$93 Find Cheap Flights from Baltimore to Caribbean - Compare and Save

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 departing on 8/28. 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.
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Cheap Flights from Baltimore to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$389
Santo Domingo
Santo Domingo1 stop$377
Montego Bay
Montego Bay1 stop$454
Oranjestad
Oranjestad1 stop$341
Nassau
Nassau1 stop$319
Kingston
Kingston1 stop$398
Simpson Bay
Simpson Bay1 stop$285
Providenciales
Providenciales1 stop$385
Port of Spain
Port of Spain1 stop$462
Bridgetown
Bridgetown1 stop$672
George Town
George Town1 stop$301
Willemstad
Willemstad1 stop$496
Castries
Castries2 stops$1,362
Aguadilla
Aguadilla1 stop$265
Puerto Plata
Puerto Plata1 stop$580
St. John's
St. John's2 stops$613
Punta Cana
Punta Cana1 stop$389
Santo Domingo
Santo Domingo1 stop$377
Montego Bay
Montego Bay1 stop$454
Oranjestad
Oranjestad1 stop$341
Nassau
Nassau1 stop$319
Kingston
Kingston1 stop$398
Simpson Bay
Simpson Bay1 stop$285
Providenciales
Providenciales1 stop$385
Port of Spain
Port of Spain1 stop$462
Bridgetown
Bridgetown1 stop$672
George Town
George Town1 stop$301
Willemstad
Willemstad1 stop$496
Castries
Castries2 stops$1,362
Aguadilla
Aguadilla1 stop$265
Puerto Plata
Puerto Plata1 stop$580
St. John's
St. John's2 stops$613

Book Cheap Baltimore to Caribbean 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 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

Sat, Aug 29 - Thu, Sep 3
American Airlines Logo
6:00 am - 3:52 pm
BWI
-
STT
9h 52m
1 stop
American Airlines Logo
4:42 pm - 9:47 am
STT
-
BWI
17h 05m
1 stop
$235American Airlines
Thu, Aug 27 - Sun, Aug 30
American Airlines Logo
6:35 pm - 3:52 pm
BWI
-
STT
21h 17m
1 stop
American Airlines Logo
4:42 pm - 9:49 am
STT
-
BWI
17h 07m
1 stop
$249American Airlines
Thu, Aug 27 - Sun, Aug 30
American Airlines Logo
6:35 pm - 12:53 pm
BWI
-
STT
18h 18m
1 stop
American Airlines Logo
4:42 pm - 9:49 am
STT
-
BWI
17h 07m
1 stop
$270American Airlines
Tue, Jul 28 - Tue, Aug 4
Frontier Logo
12:35 pm - 4:40 pm
BWI
-
SJU
4h 05mnonstop
Frontier Logo
7:30 am - 6:32 pm
SJU
-
BWI
11h 02m
1 stop
$277Frontier
Mon, Aug 17 - Sat, Aug 29
Frontier Logo
4:19 pm - 12:23 am
BWI
-
SJU
8h 04m
1 stop
Frontier Logo
2:14 pm - 6:23 pm
SJU
-
BWI
4h 09mnonstop
$278Frontier
Fri, Aug 7 - Sat, Aug 22
Delta Logo
6:00 am - 1:53 pm
BWI
-
SXM
7h 53m
1 stop
Delta Logo
3:18 pm - 9:19 am
SXM
-
BWI
18h 01m
1 stop
$285Delta
Sun, Aug 16 - Sat, Aug 22
Delta Logo
6:00 am - 1:53 pm
BWI
-
SXM
7h 53m
1 stop
Delta Logo
3:18 pm - 9:19 am
SXM
-
BWI
18h 01m
1 stop
$295Delta
Wed, Aug 26 - Tue, Sep 1
JetBlue Logo
6:09 am - 5:22 pm
BWI
-
NAS
11h 13m
1 stop
JetBlue Logo
3:02 pm - 9:24 pm
NAS
-
BWI
6h 22m
1 stop
$319JetBlue
Sun, Aug 16 - Thu, Aug 20
JetBlue Logo
6:09 am - 12:37 pm
BWI
-
SXM
6h 28m
1 stop
JetBlue Logo
1:42 pm - 11:27 pm
SXM
-
BWI
9h 45m
1 stop
$325JetBlue
Sat, Nov 14 - Sat, Nov 21
United Airlines Logo
6:10 am - 1:55 pm
BWI
-
PLS
7h 45m
1 stop
United Airlines Logo
1:35 pm - 10:34 am
PLS
-
BWI
20h 59m
2 stops
$400United Airlines
Booking Insights

KAYAK's insights & trends for Baltimore to Caribbean flights

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

What is the cheapest Baltimore to Caribbean flight route?

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

The cheapest ticket to Caribbean from Baltimore found in the last 5 days was to San Juan, at $268 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 5 days was $268.

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

The average price for all round-trip flights from Baltimore to Caribbean 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 is generally in the afternoon, when round-trip flights cost $321 on average. Morning departures are around 5% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $401.

