$103 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 8/2. 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$392
Santo Domingo
Santo Domingo1 stop$380
Montego Bay
Montego Bay1 stop$452
Oranjestad
Oranjestad1 stop$343
Nassau
Nassau1 stop$313
Kingston
Kingston1 stop$398
Simpson Bay
Simpson Bay2 stops$310
Providenciales
Providenciales2 stops$410
Port of Spain
Port of Spain1 stop$534
Bridgetown
Bridgetown1 stop$672
George Town
George Town2 stops$334
Willemstad
Willemstad1 stop$496
Castries
Castries3 stops$1,185
Aguadilla
Aguadilla1 stop$277
Puerto Plata
Puerto Plata1 stop$610
St. John's
St. John's1 stop$620
Punta Cana
Punta Cana1 stop$392
Santo Domingo
Santo Domingo1 stop$380
Montego Bay
Montego Bay1 stop$452
Oranjestad
Oranjestad1 stop$343
Nassau
Nassau1 stop$313
Kingston
Kingston1 stop$398
Simpson Bay
Simpson Bay2 stops$310
Providenciales
Providenciales2 stops$410
Port of Spain
Port of Spain1 stop$534
Bridgetown
Bridgetown1 stop$672
George Town
George Town2 stops$334
Willemstad
Willemstad1 stop$496
Castries
Castries3 stops$1,185
Aguadilla
Aguadilla1 stop$277
Puerto Plata
Puerto Plata1 stop$610
St. John's
St. John's1 stop$620

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 22 - Thu, Sep 3
American Airlines Logo
6:00 am - 3:52 pm
BWI
-
STT
9h 52m
1 stop
American Airlines Logo
4:42 pm - 11:45 pm
STT
-
BWI
7h 03m
1 stop
$235American Airlines
Wed, Aug 19 - Sat, Aug 22
Frontier Logo
7:18 pm - 11:20 pm
BWI
-
SJU
4h 02mnonstop
Frontier Logo
2:14 pm - 6:23 pm
SJU
-
BWI
4h 09mnonstop
$285Frontier
Tue, Aug 18 - Tue, Aug 25
United Airlines Logo
6:05 am - 2:44 pm
BWI
-
SJU
8h 39m
1 stop
United Airlines Logo
7:00 am - 4:28 pm
SJU
-
BWI
9h 28m
1 stop
$286United Airlines
Tue, Sep 1 - Sat, Sep 5
Frontier Logo
6:45 am - 2:16 pm
BWI
-
SJU
7h 31m
1 stop
Frontier Logo
2:14 pm - 6:23 pm
SJU
-
BWI
4h 09mnonstop
$287Frontier
Sun, Sep 20 - Thu, Sep 24
American Airlines Logo
9:30 am - 1:22 pm
BWI
-
SXM
27h 52m
2 stops
American Airlines Logo
2:22 pm - 9:44 am
SXM
-
BWI
19h 22m
2 stops
$310American Airlines
Sat, Sep 26 - Wed, Sep 30
JetBlue Logo
7:19 am - 4:00 pm
BWI
-
NAS
8h 41m
1 stop
JetBlue Logo
5:57 pm - 10:33 pm
NAS
-
BWI
4h 36m
1 stop
$313JetBlue
Sat, Aug 22 - Thu, Aug 27
JetBlue Logo
6:09 am - 1:50 pm
BWI
-
NAS
7h 41m
1 stop
JetBlue Logo
3:02 pm - 11:27 pm
NAS
-
BWI
8h 25m
1 stop
$314JetBlue
Sun, Sep 6 - Fri, Sep 18
Delta Logo
7:00 am - 1:34 pm
BWI
-
STT
6h 34m
1 stop
Delta Logo
2:52 pm - 9:27 pm
STT
-
BWI
6h 35m
1 stop
$344Delta
Mon, Dec 14 - Sat, Dec 19
Southwest Logo
6:45 pm - 1:45 pm
BWI
-
PLS
19h 00m
2 stops
Southwest Logo
3:20 pm - 6:40 pm
PLS
-
BWI
3h 20mnonstop
$480Southwest
Mon, Nov 2 - Thu, Nov 5
Delta Logo
7:00 am - 12:45 pm
BWI
-
PLS
5h 45m
1 stop
Delta Logo
2:05 pm - 10:37 pm
PLS
-
BWI
8h 32m
1 stop
$485Delta
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 $266 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 $266.

