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Cheap flights from Oregon to the Cayman Islands from $214

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 1/27. 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

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Find the cheapest flights from Oregon to the Cayman Islands

Cheap round-trip flights

American Airlines Logo
5:56 pm - 12:05 pmBOI-GCM
16h 09m2 stops
American Airlines Logo
4:15 pm - 12:32 pmGCM-BOI
22h 17m2 stops
$458American Airlines
Find Deal
Tue, Dec 9 - Tue, Dec 16
Delta Logo
11:23 am - 12:37 pmMFR-GCM
22h 14m2 stops
Delta Logo
2:02 pm - 10:55 amGCM-MFR
23h 53m2 stops
$458Delta
Find Deal
Mon, Nov 17 - Fri, Nov 21
Delta Logo
11:35 pm - 11:36 amBOI-GCM
11h 01m1 stop
Delta Logo
12:52 pm - 10:23 pmGCM-BOI
10h 31m1 stop
$544Delta
Find Deal
Thu, Sep 11 - Thu, Sep 18
United Airlines Logo
6:35 pm - 4:30 pmMFR-GCM
18h 55m2 stops
United Airlines Logo
2:25 pm - 12:10 pmGCM-MFR
24h 45m3 stops
$548United Airlines
Find Deal
Sun, Dec 14 - Thu, Jan 8
Delta Logo
3:06 pm - 11:37 amBOI-GCM
19h 31m2 stops
Delta Logo
12:52 pm - 10:23 pmGCM-BOI
10h 31m1 stop
$548Delta
Find Deal
Fri, Sep 5 - Fri, Sep 12
American Airlines Logo
5:22 pm - 11:10 amBOI-GCM
16h 48m2 stops
American Airlines Logo
12:28 pm - 12:48 pmGCM-BOI
25h 20m2 stops
$566American Airlines
Find Deal
Thu, Sep 11 - Thu, Sep 18
United Airlines Logo
2:40 pm - 4:30 pmBOI-GCM
23h 50m2 stops
United Airlines Logo
2:50 pm - 11:39 amGCM-BOI
22h 49m1 stop
$684United Airlines
Find Deal
Tue, Nov 18 - Sat, Nov 22
Logo
8:04 pm - 9:15 pmPDX-GCM
23h 11m3 stops
Logo
6:10 pm - 7:04 pmGCM-PDX
26h 54m2 stops
$745
Find Deal
Wed, Oct 8 - Wed, Oct 15
Southwest Logo
8:00 pm - 12:35 pmPDX-GCM
13h 35m2 stops
Southwest Logo
1:30 pm - 1:05 amGCM-PDX
14h 35m2 stops
$810Southwest
Find Deal
Mon, Dec 22 - Mon, Dec 29
Logo
2:16 pm - 9:15 pmBOI-GCM
29h 59m3 stops
Logo
12:50 pm - 8:31 pmGCM-BOI
32h 41m3 stops
$1,202
Find Deal
Thu, Sep 11 - Thu, Sep 18

American Airlines flights from Oregon to Cayman Islands

Our best American Airlines deals on Oregon to Cayman Islands flight tickets
American Airlines
Dec 9
BOI5:56 pmBoise Air Term. Gowen Fld
16h 09m
2 stops
GCM12:05 pmGeorge Town Owen Roberts Intl
Dec 16
GCM4:15 pmGeorge Town Owen Roberts Intl
22h 17m
2 stops
BOI12:32 pmBoise Air Term. Gowen Fld
$458
Find similar
American Airlines
Sep 11
BOI5:22 pmBoise Air Term. Gowen Fld
16h 48m
2 stops
GCM11:10 amGeorge Town Owen Roberts Intl
Sep 18
GCM12:28 pmGeorge Town Owen Roberts Intl
25h 20m
2 stops
BOI12:48 pmBoise Air Term. Gowen Fld
$566
Find similar
American Airlines
Sep 27
EUG6:00 amEugene
27h 22m
2 stops
GCM11:22 amGeorge Town Owen Roberts Intl
Oct 1
GCM12:25 pmGeorge Town Owen Roberts Intl
37h 04m
2 stops
EUG11:29 pmEugene
$581
Find similar

