What is the cheapest airline that flies from Maryland to Caribbean Islands?

Spirit Airlines, JetBlue, and Frontier are the most popular carriers operating from Maryland to Caribbean Islands

How many flights depart from Maryland to Caribbean Islands on average per week?

147 flights are operational weekly from Maryland to Caribbean Islands as of August 2025. The most popular departure day for this route is Sat, with 19% of flights per week taking off on this day.

How many flights depart from Maryland to Caribbean Islands on average per day?

The number of flights available between Maryland and Caribbean Islands is 21 per day as of August 2025. The most frequent departure time is 10:00AM, with 75% of daily flights leaving at noon.

What airlines fly to Caribbean Islands?

Spirit Airlines, Southwest and American Airlines are the top three most popular airlines that fly to Caribbean Islands from Maryland according to our data. Spirit Airlines is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 8 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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?

The number of operators available for flights from Maryland to Caribbean Islands is 11 as of August 2025.

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.

$83 Cheap Flights from Maryland to Caribbean Islands in 2025

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Find the cheapest flights from Maryland to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

10:00 am - 1:49 pmBWI-SJU

3h 49mnonstop

10:57 am - 6:50 pmSJU-BWI

7h 53m1 stop

$167

Find Deal

Tue, Sep 2 - Fri, Sep 12

8:42 pm - 12:43 amBWI-SJU

4h 01mnonstop

7:05 am - 11:05 amSJU-BWI

4h 00mnonstop

$170Spirit Airlines

Find Deal

Sun, Sep 21 - Thu, Sep 25

8:00 am - 11:45 amDCA-SJU

3h 45mnonstop

6:02 pm - 9:59 pmSJU-DCA

3h 57mnonstop

$176JetBlue

Find Deal

Tue, Oct 21 - Thu, Oct 30

8:59 pm - 12:45 amPHL-SJU

3h 46mnonstop

1:59 am - 5:57 amSJU-PHL

3h 58mnonstop

$176Frontier

Find Deal

Wed, Oct 8 - Sun, Oct 12

8:55 pm - 12:41 amPHL-SJU

3h 46mnonstop

2:11 am - 5:09 amSJU-PHL

3h 58mnonstop

$178Frontier

Find Deal

Sat, Nov 1 - Wed, Nov 5

2:18 pm - 10:10 pmIAD-SJU

7h 52m1 stop

7:45 am - 6:54 pmSJU-IAD

11h 09m1 stop

$190American Airlines

Find Deal

Tue, Oct 21 - Wed, Oct 29

5:00 am - 2:55 pmDCA-SJU

9h 55m1 stop

6:25 am - 4:11 pmSJU-DCA

10h 46m1 stop

$190American Airlines

Find Deal

Mon, Oct 27 - Mon, Nov 3

8:00 am - 12:50 pmDCA-SJU

3h 50mnonstop

6:51 pm - 9:48 pmSJU-DCA

3h 57mnonstop

$195JetBlue

Find Deal

Sun, Nov 9 - Thu, Nov 13

8:39 am - 12:34 pmIAD-SJU

3h 55mnonstop

4:55 pm - 8:52 pmSJU-IAD

3h 57mnonstop

$208United Airlines

Find Deal

Mon, Oct 13 - Thu, Oct 23

8:27 am - 12:17 pmIAD-SJU

3h 50mnonstop

8:10 am - 5:30 pmSJU-IAD

10h 20m1 stop

$211United Airlines

Find Deal

Mon, Oct 27 - Mon, Nov 3

American Airlines flights from Maryland to Caribbean Islands

Our best American Airlines deals on Maryland to Caribbean Islands flight tickets

American Airlines

Oct 21

IAD2:18 pmWashington, D.C. Dulles Intl

7h 52m

1 stop

SJU10:10 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU7:45 amSan Juan Luis Munoz Marin Intl

