$97 Find Cheap Flights from Caribbean to Baltimore - Compare and Save

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Cheap Flights from Caribbean to Baltimore

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Baltimore

Fri, Nov 20 - Tue, Dec 1
Frontier Logo
6:00 am - 9:12 amSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
4h 12mnonstop
Frontier Logo
7:35 pm - 12:25 amBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
3h 50mnonstop
$210Frontier
Mon, Oct 5 - Thu, Oct 15
Frontier Logo
12:59 am - 4:46 pmSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
15h 47m2 stops Philadelphia Atlanta Hartsfield-Jackson
Frontier Logo
9:21 pm - 1:17 amBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
3h 56mnonstop
$211Frontier
Tue, Oct 6 - Sat, Oct 10
American Airlines Logo
4:18 pm - 11:10 pmSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
6h 52m1 stop Charlotte Douglas
American Airlines Logo
7:19 pm - 9:46 amBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
14h 27m1 stop Miami
$212American Airlines
Tue, Oct 6 - Tue, Oct 13
American Airlines Logo
4:18 pm - 11:10 pmSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
6h 52m1 stop Charlotte Douglas
American Airlines Logo
8:16 pm - 11:20 amBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
15h 04m1 stop Charlotte Douglas
$212American Airlines
Sun, Oct 11 - Tue, Oct 13
JetBlue Logo
4:40 pm - 11:27 pmSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
6h 47m1 stop Fort Lauderdale
JetBlue Logo
6:09 am - 1:27 pmBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
7h 18m1 stop Fort Lauderdale
$218JetBlue
Fri, Nov 6 - Sun, Nov 8
Multiple Airlines Logo
1:30 pm - 4:23 pmSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
3h 53mnonstop
Multiple Airlines Logo
6:08 pm - 11:28 pmBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
4h 20mnonstop
$260Multiple Airlines
Wed, Nov 4 - Sun, Nov 8
Multiple Airlines Logo
1:30 pm - 4:23 pmSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
3h 53mnonstop
Multiple Airlines Logo
6:08 pm - 11:28 pmBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
4h 20mnonstop
$260Multiple Airlines
Fri, Oct 9 - Sun, Oct 18
Southwest Logo
3:05 pm - 11:55 pmSXM  Simpson Bay Princess Juliana-BWI Baltimore/Washington
8h 50m1 stop Orlando
Southwest Logo
6:15 am - 2:05 pmBWI  Baltimore/Washington-SXM Simpson Bay Princess Juliana
7h 50m1 stop Orlando
$305Southwest
Fri, Nov 13 - Tue, Nov 17
JetBlue Logo
1:30 pm - 4:23 pmSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
3h 53mnonstop
JetBlue Logo
5:16 pm - 10:07 pmBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
3h 51mnonstop
$306JetBlue
Thu, Oct 8 - Sat, Oct 10
Southwest Logo
5:35 pm - 9:40 pmSJU  San Juan Luis Munoz Marin Intl-BWI Baltimore/Washington
4h 05mnonstop
Southwest Logo
6:05 pm - 10:15 pmBWI  Baltimore/Washington-SJU San Juan Luis Munoz Marin Intl
4h 10mnonstop
$315Southwest
Useful Info

Good to know

Low season

March

Cheapest flight

$97
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Saint Thomas Island to Baltimore

Flights from Caribbean to Baltimore: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean to Baltimore 
JoseFlew with Frontier-Apr 2026
San Juan airport is just like any other airport, just remember to do the agricultural inspection thing, but only usually take like an extra 10 minutes.
AlexisFlew with Spirit Airlines-Apr 2025
Go early to the airport. Pay for your baggage early to get a discount.

FAQs for booking flights from Caribbean to Baltimore

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

    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 Caribbean to Baltimore.

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

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

    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 to Baltimore with an airline and back to Caribbean with another airline.

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

    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 to Baltimore from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean to Baltimore

 
Need help choosing which airline to fly with from Caribbean to Baltimore? 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 4200 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Very poor service with connecting flight. I missed the connection because of a delayed flight and significant delay in getting my bags in order to make the connection. The ground staff where unhelpful and rude!

2.0 MediocreDerrace Garfield, Aug 2026
Read more Southwest reviews

Very poor service with connecting flight. I missed the connection because of a delayed flight and significant delay in getting my bags in order to make the connection. The ground staff where unhelpful and rude!

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

I liked the new boarding process. I thought the buyup options (legroom, early boarding) to be easy to request and reasonably priced. All the Southwest team from gate to in-flight were so nice.

The flight was fine. Seats were very comfortable. Attendants were very friendly -

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Terrible all around. Left prior review detailing massive delay/cancellation to then rebook travel. Topping on the cake was lost luggage even after travel to ultimate destination was secured on a new plane(s).

I am very please with the service received from Southwest. Although there was a refuel stop in Fl before we got the Baltimore. The service and kindness of the staff was excellent.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

We had a 5 hour delay on the tarmac in Baltimore

Both legs on the way were smaller planes, each had a mechanical issue causing a delay

Delta exceeded my expectations! I am beyond satisfied. Thank you!

Flight was on time! That's the most important thing for me.

