Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Maryland to Caribbean Islands from $73

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maryland to Caribbean Islands departing on 1/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Maryland to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:17 pm - 12:59 am
PHL
-
SJU
3h 42mnonstop
Multiple Airlines Logo
2:59 am - 6:11 am
SJU
-
PHL
4h 12mnonstop
$156Multiple Airlines
Tue, Jan 6 - Sun, Jan 11
Frontier Logo
4:14 pm - 12:43 am
PHL
-
SJU
7h 29m1 stop
Frontier Logo
2:54 am - 6:06 am
SJU
-
PHL
4h 12mnonstop
$157Frontier
Wed, Feb 18 - Sat, Feb 28
Frontier Logo
10:59 pm - 2:53 am
PHL
-
SJU
26h 54m1 stop
Frontier Logo
6:00 am - 9:12 am
SJU
-
PHL
4h 12mnonstop
$158Frontier
Sat, Feb 21 - Sun, Mar 1
Multiple Airlines Logo
6:00 am - 3:35 pm
PHL
-
SJU
8h 35m1 stop
Multiple Airlines Logo
8:31 pm - 11:43 pm
SJU
-
PHL
4h 12mnonstop
$159Multiple Airlines
Tue, Jan 13 - Fri, Jan 23
Spirit Airlines Logo
8:56 pm - 1:41 am
PHL
-
SJU
3h 45mnonstop
Spirit Airlines Logo
2:59 am - 6:11 am
SJU
-
PHL
4h 12mnonstop
$165Spirit Airlines
Fri, Jan 9 - Sun, Jan 11
American Airlines Logo
6:00 am - 3:06 pm
BWI
-
STT
8h 06m1 stop
American Airlines Logo
6:39 pm - 9:19 am
STT
-
BWI
15h 40m1 stop
$189American Airlines
Mon, Jan 26 - Fri, Jan 30
American Airlines Logo
6:00 am - 5:05 pm
BWI
-
STT
10h 05m1 stop
American Airlines Logo
6:39 pm - 9:19 am
STT
-
BWI
15h 40m1 stop
$210American Airlines
Tue, Jan 6 - Mon, Jan 12
JetBlue Logo
8:00 am - 12:42 pm
DCA
-
SJU
3h 42mnonstop
JetBlue Logo
6:20 pm - 9:22 pm
SJU
-
DCA
4h 02mnonstop
$216JetBlue
Mon, Feb 9 - Thu, Feb 19
Spirit Airlines Logo
6:00 am - 10:47 am
BWI
-
SJU
3h 47mnonstop
Spirit Airlines Logo
9:29 pm - 12:38 am
SJU
-
BWI
4h 09mnonstop
$219Spirit Airlines
Sat, Feb 21 - Sat, Feb 28
JetBlue Logo
8:15 am - 1:08 pm
DCA
-
SJU
3h 53mnonstop
JetBlue Logo
2:00 pm - 9:45 pm
SJU
-
DCA
8h 45m1 stop
$226JetBlue
Sun, Jan 11 - Sat, Jan 17

Frontier flights from Maryland to Caribbean Islands

Our best Frontier deals on Maryland to Caribbean Islands flight tickets
Frontier
Feb 18
PHL3:45 pmPhiladelphia
10h 08m
1 stop
SJU2:53 amSan Juan Luis Munoz Marin Intl
Feb 21
SJU2:54 amSan Juan Luis Munoz Marin Intl
4h 12m
PHL6:06 amPhiladelphia
$157
Find similar
Frontier
Jan 9
PHL3:23 pmPhiladelphia
3h 47m
SJU8:10 pmSan Juan Luis Munoz Marin Intl
Jan 12
SJU3:58 amSan Juan Luis Munoz Marin Intl
17h 39m
1 stop
PHL8:37 pmPhiladelphia
$160
Find similar
Frontier
Feb 19
PHL6:39 pmPhiladelphia
3h 45m
SJU11:24 pmSan Juan Luis Munoz Marin Intl
Feb 23
SJU7:09 pmSan Juan Luis Munoz Marin Intl
17h 59m
1 stop
PHL12:08 pmPhiladelphia
$161
Find similar

Spirit Airlines flights from Maryland to Caribbean Islands

Our best Spirit Airlines deals on Maryland to Caribbean Islands flight tickets
Spirit Airlines
Jan 19
PHL9:52 amPhiladelphia
8h 06m
1 stop
SJU6:58 pmSan Juan Luis Munoz Marin Intl
Jan 25
SJU2:59 amSan Juan Luis Munoz Marin Intl
4h 12m
PHL6:11 amPhiladelphia
$158
Find similar
Spirit Airlines
Jan 8
PHL8:56 pmPhiladelphia
3h 45m
SJU1:41 amSan Juan Luis Munoz Marin Intl
Jan 11
SJU2:59 amSan Juan Luis Munoz Marin Intl
4h 12m
PHL6:11 amPhiladelphia
$165
Find similar
Spirit Airlines
Jan 9
PHL9:52 amPhiladelphia
8h 06m
1 stop
SJU6:58 pmSan Juan Luis Munoz Marin Intl
Jan 15
SJU2:59 amSan Juan Luis Munoz Marin Intl
4h 12m
PHL6:11 amPhiladelphia
$171
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Maryland to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 21, 2025.
Use the filters below to find and compare flights from Maryland to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 1/6