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 $623 and $607 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$103
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 13% 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 $151 one-way - $300 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.
7.9
SouthwestOverall score based on 4250 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
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.

The flight was mostly smooth and direct (although it was 2 hours late). The glow of the flight attendant’s phone was annoying as I tried to sleep on this midnight flight.

The plane was not clean. Vomit was removed from seat-back pocket right in front of me. The flight attendants were rude to one another. 3 children were seated together with their parents across the aisle. The children fought physically with one slamming another’s head into the plane wall at one point. The parents were aware, but took no action to intervene. Delays occurred in Atlanta after boarding before takeoff, in the air, and in Detroit after landing (no ground crew assigned). Flight attendants offered no support for connecting flights. There were weather conditions on each end of the flight, but I didn’t mark down my ratings for these.

MSY had lots of coffee/breakfast options for morning flights. Bathrooms were clean. Lots of filling stations for water bottles. Delta flight was on time. The plane was clean. The staff was friendly and efficient.

London to Atlanta was good. Atlanta to Phoenix was not. Poor boarding as I had to check my rollerboard even though there was plenty of room in the bins. Crew seemed inexperienced. Sat just off the gate for nearly 30 minutes with no explanation from the pilot while the cabin got hot. I typically have a much better experience with Delta.

I had only one problem. The temperature on the flight was too COLD. I froze throughout the flight. I thought it might be only my problem but when I went to the restroom during the flight, I saw several people huddling in their jackets. A couple had their winter coats on and I was jealous since I had only a very light jacket.

Our flight was delayed by over 4 hours due to a maintenance issue. They announced a new plane was on the way. We were given a $12 food voucher ( airport food is quite expensive You can’t even by a water and a small snack for 12:00. 4 hours later we boarded and landed in Atlanta at 10:20 ish pm. Of course we missed our connection and we were given a hotel voucher and another food voucher ! We didn’t make it home until 11:00 the next day ! Unacceptable

Everything about this flight was good except for the very end when I reached my destination. Everyone from the tune to the wheelchair escorts were great with the case were great but I miss you with people at the check in this at the very end. I need help from the chicken desk because I forgot my pillow on the plane The female worker at the chicken desk said that they found my pillow and she was going to retrieve it for me. She left a 30 minutes without any update and her so she saw me walking back and forth waiting for her and they didn't even bother calling her or radioing her for any updates. They were busy because they were behind schedule and they were overwhelmed but thanks because at least glanced me and try to give me an update just a quick radio check or phone call. I don't care about the pillow but if you tell me to wait, I waited for at least half an hour before I said something and I just left because they wouldn't bother talking to me so I could, so everything's going in the review. I took pictures of the two men that were left working at the check-in counter. The totally ignored me despite the signals I've been giving them. I don't see any offers in the kayak review to add pictures or screenshots so I'm going to post another review I don't know their name but I'm pretty sure Delta will find other names when they see the review. Google with pictures. There was another guy at the chicken counter bring an orange workers vest who finally left after telling me that the girl that was retrieving my pillow is working the gates now. That would have been if they just told me that's what happened. But I had no update. Make me wait for nothing. Thank you Delta airlines!

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.

Getting to Scotland with no luggage (no medicine, no clothes and no club) on golf trip very disappointed

My luggage never made it, I booked business class only to find out I’m sitting in the back. Very disappointed with the reservation

American Airlines changed are gate no fewer than four times. Walking back and forth from one concourse to another was exhausting, especially after all the flight delays.

Finnair is a really good airline! We specifically looked for them on this trip. On time, great crew, and overall great experience.

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

We had multiple delays and a medical incident during the flight. We barely got a glass of water during the over 4 hours we were on the plane. Somehow first class got all of their service. It would be nice if all of your paying customers got the service they paid for.

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.

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

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

The food took two hours to be delivered to my seat, when I'm on an overnight flight I want to sleep asap after take off

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

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

It was awful ....my first time flying on it and I will NEVER fly it again ....everything about it was terrible .....most especially the flight attendants

Crew was kind of grumpy and there was no beverage service at all. Sodas were $4. Disappointing.

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