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Cheap flights from Oregon to the Cayman Islands from $215

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 2/1. 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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Find the cheapest flights from Oregon to the Cayman Islands

Cheap round-trip flights

Southwest Logo
6:55 pm - 12:35 pmPDX-GCM
14h 40m2 stops
Southwest Logo
1:30 pm - 12:25 amGCM-PDX
13h 55m2 stops
$518Southwest
Find Deal
Mon, Nov 17 - Tue, Nov 25
Delta Logo
12:55 pm - 12:35 pmBOI-GCM
21h 40m2 stops
Delta Logo
1:52 pm - 10:32 pmGCM-BOI
10h 40m1 stop
$578Delta
Find Deal
Sun, Dec 14 - Mon, Dec 22
United Airlines Logo
6:52 pm - 4:30 pmEUG-GCM
18h 38m2 stops
United Airlines Logo
5:45 pm - 5:50 pmGCM-EUG
27h 05m2 stops
$578United Airlines
Find Deal
Sun, Nov 2 - Sat, Nov 8
American Airlines Logo
1:25 pm - 3:25 pmBOI-GCM
24h 00m1 stop
American Airlines Logo
9:00 am - 10:32 pmGCM-BOI
15h 32m2 stops
$652American Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
Multiple Airlines Logo
7:18 am - 11:35 amPDX-GCM
25h 17m1 stop
Multiple Airlines Logo
7:00 am - 8:50 pmGCM-PDX
16h 50m1 stop
$660Multiple Airlines
Find Deal
Wed, Dec 10 - Tue, Dec 16
American Airlines Logo
3:25 pm - 11:56 amEUG-GCM
17h 31m2 stops
American Airlines Logo
9:00 am - 7:43 pmGCM-EUG
13h 43m2 stops
$663American Airlines
Find Deal
Sun, Nov 2 - Sat, Nov 8
Delta Logo
9:45 pm - 12:35 pmPDX-GCM
11h 50m1 stop
Delta Logo
2:00 pm - 10:39 pmGCM-PDX
11h 39m1 stop
$666Delta
Find Deal
Sun, Mar 1 - Tue, Mar 3
Delta Logo
9:45 pm - 12:35 pmPDX-GCM
11h 50m1 stop
Delta Logo
2:00 pm - 9:29 amGCM-PDX
22h 29m2 stops
$670Delta
Find Deal
Sun, Mar 1 - Tue, Mar 3
United Airlines Logo
6:20 am - 1:45 pmBOI-GCM
29h 25m2 stops
United Airlines Logo
5:45 pm - 1:44 pmGCM-BOI
21h 59m3 stops
$688United Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
Multiple Airlines Logo
8:41 am - 2:00 pmEUG-GCM
26h 19m2 stops
Multiple Airlines Logo
4:00 pm - 12:22 pmGCM-EUG
23h 22m1 stop
$826Multiple Airlines
Find Deal
Sun, Nov 2 - Sat, Nov 8

United Airlines flights from Oregon to Cayman Islands

Our best United Airlines deals on Oregon to Cayman Islands flight tickets
United Airlines
Nov 2
EUG6:52 pmEugene
18h 38m
2 stops
GCM4:30 pmGeorge Town Owen Roberts Intl
Nov 8
GCM5:45 pmGeorge Town Owen Roberts Intl
27h 05m
2 stops
EUG5:50 pmEugene
$578
Find similar
United Airlines
Nov 2
EUG5:00 amEugene
31h 30m
2 stops
GCM3:30 pmGeorge Town Owen Roberts Intl
Nov 8
GCM5:30 pmGeorge Town Owen Roberts Intl
27h 20m
3 stops
EUG5:50 pmEugene
$688
Find similar
United Airlines
Mar 21
BOI8:05 amBoise Air Term. Gowen Fld
27h 10m
2 stops
GCM12:15 pmGeorge Town Owen Roberts Intl
Mar 26
GCM4:45 pmGeorge Town Owen Roberts Intl
26h 10m
2 stops
BOI5:55 pmBoise Air Term. Gowen Fld
$826
Find similar

American Airlines flights from Oregon to Cayman Islands

Our best American Airlines deals on Oregon to Cayman Islands flight tickets
American Airlines
Nov 7
BOI1:25 pmBoise Air Term. Gowen Fld
24h 00m
1 stop
GCM3:25 pmGeorge Town Owen Roberts Intl
Nov 11
GCM9:00 amGeorge Town Owen Roberts Intl
15h 32m
2 stops
BOI10:32 pmBoise Air Term. Gowen Fld
$652
Find similar
American Airlines
Nov 2
EUG3:25 pmEugene
17h 31m
2 stops
GCM11:56 amGeorge Town Owen Roberts Intl
Nov 8
GCM9:00 amGeorge Town Owen Roberts Intl
13h 43m
2 stops
EUG7:43 pmEugene
$663
Find similar
American Airlines
Dec 14
BOI5:25 pmBoise Air Term. Gowen Fld
16h 34m
2 stops
GCM11:59 amGeorge Town Owen Roberts Intl
Dec 22
GCM7:30 amGeorge Town Owen Roberts Intl
16h 56m
2 stops
BOI10:26 pmBoise Air Term. Gowen Fld
$716
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 September 25, 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

Mon 11/17

6:55 pm-12:35 pm

2 stops14h 40m

George Town Owen Roberts Intl

Tue 11/25

1:30 pm-12:25 am

2 stops13h 55m

$518

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Sun 12/14

12:55 pm-12:35 pm

2 stops21h 40m

George Town Owen Roberts Intl

Mon 12/22

1:52 pm-10:32 pm

1 stop10h 40m

$578

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sun 11/2

6:52 pm-4:30 pm

2 stops18h 38m

George Town Owen Roberts Intl

Sat 11/8

5:45 pm-5:50 pm

2 stops27h 05m

$578

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Fri 11/7

1:25 pm-3:25 pm

1 stop24h 00m

George Town Owen Roberts Intl

Tue 11/11

9:00 am-10:32 pm

2 stops15h 32m

$652

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 12/10

7:18 am-11:35 am

1 stop25h 17m

George Town Owen Roberts Intl

Tue 12/16

7:00 am-8:50 pm

1 stop16h 50m

$660

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sun 11/2

3:25 pm-11:56 am

2 stops17h 31m

George Town Owen Roberts Intl

Sat 11/8

9:00 am-7:43 pm

2 stops13h 43m

$663

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 3/1

9:45 pm-12:35 pm

1 stop11h 50m

George Town Owen Roberts Intl

Tue 3/3

2:00 pm-10:39 pm

1 stop11h 39m

$666

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Sun 3/1

9:45 pm-12:35 pm

1 stop11h 50m

George Town Owen Roberts Intl

Tue 3/3

2:00 pm-9:29 am

2 stops22h 29m

$670

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Fri 11/7

6:20 am-1:45 pm

2 stops29h 25m

George Town Owen Roberts Intl

Tue 11/11

5:45 pm-1:44 pm

3 stops21h 59m

$688

EugeneGeorge Town

EUG - GCM

EUGGCM

Eugene

Sun 11/2

8:41 am-2:00 pm

2 stops26h 19m

George Town Owen Roberts Intl

Sat 11/8

4:00 pm-12:22 pm

1 stop23h 22m

$826

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

Direct flights

None
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
American AirlinesPriceFrom $516Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $578Free CancellationRating
7.4
8,928 reviews
Search United 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.

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Find better results for your trip to the Cayman Islands

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