$673+ Cheap flights from Portland (PDX) to Grand Cayman
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — GCM
Aug 1 — Aug 81
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Grand Cayman with Cheapflights
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Best
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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 July 2, 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 July 2, 2026.
This FlightHub deal was found by Cheapflights users on 6/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:45 pm
PDX
- GCM
2 stops37h 45m
Air Canada
Sat 10/2412:25 pm
GCM
- PDX
2 stops32h 06m
Air Canada
Deal found 6/27![Air Canada logo]()
$673
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:55 pm
PDX
- GCM
1 stop10h 44m
Delta
Fri 8/211:04 pm
GCM
- PDX
1 stop10h 40m
Delta
Deal found 6/30![Delta logo]()
$781
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:59 pm
PDX
- GCM
1 stop10h 31m
American Airlines
Fri 8/212:10 pm
GCM
- PDX
2 stops24h 38m
American Airlines
Deal found 6/30![American Airlines logo]()
$786
This American Airlines deal was found by Cheapflights users on 6/27. 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.
Tue 10/139:44 pm
PDX
- GCM
1 stop11h 46m
American Airlines
Sat 10/243:15 pm
GCM
- PDX
1 stop10h 24m
American Airlines
Deal found 6/27![American Airlines logo]()
$841
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:00 pm
PDX
- GCM
2 stops15h 55m
Southwest
Tue 7/1412:50 pm
GCM
- PDX
2 stops13h 20m
Southwest
Deal found 6/30![Southwest logo]()
$862
This Southwest deal was found by Cheapflights users on 6/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:20 pm
PDX
- GCM
2 stops12h 35m
Southwest
Wed 7/812:50 pm
GCM
- PDX
2 stops12h 45m
Southwest
Deal found 6/28![Southwest logo]()
$892
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:00 am
PDX
- GCM
1 stop28h 30m
United Airlines
Sat 8/81:50 pm
GCM
- PDX
1 stop21h 44m
United Airlines
Deal found 7/1![United Airlines logo]()
$902
This Delta deal was found by Cheapflights users on 6/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/112:08 pm
PDX
- GCM
1 stop19h 23m
Delta
Wed 7/1512:56 pm
GCM
- PDX
1 stop10h 48m
Delta
Deal found 6/27![Delta logo]()
$907
This Mytrip deal was found by Cheapflights users on 6/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:45 pm
PDX
- GCM
2 stops37h 45m
Multiple Airlines
Sat 10/241:45 pm
GCM
- PDX
3 stops21h 41m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$914
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Fri 8/217:07 pm
PDX
- GCM
2 stops15h 18m
United Airlines
Sat 8/291:35 pm
GCM
- PDX
3 stops22h 36m
United Airlines
Deal found 6/29![United Airlines logo]()
$916
This United Airlines deal was found by Cheapflights users on 6/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2110:59 pm
PDX
- GCM
1 stop11h 46m
United Airlines
Tue 12/295:45 pm
GCM
- PDX
2 stops18h 55m
United Airlines
Deal found 6/27![United Airlines logo]()
$918
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 July 2, 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 July 2, 2026.
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:55 pm
PDX
- GCM
1 stop10h 44m
Delta
Fri 8/211:04 pm
GCM
- PDX
1 stop10h 40m
Delta
Deal found 6/30![Delta logo]()
$781
This American Airlines deal was found by Cheapflights users on 6/27. 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.
Tue 10/1310:55 pm
PDX
- GCM
2 stops13h 28m
American Airlines
Sat 10/243:15 pm
GCM
- PDX
1 stop10h 24m
American Airlines
Deal found 6/27![American Airlines logo]()
$786
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:00 am
PDX
- GCM
1 stop28h 30m
United Airlines
Sat 8/81:50 pm
GCM
- PDX
1 stop21h 44m
United Airlines
Deal found 7/1![United Airlines logo]()
$902
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:59 pm
PDX
- GCM
1 stop10h 31m
American Airlines
Fri 8/212:10 pm
GCM
- PDX
2 stops24h 38m
American Airlines
Deal found 6/30![American Airlines logo]()
$786
This Delta deal was found by Cheapflights users on 6/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/126:30 am
PDX
- GCM
2 stops27h 01m
Delta
Tue 7/1412:56 pm
GCM
- PDX
1 stop10h 48m
Delta
Deal found 6/27![Delta logo]()
$912
This Delta deal was found by Cheapflights users on 6/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/126:30 am
PDX
- GCM
2 stops27h 01m
Delta
Wed 7/1512:56 pm
GCM
- PDX
1 stop10h 48m
Delta
Deal found 6/27![Delta logo]()
$912
This Delta deal was found by Cheapflights users on 6/28. 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.
Sun 7/126:30 am
PDX
- GCM
2 stops27h 01m
Delta
Thu 7/1612:56 pm
GCM
- PDX
1 stop10h 48m
Delta
Deal found 6/28![Delta logo]()
$974
Last-minute flights from Portland to Grand CaymanDiscover last-minute flight deals from Portland to Grand Cayman. Data last updated July 2, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Grand Cayman. Data last updated July 2, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:20 pm
PDX
- GCM
2 stops12h 35m
Southwest
Wed 7/812:50 pm
GCM
- PDX
2 stops12h 45m
Southwest
Deal found 6/28![Southwest logo]()
$892
This American Airlines deal was found by Cheapflights users on 6/28. 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.
