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Cheap flights from Caribbean to Portland from $165

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Portland departing on 10/24. 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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0 bags

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Find the cheapest flights from Caribbean to Portland

Cheap round-trip flights

Delta Logo
7:00 am - 10:27 pmSJU-PDX
18h 27m2 stops
Delta Logo
12:35 am - 5:20 pmPDX-SJU
12h 45m2 stops
$419Delta
Find Deal
Tue, Oct 28 - Mon, Nov 10
American Airlines Logo
6:25 am - 10:18 pmSJU-PDX
19h 53m1 stop
American Airlines Logo
10:35 pm - 11:57 amPDX-SJU
9h 22m1 stop
$457American Airlines
Find Deal
Sat, Dec 20 - Sat, Jan 3
Southwest Logo
5:30 am - 2:55 pmSJU-PDX
13h 25m2 stops
Southwest Logo
6:50 pm - 10:30 amPDX-SJU
11h 40m2 stops
$464Southwest
Find Deal
Thu, Feb 12 - Mon, Feb 16
Delta Logo
7:15 am - 10:40 pmSJU-PDX
18h 25m2 stops
Delta Logo
5:25 pm - 11:56 amPDX-SJU
15h 31m2 stops
$482Delta
Find Deal
Thu, Oct 9 - Sat, Oct 18
American Airlines Logo
2:50 pm - 11:31 pmSJU-PDX
12h 41m1 stop
American Airlines Logo
10:15 pm - 8:48 pmPDX-SJU
18h 33m1 stop
$505American Airlines
Find Deal
Wed, Nov 26 - Mon, Dec 1
United Airlines Logo
2:05 am - 6:41 pmSJU-PDX
20h 36m3 stops
United Airlines Logo
5:00 am - 6:25 pmPDX-SJU
9h 25m1 stop
$509United Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
United Airlines Logo
1:05 am - 8:53 amSJU-PDX
10h 48m1 stop
United Airlines Logo
5:15 pm - 12:34 pmPDX-SJU
16h 19m2 stops
$563United Airlines
Find Deal
Mon, Oct 13 - Wed, Oct 22
Southwest Logo
12:20 pm - 11:55 pmMBJ-PDX
13h 35m2 stops
Southwest Logo
6:55 pm - 12:50 pmPDX-MBJ
14h 55m2 stops
$731Southwest
Find Deal
Mon, Oct 20 - Mon, Nov 3
WestJet Logo
12:45 pm - 1:05 pmMBJ-PDX
50h 20m2 stops
WestJet Logo
1:45 pm - 11:41 amPDX-MBJ
19h 56m3 stops
$1,618WestJet
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Thu, Oct 9 - Mon, Oct 13
WestJet Logo
12:45 pm - 5:27 pmMBJ-PDX
30h 42m2 stops
WestJet Logo
12:40 am - 6:24 pmPDX-MBJ
38h 44m2 stops
$3,228WestJet
Find Deal
Mon, Oct 20 - Sun, Nov 2

United Airlines flights from Caribbean to Portland

Our best United Airlines deals on Caribbean to Portland flight tickets
United Airlines
Dec 8
SJU2:05 amSan Juan Luis Munoz Marin Intl
20h 36m
3 stops
PDX6:41 pmPortland
Dec 11
PDX5:00 amPortland
9h 25m
1 stop
SJU6:25 pmSan Juan Luis Munoz Marin Intl
$509
Find similar
United Airlines
Oct 13
SJU1:05 amSan Juan Luis Munoz Marin Intl
10h 48m
1 stop
PDX8:53 amPortland
Oct 22
PDX5:15 pmPortland
16h 19m
2 stops
SJU12:34 pmSan Juan Luis Munoz Marin Intl
$563
Find similar
United Airlines
Oct 8
SJU1:05 amSan Juan Luis Munoz Marin Intl
10h 48m
1 stop
PDX8:53 amPortland
Oct 20
PDX3:50 pmPortland
17h 10m
3 stops
SJU12:00 pmSan Juan Luis Munoz Marin Intl
$572
Find similar

American Airlines flights from Caribbean to Portland

Our best American Airlines deals on Caribbean to Portland flight tickets
American Airlines
Dec 20
SJU6:25 amSan Juan Luis Munoz Marin Intl
19h 53m
1 stop
PDX10:18 pmPortland
Jan 3
PDX10:35 pmPortland
9h 22m
1 stop
SJU11:57 amSan Juan Luis Munoz Marin Intl
$457
Find similar
American Airlines
Nov 26
SJU2:50 pmSan Juan Luis Munoz Marin Intl
12h 41m
1 stop
PDX11:31 pmPortland
Dec 1
PDX10:15 pmPortland
18h 33m
1 stop
SJU8:48 pmSan Juan Luis Munoz Marin Intl
$505
Find similar
American Airlines
Oct 14
SJU3:00 pmSan Juan Luis Munoz Marin Intl
21h 31m
1 stop
PDX9:31 amPortland
Oct 22
PDX11:59 pmPortland
11h 21m
1 stop
SJU2:20 pmSan Juan Luis Munoz Marin Intl
$511
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean to Portland 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 Caribbean to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/28

