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Cheap flights from Portland to the Cayman Islands from $311

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
2:10 pm - 12:35 pmPDX  Portland-GCM George Town Owen Roberts Intl
19h 25m2 stops Las Vegas Harry Reid Intl Orlando
Southwest Logo
1:30 pm - 11:25 pmGCM  George Town Owen Roberts Intl-PDX Portland
12h 55m2 stops Orlando Chicago Midway
$615Southwest
Mon, Dec 7 - Thu, Dec 10
Southwest Logo
1:45 pm - 12:35 pmPDX  Portland-GCM George Town Owen Roberts Intl
19h 50m2 stops Phoenix Sky Harbor Intl Orlando
Southwest Logo
1:30 pm - 10:40 amGCM  George Town Owen Roberts Intl-PDX Portland
24h 10m2 stops Orlando Las Vegas Harry Reid Intl
$620Southwest
Sun, Dec 6 - Sun, Dec 13
Southwest Logo
2:10 pm - 12:35 pmPDX  Portland-GCM George Town Owen Roberts Intl
19h 25m2 stops Las Vegas Harry Reid Intl Orlando
Southwest Logo
1:30 pm - 11:25 pmGCM  George Town Owen Roberts Intl-PDX Portland
12h 55m2 stops Orlando Chicago Midway
$620Southwest
Thu, Dec 3 - Thu, Dec 10
Multiple Airlines Logo
7:00 am - 4:05 pmPDX  Portland-GCM George Town Owen Roberts Intl
30h 05m1 stop Miami
Multiple Airlines Logo
7:00 am - 8:42 pmGCM  George Town Owen Roberts Intl-PDX Portland
16h 42m1 stop Miami
$640Multiple Airlines
Mon, Dec 7 - Thu, Dec 10
Southwest Logo
1:40 pm - 12:35 pmPDX  Portland-GCM George Town Owen Roberts Intl
19h 55m2 stops Phoenix Sky Harbor Intl Orlando
Southwest Logo
1:30 pm - 11:55 pmGCM  George Town Owen Roberts Intl-PDX Portland
13h 25m2 stops Orlando Chicago Midway
$672Southwest
Sat, Dec 5 - Fri, Dec 11
Multiple Airlines Logo
3:15 pm - 12:10 pmPDX  Portland-GCM George Town Owen Roberts Intl
17h 55m2 stops Vancouver Intl Toronto Pearson Intl
Multiple Airlines Logo
7:00 am - 8:42 pmGCM  George Town Owen Roberts Intl-PDX Portland
16h 42m1 stop Miami
$684Multiple Airlines
Mon, Dec 7 - Thu, Dec 10
Air Canada Logo
7:00 am - 12:10 pmPDX  Portland-GCM George Town Owen Roberts Intl
26h 10m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
1:10 pm - 9:26 amGCM  George Town Owen Roberts Intl-PDX Portland
23h 16m2 stops Toronto Pearson Intl Vancouver Intl
$686Air Canada
Mon, Dec 7 - Thu, Dec 10
Air Canada Logo
7:00 am - 12:10 pmPDX  Portland-GCM George Town Owen Roberts Intl
26h 10m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
1:10 pm - 9:26 amGCM  George Town Owen Roberts Intl-PDX Portland
23h 16m2 stops Toronto Pearson Intl Vancouver Intl
$702Air Canada
Mon, Dec 7 - Thu, Dec 10
American Airlines Logo
10:23 pm - 11:32 amPDX  Portland-GCM George Town Owen Roberts Intl
11h 09m1 stop Charlotte Douglas
American Airlines Logo
12:35 pm - 8:59 pmGCM  George Town Owen Roberts Intl-PDX Portland
10h 24m1 stop Charlotte Douglas
$821American Airlines
Sat, Apr 10 - Sat, Apr 17
American Airlines Logo
1:55 pm - 11:00 amPDX  Portland-GCM George Town Owen Roberts Intl
19h 05m2 stops Dallas/Fort Worth Miami
American Airlines Logo
12:00 pm - 11:57 pmGCM  George Town Owen Roberts Intl-PDX Portland
13h 57m2 stops Miami Chicago O'Hare Intl
$825American Airlines
Sat, Apr 10 - Sat, Apr 17

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Southwest flights from Portland to Cayman Islands

