$108 Find Cheap Flights from Baltimore to Caribbean - Compare and Save

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Cheap Flights from Baltimore to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$374
Santo Domingo
Santo Domingo2 stops$321
Montego Bay
Montego Bay1 stop$348
Oranjestad
Oranjestad1 stop$403
Nassau
Nassau1 stop$428
Kingston
Kingston1 stop$466
Simpson Bay
Simpson Baynonstop$314
Providenciales
Providenciales1 stop$463
Port of Spain
Port of Spain1 stop$459
Bridgetown
Bridgetown1 stop$651
George Town
George Town1 stop$348
Willemstad
Willemstad1 stop$461
Aguadilla
Aguadilla1 stop$246
St. John's
St. John's1 stop$620
Puerto Plata
Puerto Plata1 stop$576
Punta Cana
Punta Cana1 stop$374
Santo Domingo
Santo Domingo2 stops$321
Montego Bay
Montego Bay1 stop$348
Oranjestad
Oranjestad1 stop$403
Nassau
Nassau1 stop$428
Kingston
Kingston1 stop$466
Simpson Bay
Simpson Baynonstop$314
Providenciales
Providenciales1 stop$463
Port of Spain
Port of Spain1 stop$459
Bridgetown
Bridgetown1 stop$651
George Town
George Town1 stop$348
Willemstad
Willemstad1 stop$461
Aguadilla
Aguadilla1 stop$246
St. John's
St. John's1 stop$620
Puerto Plata
Puerto Plata1 stop$576
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?

The cheapest ticket to Caribbean from Baltimore found in the last 5 days was to San Juan, at $208 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 $208.

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

The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $348 on average. Morning departures are around 4% 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 $406.

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

No, with an average price for the route of $599, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Baltimore to Caribbean is February, when tickets cost $449 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $594 and $569 respectively.

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

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 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 12 weeks before departure.

Good to know

Low season

September

Cheapest flight

$108
Best time to beat the crowds with an average 6% 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 $148 one-way - $333 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 4193 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

Flight left on time. Seat spacing is way too small…

8.0 ExcellentLeo, Aug 2026
Read more Southwest reviews

Flight left on time. Seat spacing is way too small…

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.

Everything was very good or excellent, but the seats were extremely uncomfortable and painful.

The temperature on the flight was unbearably hot and they were unable to serve waters and did t make any adjustments. This impacted us both when leaving, we pushed away from the gate but didn’t taxi for takeoff for awhile then arrived ‘early’ yet were stuck in the plane for longer than we should have been.

Terrible - the flight was delayed taking off after boarding. Then the flight circled lga before landing. Significant delay

The actual flight was smooth and we arrived earlier than expected which was great. The flight attendants gave unclear instructions and were rude. They seemed overwhelmed or flustered for the flight. Inflight service was delayed and unsure why.

Everything went smooth from check in, thru TSA, then boarding, and a smooth flight to ATL.

There were weather issues in the area apparently; however, that was not obvious from what we saw outside of LaGuardia. We were delayed leaving (which I understand); however, once we were on the plane we didn't leave for a long time. It may have been two hours?? - all I know is that we sat there for a long time with no information as to why we were not taking off. Finally, after 45 minutes to an hour (maybe?), the pilot gave us an update that no planes were able to go in the our flight path direction (or something like that) due to weather. There was nothing additional added. What does this mean? Why is this? What are the options? When will you give us another update? There were no updates for maybe another 30-45 minutes. There was no explanation as to why we couldn't be rerouted to avoid the weather. We had no information at all. We just sat on the plane (for about 2 hours) with very limited information. All I would have wanted is an explanation as to what was going on. Tell me there is bad weather coming our way. Tell me they are working to reroute us around it (which is what they did). Tell me SOMETHING.

My 4pm flight did not leave until about 10pm. I did not enjoy this experience.

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.

Our flight was delayed to Louisville. What made this worse was they did not have another flight attendant to service the flight. This caused an even longer delay. Then when a flight attendant did show up, she chose to "swap" flights with another flight attendant. Therefore, we had to wait longer for the other flight attendant to come to our flight. This is information that the gate attendant should not have shared. Processes and execution at American are broken. Passengers are feeling it. Fixing this starts at the top of the organization.

Both the gate agent and flight crew did a horrible job of expediting the boarding process. It was simply miss managed. The airplane was late to Tampa. Therefore, they should have expedited the de-boarding process and also boarding process. This did not happen and caused me to miss my connection. I ended up with a 7 hour hour layover just to get home. The overall flying experience on American has simply been degraded. On-time performance is a real problem every single week. This has caused me to consider moving my loyalty to an airline that has better performance metrics.

One thing you can always count on is your AA flight getting delayed. This is not surprising when they operate these planes like a greyhound bus with wings.

Mostly excellent. However, many too many gate changes. Connecting flight at ORD changed gate 6 times.

The flight crew was good. I was delayed almost 3 hours and missed my connection, had to rebook and they lost my luggage

Flight was very delayed. That made me lose the next flight. Rebooked for 23 hours later without any compensation and using a worse airline. I did not expect that from AA. Disappointing.

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.

First time flying JetBlue and my perception changed. Love it.

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

The plane was filthy and worn - the seat pockets were stuffed with tattered food and torn pamphlets. The cleaning crew that came on as we were deboarding were grabbing handfulls of trash and perfunctorily wiping down tables with dishrags. It's been a while since I flew Jetblue and it used to be a great experience. After this flight I will avoid flying Jetblue again if there is any alternative.

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

The series of delays were very unfortunately - first the captain timed out, then the new captain didn't show up when we were told he would, then the first officer timed out. Those delays were compounded by after boarding, weather came in - obviously that's out of JB's control but it was frustrating after all of the other delays that seemed avoidable.

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

JFK is the worst airport and JetBlue is the worst airline

Crew at first tried to SELL snack boxes (for an hour-long flight?!?), and it was the only leg of four on which I was charged for a hard seltzer. 😕 Spent extra to select seats in Row 8 for quicker disembarking only to be seated in Row 25. Someone owes me $38 for that!

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

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

Sat in the airport waiting for my flight for 5 hours. Finally got on the plane only to be thrown off and told that my flight was cancelled. Zero customer service. Nobody spoke to us. Just the worst

When I was boarding my departure from Raleigh to Orlando I was inappropriately scolded by a female dog named Mia because I didn’t pay in advance for my carry on bag ($75). Frontiers website is confusing regarding pre-paying for carryons so it was a simple mistake. I also had paid for “upfront plus” meaning me and my son were seated in the front row with no one in the middle seat ($450 upgrade). When we were boarding Mia said “sir, you didn’t pay for your carryon” in a not so polite tone and told me to get out of line and come back to the counter to pay for my carryon. The way they had the retractable rope left me no room to circle back without making the people behind me move so I just stood there and then she said a second time “sir!! Go pay for your carryon” in an embarrassing tone. I then moved their rope so I could get back to the counter when a second female dog then asked “are you done!?!?” because I had said “do you want me to bulldoze the people behind me?” I then said you do realize I paid over $400 for upfront plus so I was certainly not trying to sneak a carryon bag without paying. Long story short, I am soooo done with discount airlines!!! By the time you pay for all the “extras” you might as well have paid for Delta Southwest or American! Frontier airlines sucks and I was embarrassed by a female dog named Mia!!!

Terrible. Delayed my family flight for several hours affecting family plans

Flight was delayed and then my second leg was completely canceled. Had to get a refund

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