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$77+ Cheap flights from Baltimore (BWI) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SJU
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
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Cheap flight deals from Baltimore to Caribbean

Cheapest flights from Baltimore to Caribbean
Explore the most affordable flight options available from Baltimore to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.

This deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:20 pm
BWI
-
SJU
1 stop10h 30m
Frontier
Mon 9/219:03 am
SJU
-
BWI
1 stop9h 29m
Frontier
Deal found 5/20$177
This deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:55 pm
BWI
-
SJU
1 stop9h 43m
Frontier
Sun 9/139:03 am
SJU
-
BWI
1 stop9h 29m
Frontier
Deal found 5/20$221
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:44 pm
BWI
-
SJU
Nonstop4h 03m
Frontier
Mon 8/173:36 pm
SJU
-
BWI
Nonstop4h 08m
Frontier
Deal found 5/18$231
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:44 pm
BWI
-
SJU
Nonstop4h 03m
Frontier
Mon 8/173:36 pm
SJU
-
BWI
Nonstop4h 08m
Frontier
Deal found 5/18$235
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Sun 8/303:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 5/16$236
This Frontier deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Thu 8/273:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 5/17$238
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/148:44 pm
BWI
-
SJU
Nonstop4h 03m
Frontier
Mon 8/173:36 pm
SJU
-
BWI
Nonstop4h 08m
Frontier
Deal found 5/18$240
This Trip.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:44 pm
BWI
-
SJU
Nonstop4h 03m
Frontier
Mon 8/173:36 pm
SJU
-
BWI
Nonstop4h 08m
Frontier
Deal found 5/18$241
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:44 pm
BWI
-
SJU
Nonstop3h 57m
Frontier
Thu 6/113:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 5/18$245
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Thu 8/273:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 5/20$249
This deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:44 pm
BWI
-
SJU
Nonstop4h 00m
Frontier
Tue 9/13:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 5/20$252
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:44 pm
BWI
-
SJU
Nonstop3h 57m
Frontier
Thu 6/113:35 pm
SJU
-
BWI
Nonstop4h 14m
Frontier
Deal found 5/18$255

Find flight deals from Baltimore to Caribbean

Keep the following information in mind while searching for Baltimore to Caribbean flight deals. Data was last updated May 22, 2026.

Round-trip from

$177

One-way from

$77
(Super.com)

Popular in

March

Cheapest in

October

Average price

$360
From Baltimore/Washington to Caribbean
Search Deals
One-way flight from Baltimore/Washington to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Baltimore to Caribbean 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, Cheapflights users made 2,558,603 searches. Data last updated May 22, 2026.
Use the filters below to find and compare flights from Baltimore to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreSimpson Bay