Our best Southwest deals on Portland to Cayman Islands flight tickets
Southwest
Dec 7
PDX2:10 pmPortland
19h 25m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Dec 10
GCM1:30 pmGeorge Town Owen Roberts Intl
12h 55m
2 stops
PDX11:25 pmPortland
$615
Southwest
Dec 3
PDX2:10 pmPortland
19h 25m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Dec 10
GCM1:30 pmGeorge Town Owen Roberts Intl
12h 55m
2 stops
PDX11:25 pmPortland
$620
Southwest
Dec 5
PDX1:40 pmPortland
19h 55m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Dec 11
GCM1:30 pmGeorge Town Owen Roberts Intl
13h 25m
2 stops
PDX11:55 pmPortland
$672

Air Canada flights from Portland to Cayman Islands

Our best Air Canada deals on Portland to Cayman Islands flight tickets
Air Canada
Dec 7
PDX7:00 amPortland
26h 10m
2 stops
GCM12:10 pmGeorge Town Owen Roberts Intl
Dec 10
GCM1:10 pmGeorge Town Owen Roberts Intl
23h 16m
2 stops
PDX9:26 amPortland
$686
Air Canada
Dec 7
PDX7:00 amPortland
26h 10m
2 stops
GCM12:10 pmGeorge Town Owen Roberts Intl
Dec 10
GCM1:10 pmGeorge Town Owen Roberts Intl
23h 16m
2 stops
PDX9:26 amPortland
$702
Air Canada
Dec 7
PDX7:00 amPortland
26h 10m
2 stops
GCM12:10 pmGeorge Town Owen Roberts Intl
Dec 10
GCM1:10 pmGeorge Town Owen Roberts Intl
23h 16m
2 stops
PDX9:26 amPortland
$706

momondo Fare Finder

 
Use the filters below to find and compare flights from Portland to the Cayman Islands that are best for you.

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Route

Depart

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Price

Cheapest round-trip

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Mon 12/7

2:10 pm-12:35 pm

2 stops19h 25m

George Town Owen Roberts Intl

Thu 12/10

1:30 pm-11:25 pm

2 stops12h 55m

$615

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Sun 12/6

1:45 pm-12:35 pm

2 stops19h 50m

George Town Owen Roberts Intl

Sun 12/13

1:30 pm-10:40 am

2 stops24h 10m

$620

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Thu 12/3

2:10 pm-12:35 pm

2 stops19h 25m

George Town Owen Roberts Intl

Thu 12/10

1:30 pm-11:25 pm

2 stops12h 55m

$620

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Mon 12/7

7:00 am-4:05 pm

1 stop30h 05m

George Town Owen Roberts Intl

Thu 12/10

7:00 am-8:42 pm

1 stop16h 42m

$640

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Sat 12/5

1:40 pm-12:35 pm

2 stops19h 55m

George Town Owen Roberts Intl

Fri 12/11

1:30 pm-11:55 pm

2 stops13h 25m

$672

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Mon 12/7

3:15 pm-12:10 pm

2 stops17h 55m

George Town Owen Roberts Intl

Thu 12/10

7:00 am-8:42 pm

1 stop16h 42m

$684

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Mon 12/7

7:00 am-12:10 pm

2 stops26h 10m

George Town Owen Roberts Intl

Thu 12/10

1:10 pm-9:26 am

2 stops23h 16m

$686

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Mon 12/7

7:00 am-12:10 pm

2 stops26h 10m

George Town Owen Roberts Intl

Thu 12/10

1:10 pm-9:26 am

2 stops23h 16m

$702
Quickest round-trip

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Sat 4/10

10:23 pm-11:32 am

1 stop11h 09m

George Town Owen Roberts Intl

Sat 4/17

12:35 pm-8:59 pm

1 stop10h 24m

$821

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Sat 4/10

1:55 pm-11:00 am

2 stops19h 05m

George Town Owen Roberts Intl

Sat 4/17

12:00 pm-11:57 pm

2 stops13h 57m

$825

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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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 September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $666.

Can stopping save me money on Portland to Cayman Islands flights?

You could potentially save up to 2% on your flight if you consider stops on a Portland to Cayman Islands flight.

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

Best Price Found

$311

Fastest flight time

13h 45m

Direct flights

None
The best one-way flight to Cayman Islands from Portland in the past 72 hours is $311. The best round-trip flight deal from Portland to Cayman Islands found on momondo in the last 72 hours is $615.
The fastest flight from Portland to Cayman Islands takes 13h 45m
There are no direct flights from Portland to Cayman Islands. There are no popular flight routes from Portland to Cayman Islands.
Search flight deals

Frequently asked questions about flying from Portland to the Cayman Islands

  • 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
American AirlinesPriceFrom $666Free CancellationRating
7.0
12,190 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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