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Cheap flights from Caribbean to Maryland from $67

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 1/30. 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

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Find the cheapest flights from Caribbean to Maryland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:55 pm - 4:07 pm
SJU
-
PHL
4h 12mnonstop
Frontier Logo
1:05 pm - 5:50 pm
PHL
-
SJU
3h 45mnonstop
$119Frontier
Thu, Jan 29 - Wed, Feb 4
Frontier Logo
12:55 pm - 4:07 pm
SJU
-
PHL
4h 12mnonstop
Frontier Logo
7:00 am - 11:45 am
PHL
-
SJU
3h 45mnonstop
$120Frontier
Fri, Jan 23 - Sun, Jan 25
Spirit Airlines Logo
2:59 am - 6:11 am
SJU
-
PHL
4h 12mnonstop
Spirit Airlines Logo
9:53 am - 6:58 pm
PHL
-
SJU
8h 05m1 stop
$138Spirit Airlines
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
5:32 pm - 8:43 am
STT
-
IAD
16h 11m1 stop
American Airlines Logo
6:00 am - 4:52 pm
IAD
-
STT
9h 52m1 stop
$189American Airlines
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
1:02 pm - 4:25 pm
STT
-
IAD
4h 23mnonstop
United Airlines Logo
8:59 am - 1:56 pm
IAD
-
STT
3h 57mnonstop
$190United Airlines
Wed, Jan 21 - Wed, Jan 28
United Airlines Logo
5:25 pm - 11:18 pm
STT
-
IAD
6h 53m1 stop
United Airlines Logo
8:59 am - 1:56 pm
IAD
-
STT
3h 57mnonstop
$195United Airlines
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
7:00 am - 12:30 pm
SJU
-
DCA
6h 30m1 stop
American Airlines Logo
5:00 am - 1:36 pm
DCA
-
SJU
7h 36m1 stop
$225American Airlines
Thu, Feb 12 - Tue, Feb 17
Delta Logo
4:15 pm - 12:24 am
STT
-
IAD
9h 09m1 stop
Delta Logo
6:00 am - 4:20 pm
IAD
-
STT
9h 20m1 stop
$241Delta
Wed, Jan 28 - Wed, Feb 4
Delta Logo
4:15 pm - 11:37 pm
STT
-
IAD
8h 22m1 stop
Delta Logo
6:00 am - 4:10 pm
IAD
-
STT
9h 10m1 stop
$278Delta
Thu, Jan 15 - Thu, Jan 22
Spirit Airlines Logo
3:32 pm - 11:50 pm
SDQ
-
PHL
9h 18m1 stop
Spirit Airlines Logo
6:00 am - 2:27 pm
PHL
-
SDQ
7h 27m1 stop
$286Spirit Airlines
Tue, Jan 27 - Tue, Feb 3

Frontier flights from Caribbean to Maryland

Our best Frontier deals on Caribbean to Maryland flight tickets
Frontier
Jan 29
SJU12:55 pmSan Juan Luis Munoz Marin Intl
4h 12m
PHL4:07 pmPhiladelphia
Feb 4
PHL1:05 pmPhiladelphia
3h 45m
SJU5:50 pmSan Juan Luis Munoz Marin Intl
$119
Find similar
Frontier
Jan 23
SJU12:55 pmSan Juan Luis Munoz Marin Intl
4h 12m
PHL4:07 pmPhiladelphia
Jan 25
PHL7:00 amPhiladelphia
3h 45m
SJU11:45 amSan Juan Luis Munoz Marin Intl
$120
Find similar
Frontier
Feb 3
SJU7:00 pmSan Juan Luis Munoz Marin Intl
4h 12m
PHL10:12 pmPhiladelphia
Feb 10
PHL8:39 pmPhiladelphia
3h 45m
SJU1:24 amSan Juan Luis Munoz Marin Intl
$121
Find similar

American Airlines flights from Caribbean to Maryland

Our best American Airlines deals on Caribbean to Maryland flight tickets
American Airlines
Feb 19
STT5:32 pmSaint Thomas Island Cyril E King
16h 11m
1 stop
IAD8:43 amWashington, D.C. Dulles Intl
Feb 23
IAD6:00 amWashington, D.C. Dulles Intl
9h 52m
1 stop
STT4:52 pmSaint Thomas Island Cyril E King
$189
Find similar
American Airlines
Mar 25
SJU7:40 amSan Juan Luis Munoz Marin Intl
12h 50m
1 stop
IAD8:30 pmWashington, D.C. Dulles Intl
Apr 7
IAD6:45 amWashington, D.C. Dulles Intl
16h 16m
1 stop
SJU11:01 pmSan Juan Luis Munoz Marin Intl
$225
Find similar
American Airlines
Dec 26
STT4:34 pmSaint Thomas Island Cyril E King
17h 08m
1 stop
IAD8:42 amWashington, D.C. Dulles Intl
Dec 30
IAD6:35 amWashington, D.C. Dulles Intl
8h 17m
1 stop
STT3:52 pmSaint Thomas Island Cyril E King
$306
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean to Maryland 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 25, 2025.
Use the filters below to find and compare flights from Caribbean to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Thu 1/29