BWI - SXM

BWISXM

Baltimore/Washington

Tue 9/1

6:09 am-12:37 pm

1 stop6h 28m

Simpson Bay Princess Juliana

Wed 9/2

1:42 pm-9:23 pm

1 stop7h 41m

$309

BaltimoreNassau

BWI - NAS

BWINAS

Baltimore/Washington

Thu 8/6

6:09 am-11:15 am

1 stop5h 06m

Nassau Intl

Sat 8/15

10:58 am-9:23 pm

1 stop10h 25m

$322

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Fri 9/25

11:45 am-8:05 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Mon 9/28

6:30 am-2:20 pm

2 stops7h 50m

$340

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Mon 9/28

10:05 am-8:05 pm

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Mon 10/5

6:30 am-2:55 pm

2 stops8h 25m

$340

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Tue 9/1

10:35 am-9:05 pm

2 stops10h 30m

San Juan Luis Munoz Marin Intl

Fri 9/4

8:55 pm-8:30 am

1 stop11h 35m

$340

BaltimoreSaint Thomas Island

BWI - STT

BWISTT

Baltimore/Washington

Sun 8/23

6:00 am-1:34 pm

1 stop7h 34m

Saint Thomas Island Cyril E King

Sun 8/30

2:49 pm-9:27 pm

1 stop6h 38m

$359

BaltimoreSanto Domingo

BWI - SDQ

BWISDQ

Baltimore/Washington

Sat 10/3

8:00 am-3:16 pm

1 stop7h 16m

Santo Domingo Las Americas

Tue 10/6

1:32 pm-11:27 pm

1 stop9h 55m

$368

BaltimoreSanto Domingo

BWI - SDQ

BWISDQ

Baltimore/Washington

Sat 9/26

8:00 am-3:16 pm

1 stop7h 16m

Santo Domingo Las Americas

Wed 9/30

5:01 am-2:58 pm

1 stop9h 57m

$368

BaltimoreNassau

BWI - NAS

BWINAS

Baltimore/Washington

Mon 8/10

6:09 am-11:15 am

1 stop5h 06m

Nassau Intl

Sun 8/16

10:58 am-9:23 pm

1 stop10h 25m

$374

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Thu 9/24

10:05 am-8:05 pm

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Sun 9/27

6:35 am-2:25 pm

2 stops7h 50m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/21

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Baltimore to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Baltimore with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Baltimore to Caribbean

What is the cheapest month to book a flight from Baltimore to Caribbean?

Currently, February is the cheapest month in which you can book a flight from Baltimore to Caribbean (average of $328). Flying from Baltimore to Caribbean in March is currently the most expensive (average of $626). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BWI to CB?

Find hourly flight availability from Baltimore to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 22, 2026.

It’s typically best to fly out from Baltimore to Caribbean in the afternoon. Doing so could potentially save you 50% on the flight price compared to flying in the morning, which is usually more expensive.

How far ahead should I book a flight from Baltimore to Caribbean?

To ensure you get the cheapest price possible for a flight from Baltimore to Caribbean, you should look to book at least 31 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest day to fly from Baltimore to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Baltimore to Caribbean. Price data was last updated on May 16, 2026.

Travelers seeking maximum savings on their Baltimore to Caribbean flight should consider departing on Sunday afternoons when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated May 22, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Baltimore to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,277 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,277 reviews
Southwest
7.9
Good
4,277 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,445 reviews
Southwest
7.9
Good
4,277 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,644 reviews
Southwest
7.9
Good
4,277 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.2
Okay
Southwest
7.9
Good
4,277 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,944 reviews
Southwest
7.9
Good
4,277 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Baltimore to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Baltimore to Caribbean?

    Located just 8.5 mi from the city center, Baltimore/Washington (BWI) is the airport most travelers will use when flying to Caribbean from Baltimore.

  • How long is the flight from Baltimore to Caribbean?

    A quick flight from Baltimore to Caribbean can take about 6h 28m. JetBlue provides one of the quickest options available for as low as $309. There are 1670 mi between Baltimore and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Baltimore to Caribbean one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $57. Users have also found prices from $66 and $88 on Frontier and American Airlines, respectively.

  • What are the most popular routes from Baltimore to Caribbean?

    The most popular flight routes from Baltimore to Caribbean are Baltimore/Washington - San Juan Luis Munoz Marin Intl, Baltimore/Washington - Punta Cana and Baltimore/Washington - Montego Bay Sangster Intl.

  • What are the most reliable airlines from Baltimore to Caribbean?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Baltimore to Caribbean on time: Southwest (75%), Spirit Airlines (54%), Frontier (50%).

  • What are the cheapest flights from Baltimore to Caribbean?

    Looking at all options, your cheapest flight can be booked for $62. While the most popular route (Baltimore/Washington - San Juan Luis Munoz Marin Intl) can be booked for $221 on average, our data indicates $383 when flying from Baltimore to Caribbean.

  • Can I find deals for flights from Baltimore to Caribbean that include hotel bookings?

    Yes. In addition to deals on Baltimore to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Baltimore to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Baltimore to Caribbean.

  • Can I find deals for business class flights from Baltimore to Caribbean?

    Yes. Cheapflights offers flight deals from Baltimore to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Baltimore to Caribbean?

    Currently, February is the cheapest month in which you can book a flight from Baltimore to Caribbean (average of $328). Flying from Baltimore to Caribbean in March is currently the most expensive (average of $626). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Baltimore to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Baltimore to Caribbean

Discover the top 8 airlines that operate flights from Baltimore to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$123Average$397FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$146Average$519FlexibilityNo cancel feeOn-time62%
FrontierCheapest$148Average$398FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$172Average$531FlexibilityNo cancel feeOn-time69%
DeltaCheapest$178Average$598FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$584FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$360Average$546FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$375Average$654FlexibilityNo cancel feeOn-time63%

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