$171 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 9/28. 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

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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

Wed, Oct 14 - Tue, Oct 20
United Airlines Logo
4:55 pm - 11:59 pm
SJU
-
PWM
7h 04m
1 stop
United Airlines Logo
5:15 am - 12:34 pm
PWM
-
SJU
7h 19m
1 stop
$342United Airlines
Tue, Oct 13 - Tue, Oct 20
United Airlines Logo
1:00 am - 10:02 am
SJU
-
PWM
9h 02m
2 stops
United Airlines Logo
5:15 am - 8:38 pm
PWM
-
SJU
15h 23m
2 stops
$360United Airlines
Thu, Oct 15 - Mon, Oct 19
Southwest Logo
5:35 pm - 11:55 pm
SJU
-
PWM
6h 20m
1 stop
Southwest Logo
5:20 am - 3:20 pm
PWM
-
SJU
10h 00m
2 stops
$373Southwest
Thu, Oct 22 - Sun, Oct 25
Southwest Logo
6:00 am - 4:55 pm
SJU
-
PWM
10h 55m
2 stops
Southwest Logo
5:40 am - 12:20 pm
PWM
-
SJU
6h 40m
1 stop
$384Southwest
Fri, Oct 16 - Sun, Oct 18
Delta Logo
1:06 pm - 12:10 am
SJU
-
PWM
11h 04m
1 stop
Delta Logo
4:15 pm - 11:56 pm
PWM
-
SJU
7h 41m
1 stop
$385Delta
Wed, Oct 14 - Mon, Oct 19
JetBlue Logo
10:50 am - 11:52 pm
SJU
-
PWM
13h 02m
2 stops
JetBlue Logo
6:00 am - 3:56 pm
PWM
-
SJU
9h 56m
1 stop
$388JetBlue
Wed, Oct 14 - Mon, Oct 19
Southwest Logo
12:40 pm - 10:35 pm
SJU
-
PWM
9h 55m
2 stops
Southwest Logo
5:20 am - 3:20 pm
PWM
-
SJU
10h 00m
2 stops
$394Southwest
Fri, Oct 16 - Sun, Oct 18
Delta Logo
1:06 pm - 12:10 am
SJU
-
PWM
11h 04m
1 stop
Delta Logo
4:15 pm - 11:56 pm
PWM
-
SJU
7h 41m
1 stop
$403Delta
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
4:55 pm - 11:59 pm
SJU
-
PWM
7h 04m
1 stop
United Airlines Logo
5:15 am - 12:54 pm
PWM
-
SJU
7h 39m
1 stop
$406United Airlines
Wed, Oct 14 - Mon, Oct 19
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
$408JetBlue
Useful Info

Good to know

Cheapest flight

$171
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)