What is the cheapest airline that flies from Oregon to Cayman Islands?

Southwest is the most popular carrier operating from Oregon to Cayman Islands

How long is the flight from Oregon to Cayman Islands?

Flight times vary depending on what airport in Oregon you fly out of and what airport in Cayman Islands you fly into. For example, flying from Portland to George Town takes 14h 10m on average. On the other hand, flying from Eugene to George Town takes 20h 30m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.

When did momondo last update prices for flights from Oregon to Cayman Islands?

Prices for flights from Oregon to Cayman Islands are updated daily.

How many operators does momondo search for flights from Oregon to Cayman Islands?

The number of operators available for flights from Oregon to Cayman Islands is 1 as of March 2026.

How old do you have to be to fly from Oregon to Cayman Islands?

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 Oregon to Cayman Islands.

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

The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$276 Cheap Flights from Oregon to the Cayman Islands in 2026

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Find the cheapest flights from Oregon to the Cayman Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:49 pm - 11:31 am

EUG

GCM

18h 42m

2 stops

12:35 pm - 1:26 pm

GCM

EUG

26h 51m

2 stops

$507American Airlines

Thu, Apr 23 - Thu, Apr 30

1:35 pm - 12:10 pm

PDX

GCM

20h 35m

2 stops

1:05 pm - 11:00 pm

GCM

PDX

11h 55m

2 stops

$538Southwest

Tue, Apr 14 - Tue, Apr 21

7:25 pm - 12:10 pm

PDX

GCM

14h 45m

2 stops

1:05 pm - 11:00 pm

GCM

PDX

11h 55m

2 stops

$552Southwest

Wed, Apr 22 - Wed, Apr 29

2:12 pm - 12:45 pm

MFR

GCM

20h 33m

3 stops

1:50 pm - 11:48 am

GCM

MFR

23h 58m

2 stops

$562United Airlines

Mon, Apr 13 - Thu, Apr 16

4:10 pm - 11:01 am

BOI

GCM

17h 51m

2 stops

5:12 pm - 2:20 pm

GCM

BOI

22h 08m

2 stops

$562American Airlines

Sun, May 24 - Sun, Jun 14

4:05 pm - 12:45 pm

BOI

GCM

19h 40m

2 stops

1:50 pm - 7:39 pm

GCM

BOI

54h 49m

2 stops

$581United Airlines

Mon, Apr 20 - Thu, Apr 23

12:27 pm - 11:35 am

PDX

GCM

21h 08m

2 stops

4:00 pm - 11:50 am

GCM

PDX

21h 50m

1 stop

$611Multiple Airlines

Sat, Apr 25 - Sat, May 2

1:35 pm - 12:10 pm

PDX

GCM

20h 35m

2 stops

12:50 pm - 12:05 am

GCM

PDX

13h 15m

2 stops

$623Southwest

Wed, May 13 - Sun, May 17

2:12 pm - 12:45 pm

MFR

GCM

20h 33m

2 stops

1:50 pm - 11:48 am

GCM

MFR

23h 58m

2 stops

$630United Airlines

Mon, Apr 13 - Thu, Apr 16

4:05 pm - 12:45 pm

BOI

GCM

19h 40m

2 stops

1:50 pm - 10:03 pm

GCM

BOI

33h 13m

2 stops

$650United Airlines

Mon, Apr 20 - Thu, Apr 23

Southwest flights from Oregon to Cayman Islands

Our best Southwest deals on Oregon to Cayman Islands flight tickets

Southwest

Apr 14

PDX1:35 pmPortland

20h 35m

2 stops

GCM12:10 pmGeorge Town Owen Roberts Intl

Apr 21

GCM1:05 pmGeorge Town Owen Roberts Intl

11h 55m

2 stops

PDX11:00 pmPortland

$538

Southwest

Apr 22

PDX7:25 pmPortland

14h 45m

2 stops

GCM12:10 pmGeorge Town Owen Roberts Intl

Apr 29

GCM1:05 pmGeorge Town Owen Roberts Intl

11h 55m

2 stops

PDX11:00 pmPortland

$552

Southwest

May 13

PDX1:35 pmPortland

20h 35m

2 stops

GCM12:10 pmGeorge Town Owen Roberts Intl

May 17

GCM12:50 pmGeorge Town Owen Roberts Intl

13h 15m

2 stops

PDX12:05 amPortland

$623

American Airlines flights from Oregon to Cayman Islands

Our best American Airlines deals on Oregon to Cayman Islands flight tickets

American Airlines

Apr 23

EUG2:49 pmEugene

18h 42m

2 stops

GCM11:31 amGeorge Town Owen Roberts Intl

Apr 30

GCM12:35 pmGeorge Town Owen Roberts Intl

26h 51m

2 stops

EUG1:26 pmEugene

$507

American Airlines

May 24

BOI4:10 pmBoise Air Term. Gowen Fld

17h 51m

2 stops

GCM11:01 amGeorge Town Owen Roberts Intl

Jun 14

GCM5:12 pmGeorge Town Owen Roberts Intl

22h 08m

2 stops

BOI2:20 pmBoise Air Term. Gowen Fld

$562

American Airlines

May 24

BOI5:40 pmBoise Air Term. Gowen Fld

16h 50m

2 stops

GCM11:30 amGeorge Town Owen Roberts Intl

Jun 14

GCM5:12 pmGeorge Town Owen Roberts Intl

22h 08m

2 stops

BOI2:20 pmBoise Air Term. Gowen Fld

$667

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Thu 4/23

2:49 pm-11:31 am

2 stops18h 42m

George Town Owen Roberts Intl

Thu 4/30

12:35 pm-1:26 pm

2 stops26h 51m

$507

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Tue 4/14

1:35 pm-12:10 pm

2 stops20h 35m

George Town Owen Roberts Intl

Tue 4/21

1:05 pm-11:00 pm

2 stops11h 55m

$538

Quickest round-trip

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 4/22

7:25 pm-12:10 pm

2 stops14h 45m

George Town Owen Roberts Intl

Wed 4/29

1:05 pm-11:00 pm

2 stops11h 55m

$552

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Mon 4/13

2:12 pm-12:45 pm

3 stops20h 33m

George Town Owen Roberts Intl

Thu 4/16

1:50 pm-11:48 am

2 stops23h 58m

$562

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Sun 5/24

4:10 pm-11:01 am

2 stops17h 51m

George Town Owen Roberts Intl

