$94 Find Cheap Flights from Baltimore to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Baltimore to Caribbean Islands departing on 3/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Baltimore to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Baltimore to Caribbean Islands.
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Flight Deals

Cheap Flights from Baltimore to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$387
Santo Domingo
Santo Domingo1 stop$314
Montego Bay
Montego Bay1 stop$325
Oranjestad
Oranjestad1 stop$311
Nassau
Nassau1 stop$394
Kingston
Kingston1 stop$417
Simpson Bay
Simpson Bay1 stop$300
Providenciales
Providenciales1 stop$390
Port of Spain
Port of Spain1 stop$384
Bridgetown
Bridgetown1 stop$652
George Town
George Town1 stop$327
Willemstad
Willemstad1 stop$383
Castries
Castries3 stops$1,080
Puerto Plata
Puerto Plata1 stop$607
St. John's
St. John's1 stop$640
Aguadilla
Aguadilla1 stop$212
Punta Cana
Punta Cana1 stop$387
Santo Domingo
Santo Domingo1 stop$314
Montego Bay
Montego Bay1 stop$325
Oranjestad
Oranjestad1 stop$311
Nassau
Nassau1 stop$394
Kingston
Kingston1 stop$417
Simpson Bay
Simpson Bay1 stop$300
Providenciales
Providenciales1 stop$390
Port of Spain
Port of Spain1 stop$384
Bridgetown
Bridgetown1 stop$652
George Town
George Town1 stop$327
Willemstad
Willemstad1 stop$383
Castries
Castries3 stops$1,080
Puerto Plata
Puerto Plata1 stop$607
St. John's
St. John's1 stop$640
Aguadilla
Aguadilla1 stop$212

Book Cheap Baltimore to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Baltimore to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Baltimore to Caribbean Islands

Mon, Mar 23 - Fri, Mar 27
Spirit Airlines Logo
6:15 am - 9:54 am
BWI
-
SJU
3h 39mnonstop
Spirit Airlines Logo
7:54 pm - 9:14 am
SJU
-
BWI
13h 20m
1 stop
$156Spirit Airlines
Mon, Mar 23 - Fri, Mar 27
Spirit Airlines Logo
6:15 am - 9:54 am
BWI
-
SJU
3h 39mnonstop
Spirit Airlines Logo
7:54 pm - 9:14 am
SJU
-
BWI
13h 20m
1 stop
$157Spirit Airlines
Mon, Mar 23 - Wed, Apr 8
Frontier Logo
11:27 am - 3:09 pm
BWI
-
SJU
3h 42mnonstop
Frontier Logo
6:00 am - 2:23 pm
SJU
-
BWI
8h 23m
1 stop
$184Frontier
Wed, May 27 - Mon, Jun 1
Frontier Logo
6:10 pm - 4:49 am
BWI
-
SJU
10h 39m
1 stop
Frontier Logo
6:41 pm - 6:32 pm
SJU
-
BWI
23h 51m
1 stop
$192Frontier
Thu, May 7 - Thu, May 14
American Airlines Logo
7:16 pm - 11:35 am
BWI
-
STT
16h 19m
1 stop
American Airlines Logo
12:25 pm - 11:49 pm
STT
-
BWI
11h 24m
1 stop
$220American Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
6:00 am - 4:15 pm
BWI
-
STT
10h 15m
1 stop
American Airlines Logo
5:05 pm - 10:51 am
STT
-
BWI
17h 46m
1 stop
$225American Airlines
Tue, Sep 1 - Sat, Sep 5
Delta Logo
7:00 am - 1:52 pm
BWI
-
STT
6h 52m
1 stop
Delta Logo
1:27 pm - 8:51 pm
STT
-
BWI
7h 24m
1 stop
$270Delta
Sun, Apr 19 - Wed, Apr 22
Southwest Logo
10:25 am - 2:25 pm
BWI
-
STT
4h 00mnonstop
Southwest Logo
2:10 pm - 9:10 pm
STT
-
BWI
7h 00m
1 stop
$289Southwest
Tue, May 5 - Tue, May 12
Delta Logo
6:00 am - 12:40 pm
BWI
-
PLS
6h 40m
1 stop
Delta Logo
3:25 pm - 12:47 am
PLS
-
BWI
9h 22m
1 stop
$403Delta
Sat, Apr 25 - Wed, Apr 29
Southwest Logo
8:20 am - 11:35 am
BWI
-
PLS
3h 15mnonstop
Southwest Logo
3:50 pm - 11:30 pm
PLS
-
BWI
7h 40m
1 stop
$424Southwest
Booking Insights

KAYAK's insights & trends for Baltimore to Caribbean Islands flights

Get data-powered insights and trends into flights from Baltimore to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Baltimore to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Baltimore found in the last 72 hours was to San Juan, at $168 round-trip. The most popular route is from Baltimore (BWI) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $168.