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

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 $589, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Baltimore to Caribbean, 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 is February, when tickets cost $325 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $621 and $610 respectively.

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

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

If you are looking for a flight deal from Baltimore to Caribbean, look for departures on Mondays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Caribbean, Thursday is the cheapest day to fly and Sunday is the most expensive.

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

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, 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, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$93
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Baltimore to Saint Thomas Island

FAQs - booking Caribbean flights

  • Which are the most popular layovers for flights from Baltimore/Washington (BWI) and the Caribbean?

    Layover options between Baltimore/Washington International Airport and the Caribbean can vary based on the airline, route, and availability. Also, the popularity of layover airports can change due to factors such as airline partnerships, schedules, and customer preferences. To this end, the most common transit cities include Miami (MIA), Fort Lauderdale (FLL), Atlanta (ATL), New York (JFK), and Orlando (MCO).

  • Which airlines offer seat upgrades on flights from Baltimore/Washington and the Caribbean?

    With airlines such as American Airlines and Delta Air Lines, you can easily shift from economy to premium economy, business, or first class cabins on flights from Baltimore/Washington and the Caribbean. Some common ways to upgrade seats on these flights include using mileage points, paying in cash, bidding, or with a complimentary upgrade for elite status.

  • Which are the most eco-friendly airlines offering flights from Baltimore-Washington to the Caribbean?

    Southwest Airlines, JetBlue, and Spirit Airlines are some airlines taking steps to minimize their environmental impact on flights from Baltimore/Washington International Airport (BWI) and the Caribbean. They have invested in modern, fuel-efficient aircraft that consume less fuel and produce fewer emissions. Newer planes are designed with advanced technologies that improve fuel efficiency and reduce greenhouse gas emissions.

  • What airlines offer family services on flights from Baltimore/Washington (BWI) to the Caribbean?

    Parents often appreciate American Airways for their family-friendly services and overall travel experience between Baltimore and the Caribbean. They offer early boarding for families, in-flight entertainment options suitable for kids, and spacious seating.

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Baltimore to Caribbean 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?

    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 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?

    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 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

  • Looking for a cheap flight? 25% of our users found tickets from Baltimore to the following destinations at these prices or less: San Juan $165 one-way - $301 round-trip
  • Compared to Ronald Reagan Washington National Airport (DCA) and Washington Dulles International Airport (IAD), Baltimore/Washington International Airport (BWI) can have less congestion and shorter security lines, which can contribute to a smoother and less stressful travel experience. The layout of BWI is often considered straightforward and easy to navigate, which can benefit travelers unfamiliar with the airport.
  • Baltimore/Washington International Airport (BWI) is well connected to public transportation options, making it convenient for travelers to reach the airport from the city center. For example, the Baltimore Light RailLink directly connects downtown Baltimore to BWI Airport. The Light RailLink provides a cost-effective and efficient way to travel to the airport to catch a flight from Baltimore to the Caribbean. The BWI Business District Light Rail Station is located just outside the terminal.
  • Major carriers offering flights from Baltimore/Washington International Airport to the Caribbean, such as American and Delta Air Lines, cater to travelers with mobility limitations. Besides wheelchair assistance and priority boarding, airlines typically offer special seating arrangements for passengers with disabilities, such as bulkhead seats or seats with extra legroom to accommodate mobility aids.
  • Several Caribbean airports offer excellent business amenities and facilities for arriving on flights from Baltimore/Washington International Airport (BWI) to the Caribbean. For example, Grantley Adams International Airport (BGI) in Barbados provides VIP lounges, executive services, and meeting facilities for business travelers. The airport's proximity to Bridgetown, the capital, makes it convenient for business activities.
  • United Airlines, American Airlines, and Delta Air Lines offer services for unaccompanied minors on flights from Baltimore/Washington International Airport and various destinations in the Caribbean. These airlines supervise and assist unaccompanied minors throughout their journey, including check-in, boarding, in-flight, and arrival. In addition, parents or guardians are typically required to provide contact information for themselves and the person picking up the child at the destination.

Reviews of the top 5 airlines serving from Baltimore to Caribbean

 
Need help choosing which airline to fly with from Baltimore to Caribbean? 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 4249 reviews
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
8.1Boarding
Airline reviews

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

2.0 MediocreAnonymous, Apr 2026
BWI - MKE
Read more Southwest reviews

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

The seats were comfortable, and the boarding process was pretty smooth.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

We never made it on this flight because we missed our connection due to o delayed flight from Jackson.

We had a terrible experience. The flight was delayed several hours, so we missed our connection. We were told to wait at the airport. At around 11:00 pm, the flight was cancelled. There were no available seats out of Jackson for the next two days. Fortunately, we had the foresight to rebook on United for the next day. However, we had to spend a long day at the airport and an overnight at a mediocre hotel. It was a miserable way to spend part of our vacation. We also sacrificed our $450 deposit on our California hotel because we could not get there.

delta wifi wouldn’t work boarding was not in sequence flight crew spent most of their time on the phone with the lights off pretending no one wanted or needed anything

Everything worked smoothly, never had a concern with the flight from start to finish.

