Menu

Cheap flights from Portland (PDX) to Caribbean

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Portland (PDX) to Caribbean

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

To save up to 7% on this flight, we recommend booking at least 19 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Portland to Caribbean from $262 1-2 weeks out and tickets from $281 for flights departing within the next 72 hours.

What is the cheapest month to fly from Portland to Caribbean?

Our data shows that August tends to be the cheapest month to fly to Caribbean from Portland. Users have commonly found prices around $313 for the month, but tickets can be as low as $121. Due to multiple factors, prepare for potentially higher prices in December.

Cheap flights from Portland to Caribbean in January, February 2021

The best prices found for PDX to Caribbean flights for January, February
19 Feb - 25 Feb
$203pp
PDX
Portland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
     
3 STOPS
PDX
Portland
19 Feb - 25 Feb
$207pp
PDX
Portland
Multiple Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
     
3 STOPS
PDX
Portland
22 Feb - 27 Feb
$211pp
PDX
Portland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
PDX
Portland

Portland to Caribbean 2021 flight deals

Cheap flights to Caribbean from Portland found for this year
19 Feb - 25 Feb
$203pp
PDX
Portland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
     
3 STOPS
PDX
Portland
19 Feb - 25 Feb
$207pp
PDX
Portland
Multiple Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
     
3 STOPS
PDX
Portland
22 Feb - 27 Feb
$211pp
PDX
Portland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
PDX
Portland

Last minute flights from Portland to Caribbean

Late deals on round-trip flights to Caribbean from Portland, departing today and this week
29 Jan - 31 Jan
$270pp
PDX
Portland
Multiple Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
PDX
Portland
29 Jan - 31 Jan
$275pp
PDX
Portland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
   
2 STOPS
PDX
Portland
29 Jan - 30 Jan
$276pp
PDX
Portland
Multiple Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Multiple Airlines
     
3 STOPS
PDX
Portland

One-way flights to Caribbean from Portland

The cheapest one-way flights from Portland to Caribbean
4:06 pm - 10:11 am
Frontier
2 Stops
39h 05m
PDX - SJU
Frontier
$137
Kiwi.com
7:10 pm - 1:35 pm
American Airlines
2 Stops
15h 25m
PDX - NAS
American Airlines
9:24 am - 9:15 am
United Airlines
3 Stops
19h 51m
PDX - NAS
United Airlines
$189
United

Related info for your journey

Useful info, stats and facts about Portland to Caribbean flights.

Flight FAQs

From Portland to Caribbean

Are flight prices decreasing from Portland to Caribbean due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Portland and Caribbean for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Portland to Caribbean to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from Portland to Caribbean include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Portland to Caribbean have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, American Airlines, and Delta flying from Portland to Caribbean have implemented new flexible cancellation policies.

Can I find flights from Portland to Caribbean for under $300 on Cheapflights?

Yes, there are multiple flights from Portland to Caribbean for under $300. The cheapest flight booked recently is on Multiple Airlines for just $203, but on average you can expect to pay $234.

Are there nonstop flights from Portland to Caribbean for under $200 on Cheapflights?

There are no nonstop flights from Portland to Caribbean, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Portland to Caribbean for under $300?

There are currently 20+ open flights from Portland to Caribbean within the next 7 days for less than $300.

What are the most popular airlines that fly from Portland to Caribbean?

American Airlines, JetBlue and Delta are the most popular airlines when flying from Portland to Caribbean.

What are the most popular routes from Portland to Caribbean?

Most travelers choose Portland - San Juan Luis Munoz Marin Intl, Portland - Saint Thomas Island Cyril E King or Portland - Punta Cana when deciding on the best route from Portland to Caribbean.

What are the cheapest Flights from Portland to Caribbean?

The cheapest flight price from Portland to Caribbean is $159. On average you can expect to pay $787. The most popular route, (Portland - San Juan Luis Munoz Marin Intl), can usually be booked for $203.

How long is the flight from Portland to Caribbean?

There are many flights that can get you from Portland to Caribbean in 8h 26m. Fly via American Airlines, United Airlines, or JetBlue to get the fastest option. This flight may include one or multiple stops.

What are the cheapest airlines flying from Portland to Caribbean round-trip?

Flying on Spirit Airlines is currently your cheapest option to Caribbean, with prices starting at $244. Another option worth looking into is Frontier, starting at $254 round trip.

What are the cheapest airlines to fly from Portland to Caribbean one-way?

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $114. Spirit Airlines flights start at $142 while deals on American Airlines start at $145 one-way.

Arrival points for flights from Portland to Caribbean

Show more

Destination information for Caribbean

Things to know before you go. Useful info for your trip from Portland to Caribbean
Today's exchange rate
$1 = $1.00

Airports servicing Portland

Top 6 airlines flying from Portland to Caribbean

The chart below displays the airlines Cheapflights users traveling from Portland to Caribbean choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
Sun Country Air
$242 $309 No cancel fee 83%
United Airlines
$182 $595 No cancel fee 69%
JetBlue
$158 $626 No cancel fee 62%
Spirit Airlines
$285 $650 No cancel fee 65%
Delta
$161 $659 No cancel fee N/A
American Airlines
$163 $702 No cancel fee 71%
Home Caribbean Cheap flights from Portland to Caribbean