Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Oregon to the Cayman Islands from $230

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 1/5. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Oregon to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
2:25 pm - 12:55 pm
PDX
-
GCM
19h 30m2 stops
Southwest Logo
1:50 pm - 10:30 pm
GCM
-
PDX
11h 40m2 stops
$509Southwest
Thu, Jan 8 - Thu, Feb 5
Multiple Airlines Logo
7:00 am - 9:15 pm
PDX
-
GCM
11h 15m1 stop
Multiple Airlines Logo
7:00 am - 8:27 pm
GCM
-
PDX
16h 27m1 stop
$545Multiple Airlines
Thu, Jan 8 - Thu, Feb 5
Delta Logo
6:10 am - 12:40 pm
EUG
-
GCM
27h 30m2 stops
Delta Logo
1:54 pm - 10:40 am
GCM
-
EUG
23h 46m2 stops
$567Delta
Mon, Feb 9 - Thu, Feb 12
American Airlines Logo
1:31 pm - 1:29 pm
BOI
-
GCM
22h 58m1 stop
American Airlines Logo
3:30 pm - 12:00 pm
GCM
-
BOI
21h 30m2 stops
$604American Airlines
Wed, Mar 18 - Thu, Mar 26
American Airlines Logo
1:31 pm - 1:29 pm
BOI
-
GCM
22h 58m1 stop
American Airlines Logo
3:30 pm - 12:48 pm
GCM
-
BOI
22h 18m1 stop
$612American Airlines
Wed, Mar 18 - Thu, Mar 26
Air Canada Logo
9:50 am - 12:25 pm
PDX
-
GCM
23h 35m2 stops
Air Canada Logo
1:30 pm - 2:40 pm
GCM
-
PDX
28h 10m2 stops
$615Air Canada
Mon, Feb 23 - Thu, Feb 26
Delta Logo
1:00 pm - 12:40 pm
BOI
-
GCM
21h 40m2 stops
Delta Logo
3:25 pm - 9:57 am
GCM
-
BOI
20h 32m2 stops
$617Delta
Sat, Jan 17 - Sat, Jan 24
Air Canada Logo
3:15 pm - 12:25 pm
PDX
-
GCM
18h 10m2 stops
Air Canada Logo
1:30 pm - 9:15 am
GCM
-
PDX
22h 45m2 stops
$646Air Canada
Mon, Feb 23 - Thu, Feb 26
United Airlines Logo
6:25 pm - 1:15 pm
MFR
-
GCM
15h 50m2 stops
United Airlines Logo
2:25 pm - 10:56 am
GCM
-
MFR
23h 31m2 stops
$677United Airlines
Mon, Feb 23 - Wed, Feb 25
United Airlines Logo
5:00 am - 1:15 pm
EUG
-
GCM
29h 15m2 stops
United Airlines Logo
2:50 pm - 11:08 pm
GCM
-
EUG
35h 18m2 stops
$720United Airlines
Mon, Feb 9 - Thu, Feb 12

Southwest flights from Oregon to Cayman Islands

Our best Southwest deals on Oregon to Cayman Islands flight tickets
Southwest
Jan 8
PDX2:25 pmPortland
19h 30m
2 stops
GCM12:55 pmGeorge Town Owen Roberts Intl
Feb 5
GCM1:50 pmGeorge Town Owen Roberts Intl
11h 40m
2 stops
PDX10:30 pmPortland
$509
Find similar
Southwest
Dec 15
BOI5:30 pmBoise Air Term. Gowen Fld
17h 05m
2 stops
GCM12:35 pmGeorge Town Owen Roberts Intl
Dec 26
GCM1:30 pmGeorge Town Owen Roberts Intl
13h 10m
2 stops
BOI12:40 amBoise Air Term. Gowen Fld
$809
Find similar