7:00 am-10:27 pm

2 stops18h 27m

Portland

Mon 11/10

12:35 am-5:20 pm

2 stops12h 45m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Sat 12/20

6:25 am-10:18 pm

1 stop19h 53m

Portland

Sat 1/3

10:35 pm-11:57 am

1 stop9h 22m

$457

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 2/12

5:30 am-2:55 pm

2 stops13h 25m

Portland

Mon 2/16

6:50 pm-10:30 am

2 stops11h 40m

$464

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 10/9

7:15 am-10:40 pm

2 stops18h 25m

Portland

Sat 10/18

5:25 pm-11:56 am

2 stops15h 31m

$482

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 11/26

2:50 pm-11:31 pm

1 stop12h 41m

Portland

Mon 12/1

10:15 pm-8:48 pm

1 stop18h 33m

$505

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 12/8

2:05 am-6:41 pm

3 stops20h 36m

Portland

Thu 12/11

5:00 am-6:25 pm

1 stop9h 25m

$509

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 10/13

1:05 am-8:53 am

1 stop10h 48m

Portland

Wed 10/22

5:15 pm-12:34 pm

2 stops16h 19m

$563

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Mon 10/20

12:20 pm-11:55 pm

2 stops13h 35m

Portland

Mon 11/3

6:55 pm-12:50 pm

2 stops14h 55m

$731

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Thu 10/9

12:45 pm-1:05 pm

2 stops50h 20m

Portland

Mon 10/13

1:45 pm-11:41 am

3 stops19h 56m

$1,618

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Mon 10/20

12:45 pm-5:27 pm

2 stops30h 42m

Portland

Sun 11/2

12:40 am-6:24 pm

2 stops38h 44m

$3,228

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 Portland from

How to get the cheapest flight ticket from Caribbean to Portland

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 Portland?

The cheapest month to fly to Portland from Caribbean is in February. Flight prices, which tend to average around $386, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in February, then you should wait until January to fly from Caribbean, when ticket prices are also cheap, with an average price of $454.

What is the cheapest day to depart on your flight to Portland?

The cheapest day to depart on your flight to Portland is on a Thursday when prices can be found for as low as $477. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Saturday, with ticket prices averaging around $595.

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

The cheapest time of day to fly to Portland is in the evening when flights can be purchased for as low as $430. In the morning is when there is more demand to fly to Portland, so prices are often more expensive at around $537 per ticket.

How far in advance should I book a flight to Portland?

You are more likely to see cheaper flights to Portland from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $526 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Caribbean for as low as $411 on momondo.

Can stopping save me money on Caribbean to Portland flights?

You could potentially save up to 12% on your flight if you consider stops on a Caribbean to Portland flight.

Cheap Caribbean to Portland flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Caribbean to Portland

Direct flights

None
There are no direct flights from Caribbean to Portland. There are no popular flight routes from Caribbean to Portland.
Search flight deals

  • When did momondo last update prices for flights from Caribbean to Portland Airport?

    Prices for flights from Caribbean to Portland Airport were last updated today.

  • How many operators does momondo search for flights from Caribbean to Portland Airport?

  • How old do you have to be to fly from Caribbean to Portland Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Caribbean to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Caribbean to Portland

Compare and see reviews for airlines that fly from Caribbean to Portland with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
7.9
7,973 reviews
Search Delta flights
American AirlinesPriceFrom $353Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights
SouthwestPriceFrom $466Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Depoe Bay
Rockaway Beach
Beaverton
Hillsboro
Hood River
Gresham
McMinnville
Longview
Tigard
The Dalles
Pacific City
Tillamook
Manzanita

Why use momondo?

Why should I use momondo to find a flight deal from Caribbean to Portland?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Caribbean to Portland. momondo saves you time and could save you money on your trip.

Can I find flights from Caribbean to Portland with flexible booking policies on momondo?

Yes. All flights to Portland from Caribbean on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Caribbean to Portland?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Caribbean to Portland.

I’m not ready to book a flight from Caribbean to Portland right now. Can momondo alert me if prices change?

Price alerts on flights to Portland from Caribbean are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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