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Find cheap flights from Caribbean Islands to Portland from $117

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 5/18. 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
0 bags
Sat 6/8
Sat 6/15

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Good to know

Low season

March

High season

April

Cheapest flight

$117
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from San Juan to Portland

FAQs for booking flights from Caribbean Islands to Portland

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Caribbean Islands 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 Islands 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 Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands 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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Caribbean Islands to Portland?

Find which airlines fly direct from Caribbean Islands to Portland, which days they fly and book direct flights.

Nonstop departures

Caribbean Islands to Portland

Monday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

Tuesday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Wednesday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Thursday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

Friday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Saturday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Sunday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

See more direct flights

Nonstop returns

Portland to Caribbean Islands

Monday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

Tuesday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Wednesday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Thursday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

Friday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Saturday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Sunday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

See more direct flights
See more direct flights

Top airline flying from Caribbean Islands to Portland

 
Need help choosing which airline to fly with from Caribbean Islands to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
American AirlinesOverall score based on 14677 reviews
7.2Comfort
8.0Crew
6.6Food
7.6Boarding
7.1Entertainment
Airline reviews

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

2.0 MediocreMichael, May 2024HOU - DFW
Read more about American Airlines reviews

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

Book cheap flights from Caribbean Islands to Portland

Recent round-trip flight deals

9/24Tue
1 stopJetBlue
6h 15mSJU-PWM
9/25Wed
1 stopJetBlue
6h 35mPWM-SJU
$270
6/7Fri
1 stopFrontier
29h 58mSJU-PWM
6/11Tue
1 stopFrontier
20h 42mPWM-SJU
$297
9/24Tue
2 stopsAmerican Airlines
15h 41mSJU-PWM
9/25Wed
2 stopsAmerican Airlines
19h 05mPWM-SJU
$326
9/24Tue
1 stopAmerican Airlines
8h 48mSJU-PWM
9/25Wed
2 stopsAmerican Airlines
19h 05mPWM-SJU
$424
9/23Mon
1 stopUnited Airlines
6h 50mSJU-PWM
9/25Wed
1 stopUnited Airlines
8h 02mPWM-SJU
$498
6/8Sat
1 stopAmerican Airlines
9h 03mSJU-PWM
6/11Tue
2 stopsAmerican Airlines
10h 55mPWM-SJU
$533
6/11Tue
1 stopUnited Airlines
7h 19mSJU-PWM
6/12Wed
1 stopUnited Airlines
8h 07mPWM-SJU
$646
6/12Wed
1 stopAmerican Airlines
6h 39mSJU-PWM
6/12Wed
1 stopAmerican Airlines
7h 07mPWM-SJU
$648
6/8Sat
2 stopsAmerican Airlines
14h 02mSJU-PWM
6/11Tue
2 stopsAmerican Airlines
10h 55mPWM-SJU
$700
6/11Tue
2 stopsUnited Airlines
9h 27mSJU-PWM
6/12Wed
2 stopsUnited Airlines
19h 27mPWM-SJU
$747

Search by stops

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Recent one-way flight deals

5/18Sat
1 stopFrontier
6h 24mSJU-PWM
$117
6/27Thu
1 stopDelta
11h 44mSJU-PWM
$137
5/28Tue
2 stopsAmerican Airlines
28h 46mSJU-PWM
$226
5/28Tue
3 stops
28h 27mSJU-PWM
$276
6/27Thu
2 stops
29h 57mSJU-PWM
$284
6/26Wed
1 stopUnited Airlines
8h 55mSJU-PWM
$297
5/28Tue
1 stopJetBlue
9h 09mSJU-PWM
$333
5/19Sun
1 stopJetBlue
9h 04mSJU-PWM
$367
5/18Sat
2 stopsAmerican Airlines
18h 58mSJU-PWM
$451
5/18Sat
2 stopsUnited Airlines
9h 41mSJU-PWM
$543

Search by stops

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Last minute flights from Caribbean Islands to Portland

Last minute flight, train and bus deals

5/11Sat
multi-stopDelta
7h 28mSJU-PWM
5/18Sat
multi-stopDelta
8h 14mPWM-SJU
$589
5/11Sat
multi-stopAmerican Airlines
8h 24mSJU-PWM
5/18Sat
multi-stopAmerican Airlines
14h 12mPWM-SJU
$606
5/10Fri
multi-stopAmerican Airlines
14h 27mSJU-PWM
5/18Sat
multi-stopAmerican Airlines
14h 12mPWM-SJU
$653
5/10Fri
multi-stopJetBlue
9h 50mSJU-PWM
5/18Sat
multi-stopJetBlue
6h 51mPWM-SJU
$707

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Flights to Portland

Destination:

Portland (PWM)United States

Return flight deals:

Portland - Caribbean Islands

Cabin classes:

$506
$315
$341
$58