Sun 6/14

5:12 pm-2:20 pm

2 stops22h 08m

$562

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Mon 4/20

4:05 pm-12:45 pm

2 stops19h 40m

George Town Owen Roberts Intl

Thu 4/23

1:50 pm-7:39 pm

2 stops54h 49m

$581

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sat 4/25

12:27 pm-11:35 am

2 stops21h 08m

George Town Owen Roberts Intl

Sat 5/2

4:00 pm-11:50 am

1 stop21h 50m

$611

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 5/13

1:35 pm-12:10 pm

2 stops20h 35m

George Town Owen Roberts Intl

Sun 5/17

12:50 pm-12:05 am

2 stops13h 15m

$623

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Mon 4/13

2:12 pm-12:45 pm

2 stops20h 33m

George Town Owen Roberts Intl

Thu 4/16

1:50 pm-11:48 am

2 stops23h 58m

$630

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Mon 4/20

4:05 pm-12:45 pm

2 stops19h 40m

George Town Owen Roberts Intl

Thu 4/23

1:50 pm-10:03 pm

2 stops33h 13m

$650

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

How to get the cheapest flight ticket from Oregon 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

Prices

Airlines

Other information

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 April is also cheap. Prices for this month can be found on momondo for an average of $676.

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

You could potentially save up to 52% on your flight if you consider stops on a Oregon to Cayman Islands flight.

Cheap Oregon to Cayman Islands flight deals and tips

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

Fastest flight time	14h 10m
Direct flights	None

The fastest flight from Oregon to Cayman Islands takes 14h 10m

There are no direct flights from Oregon to Cayman Islands. There are no popular flight routes from Oregon to Cayman Islands.

Search flight deals

When did momondo last update prices for flights from Oregon to Cayman Islands?
Prices for flights from Oregon to Cayman Islands are updated daily.
How many operators does momondo search for flights from Oregon to Cayman Islands?
The number of operators available for flights from Oregon to Cayman Islands is 1 as of March 2026.
How old do you have to be to fly from Oregon to Cayman Islands?
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 Oregon to Cayman Islands.
What documentation or ID do you need to fly to Cayman Islands?
The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Oregon to Cayman Islands

Compare and see reviews for airlines that fly from Oregon to Cayman Islands with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $665	Free Cancellation	Rating 7.1 11,419 reviews		Search American Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cayman Islands from Oregon.

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

Yes. momondo allows you to filter the results for Oregon to Cayman Islands flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Oregon and Cayman Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes momondo offers price alerts on flights to Cayman Islands from Oregon. 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.

An easier way to manage your Cayman Islands trip

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Popular cities in the Cayman Islands

Flights to George Townfrom $223

Flights to Cayman Bracfrom $344

Flights to Little Caymanfrom $363

Cheap flights from Oregon to the Cayman Islands from $276

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to the Cayman Islands departing on 4/17. 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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Southwest flights from Oregon to Cayman Islands

Our best Southwest deals on Oregon to Cayman Islands flight tickets

American Airlines flights from Oregon to Cayman Islands

Our best American Airlines deals on Oregon to Cayman Islands flight tickets

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

What is the cheapest month to fly to Cayman Islands?

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

What is the cheapest airline that flies from Oregon to Cayman Islands?

How long is the flight from Oregon to Cayman Islands?

Cheap Oregon to Cayman Islands flight deals and tips

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

Fastest flight time

Direct flights

Best airlines flying from Oregon to Cayman Islands

Compare and see reviews for airlines that fly from Oregon to Cayman Islands with momondo

Why use momondo?

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo

Oregon flight routes

According to popular flight searches on momondo this year

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According to popular flight searches on momondo this year

Fly your favorite airline to the Cayman Islands

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Cabin classes currently available on flights to the Cayman Islands

List of cabin classes available on flights landing in the Cayman Islands. Availability may vary depending on flight origin and airline.

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According to popular flight searches on momondo this year