Delta flights from Oregon to Cayman Islands

Our best Delta deals on Oregon to Cayman Islands flight tickets
Delta
Feb 9
EUG6:10 amEugene
27h 30m
2 stops
GCM12:40 pmGeorge Town Owen Roberts Intl
Feb 12
GCM1:54 pmGeorge Town Owen Roberts Intl
23h 46m
2 stops
EUG10:40 amEugene
$567
Find similar
Delta
Jan 17
BOI1:00 pmBoise Air Term. Gowen Fld
21h 40m
2 stops
GCM12:40 pmGeorge Town Owen Roberts Intl
Jan 24
GCM3:25 pmGeorge Town Owen Roberts Intl
20h 32m
2 stops
BOI9:57 amBoise Air Term. Gowen Fld
$617
Find similar
Delta
Jan 23
PDX9:45 pmPortland
11h 55m
1 stop
GCM12:40 pmGeorge Town Owen Roberts Intl
Jan 31
GCM3:25 pmGeorge Town Owen Roberts Intl
9h 50m
1 stop
PDX10:15 pmPortland
$666
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Oregon to Cayman Islands 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 December 4, 2025.
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

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Thu 1/8

2:25 pm-12:55 pm

2 stops19h 30m

George Town Owen Roberts Intl

Thu 2/5

1:50 pm-10:30 pm

2 stops11h 40m

$509

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Thu 1/8

7:00 am-9:15 pm

1 stop11h 15m

George Town Owen Roberts Intl

Thu 2/5

7:00 am-8:27 pm

1 stop16h 27m

$545

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Mon 2/9

6:10 am-12:40 pm

2 stops27h 30m

George Town Owen Roberts Intl

Thu 2/12

1:54 pm-10:40 am

2 stops23h 46m

$567

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Wed 3/18

1:31 pm-1:29 pm

1 stop22h 58m

George Town Owen Roberts Intl

Thu 3/26

3:30 pm-12:00 pm

2 stops21h 30m

$604

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Wed 3/18

1:31 pm-1:29 pm

1 stop22h 58m

George Town Owen Roberts Intl

Thu 3/26

3:30 pm-12:48 pm

1 stop22h 18m

$612

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Mon 2/23

9:50 am-12:25 pm

2 stops23h 35m

George Town Owen Roberts Intl

Thu 2/26

1:30 pm-2:40 pm

2 stops28h 10m

$615

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Sat 1/17

1:00 pm-12:40 pm

2 stops21h 40m

George Town Owen Roberts Intl

Sat 1/24

3:25 pm-9:57 am

2 stops20h 32m

$617

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Mon 2/23

3:15 pm-12:25 pm

2 stops18h 10m

George Town Owen Roberts Intl

Thu 2/26

1:30 pm-9:15 am

2 stops22h 45m

$646

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Mon 2/23

6:25 pm-1:15 pm

2 stops15h 50m

George Town Owen Roberts Intl

Wed 2/25

2:25 pm-10:56 am

2 stops23h 31m

$677

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Mon 2/9

5:00 am-1:15 pm

2 stops29h 15m

George Town Owen Roberts Intl

Thu 2/12

2:50 pm-11:08 pm

2 stops35h 18m

$720

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to the Cayman Islands from

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

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 July is also cheap. Prices for this month can be found on momondo for an average of $667.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $624. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $746.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from Oregon to Cayman Islands in the afternoon for as low as $557. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $833 on average. Flights to Cayman Islands from Oregon at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

10h 59m

Direct flights

None
The fastest flight from Oregon to Cayman Islands takes 10h 59m
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?

  • 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
United AirlinesPriceFrom $578Free CancellationRating
7.4
9,066 reviews
Search United Airlines flights
American AirlinesPriceFrom $609Free CancellationRating
7.2
11,047 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

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 1/3
Sat 1/10
By creating a price alert you accept our terms of use and privacy policy.

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
Flights to George Townfrom $183
Flights to Cayman Bracfrom $304
Flights to Little Caymanfrom $299