$161 Find Cheap Flights from Caribbean to Portland - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Portland

Fri, Oct 23 - Fri, Oct 30
Delta Logo
2:31 pm - 11:36 pm
SJU
-
PWM
9h 05m
1 stop
Delta Logo
2:35 pm - 11:56 pm
PWM
-
SJU
9h 21m
1 stop
$322Delta
Tue, Aug 18 - Fri, Aug 28
Multiple Airlines Logo
6:35 am - 9:19 pm
SJU
-
PWM
14h 44m
2 stops
Multiple Airlines Logo
9:52 am - 7:52 pm
PWM
-
SJU
10h 00m
1 stop
$357Multiple Airlines
Fri, Oct 23 - Fri, Oct 30
Southwest Logo
6:00 am - 4:55 pm
SJU
-
PWM
10h 55m
2 stops
Southwest Logo
3:25 pm - 1:20 am
PWM
-
SJU
9h 55m
2 stops
$363Southwest
Fri, Aug 21 - Sat, Aug 29
Delta Logo
5:50 pm - 12:59 am
SJU
-
PWM
7h 09m
1 stop
Delta Logo
6:05 am - 4:38 pm
PWM
-
SJU
10h 33m
1 stop
$366Delta
Wed, Jul 29 - Sat, Aug 1
JetBlue Logo
7:35 am - 2:19 pm
SJU
-
PWM
6h 44m
1 stop
JetBlue Logo
2:59 pm - 11:53 pm
PWM
-
SJU
8h 54m
1 stop
$392JetBlue
Tue, Jul 28 - Sat, Aug 1
JetBlue Logo
7:30 am - 5:54 pm
SJU
-
PWM
10h 24m
1 stop
JetBlue Logo
6:00 am - 4:25 pm
PWM
-
SJU
10h 25m
1 stop
$402JetBlue
Wed, Oct 21 - Sat, Oct 24
JetBlue Logo
3:00 pm - 11:52 pm
SJU
-
PWM
8h 52m
1 stop
JetBlue Logo
6:00 am - 3:56 pm
PWM
-
SJU
9h 56m
1 stop
$410JetBlue
Tue, Oct 20 - Sat, Oct 24
United Airlines Logo
1:00 am - 2:38 pm
SJU
-
PWM
13h 38m
2 stops
United Airlines Logo
3:31 pm - 11:50 pm
PWM
-
SJU
8h 19m
1 stop
$412United Airlines
Tue, Sep 1 - Sat, Sep 26
Multiple Airlines Logo
8:57 pm - 10:27 am
SJU
-
PWM
13h 30m
1 stop
Multiple Airlines Logo
5:09 pm - 11:57 pm
PWM
-
SJU
30h 48m
2 stops
$414Multiple Airlines
Sat, Sep 12 - Wed, Sep 16
American Airlines Logo
10:16 am - 9:45 pm
SJU
-
PWM
11h 29m
2 stops
American Airlines Logo
4:41 pm - 9:24 am
PWM
-
SJU
16h 43m
2 stops
$420American Airlines
Useful Info

Good to know

Cheapest flight$161
Flight from San Juan to Portland

FAQs for booking flights from Caribbean to Portland

  • How does KAYAK find such low prices on flights from Caribbean to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Portland (PWM)