What airlines fly to Maryland?

Frontier, Southwest and Delta are the top three most popular airlines that fly to Maryland from Caribbean according to our data. Frontier is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Maryland. Keep in mind that there are 6 different airlines that fly to Maryland on a routine basis, so you have a few additional options to choose from.

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

United Airlines, Southwest, and JetBlue are the most popular carriers operating from Caribbean to Maryland

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

As of June 2026, there are 153 flights per week flying from Caribbean to Maryland. The most common day of the week flights depart is Tue, with 17% of flights taking off on this day.

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

The number of flights available between Caribbean and Maryland is 21 per day as of June 2026. The most frequent departure time is 3:00PM, with 76% of daily flights leaving in the afternoon.

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

Prices for flights from Caribbean to Maryland are refreshed on a daily basis.

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

The number of operators available for flights from Caribbean to Maryland is 8 as of June 2026.

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

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 from Caribbean to Maryland.

What documentation or ID do you need to fly to Maryland?

The necessary travel and health documents for your Maryland trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$109 Cheap Flights from Caribbean to Maryland in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Caribbean to Maryland

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

4:39 pm - 12:32 pm

SJU

PHL

19h 53m

1 stop

11:23 am - 3:19 pm

PHL

SJU

3h 56mnonstop

$231Frontier

Tue, Sep 22 - Mon, Sep 28

5:45 pm - 9:49 pm

SJU

PHL

4h 04mnonstop

10:59 pm - 2:59 am

PHL

SJU

4h 00mnonstop

$233Frontier

Wed, Jul 8 - Tue, Aug 11

12:55 am - 2:52 pm

SJU

PHL

13h 57m

1 stop

4:56 pm - 11:59 pm

PHL

SJU

7h 03m

1 stop

$241American Airlines

Mon, Aug 17 - Tue, Aug 18

6:00 am - 6:00 pm

SJU

DCA

12h 00m

1 stop

6:55 am - 7:00 pm

DCA

SJU

12h 05m

1 stop

$291Southwest

Thu, Sep 3 - Tue, Sep 8

6:30 am - 2:40 pm

SJU

DCA

8h 10m

2 stops

2:50 pm - 11:05 pm

DCA

SJU

8h 15m

1 stop

$296Southwest

Thu, Sep 3 - Mon, Sep 7

3:28 pm - 12:57 am

SJU

DCA

9h 29m

1 stop

6:00 am - 12:40 pm

DCA

SJU

6h 40m

1 stop

$317American Airlines

Tue, Sep 1 - Tue, Sep 8

4:00 pm - 10:45 pm

PUJ

BWI

30h 45m

1 stop

8:16 am - 2:27 pm

BWI

PUJ

30h 11m

1 stop

$464United Airlines

Tue, Jul 28 - Sun, Aug 9

4:00 pm - 10:45 pm

PUJ

BWI

30h 45m

1 stop

6:15 am - 3:30 pm

BWI

PUJ

33h 15m

2 stops

$465United Airlines

Tue, Jul 28 - Sat, Aug 8

12:42 pm - 4:20 am

SDQ

IAD

15h 38m

1 stop

4:34 pm - 2:25 am

IAD

SDQ

9h 51m

1 stop

$504Copa Airlines

Fri, Sep 18 - Sat, Oct 10

8:48 am - 4:21 am

SDQ

IAD

19h 33m

1 stop

2:25 am - 10:56 pm

IAD

SDQ

20h 31m

1 stop

$519Copa Airlines

Thu, Aug 13 - Tue, Aug 18

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Frontier flights from Caribbean to Maryland

