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

All the information you need to plan the best PDX to SJU flight in 2022: compare Portland to Caribbean flight prices with the expected peak season, weather and rainfall in Caribbean.
When is the cheapest time to fly from Portland to Caribbean (PDX - CB)?

When flying from Portland to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 $470 for the month, but tickets can be as low as $211. Due to multiple factors, prepare for potentially higher prices in December.

Cheap flights from Portland to Caribbean in January, February 2022

The best prices found for PDX to Caribbean flights for January, February
2 Feb - 8 Feb
$224pp
PDX
Portland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
   
2 STOPS
PDX
Portland
2 Feb - 8 Feb
$239pp
PDX
Portland
Spirit Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
   
2 STOPS
PDX
Portland
3 Feb - 8 Feb
$240pp
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 2022 flight deals

Cheap flights to Caribbean from Portland found for this year
2 Feb - 8 Feb
$224pp
PDX
Portland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
   
2 STOPS
PDX
Portland
2 Feb - 8 Feb
$239pp
PDX
Portland
Spirit Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
   
2 STOPS
PDX
Portland
3 Feb - 8 Feb
$240pp
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
26 Jan - 31 Jan
$287pp
PDX
Portland
Spirit Airlines
     
3 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
   
2 STOPS
PDX
Portland
24 Jan - 31 Jan
$288pp
PDX
Portland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
   
2 STOPS
PDX
Portland
24 Jan - 31 Jan
$289pp
PDX
Portland
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
     
3 STOPS
PDX
Portland

One-way flights to Caribbean from Portland

The cheapest one-way flights from Portland to Caribbean
12:26 pm - 9:30 am
Delta
2 Stops
17h 04m
PDX - STT
Delta
$151
Delta
6:50 pm - 11:33 am
JetBlue
1 Stop
13h 43m
PDX - NAS
JetBlue
6:59 pm - 9:27 am
United Airlines
1 Stop
10h 28m
PDX - STT
United Airlines
$169
United

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Portland</span> to <span class="emphasized">Caribbean</span> flights.

Flight FAQs

From Portland to Caribbean

What airport do you fly from for flights from Portland to Caribbean?

For a flight from Portland to Caribbean, you will be flying from Portland. Portland (PDX) is just 6.0 mi from the center of the city.

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 Spirit Airlines for just $224, but on average you can expect to pay $250.

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 cheapest airlines to fly from Portland to Caribbean one-way?

For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $131. Users have also found prices from $139 and $151 on Frontier and Delta, respectively.

What are the most popular routes from Portland to Caribbean?

The most popular flight routes from Portland to Caribbean are Portland - San Juan Luis Munoz Marin Intl, Portland - Punta Cana and Portland - Nassau Intl.

What are the cheapest flights from Portland to Caribbean?

Looking at all options, your cheapest flight can be booked for $166. While the most popular route (Portland - San Juan Luis Munoz Marin Intl) can be booked for $243 on average our data indicates $801 when flying from Portland to Caribbean.

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

Before booking your flight from Portland to Caribbean check out the most popular airlines for this route: American Airlines, JetBlue or Delta.

Destination information for Caribbean

Things to know before you go - useful duration and weather 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
JetBlue
$158 $622 No cancel fee 62%
Delta
$161 $635 No cancel fee N/A
American Airlines
$163 $688 No cancel fee 71%
United Airlines
$182 $604 No cancel fee 69%
Sun Country Air
$242 $309 No cancel fee 83%
Spirit Airlines
$285 $650 No cancel fee 65%
Home Caribbean Cheap flights from Portland to Caribbean