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Cheap flights from Portland to the Cayman Islands from $646

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to the Cayman Islands departing on 2/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Portland to the Cayman Islands

Cheap round-trip flights

Logo
7:00 am - 9:15 pmPDX-GCM
11h 15m1 stop
Logo
8:50 am - 8:23 pmGCM-PDX
14h 33m1 stop
$646
Find Deal
Fri, Feb 6 - Sat, Feb 14
American Airlines Logo
9:52 pm - 11:25 amPDX-GCM
11h 33m1 stop
American Airlines Logo
12:25 pm - 9:04 pmGCM-PDX
10h 39m1 stop
$666American Airlines
Find Deal
Thu, Oct 16 - Thu, Oct 23
American Airlines Logo
9:56 pm - 11:10 amPDX-GCM
11h 14m2 stops
American Airlines Logo
12:25 pm - 11:08 pmGCM-PDX
12h 43m2 stops
$670American Airlines
Find Deal
Mon, Sep 29 - Mon, Oct 6
American Airlines Logo
2:06 pm - 11:25 amPDX-GCM
19h 19m2 stops
American Airlines Logo
12:10 pm - 9:31 amGCM-PDX
23h 21m2 stops
$675American Airlines
Find Deal
Tue, Sep 30 - Sun, Oct 5
Delta Logo
9:45 pm - 12:35 pmPDX-GCM
11h 50m1 stop
Delta Logo
2:00 pm - 10:39 pmGCM-PDX
11h 39m1 stop
$686Delta
Find Deal
Sun, Mar 1 - Tue, Mar 3
Delta Logo
9:45 pm - 12:35 pmPDX-GCM
11h 50m1 stop
Delta Logo
2:00 pm - 11:53 amGCM-PDX
24h 53m2 stops
$690Delta
Find Deal
Sun, Mar 1 - Tue, Mar 3
American Airlines Logo
9:52 pm - 11:20 amPDX-GCM
11h 28m1 stop
American Airlines Logo
8:25 am - 11:06 pmGCM-PDX
16h 41m2 stops
$714American Airlines
Find Deal
Tue, Oct 7 - Sun, Oct 12
Logo
6:34 pm - 9:15 pmPDX-GCM
24h 41m2 stops
Logo
12:50 pm - 6:46 pmGCM-PDX
31h 56m3 stops
$716
Find Deal
Thu, Oct 16 - Thu, Oct 23
United Airlines Logo
7:51 pm - 4:35 pmPDX-GCM
17h 44m2 stops
United Airlines Logo
5:45 pm - 12:19 amGCM-PDX
33h 34m3 stops
$800United Airlines
Find Deal
Fri, Feb 6 - Sat, Feb 14
United Airlines Logo
11:59 pm - 4:00 pmPDX-GCM
13h 01m1 stop
United Airlines Logo
5:10 pm - 10:01 amGCM-PDX
19h 51m2 stops
$902United Airlines
Find Deal
Sun, Dec 28 - Sun, Jan 4

American Airlines flights from Portland to Cayman Islands

Our best American Airlines deals on Portland to Cayman Islands flight tickets
American Airlines
Oct 16
PDX9:52 pmPortland
11h 33m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Oct 23
GCM12:25 pmGeorge Town Owen Roberts Intl
10h 39m
1 stop
PDX9:04 pmPortland
$666
Find similar
American Airlines
Sep 29
PDX9:56 pmPortland
11h 14m
2 stops
GCM11:10 amGeorge Town Owen Roberts Intl
Oct 6
GCM12:25 pmGeorge Town Owen Roberts Intl
12h 43m
2 stops
PDX11:08 pmPortland
$670
Find similar
American Airlines
Sep 30
PDX2:06 pmPortland
19h 19m
2 stops
GCM11:25 amGeorge Town Owen Roberts Intl
Oct 5
GCM12:10 pmGeorge Town Owen Roberts Intl
23h 21m
2 stops
PDX9:31 amPortland
$675
Find similar

