Cheap flights from the United States to Caribbean from $69
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the United States to Caribbean departing on 1/12. 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
Fly to
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
How to get the cheapest flight ticket from United States 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, January is the cheapest month to fly from United States to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $439. If you don’t want to visit Caribbean in January, then you should wait until May to fly from United States, when ticket prices are also cheap, with an average price of $475.
What is the cheapest United States to Caribbean flight route?
Fly from Miami to San Juan Luis Munoz Marin Intl for the best United States - Caribbean flight prices
How far in advance should I book a flight to Caribbean?
You are more likely to see cheaper flights to Caribbean from United States when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $354 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from United States for as low as $296 on momondo.
What cabin class options are available on United States to Caribbean flights?
There are 4 cabin classes available to choose from on United States to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from United States to Caribbean?
JetBlue, United Airlines, and Southwest are the most popular carriers operating from United States to Caribbean
What airlines fly to Caribbean?
JetBlue, American Airlines and Frontier are the top three most popular airlines that fly to Caribbean from United States according to our data. JetBlue is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 23 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.
How many flights depart from United States to Caribbean on average per day?
As of October 2026, there are 104 flights per day flying from United States to Caribbean. The most common time of day flights depart is 8:00AM, with 55% of flights taking off at noon.
How many flights depart from United States to Caribbean on average per week?
As of October 2026, 728 flights take off from United States and land in Caribbean each week. The most common flight departure day for this route is Thu, with 20% of weekly flights taking off on this day.
Cheap United States to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from United States to Caribbean
Frequently asked questions about flying from the United States to Caribbean
When did momondo last update prices for flights from United States to Caribbean?
Prices for flights from United States to Caribbean were last updated today.
How many operators does momondo search for flights from United States to Caribbean?
As of October 2026, there are 12 operators available to choose from for flights from United States to Caribbean.
How old do you have to be to fly from United States 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 United States to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents you'll need for your trip to Caribbean 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. 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 United States to Caribbean?
momondo data reveals that the most frequently booked plane model on the route from United States to Caribbean is Airbus A320-100/200, representing 19.42% of all bookings. The subsequent popular models are Airbus A321neo at 18.51%, Airbus A321-100/200 at 17.01%, and Boeing 737 MAX 8 at 9.35%.
Best airlines flying from United States to Caribbean
Compare and see reviews for airlines that fly from United States to Caribbean with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $82 | Free Cancellation | Rating 5.6 2,550 reviews | |||
| PriceFrom $92 | Free Cancellation | Rating 6.2 55 reviews | |||
| PriceFrom $100 | Free Cancellation | Rating 7.1 3,048 reviews | |||
| PriceFrom $108 | Free Cancellation | Rating 7.8 8,643 reviews | |||
| PriceFrom $130 | Free Cancellation | Rating 7.1 11,745 reviews | |||
| PriceFrom $142 | Free Cancellation | Rating 7.6 1,548 reviews | |||
| PriceFrom $166 | Free Cancellation | Rating 7.4 10,319 reviews | |||
| PriceFrom $169 | Free Cancellation | Rating 0.0 | |||
| PriceFrom $185 | Free Cancellation | Rating 7.0 12,145 reviews | |||
| PriceFrom $192 | Free Cancellation | Rating 7.9 4,221 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from United States to Caribbean?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from United States to Caribbean. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from United States to Caribbean with flexible booking policies on momondo?
momondo does allow users to show only those flights to Caribbean from United States which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from United States 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 from United States to Caribbean.
I’m not ready to book a flight from United States to Caribbean right now. Can momondo alert me if prices change?
Price alerts on flights to Caribbean from United States are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.