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Cheap flights from the Cayman Islands to Portland from $373

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the Cayman Islands to Portland departing on 7/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from the Cayman Islands to Portland

Recent round-trip flight deals from the Cayman Islands to Portland

Enter your travel dates to find the best prices.
Southwest Logo
1:30 pm - 11:55 pm
GCM
-
PDX
13h 25m
2 stops
Southwest Logo
7:00 pm - 12:35 pm
PDX
-
GCM
14h 35m
2 stops
$607Southwest
Thu, Nov 5 - Sun, Nov 8
Southwest Logo
1:30 pm - 11:15 pm
GCM
-
PDX
12h 45m
2 stops
Southwest Logo
2:10 pm - 12:35 pm
PDX
-
GCM
19h 25m
2 stops
$732Southwest
Tue, Nov 3 - Tue, Nov 17
United Airlines Logo
5:45 pm - 6:31 pm
GCM
-
PDX
27h 46m
3 stops
United Airlines Logo
4:29 pm - 4:30 pm
PDX
-
GCM
21h 01m
2 stops
$772United Airlines
Tue, Nov 3 - Tue, Nov 17
American Airlines Logo
3:14 pm - 11:51 pm
GCM
-
PDX
11h 37m
1 stop
American Airlines Logo
10:45 pm - 11:58 am
PDX
-
GCM
10h 13m
1 stop
$781American Airlines
Tue, Nov 3 - Tue, Nov 17
American Airlines Logo
9:00 am - 9:20 pm
GCM
-
PDX
15h 20m
2 stops
American Airlines Logo
10:45 pm - 8:20 pm
PDX
-
GCM
18h 35m
1 stop
$786American Airlines
Tue, Nov 3 - Tue, Nov 17
Multiple Airlines Logo
6:10 pm - 9:33 am
GCM
-
PDX
17h 23m
1 stop
Multiple Airlines Logo
9:48 pm - 12:45 pm
PDX
-
GCM
36h 57m
2 stops
$869Multiple Airlines
Sun, Jun 14 - Sun, Jun 21
Multiple Airlines Logo
7:00 am - 2:41 pm
GCM
-
PDX
34h 41m
3 stops
Multiple Airlines Logo
10:00 am - 12:00 pm
PDX
-
GCM
23h 00m
2 stops
$914Multiple Airlines
Thu, Nov 5 - Sun, Nov 8
American Airlines Logo
5:12 pm - 11:09 am
GCM
-
PDX
19h 57m
2 stops
American Airlines Logo
5:28 pm - 11:30 am
PDX
-
GCM
16h 02m
2 stops
$1,071American Airlines
Sun, Jun 14 - Sun, Jun 21
Multiple Airlines Logo
6:10 pm - 9:33 am
GCM
-
PDX
17h 23m
1 stop
Multiple Airlines Logo
7:40 am - 2:45 pm
PDX
-
GCM
29h 05m
1 stop
$1,213Multiple Airlines
Sun, Jun 14 - Sun, Jun 21
Multiple Airlines Logo
7:00 am - 1:50 pm
GCM
-
PDX
32h 50m
3 stops
Multiple Airlines Logo
2:30 pm - 12:45 pm
PDX
-
GCM
44h 15m
2 stops
$2,243Multiple Airlines
Sun, Jun 14 - Sun, Jun 21

Southwest flights from Cayman Islands to Portland

Our best Southwest deals on Cayman Islands to Portland flight tickets
Southwest
Nov 5
GCM1:30 pmGeorge Town Owen Roberts Intl
13h 25m
2 stops
PDX11:55 pmPortland
Nov 8
PDX7:00 pmPortland
14h 35m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
$607
Southwest
Nov 3
GCM1:30 pmGeorge Town Owen Roberts Intl
12h 45m
2 stops
PDX11:15 pmPortland
Nov 17
PDX2:10 pmPortland
19h 25m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
$732