What is the cheapest time of day to fly to Caribbean Islands?

The average price for all round-trip flights from Baltimore to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $274 on average. Morning departures are around 16% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $392.

Can I save money by flying with a layover from Baltimore to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $407, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Baltimore to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Baltimore to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Baltimore to Caribbean Islands is July, when tickets cost $288 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $466 and $363 respectively.

What’s the cheapest day of the week to fly from Baltimore to Caribbean Islands?

The average price of all round-trip flights from Baltimore to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean Islands on a Monday and more expensive on a Friday. On your return trip to Baltimore, you should consider flying back on a Friday, and avoid Wednesdays for better deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Baltimore to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Baltimore to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$82
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Baltimore to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Baltimore to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Baltimore to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Baltimore to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Baltimore to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Baltimore to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Baltimore to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Baltimore to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Baltimore to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Baltimore to the following destinations at these prices or less: San Juan $138 one-way - $278 round-trip

Reviews of the top 5 airlines serving from Baltimore to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Baltimore to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Baltimore to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4319 reviews
8.0Comfort
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
Airline reviews

Boarding was easy. The seats are small and fairly uncomfortable

8.0 ExcellentNicole, Mar 2026
LGB - OAK
Read more Southwest reviews

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Miserable. This entire round trip was miserable. I booked evening flights to and from Detroit on consecutive days that should have had me at my destination by 10:30. Instead I arrived after 3am on my flight to Detroit and after midnight on my return. Multiple unforced errors like awaiting bags to get put on the plane for almost an hour in Detroit and a 20 minute delay to pull up to the gate in Atlanta has me rethinking my assumption that delta is the best and most reliable airline

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

I rated the experience "mediocre" because of the 2 hour delay in take off. This is the 4th flight from DFW on AA where there was a delay and in one of the instances (after 13 delays), the flight was cancelled. I understand weather but for the March 18th flight, there was no weather issue in Dallas or Detroit. I called Concierge Key and they were wonderful, booking me on a later flight in case my flight was cancelled. I have flown with American for many years and never has there been this consistent pattern of delays. Very disappointing.

They put me on an earlier and I got home sooner

Not good. One of my luggage is missing. And until now they can’t find it

Horrible experience upon landing. Probably more due to DCA utter incompetence than AA.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

My 9:50AM flight was delayed to 3:40PM "due to incoming aircraft delay". No aircraft is "delayed" that long. Found out once we did board (after several changes in times) that the aircraft had a maintenance issue and we had to wait for another aircraft. Just tell us that. The aircraft we did get was old and the seats need to be updated. I have been traveling for several weeks with AA and you should refresh your entertainment content as frequent flyers have gone through most of your new content. I have Celiac and a shellfish allergy and continue to have struggles with meals on business and first class flights. Please keep this in mind. Sorry - was a long travel day yesterday and a bit cranky this morning with my experience comments. Still an AA fan.

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

I was in the airport when I'll check the status of my flight and it was canceled and without any reason. The worst of the worst ...

I never had an opportunity to experience them! They cancelled my flight TWICE!!!

Return flight was canceled. Needed to reschedule with another airline the next day. Cost an an additional $84. At another airport 45 miles further away

Spent seven hours in the airport with spirit pushing he flight time back two hours every two hours only to then have it canceled without explanation. The employees said, “They’ve been doing this for the last five days.” Would have been great if they told us to expect that when we arrived.

Seat do not reclined and tight space. Flight changed so many times hard to keep up.

Bad airline to travel with my flight was delayed for more than 3 hours they act like it’s normal

No WiFi, no outlets to charge phones, no complimentary beverages on a 6 hour flight

Length of flight was fine Delay of over 3 hours was very bad!! Flight down was delayed 1.5 hours

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Absolutely terrible, flight was cancelled and we missed our cruise. Will never fly Spirit again.

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports