Find Deals on Flights from Portland to Caribbean

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Portland to Caribbean

(Round-trip)
Depart: Tue Apr 25 2017 Return: Wed May 3 2017 Trip spans 9 days
American Airlines
American Airlines
PWM
BGI
23h 52m
2 stops
BGI
PWM
22h 25m
2 stops
Depart: Thu Apr 27 2017 Return: Fri May 5 2017 Trip spans 9 days
Major Airline
Major Airline
PWM
NAS
11h 50m
2 stops
NAS
PWM
20h 17m
2 stops
Depart: Fri Apr 28 2017 Return: Fri May 5 2017 Trip spans 8 days
United
United
PWM
PLS
28h 10m
1 stop
PLS
PWM
17h 51m
1 stop
Depart: Sat Apr 29 2017 Return: Wed May 3 2017 Trip spans 5 days
Delta
Delta
PWM
PLS
13h 40m
1 stop
PLS
PWM
9h 21m
2 stops
Depart: Fri Jun 9 2017 Return: Tue Jun 20 2017 Trip spans 12 days
JetBlue
JetBlue
PWM
SJU
6h 34m
1 stop
SJU
PWM
8h 00m
1 stop
Depart: Wed Apr 26 2017 Return: Fri May 5 2017 Trip spans 10 days
Major Airline
Major Airline
PWM
NAS
15h 36m
2 stops
NAS
PWM
20h 17m
2 stops
Depart: Mon May 1 2017 Return: Wed May 3 2017 Trip spans 3 days
American Airlines
American Airlines
PWM
BGI
30h 40m
2 stops
BGI
PWM
22h 25m
2 stops
Depart: Sat Jul 1 2017 Return: Tue Jul 4 2017 Trip spans 4 days
United
United
PWM
NAS
26h 25m
2 stops
NAS
PWM
18h 11m
2 stops
Depart: Sun Apr 23 2017 Return: Wed Apr 26 2017 Trip spans 4 days
JetBlue
JetBlue
PWM
SJU
9h 40m
1 stop
SJU
PWM
9h 26m
1 stop
Depart: Sat Jun 3 2017 Return: Fri Jun 9 2017 Trip spans 7 days
Major Airline
Major Airline
PWM
NAS
26h 05m
2 stops
NAS
PWM
13h 39m
2 stops
Depart: Sat Jul 1 2017 Return: Wed Jul 5 2017 Trip spans 5 days
Delta
Delta
PWM
AUA
18h 25m
1 stop
AUA
PWM
7h 55m
1 stop
Depart: Fri Sep 8 2017 Return: Tue Sep 12 2017 Trip spans 5 days
Delta
Delta
PWM
AUA
18h 25m
1 stop
AUA
PWM
7h 55m
1 stop
Depart: Tue May 2 2017 Return: Tue May 9 2017 Trip spans 8 days
American Airlines
American Airlines
PWM
SXM
14h 39m
2 stops
SXM
PWM
21h 44m
2 stops
Depart: Sun Jun 11 2017 Return: Fri Jun 23 2017 Trip spans 13 days
United
United
PWM
AUA
16h 30m
1 stop
AUA
PWM
42h 01m
2 stops
Depart: Fri Apr 28 2017 Return: Fri May 5 2017 Trip spans 8 days
Major Airline
Major Airline
PWM
AUA
23h 53m
2 stops
AUA
PWM
20h 15m
2 stops
Depart: Tue Jun 6 2017 Return: Tue Jun 13 2017 Trip spans 8 days
Delta
Delta
PWM
SXM
7h 45m
1 stop
SXM
PWM
8h 50m
1 stop
Depart: Fri Apr 28 2017 Return: Fri May 5 2017 Trip spans 8 days
JetBlue
JetBlue
PWM
STT
16h 25m
2 stops
STT
PWM
23h 28m
2 stops
Depart: Fri Apr 28 2017 Return: Fri May 5 2017 Trip spans 8 days
American Airlines
American Airlines
PWM
GCM
6h 36m
1 stop
GCM
PWM
19h 01m
2 stops
Depart: Tue Jul 4 2017 Return: Tue Jul 11 2017 Trip spans 8 days
Delta
Delta
PWM
SXM
7h 44m
1 stop
SXM
PWM
20h 02m
2 stops
Depart: Sat May 27 2017 Return: Sat Jun 3 2017 Trip spans 8 days
Major Airline
Major Airline
PWM
AUA
41h 24m
2 stops
AUA
PWM
20h 45m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Portland
$359
Destination

Bridgetown
$359
Nassau
$363
Providenciales
$371
San Juan
$377
Saint Thomas Island
$461
Simpson Bay
$414
Oranjestad
$413
George Town
$444