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 31m on average. On the other hand, flying from Eugene to George Town takes 18h 59m 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?

Southwest, American Airlines, and United 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 October 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.

$312 Cheap Flights from Oregon to the Cayman Islands in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oregon to the Cayman Islands

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:10 pm - 12:35 pmPDX Portland-GCM George Town Owen Roberts Intl

19h 25m2 stops Las Vegas Harry Reid Intl Orlando

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

2:10 pm - 12:35 pmPDX Portland-GCM George Town Owen Roberts Intl

19h 25m2 stops Las Vegas Harry Reid Intl Orlando

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

7:00 am - 4:05 pmPDX Portland-GCM George Town Owen Roberts Intl

30h 05m1 stop Miami

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

3:15 pm - 12:10 pmPDX Portland-GCM George Town Owen Roberts Intl

17h 55m2 stops Vancouver Intl Toronto Pearson Intl

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

7:00 am - 12:10 pmPDX Portland-GCM George Town Owen Roberts Intl

26h 10m2 stops Vancouver Intl Toronto Pearson Intl

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

7:00 am - 12:10 pmPDX Portland-GCM George Town Owen Roberts Intl

26h 10m2 stops Vancouver Intl Toronto Pearson Intl

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

2:10 pm - 12:35 pmPDX Portland-GCM George Town Owen Roberts Intl

19h 25m2 stops Las Vegas Harry Reid Intl Orlando

1:30 pm - 11:25 pmGCM George Town Owen Roberts Intl-PDX Portland

12h 55m2 stops Orlando Chicago Midway

$722Southwest

Wed, Dec 2 - Wed, Dec 9

7:50 pm - 12:35 pmPDX Portland-GCM George Town Owen Roberts Intl

13h 45m2 stops Las Vegas Harry Reid Intl Orlando

1:30 pm - 10:40 amGCM George Town Owen Roberts Intl-PDX Portland

24h 10m2 stops Orlando Las Vegas Harry Reid Intl

$752Southwest

Sat, Nov 28 - Sun, Dec 6

10:23 pm - 11:32 amPDX Portland-GCM George Town Owen Roberts Intl

11h 09m1 stop Charlotte Douglas

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

1:55 pm - 11:00 amPDX Portland-GCM George Town Owen Roberts Intl

19h 05m2 stops Dallas/Fort Worth Miami

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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Delta flights from Oregon to Cayman Islands

Our best Delta deals on Oregon to Cayman Islands flight tickets

Delta

Dec 2

PDX5:29 pmPortland

15h 56m

2 stops

GCM12:25 pmGeorge Town Owen Roberts Intl

Dec 9

GCM1:40 pmGeorge Town Owen Roberts Intl

11h 18m

1 stop

PDX9:58 pmPortland

$784

Delta

Jan 30

PDX9:45 pmPortland

11h 55m

1 stop

GCM12:40 pmGeorge Town Owen Roberts Intl

Feb 6

GCM3:40 pmGeorge Town Owen Roberts Intl

9h 46m

1 stop

PDX10:26 pmPortland

$822

Delta

Jan 29

PDX5:10 pmPortland

18h 05m

2 stops

GCM2:15 pmGeorge Town Owen Roberts Intl

Feb 6

GCM3:40 pmGeorge Town Owen Roberts Intl

9h 46m

1 stop

PDX10:26 pmPortland

$826

Southwest flights from Oregon to Cayman Islands

Our best Southwest deals on Oregon 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 2

PDX2:10 pmPortland

19h 25m

2 stops

GCM12:35 pmGeorge Town Owen Roberts Intl

Dec 9

GCM1:30 pmGeorge Town Owen Roberts Intl

12h 55m

2 stops

PDX11:25 pmPortland

$722

Fly from

Fly to

Route

Depart

Return

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

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

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

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Wed 12/2

2:10 pm-12:35 pm

2 stops19h 25m

George Town Owen Roberts Intl

Wed 12/9

1:30 pm-11:25 pm

2 stops12h 55m

$722

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Sat 11/28

7:50 pm-12:35 pm

2 stops13h 45m

George Town Owen Roberts Intl

Sun 12/6

1:30 pm-10:40 am

2 stops24h 10m

$752

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 16 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 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 Oregon to Cayman Islands flights?

You could potentially save up to 20% 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

Best Price Found	$312
Fastest flight time	13h 45m
Direct flights	None

The best one-way flight to Cayman Islands from Oregon in the past 72 hours is $312. The best round-trip flight deal from Oregon to Cayman Islands found on momondo in the last 72 hours is $615.

The fastest flight from Oregon to Cayman Islands takes 13h 45m

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 October 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 7.0 12,186 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 $298

Flights to Cayman Bracfrom $304

Flights to Little Caymanfrom $404

Cheap flights from Oregon to the Cayman Islands from $312

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 2/17. 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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Delta flights from Oregon to Cayman Islands

Our best Delta deals on Oregon to Cayman Islands flight tickets

Southwest flights from Oregon to Cayman Islands

Our best Southwest deals on Oregon to Cayman Islands flight tickets

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

See travel insights to the Cayman Islands from

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

Best Price Found

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

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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