$106 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 7/21. 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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1 adult, Economy, 0 bags

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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$371
Santo Domingo
Santo Domingo1 stop$366
Montego Bay
Montego Bay2 stops$447
Oranjestad
Oranjestad1 stop$345
Nassau
Nassau1 stop$314
Kingston
Kingston1 stop$401
Simpson Bay
Simpson Bay1 stop$317
Providenciales
Providenciales1 stop$413
Port of Spain
Port of Spain1 stop$485
Bridgetown
Bridgetown1 stop$672
George Town
George Town1 stop$337
Willemstad
Willemstad1 stop$496
Aguadilla
Aguadilla1 stop$318
Puerto Plata
Puerto Plata1 stop$522
St. John's
St. John's1 stop$620
Punta Cana
Punta Cana1 stop$371
Santo Domingo
Santo Domingo1 stop$366
Montego Bay
Montego Bay2 stops$447
Oranjestad
Oranjestad1 stop$345
Nassau
Nassau1 stop$314
Kingston
Kingston1 stop$401
Simpson Bay
Simpson Bay1 stop$317
Providenciales
Providenciales1 stop$413
Port of Spain
Port of Spain1 stop$485
Bridgetown
Bridgetown1 stop$672
George Town
George Town1 stop$337
Willemstad
Willemstad1 stop$496
Aguadilla
Aguadilla1 stop$318
Puerto Plata
Puerto Plata1 stop$522
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

Thu, Aug 27 - Mon, Aug 31
Frontier Logo
7:18 pm - 11:20 pm
BWI
-
SJU
4h 02mnonstop
Frontier Logo
2:14 pm - 6:23 pm
SJU
-
BWI
4h 09mnonstop
$268Frontier
Sun, Jul 26 - Fri, Aug 7
Frontier Logo
12:35 pm - 4:40 pm
BWI
-
SJU
4h 05mnonstop
Frontier Logo
7:34 am - 11:40 am
SJU
-
BWI
4h 06mnonstop
$269Frontier
Sat, Aug 29 - Thu, Sep 3
American Airlines Logo
6:00 am - 12:53 pm
BWI
-
STT
6h 53m
1 stop
American Airlines Logo
4:42 pm - 9:47 am
STT
-
BWI
17h 05m
1 stop
$295American Airlines
Sat, Aug 22 - Thu, Aug 27
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
$314JetBlue
Sat, Aug 22 - Wed, Aug 26
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
$317JetBlue
Sun, Aug 30 - Thu, Sep 3
American Airlines Logo
6:00 am - 12:53 pm
BWI
-
STT
6h 53m
1 stop
American Airlines Logo
3:43 pm - 10:58 pm
STT
-
BWI
7h 15m
1 stop
$335American Airlines
Tue, Sep 29 - Wed, Oct 7
Delta Logo
7:05 am - 1:42 pm
BWI
-
STT
6h 37m
1 stop
Delta Logo
2:49 pm - 12:26 am
STT
-
BWI
9h 37m
1 stop
$349Delta
Fri, Sep 11 - Mon, Sep 14
Southwest Logo
6:00 pm - 1:20 pm
BWI
-
STT
19h 20m
2 stops
Southwest Logo
2:35 pm - 11:15 pm
STT
-
BWI
8h 40m
1 stop
$365Southwest
Sun, Jul 19 - Thu, Jul 23
Southwest Logo
8:25 am - 12:55 pm
BWI
-
SXM
4h 30mnonstop
Southwest Logo
2:25 pm - 12:20 am
SXM
-
BWI
9h 55m
1 stop
$373Southwest
Mon, Aug 24 - Thu, Aug 27
Delta Logo
7:00 am - 12:40 pm
BWI
-
PLS
5h 40m
1 stop
Delta Logo
2:05 pm - 9:23 pm
PLS
-
BWI
7h 18m
1 stop
$413Delta
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 $264 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 $264.

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 $320 on average. Morning departures are around 6% 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 $402.

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 $573, 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 $627 and $608 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$106
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Baltimore to Nassau

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 $154 one-way - $304 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 4246 reviews
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
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.

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

FA was a bit strange and dodgy not very characteristic of Delta

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.

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

My flight was delayed twice. The first time because of “plane maintenance” and the second because the previous flight who supposedly “arrived early” took an obnoxiously long time to get off the plane. Total delay was over an hour for no reason. Not to mention your airline repeatedly changed our gate from one end of the terminal to the other. Not very happy about this experience. My previous flights with American haven’t had this many issues.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

We’ve had a year of delays with American, and this one was another flight to add to that list. It just reduced our vacation by a day! So frustrating. In-flight entertainment (TVs) weren’t working, There was no drinks service due to delivery issues.

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

2 hours delay on my flight causing me to miss my connecting flight. Cause was for maintenance. I understand maintenance is important but maintenance should be done before boarding people!

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.

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

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Domestic flights are good. Just stay away from international travel

Flight left 2 hours late with no explanation as to the delay

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

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

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

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