Delayed flight. Dirty seats, dirty seat belts with food stuck on it from previous passengers maybe. No one cleaned the seats or flight.

The flight was delayed and knowing I was going to miss my connection, nothing was done proactively to try and get me rebooked. It was an act of congress to do so. This is not on the crew, but on the experience itself

I love how the flight crews are now saying what the weather will be like, when we can expect to be able to get up and use the restrooms etc. I have to say also that our flight crews this trip were incredible - fast and courteous - and somehow managed to do the service even on these short flights with a few bumps. The only reason for an ok rating on entertainment was because these short flights are on planes without seatback displays but that's ok because I just download shows on my iPhone beforehand.

Flight was delayed and we were on the runway after landing for 30 mins

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Service was good for such a short flight. Small plane but smooth flight.

Could not hear any of the announcements. The speakers seemed out of service. I wish the entertainment system would allow me to watch on my own iPad than the airplane ‘s old display.

On time and stellar premium class service. Not liking non LCD display in seat backs - miss the convenience of not using your own device.

My flights were all delayed , mostly due to technical issues with AA aircrafts. I had to rebook my trip 4 times . I lost my whole day and finally arrived in LAX around midnight. This was a very bad experience with American airlines , I will always try to avoid flying with them

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Delayed and WIFI was not working for most of flight.

The big challenge here was that the inbound flight was delayed, THEN, the aircraft was deemed in need of service, so we had to deplane after being a few minutes away from departure, THEN we had to switch terminals, where another plane in our gate had maintenance issues so we had to change gates again. I am a regular flyer (not on American) so I understand these things happen. The crew was great. The pilot in particular was gracious and understanding and stayed with the passengers the whole time to answer questions and give updates - that was impressive. But the flight was massively delayed as a result, and today I really wanted to be home in time. Sigh The flight was otherwise great.

I am Plstinum Pro snd was standby on earlier flight. They gave seats to people that asked rather than follow standby order. When realized what was happening was too late to get on as no seats left. My scheduled flight was late. Then filled the seat beside me Ruth rude person that they had to move from her original seat

My flight was delayed close to 10 times over the course of the evening. I was originally scheduled to depart at 7:03 PM but did not leave until 12:33 AM, resulting in over 9 hours spent waiting at the airport. The only explanation provided was that the aircraft kept being swapped, with no clear reasoning as to why. Weather conditions at both DCA and Tampa were clear, so that was not a factor. The only accommodation offered was a $12 food voucher, which was entirely insufficient given the length of the delay. Overall, I was completely unsatisfied with this experience. A delay of this magnitude with no meaningful communication or accommodations is unacceptable, and I would have expected much more from American Airlines in terms of customer care.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight changed gates multiple times and flight had to be delayed multiple times

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

It was so nice! I wish that we can have direct flights to El Salvador 😊😊

Fabulous! This was the first time we've flown with JetBlue and the entire experience was flawless!

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.

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!!!

Frontier is good until they cancel your flight. Way too many cancellations.

I know Frontier is a “no-frills” airline. I understand the concept. However, I jumped on some tickets for our family vacation, expecting to play a bit of a game to figure out the family bags and not over spend. In the end, I got the short end of this deal by far. 1. I did not expect them to charge the baggage fee for each direction. It makes the fee look high-ish at a glance, but reasonable. Then when you get to checkout and realize you have to pay it twice to come home with your luggage, it becomes ridiculous. 2. The low checked bag weight limit. I am used to packing a 50lb bag with my preferred airline. Frontier’s artificially low 40lb limit more quickly triggers the extra weight fee, which almost DOUBLES the price of the bag if you go over ($79 for the bag/$75 for the next 10 lbs) 3. The fee for a carry-on bag is the same as a checked bag but with a lower size and weight limit. Make it make sense! 4. The seats are terrible. My 2.5 hour flight almost had me losing my mind. I’m 6’3” and my femurs barely fit in the space provided. My knees had to wiggle just right to jam into the crack next to the armrest of the seat in front of me. The cushioning was thin and inadequate. I am tall but I’m not a freak. These seats are unacceptable. 5. I overheard the woman next to me speaking with the gate agent about being charged a $25 fee for not checking in online - she checked in at the airport counter when she arrived. That’s ridiculous. She was old and in a wheelchair. She had a paper boarding pass, and was obviously not tech savvy. She should not be punished for that. 6. They do not have good placement in the terminals. It was always out on the end or down on a subfloor, and we had to walk out on the tarmac almost every time. In Denver. Their home airport! 7. Every time I loaded a new page on the website while buying my tickets or my bags, it was constantly trying to upsell me on some esoteric bundle. Like, a pop-up every time. Very annoying. 8. No screens in the boarding area (at least where we were) to confirm you’re in the right place. Just static gate number signs. I am sure these are standard practices for Frontier, and I should have read more about them before I purchased tickets, but as a result of this single round trip, I do not plan to ever use this cut-rate airline again. I would rather pay the normal amount for a ticket and be treated like a customer instead of a mark.

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

Inbound plane was on time and flight departed on time with no issues while boarding.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

30 minute delay due to boarding and settling of a family.

Flight was fine, but the legroom between seats for taller passengers is very tight and bad on the knees. I t is very hard to find an angle, that works, especially on a long flight!!!

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