American Airlines flights from Cayman Islands to Portland

Our best American Airlines deals on Cayman Islands to Portland flight tickets
American Airlines
Nov 3
GCM3:14 pmGeorge Town Owen Roberts Intl
11h 37m
1 stop
PDX11:51 pmPortland
Nov 17
PDX10:45 pmPortland
10h 13m
1 stop
GCM11:58 amGeorge Town Owen Roberts Intl
$781
American Airlines
Nov 3
GCM9:00 amGeorge Town Owen Roberts Intl
15h 20m
2 stops
PDX9:20 pmPortland
Nov 17
PDX10:45 pmPortland
18h 35m
1 stop
GCM8:20 pmGeorge Town Owen Roberts Intl
$786
American Airlines
Jun 14
GCM5:12 pmGeorge Town Owen Roberts Intl
19h 57m
2 stops
PDX11:09 amPortland
Jun 21
PDX5:28 pmPortland
16h 02m
2 stops
GCM11:30 amGeorge Town Owen Roberts Intl
$1,071

momondo Fare Finder

 
Customize your flight search to find flights from Cayman Islands to Portland 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 May 18, 2026.
Use the filters below to find and compare flights from the Cayman Islands to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Thu 11/5

1:30 pm-11:55 pm

2 stops13h 25m

Portland

Sun 11/8

7:00 pm-12:35 pm

2 stops14h 35m

$607

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Tue 11/3

1:30 pm-11:15 pm

2 stops12h 45m

Portland

Tue 11/17

2:10 pm-12:35 pm

2 stops19h 25m

$732

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Tue 11/3

5:45 pm-6:31 pm

3 stops27h 46m

Portland

Tue 11/17

4:29 pm-4:30 pm

2 stops21h 01m

$772
Quickest round-trip

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Tue 11/3

3:14 pm-11:51 pm

1 stop11h 37m

Portland

Tue 11/17

10:45 pm-11:58 am

1 stop10h 13m

$781

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Tue 11/3

9:00 am-9:20 pm

2 stops15h 20m

Portland

Tue 11/17

10:45 pm-8:20 pm

1 stop18h 35m

$786

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Sun 6/14

6:10 pm-9:33 am

1 stop17h 23m

Portland

Sun 6/21

9:48 pm-12:45 pm

2 stops36h 57m

$869

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Thu 11/5

7:00 am-2:41 pm

3 stops34h 41m

Portland

Sun 11/8

10:00 am-12:00 pm

2 stops23h 00m

$914

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Sun 6/14

5:12 pm-11:09 am

2 stops19h 57m

Portland

Sun 6/21

5:28 pm-11:30 am

2 stops16h 02m

$1,071

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Sun 6/14

6:10 pm-9:33 am

1 stop17h 23m

Portland

Sun 6/21

7:40 am-2:45 pm

1 stop29h 05m

$1,213

George TownPortland

GCM - PDX

GCMPDX

George Town Owen Roberts Intl

Sun 6/14

7:00 am-1:50 pm

3 stops32h 50m

Portland

Sun 6/21

2:30 pm-12:45 pm

2 stops44h 15m

$2,243

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Portland from

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

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

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

You could potentially save up to 32% on your flight if you consider stops on a Cayman Islands to Portland flight.

Cheap Cayman Islands to Portland flight deals and tips

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

Fastest flight time

13h 25m

Direct flights

None
The fastest flight from Cayman Islands to Portland takes 13h 25m
There are no direct flights from Cayman Islands to Portland. There are no popular flight routes from Cayman Islands to Portland.
Search flight deals

Frequently asked questions about flying from the Cayman Islands to Portland

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

    Prices for flights from Cayman Islands to Portland Airport are updated daily.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cayman Islands to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Rockaway Beach
Beaverton
Depoe Bay
Hillsboro
Tigard
Longview
Hood River
Troutdale
Newberg
The Dalles
Gresham
McMinnville
Manzanita

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Cayman Islands to Portland for you.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Portland from Cayman Islands.

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

Yes momondo offers price alerts on flights to Portland from Cayman Islands. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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