Delta flights from Oregon to Cayman Islands

Our best Delta deals on Oregon to Cayman Islands flight tickets
Delta
Nov 17
MFR11:23 amMedford
22h 14m
2 stops
GCM12:37 pmGeorge Town Owen Roberts Intl
Nov 21
GCM2:02 pmGeorge Town Owen Roberts Intl
23h 53m
2 stops
MFR10:55 amMedford
$458
Find similar
Delta
Sep 11
BOI11:35 pmBoise Air Term. Gowen Fld
11h 01m
1 stop
GCM11:36 amGeorge Town Owen Roberts Intl
Sep 18
GCM12:52 pmGeorge Town Owen Roberts Intl
10h 31m
1 stop
BOI10:23 pmBoise Air Term. Gowen Fld
$544
Find similar
Delta
Sep 5
BOI3:06 pmBoise Air Term. Gowen Fld
19h 31m
2 stops
GCM11:37 amGeorge Town Owen Roberts Intl
Sep 12
GCM12:52 pmGeorge Town Owen Roberts Intl
10h 31m
1 stop
BOI10:23 pmBoise Air Term. Gowen Fld
$548
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 August 13, 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

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Tue 12/9

5:56 pm-12:05 pm

2 stops16h 09m

George Town Owen Roberts Intl

Tue 12/16

4:15 pm-12:32 pm

2 stops22h 17m

$458

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Mon 11/17

11:23 am-12:37 pm

2 stops22h 14m

George Town Owen Roberts Intl

Fri 11/21

2:02 pm-10:55 am

2 stops23h 53m

$458

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Thu 9/11

11:35 pm-11:36 am

1 stop11h 01m

George Town Owen Roberts Intl

Thu 9/18

12:52 pm-10:23 pm

1 stop10h 31m

$544

MedfordGeorge Town

MFR - GCM

MFRGCM

Medford

Sun 12/14

6:35 pm-4:30 pm

2 stops18h 55m

George Town Owen Roberts Intl

Thu 1/8

2:25 pm-12:10 pm

3 stops24h 45m

$548

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Fri 9/5

3:06 pm-11:37 am

2 stops19h 31m

George Town Owen Roberts Intl

Fri 9/12

12:52 pm-10:23 pm

1 stop10h 31m

$548

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Thu 9/11

5:22 pm-11:10 am

2 stops16h 48m

George Town Owen Roberts Intl

Thu 9/18

12:28 pm-12:48 pm

2 stops25h 20m

$566

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Tue 11/18

2:40 pm-4:30 pm

2 stops23h 50m

George Town Owen Roberts Intl

Sat 11/22

2:50 pm-11:39 am

1 stop22h 49m

$684

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Wed 10/8

8:04 pm-9:15 pm

3 stops23h 11m

George Town Owen Roberts Intl

Wed 10/15

6:10 pm-7:04 pm

2 stops26h 54m

$745

PortlandGeorge Town

PDX - GCM

PDXGCM

Portland

Mon 12/22

8:00 pm-12:35 pm

2 stops13h 35m

George Town Owen Roberts Intl

Mon 12/29

1:30 pm-1:05 am

2 stops14h 35m

$810

BoiseGeorge Town

BOI - GCM

BOIGCM

Boise Air Term. Gowen Fld

Thu 9/11

2:16 pm-9:15 pm

3 stops29h 59m

George Town Owen Roberts Intl

Thu 9/18

12:50 pm-8:31 pm

3 stops32h 41m

$1,202

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 $663.

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

Best Price Found

$214

Fastest flight time

9h 26m

Direct flights

None

Airports in Cayman Islands

1 airport
The best one-way flight to Cayman Islands from Oregon in the past 72 hours is $214. The best round-trip flight deal from Oregon to Cayman Islands found on momondo in the last 72 hours is $458.
The fastest flight from Oregon to Cayman Islands takes 9h 26m
There are no direct flights from Oregon to Cayman Islands. Popular non-direct routes for this connection are Portland Airport - George Town Owen Roberts Intl Airport, Boise Air Term. Gowen Fld Airport - George Town Owen Roberts Intl Airport and Medford Airport - George Town Owen Roberts Intl Airport.
There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)
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
8,920 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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