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 12h 55m on average. On the other hand, flying from Medford to George Town takes 20h 14m 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.

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

WestJet, Southwest, and American Airlines are the most popular carriers operating from Oregon to Cayman Islands

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 April 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.

$218 Cheap Flights from Oregon to the Cayman Islands in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

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.

7:45 pm - 10:00 am

PDX

GCM

36h 15m

2 stops

12:25 pm - 9:30 am

GCM

PDX

23h 05m

2 stops

$646Air Canada

Thu, Jun 4 - Mon, Jun 8

7:25 pm - 12:10 pm

PDX

GCM

14h 45m

2 stops

12:45 pm - 12:05 am

GCM

PDX

13h 20m

2 stops

$682Southwest

Tue, Jun 2 - Tue, Jun 9

1:48 pm - 11:10 am

EUG

GCM

19h 22m

2 stops

12:35 pm - 10:53 pm

GCM

EUG

12h 18m

2 stops

$682American Airlines

Fri, Sep 11 - Sat, Sep 19

2:30 pm - 12:45 pm

PDX

GCM

20h 15m

2 stops

1:45 pm - 1:50 pm

GCM

PDX

26h 05m

3 stops

$721WestJet

Fri, Jul 24 - Sat, Aug 1

2:30 pm - 12:45 pm

PDX

GCM

20h 15m

2 stops

1:45 pm - 1:50 pm

GCM

PDX

26h 05m

2 stops

$725WestJet

Fri, Jul 24 - Sat, Aug 1

1:24 pm - 1:35 pm

MFR

GCM

22h 11m

2 stops

2:42 pm - 12:50 pm

GCM

MFR

24h 08m

2 stops

$734American Airlines

Thu, Jun 4 - Thu, Jun 11

12:35 pm - 9:00 pm

PDX

GCM

30h 25m

1 stop

5:05 pm - 4:46 pm

GCM

PDX

25h 41m

2 stops

$784Multiple Airlines

Fri, May 15 - Fri, May 22

2:30 pm - 12:45 pm

PDX

GCM

20h 15m

2 stops

8:30 am - 8:50 pm

GCM

PDX

14h 20m

1 stop

$785Multiple Airlines

Fri, Jul 24 - Sat, Aug 1

6:00 am - 12:30 pm

EUG

GCM

28h 30m

2 stops

1:35 pm - 12:00 pm

GCM

EUG

24h 25m

2 stops

$802United Airlines

Sun, May 10 - Tue, May 12

5:00 am - 12:30 pm

EUG

GCM

29h 30m

2 stops

1:35 pm - 10:59 pm

GCM

EUG

11h 24m

2 stops

$847United Airlines

Sun, May 10 - Tue, May 12

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American Airlines flights from Oregon to Cayman Islands

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

American Airlines

Sep 11

EUG1:48 pmEugene

19h 22m

2 stops

GCM11:10 amGeorge Town Owen Roberts Intl

Sep 19

GCM12:35 pmGeorge Town Owen Roberts Intl

12h 18m

2 stops

EUG10:53 pmEugene

$682

American Airlines

Jun 4

MFR1:24 pmMedford

22h 11m

2 stops

GCM1:35 pmGeorge Town Owen Roberts Intl

Jun 11

GCM2:42 pmGeorge Town Owen Roberts Intl

24h 08m

2 stops

MFR12:50 pmMedford

$734

American Airlines

Jun 2

PDX11:43 pmPortland

11h 56m

1 stop

GCM1:39 pmGeorge Town Owen Roberts Intl

Jun 9

GCM12:33 pmGeorge Town Owen Roberts Intl

10h 14m

1 stop

PDX8:47 pmPortland

$781

United Airlines flights from Oregon to Cayman Islands

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

United Airlines

May 15

PDX10:15 pmPortland

12h 20m

1 stop

GCM12:35 pmGeorge Town Owen Roberts Intl

May 22

GCM1:35 pmGeorge Town Owen Roberts Intl

11h 13m

1 stop

PDX10:48 pmPortland

$789

United Airlines

Jul 12

PDX11:59 pmPortland

10h 31m

1 stop

GCM12:30 pmGeorge Town Owen Roberts Intl

Jul 18

GCM4:15 pmGeorge Town Owen Roberts Intl

19h 33m

2 stops

PDX9:48 amPortland

$802

United Airlines

May 10

EUG5:00 amEugene

29h 30m

2 stops

GCM12:30 pmGeorge Town Owen Roberts Intl

May 12

GCM1:35 pmGeorge Town Owen Roberts Intl

11h 24m

2 stops

EUG10:59 pmEugene

$847

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Thu 6/4

7:45 pm-10:00 am

2 stops36h 15m

George Town Owen Roberts Intl

Mon 6/8

12:25 pm-9:30 am

2 stops23h 05m

$646

Quickest round-trip

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Tue 6/2

7:25 pm-12:10 pm

2 stops14h 45m

George Town Owen Roberts Intl

Tue 6/9

12:45 pm-12:05 am

2 stops13h 20m

$682

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Fri 9/11

1:48 pm-11:10 am

2 stops19h 22m

George Town Owen Roberts Intl

Sat 9/19

12:35 pm-10:53 pm

2 stops12h 18m

$682

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 7/24

2:30 pm-12:45 pm

2 stops20h 15m

George Town Owen Roberts Intl

Sat 8/1

1:45 pm-1:50 pm

3 stops26h 05m

$721

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 7/24

2:30 pm-12:45 pm

2 stops20h 15m

George Town Owen Roberts Intl

Sat 8/1

1:45 pm-1:50 pm

2 stops26h 05m

$725

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Thu 6/4

1:24 pm-1:35 pm

2 stops22h 11m

George Town Owen Roberts Intl

Thu 6/11

2:42 pm-12:50 pm

2 stops24h 08m

$734

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 5/15

12:35 pm-9:00 pm

1 stop30h 25m

George Town Owen Roberts Intl

Fri 5/22

5:05 pm-4:46 pm

2 stops25h 41m

$784

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Fri 7/24

2:30 pm-12:45 pm

2 stops20h 15m

George Town Owen Roberts Intl

Sat 8/1

8:30 am-8:50 pm

1 stop14h 20m

$785

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sun 5/10

6:00 am-12:30 pm

2 stops28h 30m

George Town Owen Roberts Intl

Tue 5/12

1:35 pm-12:00 pm

2 stops24h 25m

$802

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sun 5/10

5:00 am-12:30 pm

2 stops29h 30m

George Town Owen Roberts Intl

Tue 5/12

1:35 pm-10:59 pm

2 stops11h 24m

$847

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 $719.

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

You could potentially save up to 18% 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	12h 55m
Direct flights	None

The fastest flight from Oregon to Cayman Islands takes 12h 55m

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

Search flight deals

Frequently asked questions about flying from Oregon to the Cayman Islands

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 April 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 $666	Free Cancellation	Rating 7.1 11,647 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 $252

Flights to Cayman Bracfrom $340

Flights to Little Caymanfrom $380

Cheap flights from Oregon to the Cayman Islands from $218

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 6/2. 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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American Airlines flights from Oregon to Cayman Islands

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

United Airlines flights from Oregon to Cayman Islands

Our best United 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

Frequently asked questions about flying from Oregon to the Cayman Islands

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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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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