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 13h 01m on average. On the other hand, flying from Medford to George Town takes 14h 53m 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 and Delta 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 September 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.

$224 Cheap Flights from Oregon to the Cayman Islands in 2026

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.

10:10 am - 11:25 amPDX Portland-GCM George Town Owen Roberts Intl

23h 15m2 stops Vancouver Intl Toronto Pearson Intl

12:10 pm - 10:26 amGCM George Town Owen Roberts Intl-PDX Portland

24h 16m2 stops Toronto Pearson Intl Vancouver Intl

$523Air Canada

Wed, Oct 21 - Sat, Oct 31

10:10 am - 11:25 amPDX Portland-GCM George Town Owen Roberts Intl

23h 15m2 stops Vancouver Intl Toronto Pearson Intl

12:10 pm - 9:26 amGCM George Town Owen Roberts Intl-PDX Portland

23h 16m2 stops Toronto Pearson Intl Vancouver Intl

$523Air Canada

Wed, Oct 21 - Wed, Oct 28

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

17h 55m2 stops Vancouver Intl Toronto Pearson Intl

1:10 pm - 2:41 pmGCM George Town Owen Roberts Intl-PDX Portland

28h 31m2 stops Toronto Pearson Intl Vancouver Intl

$528Air Canada

Thu, Dec 3 - Mon, Dec 7

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

26h 10m2 stops Vancouver Intl Toronto Pearson Intl

1:10 pm - 2:41 pmGCM George Town Owen Roberts Intl-PDX Portland

28h 31m2 stops Toronto Pearson Intl Vancouver Intl

$552Air Canada

Wed, Nov 25 - Fri, Dec 4

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

26h 10m2 stops Vancouver Intl Toronto Pearson Intl

1:10 pm - 2:41 pmGCM George Town Owen Roberts Intl-PDX Portland

28h 31m2 stops Toronto Pearson Intl Vancouver Intl

$552Air Canada

Wed, Nov 25 - Mon, Dec 7

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

$552Air Canada

Tue, Dec 1 - Wed, Dec 9

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

$552Air Canada

Sat, Nov 28 - Wed, Dec 9

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

26h 10m2 stops Vancouver Intl Toronto Pearson Intl

1:10 pm - 8:46 pmGCM George Town Owen Roberts Intl-PDX Portland

34h 36m2 stops Toronto Pearson Intl Vancouver Intl

$552Air Canada

Tue, Dec 1 - Tue, Dec 8

1:22 pm - 1:10 pmMFR Medford-GCM George Town Owen Roberts Intl

21h 48m2 stops Phoenix Sky Harbor Intl Miami

8:00 am - 11:26 pmGCM George Town Owen Roberts Intl-MFR Medford

17h 26m2 stops Miami Phoenix Sky Harbor Intl

$695American Airlines

Thu, Oct 15 - Thu, Oct 22

1:27 pm - 11:30 amMFR Medford-GCM George Town Owen Roberts Intl

20h 03m2 stops Phoenix Sky Harbor Intl Charlotte Douglas

3:15 pm - 12:52 pmGCM George Town Owen Roberts Intl-MFR Medford

23h 37m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl

$736American Airlines

Sun, Oct 4 - Sat, Oct 10

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Air Canada flights from Oregon to Cayman Islands