Our best Frontier deals on Caribbean to Maryland flight tickets

Frontier

Sep 22

SJU4:39 pmSan Juan Luis Munoz Marin Intl

19h 53m

1 stop

PHL12:32 pmPhiladelphia

Sep 28

PHL11:23 amPhiladelphia

3h 56m

SJU3:19 pmSan Juan Luis Munoz Marin Intl

$231

Frontier

Jun 29

SJU6:44 amSan Juan Luis Munoz Marin Intl

4h 06m

PHL10:50 amPhiladelphia

Aug 5

PHL10:59 pmPhiladelphia

4h 00m

SJU2:59 amSan Juan Luis Munoz Marin Intl

$232

Frontier

Jul 8

SJU5:45 pmSan Juan Luis Munoz Marin Intl

4h 04m

PHL9:49 pmPhiladelphia

Aug 11

PHL10:59 pmPhiladelphia

4h 00m

SJU2:59 amSan Juan Luis Munoz Marin Intl

$233

American Airlines flights from Caribbean to Maryland

Our best American Airlines deals on Caribbean to Maryland flight tickets

American Airlines

Aug 17

SJU12:55 amSan Juan Luis Munoz Marin Intl

13h 57m

1 stop

PHL2:52 pmPhiladelphia

Aug 18

PHL4:56 pmPhiladelphia

7h 03m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

$241

American Airlines

Aug 28

SJU7:30 amSan Juan Luis Munoz Marin Intl

10h 15m

1 stop

BWI5:45 pmBaltimore/Washington

Aug 30

BWI6:00 amBaltimore/Washington

8h 53m

1 stop

SJU2:53 pmSan Juan Luis Munoz Marin Intl

$296

American Airlines

Sep 1

SJU3:28 pmSan Juan Luis Munoz Marin Intl

9h 29m

1 stop

DCA12:57 amWashington, D.C. Reagan-National

Sep 8

DCA6:00 amWashington, D.C. Reagan-National

6h 40m

1 stop

SJU12:40 pmSan Juan Luis Munoz Marin Intl

$317

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Tue 9/22

4:39 pm-12:32 pm

1 stop19h 53m

Philadelphia

Mon 9/28

11:23 am-3:19 pm

Nonstop3h 56m

$231

Quickest round-trip

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Wed 7/8

5:45 pm-9:49 pm

Nonstop4h 04m

Philadelphia

Tue 8/11

10:59 pm-2:59 am

Nonstop4h 00m

$233

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Mon 8/17

12:55 am-2:52 pm

1 stop13h 57m

Philadelphia

Tue 8/18

4:56 pm-11:59 pm

1 stop7h 03m

$241

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Thu 9/3

6:00 am-6:00 pm

1 stop12h 00m

Washington, D.C. Reagan-National

Tue 9/8

6:55 am-7:00 pm

1 stop12h 05m

$291

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Thu 9/3

6:30 am-2:40 pm

2 stops8h 10m

Washington, D.C. Reagan-National

Mon 9/7

2:50 pm-11:05 pm

1 stop8h 15m

$296

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Tue 9/1

3:28 pm-12:57 am

1 stop9h 29m

Washington, D.C. Reagan-National

Tue 9/8

6:00 am-12:40 pm

1 stop6h 40m

$317

Punta CanaBaltimore

PUJ - BWI

PUJBWI

Punta Cana

Tue 7/28

4:00 pm-10:45 pm

1 stop30h 45m

Baltimore/Washington

Sun 8/9

8:16 am-2:27 pm

1 stop30h 11m

$464

Punta CanaBaltimore

PUJ - BWI

PUJBWI

Punta Cana

Tue 7/28

4:00 pm-10:45 pm

1 stop30h 45m

Baltimore/Washington

Sat 8/8

6:15 am-3:30 pm

2 stops33h 15m

$465

Santo DomingoWashington, D.C.

SDQ - IAD

SDQIAD

Santo Domingo Las Americas

Fri 9/18

12:42 pm-4:20 am

1 stop15h 38m

Washington, D.C. Dulles Intl

Sat 10/10

4:34 pm-2:25 am

1 stop9h 51m

$504

Santo DomingoWashington, D.C.

SDQ - IAD

SDQIAD

Santo Domingo Las Americas

Thu 8/13

8:48 am-4:21 am

1 stop19h 33m

Washington, D.C. Dulles Intl

Tue 8/18

2:25 am-10:56 pm

1 stop20h 31m

$519

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 Caribbean to Maryland

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 Maryland?

The cheapest month to fly to Maryland from Caribbean is in January. Flight prices, which tend to average around $50, are often lower during this time because this is during the off-season. If you don’t want to visit Maryland in January, then you should wait until April to fly from Caribbean, when ticket prices are also cheap, with an average price of $68.

What is the cheapest day to depart on your flight to Maryland?

The cheapest day to depart from Caribbean to Maryland is on a Thursday. Travelers who choose to depart for Maryland on a Thursday will often find tickets for as low as $326. The most expensive day to fly to Maryland is Sunday, with ticket prices averaging around $641.

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

Our most recent data shows that the best time of day to fly to Maryland is in the afternoon. Flights from Caribbean to Maryland during this time can be as low as $380. In contrast, the most expensive time of day to depart to Maryland is at noon when prices are around $716.

What is the cheapest Caribbean to Maryland flight route?

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

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

You are more likely to see cheaper flights to Maryland from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Maryland for around $337 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maryland from Caribbean for as low as $217 on momondo.