8:17 pm-12:59 am

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Sun 1/11

2:59 am-6:11 am

Nonstop4h 12m

$156

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Wed 2/18

4:14 pm-12:43 am

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Sat 2/28

2:54 am-6:06 am

Nonstop4h 12m

$157

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sat 2/21

10:59 pm-2:53 am

1 stop26h 54m

San Juan Luis Munoz Marin Intl

Sun 3/1

6:00 am-9:12 am

Nonstop4h 12m

$158

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Tue 1/13

6:00 am-3:35 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Fri 1/23

8:31 pm-11:43 pm

Nonstop4h 12m

$159

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Fri 1/9

8:56 pm-1:41 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Sun 1/11

2:59 am-6:11 am

Nonstop4h 12m

$165

BaltimoreSaint Thomas Island

BWI - STT

BWISTT

Baltimore/Washington

Mon 1/26

6:00 am-3:06 pm

1 stop8h 06m

Saint Thomas Island Cyril E King

Fri 1/30

6:39 pm-9:19 am

1 stop15h 40m

$189

BaltimoreSaint Thomas Island

BWI - STT

BWISTT

Baltimore/Washington

Tue 1/6

6:00 am-5:05 pm

1 stop10h 05m

Saint Thomas Island Cyril E King

Mon 1/12

6:39 pm-9:19 am

1 stop15h 40m

$210

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 2/9

8:00 am-12:42 pm

Nonstop3h 42m

San Juan Luis Munoz Marin Intl

Thu 2/19

6:20 pm-9:22 pm

Nonstop4h 02m

$216

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Sat 2/21

6:00 am-10:47 am

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Sat 2/28

9:29 pm-12:38 am

Nonstop4h 09m

$219

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 1/11

8:15 am-1:08 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Sat 1/17

2:00 pm-9:45 pm

1 stop8h 45m

$226

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Maryland 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 July is, on average, the cheapest month to fly to Caribbean Islands from Maryland, with most prices found around $291. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Maryland averaging around $294.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Maryland to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $264. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $321. 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 in the afternoon. momondo users have found flights departing from Maryland to Caribbean Islands in the afternoon for as low as $290. 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 evening because they tend to be around $340. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Maryland to Caribbean Islands flight route?

Fly from Baltimore/Washington to San Juan Luis Munoz Marin Intl for the best Maryland - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $406 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Maryland for as low as $340 on momondo.

What cabin class options are available on Maryland to Caribbean Islands flights?

There are 4 cabin classes available to choose from on Maryland to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Maryland to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Maryland to Caribbean Islands.

Cheap Maryland to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maryland to Caribbean Islands

Fastest flight time

2h 30m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun

Airports in Caribbean Islands

99 airports
The fastest flight from Maryland to Caribbean Islands takes 2h 30m
Direct flights go from Maryland to Caribbean Islands on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 99 airports in Caribbean Islands. From Maryland there are direct flights to San Juan Luis Munoz Marin Intl (SJU).
Search flight deals

  • When did momondo last update prices for flights from Maryland to Caribbean Islands?

    Prices for flights from Maryland to Caribbean Islands are updated daily.

  • How many operators does momondo search for flights from Maryland to Caribbean Islands?

  • How old do you have to be to fly from Maryland to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maryland to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents required for your trip to Caribbean Islands 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 Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Maryland to Caribbean Islands?

Best airlines flying from Maryland to Caribbean Islands

Compare and see reviews for airlines that fly from Maryland to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $128Free CancellationRating
6.3
8,194 reviews
Search Spirit Airlines flights
FrontierPriceFrom $135Free CancellationRating
5.8
3,082 reviews
Search Frontier flights
JetBluePriceFrom $167Free CancellationRating
7.2
2,895 reviews
Search JetBlue flights
DeltaPriceFrom $192Free CancellationRating
7.9
8,021 reviews
Search Delta flights
United AirlinesPriceFrom $214Free CancellationRating
7.4
9,099 reviews
Search United Airlines flights
American AirlinesPriceFrom $226Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
SouthwestPriceFrom $347Free CancellationRating
8.0
4,256 reviews
Search Southwest flights
Copa AirlinesPriceFrom $360Free CancellationRating
7.6
1,558 reviews
Search Copa Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Maryland to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Maryland to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Maryland to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Maryland with this policy.

How can momondo help me find flights from Maryland to Caribbean Islands?

momondo provides multiple filters to help you find the best flight to Caribbean Islands from Maryland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Maryland to Caribbean Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Maryland to Caribbean Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 1/20
Tue 1/27
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $45
Flights to Londonfrom $337
Flights to Bangkokfrom $529
Flights to Tokyofrom $458
Flights to Los Angelesfrom $38
Flights to Parisfrom $275
Flights to Copenhagenfrom $337
Flights to Istanbulfrom $423
Flights to Manilafrom $545
Flights to Romefrom $321
Flights to Miamifrom $49
Flights to Chicagofrom $44