11h 09m

1 stop

IAD6:54 pmWashington, D.C. Dulles Intl

$190

Find similar

American Airlines

Oct 18

BWI10:45 amBaltimore/Washington

13h 09m

1 stop

SJU11:54 pmSan Juan Luis Munoz Marin Intl

Oct 25

SJU7:10 amSan Juan Luis Munoz Marin Intl

17h 23m

1 stop

BWI12:33 amBaltimore/Washington

$195

Find similar

American Airlines

Oct 29

IAD10:25 amWashington, D.C. Dulles Intl

11h 45m

1 stop

SJU10:10 pmSan Juan Luis Munoz Marin Intl

Nov 3

SJU3:05 pmSan Juan Luis Munoz Marin Intl

9h 02m

1 stop

IAD11:07 pmWashington, D.C. Dulles Intl

$205

Find similar

Spirit Airlines flights from Maryland to Caribbean Islands

Our best Spirit Airlines deals on Maryland to Caribbean Islands flight tickets

Spirit Airlines

Sep 21

BWI8:42 pmBaltimore/Washington

4h 01m

SJU12:43 amSan Juan Luis Munoz Marin Intl

Sep 25

SJU7:05 amSan Juan Luis Munoz Marin Intl

4h 00m

BWI11:05 amBaltimore/Washington

$170

Find similar

Spirit Airlines

Dec 6

BWI6:45 amBaltimore/Washington

8h 38m

1 stop

SJU4:23 pmSan Juan Luis Munoz Marin Intl

Dec 8

SJU3:59 amSan Juan Luis Munoz Marin Intl

4h 04m

BWI7:03 amBaltimore/Washington

$173

Find similar

Spirit Airlines

Aug 30

BWI9:57 pmBaltimore/Washington

17h 13m

1 stop

SJU3:10 pmSan Juan Luis Munoz Marin Intl

Sep 6

SJU6:44 amSan Juan Luis Munoz Marin Intl

8h 48m

1 stop

BWI3:32 pmBaltimore/Washington

$185

Find similar

momondo Fare Finder

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

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Tue 9/2

10:00 am-1:49 pm

Nonstop3h 49m

San Juan Luis Munoz Marin Intl

Fri 9/12

10:57 am-6:50 pm

1 stop7h 53m

$167

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Sun 9/21

8:42 pm-12:43 am

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Thu 9/25

7:05 am-11:05 am

Nonstop4h 00m

$170

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Tue 10/21

8:00 am-11:45 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Thu 10/30

6:02 pm-9:59 pm

Nonstop3h 57m

$176

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Wed 10/8

8:59 pm-12:45 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Sun 10/12

1:59 am-5:57 am

Nonstop3h 58m

$176

PhiladelphiaSan Juan

PHL - SJU

PHLSJU

Philadelphia

Sat 11/1

8:55 pm-12:41 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Wed 11/5

2:11 am-5:09 am

Nonstop3h 58m

$178

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 10/21

2:18 pm-10:10 pm

1 stop7h 52m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:45 am-6:54 pm

1 stop11h 09m

$190

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Mon 10/27

5:00 am-2:55 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Mon 11/3

6:25 am-4:11 pm

1 stop10h 46m

$190

Washington, D.C.San Juan

DCA - SJU

DCASJU

Washington, D.C. Reagan-National

Sun 11/9

8:00 am-12:50 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 11/13

6:51 pm-9:48 pm

Nonstop3h 57m

$195

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 10/13

8:39 am-12:34 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Thu 10/23

4:55 pm-8:52 pm

Nonstop3h 57m

$208

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 10/27

8:27 am-12:17 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Mon 11/3

8:10 am-5:30 pm

1 stop10h 20m

$211

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of March is, on average, the cheapest month to fly to Caribbean Islands from Maryland, with most prices found around $293. The month of July is another great option to travel to Caribbean Islands, with average flight prices from Maryland averaging around $293.

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 $249. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $324. 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 morning. momondo users have found flights departing from Maryland to Caribbean Islands in the morning for as low as $291. 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 $326. 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 $436 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 $344 on momondo.

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

There are 2 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

Best Price Found	$83
Fastest flight time	3h 42m
Direct flights	Every day
Airports in Caribbean Islands	2 airports

The best one-way flight to Caribbean Islands from Maryland in the past 72 hours is $83. The best round-trip flight deal from Maryland to Caribbean Islands found on momondo in the last 72 hours is $167.

The fastest flight from Maryland to Caribbean Islands takes 3h 42m

Direct flights go from Maryland to Caribbean Islands every day.

There are 2 airports near Caribbean Islands: Punta Cana (PUJ), 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?
The number of operators available for flights from Maryland to Caribbean Islands is 11 as of August 2025.
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?
momondo data reveals that the most frequently booked plane model on the route from Maryland to Caribbean Islands is Boeing 737 MAX 8, representing 15.20% of all bookings. The subsequent popular models are Boeing 737-800 Passenger/BBJ2 (winglets) at 11.72%, Airbus A320neo at 9.90%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 7.25%.

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
Frontier	PriceFrom $120	Free Cancellation	Rating 5.8 3,212 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $124	Free Cancellation	Rating 6.3 8,038 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $173	Free Cancellation	Rating 7.2 2,915 reviews	Search JetBlue flights
United Airlines	PriceFrom $199	Free Cancellation	Rating 7.4 8,925 reviews	Search United Airlines flights
American Airlines	PriceFrom $215	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $259	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
Southwest	PriceFrom $329	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights
Copa Airlines	PriceFrom $332	Free Cancellation	Rating 7.5 1,510 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.

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Popular cities in Caribbean Islands

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Flights to Romefrom $312

Flights to Chicagofrom $47

Cheap flights from Maryland to Caribbean Islands from $83

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 9/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Maryland to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Maryland to Caribbean Islands

Our best American Airlines deals on Maryland to Caribbean Islands flight tickets

Spirit Airlines flights from Maryland to Caribbean Islands

Our best Spirit Airlines deals on Maryland to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Maryland to Caribbean Islands that are best for you.

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 March is, on average, the cheapest month to fly to Caribbean Islands from Maryland, with most prices found around $293. The month of July is another great option to travel to Caribbean Islands, with average flight prices from Maryland averaging around $293.

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

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

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?

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

There are 2 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.

What is the cheapest airline that flies from Maryland to Caribbean Islands?

Spirit Airlines, JetBlue, and Frontier are the most popular carriers operating from Maryland to Caribbean Islands

What airlines fly to Caribbean Islands?

How many flights depart from Maryland to Caribbean Islands on average per day?

The number of flights available between Maryland and Caribbean Islands is 21 per day as of August 2025. The most frequent departure time is 10:00AM, with 75% of daily flights leaving at noon.

How many flights depart from Maryland to Caribbean Islands on average per week?

147 flights are operational weekly from Maryland to Caribbean Islands as of August 2025. The most popular departure day for this route is Sat, with 19% of flights per week taking off on this day.

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

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean Islands

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

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?

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

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

Why use momondo?

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

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

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

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

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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