
Boarding
7.5
Food
6.4
Entertainment
6.9
Crew
7.9
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Portland to Grand Cayman
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Grand Cayman by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Grand Cayman by cabin class
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 May 15, 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 May 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$666 | Average$806 | FlexibilityNo cancel fee | On-time71% |