Thu 7/29:47 pm
PDX
- GCM
1 stop11h 38m
American Airlines
Wed 7/812:33 pm
GCM
- PDX
1 stop10h 12m
American Airlines
Deal found 6/28![American Airlines logo]()
$951
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:08 pm
PDX
- GCM
1 stop19h 23m
Delta
Thu 7/1612:56 pm
GCM
- PDX
1 stop10h 48m
Delta
Deal found 6/30![Delta logo]()
$929
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:25 pm
PDX
- GCM
2 stops20h 06m
Delta
Tue 7/1412:56 pm
GCM
- PDX
2 stops22h 27m
Delta
Deal found 6/30![Delta logo]()
$934
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:25 pm
PDX
- GCM
2 stops20h 06m
Delta
Mon 7/1312:56 pm
GCM
- PDX
2 stops21h 44m
Delta
Deal found 6/30![Delta logo]()
$956
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:00 pm
PDX
- GCM
2 stops15h 55m
Southwest
Tue 7/1412:50 pm
GCM
- PDX
2 stops13h 20m
Southwest
Deal found 6/30![Southwest logo]()
$862
This Delta deal was found by Cheapflights users on 6/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/112:08 pm
PDX
- GCM
1 stop19h 23m
Delta
Thu 7/1612:56 pm
GCM
- PDX
1 stop10h 48m
Delta
Deal found 6/27![Delta logo]()
$907
This Delta deal was found by Cheapflights users on 6/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:32 am
PDX
- GCM
2 stops23h 59m
Delta
Tue 7/1412:56 pm
GCM
- PDX
1 stop10h 48m
Delta
Deal found 6/27![Delta logo]()
$912
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:00 am
PDX
- GCM
1 stop28h 30m
United Airlines
Sat 8/81:50 pm
GCM
- PDX
1 stop21h 44m
United Airlines
Deal found 7/1![United Airlines logo]()
$902
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:55 pm
PDX
- GCM
1 stop10h 44m
Delta
Fri 8/211:04 pm
GCM
- PDX
1 stop10h 40m
Delta
Deal found 6/30![Delta logo]()
$781
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:59 pm
PDX
- GCM
1 stop10h 31m
American Airlines
Fri 8/212:10 pm
GCM
- PDX
2 stops24h 38m
American Airlines
Deal found 6/30![American Airlines logo]()
$786
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Fri 8/217:07 pm
PDX
- GCM
2 stops15h 18m
United Airlines
Sat 8/291:35 pm
GCM
- PDX
3 stops22h 36m
United Airlines
Deal found 6/29![United Airlines logo]()
$916
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 July 2, 2026.
Round-trip from | $673 (FlightHub) |
|---|---|
Popular in | March |
Cheapest in | January |
Average price | $810 |
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 July 2, 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
Quickest round-trip
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Fri 8/14
10:55 pm-11:39 am
1 stop10h 44m
George Town Owen Roberts Intl
Fri 8/21
1:04 pm-9:44 pm
1 stop10h 40m
$781
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Tue 10/13
10:55 pm-2:23 pm
2 stops13h 28m
George Town Owen Roberts Intl
Sat 10/24
3:15 pm-11:39 pm
1 stop10h 24m
$786
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Fri 8/14
10:59 pm-11:30 am
1 stop10h 31m
George Town Owen Roberts Intl
Fri 8/21
2:10 pm-12:48 pm
2 stops24h 38m
$786
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Fri 7/31
7:00 am-1:30 pm
1 stop28h 30m
George Town Owen Roberts Intl
Sat 8/8
1:50 pm-9:34 am
1 stop21h 44m
$902
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sun 7/12
6:30 am-11:31 am
2 stops27h 01m
George Town Owen Roberts Intl
Tue 7/14
12:56 pm-9:44 pm
1 stop10h 48m
$912
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sun 7/12
6:30 am-11:31 am
2 stops27h 01m
George Town Owen Roberts Intl
Wed 7/15
12:56 pm-9:44 pm
1 stop10h 48m
$912
PortlandGeorge Town
PDX - GCM
PDXGCM
Portland
Sun 7/12
6:30 am-11:31 am
2 stops27h 01m
George Town Owen Roberts Intl
Thu 7/16
12:56 pm-9:44 pm
1 stop10h 48m
$974
Sorted 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 July 2, 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
Crew
7.9
Food
6.4
Entertainment
6.8
Overall
7.1
Boarding
7.5
Reviews
1 / 20
2.0
MediocreAnonymous,Apr 2026
DFW - BDL
Comfort
7.2
Crew
7.9
Food
6.4
Entertainment
6.8
Overall
7.1
Boarding
7.5
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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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 July 2, 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 July 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$666 | Average$787 | FlexibilityNo cancel fee | On-time71% |