United Airlines flights from Portland to Cayman Islands

Our best United Airlines deals on Portland to Cayman Islands flight tickets
United Airlines
Feb 6
PDX7:51 pmPortland
17h 44m
2 stops
GCM4:35 pmGeorge Town Owen Roberts Intl
Feb 14
GCM5:45 pmGeorge Town Owen Roberts Intl
33h 34m
3 stops
PDX12:19 amPortland
$800
Find similar
United Airlines
Dec 28
PDX11:59 pmPortland
13h 01m
1 stop
GCM4:00 pmGeorge Town Owen Roberts Intl
Jan 4
GCM5:10 pmGeorge Town Owen Roberts Intl
19h 51m
2 stops
PDX10:01 amPortland
$902
Find similar
United Airlines
Dec 28
PDX6:27 pmPortland
19h 08m
2 stops
GCM4:35 pmGeorge Town Owen Roberts Intl
Jan 4
GCM5:45 pmGeorge Town Owen Roberts Intl
28h 03m
2 stops
PDX6:48 pmPortland
$1,050
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated September 2, 2025.
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

Price

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 2/6

7:00 am-9:15 pm

1 stop11h 15m

George Town Owen Roberts Intl

Sat 2/14

8:50 am-8:23 pm

1 stop14h 33m

$646

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Thu 10/16

9:52 pm-11:25 am

1 stop11h 33m

George Town Owen Roberts Intl

Thu 10/23

12:25 pm-9:04 pm

1 stop10h 39m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Mon 9/29

9:56 pm-11:10 am

2 stops11h 14m

George Town Owen Roberts Intl

Mon 10/6

12:25 pm-11:08 pm

2 stops12h 43m

$670

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Tue 9/30

2:06 pm-11:25 am

2 stops19h 19m

George Town Owen Roberts Intl

Sun 10/5

12:10 pm-9:31 am

2 stops23h 21m

$675

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 3/1

9:45 pm-12:35 pm

1 stop11h 50m

George Town Owen Roberts Intl

Tue 3/3

2:00 pm-10:39 pm

1 stop11h 39m

$686

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 3/1

9:45 pm-12:35 pm

1 stop11h 50m

George Town Owen Roberts Intl

Tue 3/3

2:00 pm-11:53 am

2 stops24h 53m

$690

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Tue 10/7

9:52 pm-11:20 am

1 stop11h 28m

George Town Owen Roberts Intl

Sun 10/12

8:25 am-11:06 pm

2 stops16h 41m

$714

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Thu 10/16

6:34 pm-9:15 pm

2 stops24h 41m

George Town Owen Roberts Intl

Thu 10/23

12:50 pm-6:46 pm

3 stops31h 56m

$716

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 2/6

7:51 pm-4:35 pm

2 stops17h 44m

George Town Owen Roberts Intl

Sat 2/14

5:45 pm-12:19 am

3 stops33h 34m

$800

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 12/28

11:59 pm-4:00 pm

1 stop13h 01m

George Town Owen Roberts Intl

Sun 1/4

5:10 pm-10:01 am

2 stops19h 51m

$902

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Portland to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of January, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $663.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $624. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $746.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from Portland to Cayman Islands in the afternoon for as low as $557. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $833 on average. Flights to Cayman Islands from Portland at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Cheap Portland to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Cayman Islands

Direct flights

None
There are no direct flights from Portland to Cayman Islands. There are no popular flight routes from Portland to Cayman Islands.
Search flight deals

  • When did momondo last update prices for flights from Portland Airport to Cayman Islands?

    Prices for flights from Portland Airport to Cayman Islands were last updated today.

  • How many operators does momondo search for flights from Portland Airport to Cayman Islands?

  • How old do you have to be to fly from Portland Airport to Cayman Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Portland to Cayman Islands

Compare and see reviews for airlines that fly from Portland to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $556Free CancellationRating
7.9
7,973 reviews
Search Delta flights
United AirlinesPriceFrom $578Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights
American AirlinesPriceFrom $608Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Cayman Islands?

It is quick and easy to find Portland to Cayman Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Cayman Islands that suits you.

Can I find flights from Portland to Cayman Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Cayman Islands from Portland with this policy.

How can momondo help me find flights from Portland to Cayman Islands?

Once all potential Portland to Cayman Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Portland to Cayman Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Portland to Cayman Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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