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Cheap flights from Caribbean to Portland from $148

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 4/23. 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 Caribbean to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
4:12 pm - 6:34 pm
MBJ
-
PDX
28h 22m
2 stops
United Airlines Logo
11:15 pm - 11:43 am
PDX
-
MBJ
10h 28m
1 stop
$338United Airlines
Mon, Apr 13 - Mon, Apr 20
Southwest Logo
6:50 am - 8:10 pm
SJU
-
PDX
16h 20m
2 stops
Southwest Logo
6:30 am - 10:40 pm
PDX
-
SJU
13h 10m
2 stops
$406Southwest
Thu, May 7 - Tue, May 12
Delta Logo
2:45 pm - 10:02 pm
SJU
-
PDX
10h 17m
1 stop
Delta Logo
10:55 pm - 11:45 am
PDX
-
SJU
9h 50m
1 stop
$416Delta
Tue, Apr 21 - Sat, Apr 25
Delta Logo
2:03 pm - 9:56 pm
SJU
-
PDX
10h 53m
1 stop
Delta Logo
7:00 am - 11:59 pm
PDX
-
SJU
13h 59m
1 stop
$433Delta
Thu, Apr 30 - Tue, May 5
Delta Logo
2:25 pm - 11:44 pm
SJU
-
PDX
12h 19m
2 stops
Delta Logo
6:00 am - 10:17 pm
PDX
-
SJU
13h 17m
2 stops
$450Delta
Thu, May 7 - Tue, May 12
American Airlines Logo
11:59 pm - 4:59 pm
SJU
-
PDX
20h 00m
1 stop
American Airlines Logo
10:28 pm - 12:29 pm
PDX
-
SJU
11h 01m
1 stop
$462American Airlines
Mon, May 11 - Sat, May 16
Southwest Logo
2:00 pm - 12:25 am
SJU
-
PDX
13h 25m
2 stops
Southwest Logo
5:30 am - 9:05 pm
PDX
-
SJU
12h 35m
2 stops
$466Southwest
Fri, Apr 17 - Tue, Apr 21
Multiple Airlines Logo
10:00 am - 6:55 pm
SJU
-
PDX
35h 55m
2 stops
Multiple Airlines Logo
8:26 pm - 2:01 am
PDX
-
SJU
50h 35m
3 stops
$473Multiple Airlines
Wed, Apr 1 - Sun, Apr 5
Multiple Airlines Logo
1:11 pm - 6:55 pm
SJU
-
PDX
32h 44m
1 stop
Multiple Airlines Logo
8:26 pm - 2:01 am
PDX
-
SJU
50h 35m
3 stops
$487Multiple Airlines
Wed, Apr 1 - Sun, Apr 5
American Airlines Logo
10:17 am - 9:03 pm
MBJ
-
PDX
12h 46m
1 stop
American Airlines Logo
10:23 pm - 1:19 pm
PDX
-
MBJ
12h 56m
1 stop
$548American Airlines
Mon, Apr 13 - Mon, Apr 20

United Airlines flights from Caribbean to Portland

Our best United Airlines deals on Caribbean to Portland flight tickets
United Airlines
Apr 13
MBJ4:12 pmMontego Bay Sangster Intl
28h 22m
2 stops
PDX6:34 pmPortland
Apr 20
PDX7:00 amPortland
30h 10m
2 stops
MBJ3:10 pmMontego Bay Sangster Intl
$338
United Airlines
Apr 21
SJU7:40 amSan Juan Luis Munoz Marin Intl
20h 04m
2 stops
PDX12:44 amPortland
Apr 25
PDX7:14 pmPortland
15h 31m
2 stops
SJU1:45 pmSan Juan Luis Munoz Marin Intl
$506
United Airlines
Apr 30
BQN12:15 amAguadilla Borinquen
17h 58m
2 stops
PDX3:13 pmPortland
May 5
PDX5:30 amPortland
38h 39m
3 stops
BQN11:09 pmAguadilla Borinquen
$537

Delta flights from Caribbean to Portland

Our best Delta deals on Caribbean to Portland flight tickets
Delta
Apr 21
SJU2:45 pmSan Juan Luis Munoz Marin Intl
10h 17m
1 stop
PDX10:02 pmPortland
Apr 25
PDX5:30 amPortland
15h 29m
2 stops
SJU11:59 pmSan Juan Luis Munoz Marin Intl
$416
Delta
Apr 30
SJU2:03 pmSan Juan Luis Munoz Marin Intl
10h 53m
1 stop
PDX9:56 pmPortland
May 5
PDX7:00 amPortland
13h 59m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
$433
Delta
May 7
SJU2:25 pmSan Juan Luis Munoz Marin Intl
12h 19m
2 stops
PDX11:44 pmPortland
May 12
PDX6:00 amPortland
13h 17m
2 stops
SJU10:17 pmSan Juan Luis Munoz Marin Intl
$450

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 February 27, 2026.
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

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Mon 4/13

4:12 pm-6:34 pm

2 stops28h 22m

Portland

Mon 4/20

11:15 pm-11:43 am

1 stop10h 28m

$338

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/7

6:50 am-8:10 pm

2 stops16h 20m

Portland

Tue 5/12

6:30 am-10:40 pm

2 stops13h 10m

$406

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 4/21

2:45 pm-10:02 pm

1 stop10h 17m

Portland

Sat 4/25

10:55 pm-11:45 am

1 stop9h 50m

$416

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 4/30

2:03 pm-9:56 pm

1 stop10h 53m

Portland

Tue 5/5

7:00 am-11:59 pm

1 stop13h 59m

$433

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 5/7

2:25 pm-11:44 pm

2 stops12h 19m

Portland

Tue 5/12

6:00 am-10:17 pm

2 stops13h 17m

$450

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 5/11

11:59 pm-4:59 pm

1 stop20h 00m

Portland

Sat 5/16

10:28 pm-12:29 pm

1 stop11h 01m

$462

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 4/17

2:00 pm-12:25 am

2 stops13h 25m

Portland

Tue 4/21

5:30 am-9:05 pm

2 stops12h 35m

$466

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 4/1

10:00 am-6:55 pm

2 stops35h 55m

Portland

Sun 4/5

8:26 pm-2:01 am

3 stops50h 35m

$473

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 4/1

1:11 pm-6:55 pm

1 stop32h 44m

Portland

Sun 4/5

8:26 pm-2:01 am

3 stops50h 35m

$487

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Mon 4/13

10:17 am-9:03 pm

1 stop12h 46m

Portland

Mon 4/20

10:23 pm-1:19 pm

1 stop12h 56m

$548

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 September. Flight prices, which tend to average around $461, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in September, then you should wait until August to fly from Caribbean, when ticket prices are also cheap, with an average price of $514.

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 $542 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 $419 on momondo.

Can stopping save me money on Caribbean to Portland flights?

You could potentially save up to 42% 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

Fastest flight time

10h 46m

Direct flights

None
The fastest flight from Caribbean to Portland takes 10h 46m
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 $190Free CancellationRating
7.9
8,242 reviews
Search Delta flights
American AirlinesPriceFrom $379Free CancellationRating
7.2
11,357 reviews
Search American Airlines flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
9,349 reviews
Search United Airlines flights
SouthwestPriceFrom $466Free CancellationRating
8.0
4,301 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
Rockaway Beach
Depoe Bay
Beaverton
Hillsboro
Hood River
Tigard
Longview
McMinnville
The Dalles
Pacific City
Gresham
Newberg
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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