Friendly flight attendant Quick checking for baggage drop Quick TSA lines

Crew was absolutely fantastic and we’re so welcoming and friendly ❤️

We got stuck on the tarmac taxiing after landing early so we didn’t get off the plane until an hour later than we thought we would

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

My sister and I paid to have our seats and have them next to each other. I heard one of the employees say to the other one that you shouldn’t have given away reserved seats away to other passengers, and so I guess that is what happened because I got the last most uncomfortable seat in the plane even though I paid to sit in the middle of the plane with my sister. Terrible Experience !!

We checked one bag. That was fast and the agent was fast and super nice. At the gate, boarding was fast and efficient. Flight was uneventful which was great because it was early in the morning and most folks were sleeping. Landing was great. Delta does a really good job of making the flying experience better all around considering you are sitting in such a small space on a plane for several hours.

Ninth consecutive American flight I have been on that was delayed

Would have been good to have the live TV outside of the continental United States as AA was promoting they are sponsors of the Fifa World Cup only for the live coverage to end.

Terrible check in experience in Miami airport by a so-called supervisor. Food came and they were picking up trash within 5 mins. Did not get fed again for about 6 hours. No chance to buy anything on board, horrible experience. Flight attendants have no control over passengers dropping off bags closer to the exit, not close to their seat.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

It’s love good long way travel!! I always want more give me price down i want ever month travel I miss travel only North Carolina to Thailand in my love her !!

The departure and arrival was on time. The fact that I could load my boarding tickets on the American airlines app.

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Kayak boarding information contained inaccuracies that would have not existed if booked directly with American. Paid for preferential boarding, was last to board.

great experience. minimal lines at BWI. at DFW they got a long haul 787 boarded in 30 minutes

Late arrival flight arrived in BWI and I missed connecting flight in CLT to mobile. I had to wait 6.5 hours for next flight.

The flight kept getting delayed, but the ground crew did not communicate well to the passengers in the terminal. First, we were told that it was an engine issue. That was understandable. We asked, after the third delay, if it would be canceled; they reassured us that that would not happen because a new plane was on its way from Washington DC. Four hours later, that is exactly what happened. No announcement was made only people who had the JetBlue app learned of the cancellation. They rebooked us on a flight that would get into our destination 36 hours after our original time I had to spend an exorbitant amount of money to book an additional flight with a different airline, the following morning in order to make it to my conference in time. Not to mention the fact that by the time I discovered the cancellation on the departures board, it was too late for me to receive a refund on my lodging in the destination city for that night. Because I had booked with KAYAK, I did not receive any JetBlue email with rebooking information. This is what the information information desk kept telling everyone who inquired about a rebooking. This was my first time flying with JetBlue. Needless to say, after extremely poor communication andover $1000 of additional expense later, I will not be flying with them again.

We were several hours delayed due to confusion during boarding. Evidently the crew could not match the manifest with the boarded customers. After significant time trying to find individuals on board, a crew member walked through the entire plane re-scanning each of our boarding passes. Then we had to wait for a new slot to depart, and when we landed, our gate was not ready. It was a complete goat rodeo from start to finish.

Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind

Horrible. Flight was cancelled, jet blue app not working to rebook, no phone number available to call Jet Blue, 400 ish people in line for the help desk, stuck in Boston for 2 more days had to book new flight with a different airline and still not sure if I will be able to get any refund.

Flight was cancelled, no support at JFK even though it is their main hub.. wait times on the phone was very long

I liked the punctuality, the crew, and overall the whole flight

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

Flight was delayed many times. The crew was friendly but you eleven had to buy headphones to access the movies in the plane. $8 is not a lot for one person but it is when you travel with all your family.

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

Delayed 4 hours because of maintenance issue they knew about all day. Get another plane. Time is precious!

The flight was great . But you only had one vegan item on the whole flight and someone prior to me took it . I was so disappointed cause I came in from the flooded area and couldn’t pick up anything prior to my flight .

I really didn't like anything. Paid for my checked luggage online ($79) and then was told that I would have to paid another $79 for my carry on. Was not allowed to enter the terminal until 3 hours before my flight and when I finally was allowed to check my bag and enter, my flight was delayed 3 times. When I finally landed, we were all instructed to "run off the plane" as they had to do a quick turn around to Las Vegas. Me and several of my flying companions will never fly Frontier again.

I paid for the upgraded bundle. Was worth it! Great experience round trip!

It was awful everything about it terrible I will never ever ever ride it again

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

First time flying Frontier, I am not sure the Ala Carte menu of options is for me.

Flying frontier reminded me of flying with my family in the 80’s in all of the worst ways possible. From poor customer service to little to no technology. The plane was dirty old and also stuck in the 80’s. From their seatbelts to not having anywhere to charge our phones the seats and the equipment I wasn’t sure if I was being punked or thrown back in time. Needless to say I don’t see myself flying frontier ever again.

Beware that when flying into Atlanta with Frontier, you will wait for your checked bag for a full hour after arriving at the gate! Do NOT recommend Frontier if Atlanta is your final destination!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports