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Not ready to book? to track prices.Find the cheapest flights from Portland to Caribbean
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Spirit Airlines flights from Portland to Caribbean
Our best Spirit Airlines deals on Portland to Caribbean flight tickets
Delta flights from Portland to Caribbean
Our best Delta deals on Portland to Caribbean flight tickets
How to get the cheapest flight ticket from Portland to Caribbean
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Caribbean?
In general, September is the cheapest month to fly from Portland to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $392. If you don’t want to visit Caribbean in September, then you should wait until October to fly from Portland, when ticket prices are also cheap, with an average price of $425.
What is the cheapest day to depart on your flight to Caribbean?
The cheapest day to depart from Portland to Caribbean is on a Tuesday when prices can be found for as low as $454. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $655. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.
What is the cheapest time of day to depart on your flight to Caribbean?
In the afternoon is the cheapest time of day to fly from Portland to Caribbean when you can find flight prices for as low as $428. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $602.
How far in advance should I book a flight to Caribbean?
You are more likely to see cheaper flights to Caribbean from Portland when booking 11 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $544 when searching 11 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Portland for as low as $445 on momondo.
What is the cheapest airline that flies from Portland to Caribbean?
Spirit Airlines, JetBlue, and Delta are the most popular carriers operating from Portland to Caribbean
What airlines fly to Caribbean?
American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Portland according to our data. American Airlines is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 9 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.
Cheap Portland to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Portland to Caribbean
When did momondo last update prices for flights from Portland Airport to Caribbean?
Prices for flights from Portland Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Portland Airport to Caribbean?
There are 9 operators available for flights from Portland Airport to Caribbean as of May 2025.
How old do you have to be to fly from Portland Airport to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Best airlines flying from Portland to Caribbean
Compare and see reviews for airlines that fly from Portland to Caribbean with momondo
Airline | Rating | Free Cancellation | Price | ||
---|---|---|---|---|---|
PriceFrom $223 | Free Cancellation | Rating 5.9 3,289 reviews | |||
PriceFrom $243 | Free Cancellation | Rating 6.3 7,975 reviews | |||
PriceFrom $250 | Free Cancellation | Rating 8.0 9,994 reviews | |||
PriceFrom $288 | Free Cancellation | Rating 7.3 2,922 reviews | |||
PriceFrom $299 | Free Cancellation | Rating 7.4 8,710 reviews | |||
PriceFrom $326 | Free Cancellation | Rating 7.2 10,000 reviews | |||
PriceFrom $357 | Free Cancellation | Rating 8.0 7,944 reviews | |||
PriceFrom $450 | Free Cancellation | Rating 8.0 4,292 reviews | |||
PriceFrom $475 | Free Cancellation | Rating 6.9 346 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Portland to Caribbean?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Portland to Caribbean. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Portland to Caribbean with flexible booking policies on momondo?
Flights from Portland to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Portland to Caribbean?
Once all potential Portland to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Portland to Caribbean right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Portland to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.