Our best Air Canada deals on Oregon to Cayman Islands flight tickets

Air Canada

Oct 21

PDX10:10 amPortland

23h 15m

2 stops

GCM11:25 amGeorge Town Owen Roberts Intl

Oct 28

GCM12:10 pmGeorge Town Owen Roberts Intl

23h 16m

2 stops

PDX9:26 amPortland

$523

Air Canada

Dec 3

PDX3:15 pmPortland

17h 55m

2 stops

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 7

GCM1:10 pmGeorge Town Owen Roberts Intl

28h 31m

2 stops

PDX2:41 pmPortland

$528

Air Canada

Nov 25

PDX7:10 pmPortland

38h 00m

2 stops

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 9

GCM1:10 pmGeorge Town Owen Roberts Intl

23h 16m

2 stops

PDX9:26 amPortland

$552

Southwest flights from Oregon to Cayman Islands

Our best Southwest deals on Oregon to Cayman Islands flight tickets

Southwest

Feb 23

BOI2:25 pmBoise Air Term. Gowen Fld

20h 30m

2 stops

GCM12:55 pmGeorge Town Owen Roberts Intl

Feb 27

GCM1:25 pmGeorge Town Owen Roberts Intl

12h 05m

2 stops

BOI11:30 pmBoise Air Term. Gowen Fld

$625

Southwest

Nov 28

PDX7:50 pmPortland

13h 45m

2 stops

GCM12:35 pmGeorge Town Owen Roberts Intl

Dec 6

GCM1:30 pmGeorge Town Owen Roberts Intl

24h 10m

2 stops

PDX10:40 amPortland

$692

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Wed 10/21

10:10 am-11:25 am

2 stops23h 15m

George Town Owen Roberts Intl

Sat 10/31

12:10 pm-10:26 am

2 stops24h 16m

$523

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Wed 10/21

10:10 am-11:25 am

2 stops23h 15m

George Town Owen Roberts Intl

Wed 10/28

12:10 pm-9:26 am

2 stops23h 16m

$523

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Thu 12/3

3:15 pm-12:10 pm

2 stops17h 55m

George Town Owen Roberts Intl

Mon 12/7

1:10 pm-2:41 pm

2 stops28h 31m

$528

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Wed 11/25

7:00 am-12:10 pm

2 stops26h 10m

George Town Owen Roberts Intl

Fri 12/4

1:10 pm-2:41 pm

2 stops28h 31m

$552

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Wed 11/25

7:00 am-12:10 pm

2 stops26h 10m

George Town Owen Roberts Intl

Mon 12/7

1:10 pm-2:41 pm

2 stops28h 31m

$552

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Tue 12/1

7:00 am-12:10 pm

2 stops26h 10m

George Town Owen Roberts Intl

Wed 12/9

1:10 pm-9:26 am

2 stops23h 16m

$552

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Sat 11/28

7:00 am-12:10 pm

2 stops26h 10m

George Town Owen Roberts Intl

Wed 12/9

1:10 pm-9:26 am

2 stops23h 16m

$552

PortlandGeorge Town

PDX Portland - GCM George Town Owen Roberts Intl

PDXGCM

Portland

Tue 12/1

7:00 am-12:10 pm

2 stops26h 10m

George Town Owen Roberts Intl

Tue 12/8

1:10 pm-8:46 pm

2 stops34h 36m

$552

Quickest round-trip

MedfordGeorge Town

MFR Medford - GCM George Town Owen Roberts Intl

MFRGCM

Medford

Thu 10/15

1:22 pm-1:10 pm

2 stops21h 48m

George Town Owen Roberts Intl

Thu 10/22

8:00 am-11:26 pm

2 stops17h 26m

$695

MedfordGeorge Town

MFR Medford - GCM George Town Owen Roberts Intl

MFRGCM

Medford

Sun 10/4

1:27 pm-11:30 am

2 stops20h 03m

George Town Owen Roberts Intl

Sat 10/10

3:15 pm-12:52 pm

2 stops23h 37m

$736

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 September, then flying in December is also cheap. Prices for this month can be found on momondo for an average of $665.

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	$224
Fastest flight time	11h 30m
Direct flights	None

The best one-way flight to Cayman Islands from Oregon in the past 72 hours is $224. The best round-trip flight deal from Oregon to Cayman Islands found on momondo in the last 72 hours is $523.

The fastest flight from Oregon to Cayman Islands takes 11h 30m

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 September 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 12,046 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 $265

Flights to Cayman Bracfrom $318

Flights to Little Caymanfrom $375

Cheap flights from Oregon to the Cayman Islands from $224

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 11/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Air Canada flights from Oregon to Cayman Islands

Our best Air Canada 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

Cayman Islands flight routes

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