12:55 pm-4:07 pm

Nonstop4h 12m

Philadelphia

Wed 2/4

1:05 pm-5:50 pm

Nonstop3h 45m

$119

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Fri 1/23

12:55 pm-4:07 pm

Nonstop4h 12m

Philadelphia

Sun 1/25

7:00 am-11:45 am

Nonstop3h 45m

$120

San JuanPhiladelphia

SJU - PHL

SJUPHL

San Juan Luis Munoz Marin Intl

Thu 2/19

2:59 am-6:11 am

Nonstop4h 12m

Philadelphia

Tue 2/24

9:53 am-6:58 pm

1 stop8h 05m

$138

Saint Thomas IslandWashington, D.C.

STT - IAD

STTIAD

Saint Thomas Island Cyril E King

Thu 2/19

5:32 pm-8:43 am

1 stop16h 11m

Washington, D.C. Dulles Intl

Mon 2/23

6:00 am-4:52 pm

1 stop9h 52m

$189

Saint Thomas IslandWashington, D.C.

STT - IAD

STTIAD

Saint Thomas Island Cyril E King

Wed 1/21

1:02 pm-4:25 pm

Nonstop4h 23m

Washington, D.C. Dulles Intl

Wed 1/28

8:59 am-1:56 pm

Nonstop3h 57m

$190

Saint Thomas IslandWashington, D.C.

STT - IAD

STTIAD

Saint Thomas Island Cyril E King

Wed 1/21

5:25 pm-11:18 pm

1 stop6h 53m

Washington, D.C. Dulles Intl

Wed 1/28

8:59 am-1:56 pm

Nonstop3h 57m

$195

San JuanWashington, D.C.

SJU - DCA

SJUDCA

San Juan Luis Munoz Marin Intl

Thu 2/12

7:00 am-12:30 pm

1 stop6h 30m

Washington, D.C. Reagan-National

Tue 2/17

5:00 am-1:36 pm

1 stop7h 36m

$225

Saint Thomas IslandWashington, D.C.

STT - IAD

STTIAD

Saint Thomas Island Cyril E King

Wed 1/28

4:15 pm-12:24 am

1 stop9h 09m

Washington, D.C. Dulles Intl

Wed 2/4

6:00 am-4:20 pm

1 stop9h 20m

$241

Saint Thomas IslandWashington, D.C.

STT - IAD

STTIAD

Saint Thomas Island Cyril E King

Thu 1/15

4:15 pm-11:37 pm

1 stop8h 22m

Washington, D.C. Dulles Intl

Thu 1/22

6:00 am-4:10 pm

1 stop9h 10m

$278

Santo DomingoPhiladelphia

SDQ - PHL

SDQPHL

Santo Domingo Las Americas

Tue 1/27

3:32 pm-11:50 pm

1 stop9h 18m

Philadelphia

Tue 2/3

6:00 am-2:27 pm

1 stop7h 27m

$286

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Maryland from

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

What is the cheapest month to fly to Maryland?

The cheapest month to fly to Maryland from Caribbean is in July. Flight prices, which tend to average around $238, are often lower during this time because this is during the off-season. If you don’t want to visit Maryland in July, then you should wait until May to fly from Caribbean, when ticket prices are also cheap, with an average price of $246.

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 $310. The most expensive day to fly to Maryland is Monday, with ticket prices averaging around $602.

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 at noon. Flights from Caribbean to Maryland during this time can be as low as $267. In contrast, the most expensive time of day to depart to Maryland is in the morning when prices are around $441.

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 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 $343 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 $197 on momondo.

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

There are 2 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?

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

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

$151

Fastest flight time

2h 50m

Direct flights

Every day

Airports in Maryland

112 airports
The best one-way flight to Maryland from Caribbean in the past 72 hours is $151. The best round-trip flight deal from Caribbean to Maryland found on momondo in the last 72 hours is $218.
The fastest flight from Caribbean to Maryland takes 2h 50m
Direct flights go from Caribbean to Maryland every day.
There are 112 airports in Maryland. From Caribbean there are direct flights to Washington, D.C. Reagan-National (DCA), Baltimore/Washington (BWI), Philadelphia (PHL), Washington, D.C. Dulles Intl (IAD).
Search flight deals

  • 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?

  • 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?

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
FrontierPriceFrom $111Free CancellationRating
5.8
3,070 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $121Free CancellationRating
6.3
8,204 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $165Free CancellationRating
7.2
11,061 reviews
Search American Airlines flights
DeltaPriceFrom $321Free CancellationRating
7.9
8,012 reviews
Search Delta flights
SouthwestPriceFrom $328Free CancellationRating
8.0
4,258 reviews
Search Southwest 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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