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

There are 4 cabin classes available to choose from on Caribbean to Maryland 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 Caribbean to Maryland flights?

You could potentially save up to 33% on your flight if you consider stops on a Caribbean to Maryland flight.

Cheap Caribbean to Maryland flight deals and tips

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

Best Price Found	$184
Fastest flight time	2h 49m
Direct flights	Mon, Wed, Fri and Sun
Airports in Maryland	112 airports

The best one-way flight to Maryland from Caribbean in the past 72 hours is $184. The best round-trip flight deal from Caribbean to Maryland found on momondo in the last 72 hours is $328.

The fastest flight from Caribbean to Maryland takes 2h 49m

Direct flights go from Caribbean to Maryland on Monday, Wednesday, Friday and Sunday. Airlines offering direct flights are: Southwest, Spirit Airlines and Frontier.

There are 112 airports in Maryland. From Caribbean there are direct flights to Philadelphia (PHL).

Search flight deals

Frequently asked questions about flying from Caribbean to Maryland

When did momondo last update prices for flights from Caribbean to Maryland?
Prices for flights from Caribbean to Maryland are refreshed on a daily basis.
How many operators does momondo search for flights from Caribbean to Maryland?
The number of operators available for flights from Caribbean to Maryland is 8 as of June 2026.
How old do you have to be to fly from Caribbean to Maryland?
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 from Caribbean to Maryland.
What documentation or ID do you need to fly to Maryland?
The necessary travel and health documents for your Maryland trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Caribbean to Maryland?
momondo data reveals that the most frequently booked plane model on the route from Caribbean to Maryland is Airbus A321neo, representing 20.62% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 18.28%, Boeing 737-800 Passenger/BBJ2 (winglets) at 14.14%, and Airbus A321 (sharklets) at 11.72%.

Best airlines flying from Caribbean to Maryland

Compare and see reviews for airlines that fly from Caribbean to Maryland with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $128	Free Cancellation	Rating 7.4 9,881 reviews	Search United Airlines flights
Frontier	PriceFrom $154	Free Cancellation	Rating 5.6 2,867 reviews	Search Frontier flights
American Airlines	PriceFrom $165	Free Cancellation	Rating 7.1 11,751 reviews	Search American Airlines flights
Delta	PriceFrom $257	Free Cancellation	Rating 7.8 8,432 reviews	Search Delta flights
Southwest	PriceFrom $340	Free Cancellation	Rating 7.9 4,242 reviews	Search Southwest flights
JetBlue	PriceFrom $388	Free Cancellation	Rating 7.1 3,001 reviews	Search JetBlue flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Maryland from Caribbean.

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

All flight searches from Caribbean to Maryland on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Caribbean to Maryland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Maryland, momondo offers a useful price alert feature which will track prices for flights to Maryland from Caribbean and alert you when they change.

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Popular cities in Maryland

Flights to New Yorkfrom $75

Flights to Los Angelesfrom $56

Flights to Orlandofrom $63

Flights to Miamifrom $78

Flights to Chicagofrom $63

Flights to San Franciscofrom $50

Flights to Las Vegasfrom $56

Flights to Washington, D.C.from $57

Flights to Bostonfrom $72

Flights to Atlantafrom $58

Flights to Fort Lauderdalefrom $50

Flights to Dallasfrom $59

Cheap flights from Caribbean to Maryland from $109

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Maryland departing on 9/18. 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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Frontier flights from Caribbean to Maryland

Our best Frontier deals on Caribbean to Maryland flight tickets

American Airlines flights from Caribbean to Maryland

Our best American Airlines deals on Caribbean to Maryland flight tickets

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

See travel insights to Maryland from

How to get the cheapest flight ticket from Caribbean to Maryland

What is the cheapest month to fly to Maryland?

What is the cheapest day to depart on your flight to Maryland?

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

What is the cheapest Caribbean to Maryland flight route?

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

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

Can stopping save me money on Caribbean to Maryland flights?

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

What airlines fly to Maryland?

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

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

Cheap Caribbean to Maryland flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Maryland

Frequently asked questions about flying from Caribbean to Maryland

Best airlines flying from Caribbean to Maryland

Compare and see reviews for airlines that fly from Caribbean to Maryland with momondo

Why use momondo?

An easier way to manage your Maryland 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 Maryland

Popular cities in Maryland

Popular flights according to clicks in the last 7 days on momondo

Caribbean flight routes

According to popular flight searches on momondo this year

Maryland flight routes

According to popular flight searches on momondo this year

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