Cheap flights from San Jose to Caribbean Islands from $133
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose to Caribbean Islands departing on 7/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from San Jose to Caribbean Islands
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 Islands?
The month of September is, on average, the cheapest month to fly to Caribbean Islands from San Jose, with most prices found around $394. The month of January is another great option to travel to Caribbean Islands, with average flight prices from San Jose averaging around $403.
What is the cheapest day to depart on your flight to Caribbean Islands?
The cheapest day to depart from San Jose to Caribbean Islands is on a Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets for as low as $485. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $663. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.
What is the cheapest time of day to depart on your flight to Caribbean Islands?
According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from San Jose to Caribbean Islands at noon for as low as $487. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $597. Of course, these prices can vary depending on the time of year and what airport you fly to.
How far in advance should I book a flight to Caribbean Islands?
You are more likely to see cheaper flights to Caribbean Islands from San Jose when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $516 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from San Jose for as low as $394 on momondo.
What is the cheapest airline that flies from San Jose to Caribbean Islands?
Southwest, American Airlines, and Spirit Airlines are the most popular carriers operating from San Jose to Caribbean Islands
What airlines fly to Caribbean Islands?
American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Caribbean Islands from San Jose according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 13 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.
Cheap San Jose to Caribbean Islands flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from San Jose to Caribbean Islands
Best Price Found | $133 |
|---|---|
Fastest flight time | 8h 25m |
Direct flights | None |
Airports in Caribbean Islands | 8 airports |
When did momondo last update prices for flights from San Jose Airport to Caribbean Islands?
Prices for flights from San Jose Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from San Jose Airport to Caribbean Islands?
As of June 2025, there are 5 operators available to choose from for flights from San Jose Airport to Caribbean Islands.
How old do you have to be to fly from San Jose Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San Jose Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from San Jose to Caribbean Islands?
Based on momondo bookings for flights between San Jose and Caribbean Islands, the leading plane model is Boeing 737 MAX 8, making up 14.36% of the total bookings. Other popular models include Airbus A320neo with 12.11%, Boeing 737-800 Passenger/BBJ2 (winglets) with 11.39%, and Boeing 737-700 Passenger/BBJ1 (winglets) with 10.23%.
Best airlines flying from San Jose to Caribbean Islands
Compare and see reviews for airlines that fly from San Jose to Caribbean Islands with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $238 | Free Cancellation | Rating 6.3 8,088 reviews | |||
| PriceFrom $255 | Free Cancellation | Rating 8.0 7,963 reviews | |||
| PriceFrom $269 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $328 | Free Cancellation | Rating 7.4 8,838 reviews | |||
| PriceFrom $383 | Free Cancellation | Rating 8.0 4,276 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from San Jose to Caribbean Islands?
It is quick and easy to find San Jose to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.
Can I find flights from San Jose to Caribbean Islands with flexible booking policies on momondo?
Yes. All flights to Caribbean Islands from San Jose on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from San Jose to Caribbean Islands?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Jose to Caribbean Islands.
I’m not ready to book a flight from San Jose to Caribbean Islands right now. Can momondo alert me if prices change?
If you are not ready to book a flight from San Jose to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.