$69 Cheap flights to Caribbean
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Caribbean departing on 10/31. 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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Fly from
Route
Depart
Return
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Mon 11/9
10:30 am-3:24 pm
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Thu 11/12
4:52 pm-11:43 pm
1 stop7h 51m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Mon 11/9
10:30 am-3:24 pm
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Thu 11/12
4:52 pm-11:43 pm
1 stop7h 51m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Mon 11/2
11:37 am-4:29 pm
Nonstop3h 52m
San Juan Luis Munoz Marin Intl
Thu 11/5
12:59 am-4:11 am
Nonstop4h 12m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sat 11/7
6:00 am-10:55 am
Nonstop3h 55m
San Juan Luis Munoz Marin Intl
Tue 11/10
7:47 am-10:47 am
Nonstop4h 00m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Tue 12/1
5:42 pm-1:59 am
1 stop7h 17m
San Juan Luis Munoz Marin Intl
Tue 12/8
6:10 pm-11:59 pm
1 stop6h 49m
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Thu 10/29
6:00 am-1:04 pm
1 stop7h 04m
San Juan Luis Munoz Marin Intl
Mon 11/2
6:25 am-12:28 pm
1 stop7h 03m
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Sat 12/5
8:19 pm-9:36 am
1 stop12h 17m
San Juan Luis Munoz Marin Intl
Tue 12/8
7:20 am-3:16 pm
1 stop8h 56m
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Sat 12/5
8:19 pm-9:36 am
1 stop12h 17m
San Juan Luis Munoz Marin Intl
Tue 12/8
9:38 am-3:16 pm
1 stop6h 38m
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Thu 10/29
9:25 pm-12:25 am
Nonstop3h 00m
San Juan Luis Munoz Marin Intl
Tue 11/3
12:30 pm-2:45 pm
Nonstop3h 15m
OrlandoSan Juan
MCO Orlando - SJU San Juan Luis Munoz Marin Intl
MCOSJU
Orlando
Fri 10/30
10:25 pm-1:25 am
Nonstop3h 00m
San Juan Luis Munoz Marin Intl
Sun 11/1
5:35 am-7:45 am
Nonstop3h 10m
Flight prices to countries in Caribbean
Interested in flights to Caribbean? Find the countries in Caribbean that you can fly to for the biggest bang for your buck
Price | $717 - $1,343 |
|---|
| CHEAPEST COUNTRY | Turks and Caicos Islands | 21% cheaper | Users typically spent $195 less on flights to Turks and Caicos Islands |
| MOST EXPENSIVE COUNTRY | Trinidad and Tobago | 47% more expensive | Users typically spent $430 more on trips to Trinidad and Tobago |
| MOST POPULAR COUNTRY TO FLY TO | Dominican Republic | 281% more popular | As a popular travel destination, more of our users plan to visit Dominican Republic than any other country in Caribbean |
Where are the most popular flight destinations in Caribbean?
The most popular flight destination in Caribbean, according to our users, is Dominican Republic, followed by Jamaica, The Bahamas, Cuba and Puerto Rico.
Cheapest flights to cities in Caribbean
Click on the cities below to find out when it's cheapest to fly to Caribbean from United States
Cheapest flight to Caribbean from San Juan Luis Munoz Marin Intl Airport
Christiansted
When booking a flight to Caribbean, the best-priced flight will typically be to Christiansted for $84, which is 93% less than the continental average.
Most expensive flight to Caribbean from San Juan Luis Munoz Marin Intl Airport
Castries
Flights to Caribbean are typically 85% more expensive when flying to Castries, where the average price is $1,076
Cheap Caribbean flight deals and tips
Summary info about Caribbean flight prices, duration and airlines
Best One-Way Price | $69 |
|---|---|
Best Round-Trip Price | $147 |
Fastest flight time | 3h 43m |
Popular in | July |
Frequently asked questions about flying to Caribbean
Where is it cheapest to fly into Caribbean?
If you're headed to Caribbean, consider flying into Port of Spain Piarco Intl airport in Port of Spain for the best deals, with an average airfare of $36. Alternatively, San Juan Luis Munoz Marin Intl airport in San Juan is a close second for cheapest flights to Caribbean with an average airfare of $63.
When did momondo last update prices for flights to Caribbean?
Prices for flights to Caribbean are refreshed on a daily basis.
How many operators does momondo search for flights to Caribbean?
As of October 2026, there are 67 operators available to choose from for flights to Caribbean.
How old do you have to be to fly to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
Why use momondo?
Why should I use momondo to find a flight deal to Caribbean?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Caribbean. Millions of users trust and use momondo every year so you are in good company.
Can I find flights to Caribbean with flexible booking policies on momondo?
Flights 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 to Caribbean?
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 to Caribbean.
I’m not ready to book a flight to Caribbean right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Caribbean. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.