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

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Hartford

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

Recent round-trip flight deals from Caribbean to Hartford

Wed, Nov 11 - Mon, Nov 16
Frontier Logo
3:55 am - 2:20 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
11h 25m1 stop Orlando
Frontier Logo
6:03 pm - 11:06 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
4h 03mnonstop
$201Frontier
Thu, Nov 12 - Sun, Nov 15
Frontier Logo
3:55 am - 2:20 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
11h 25m1 stop Orlando
Frontier Logo
3:15 pm - 10:15 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
18h 00m1 stop Orlando
$201Frontier
Thu, Nov 12 - Tue, Nov 17
American Airlines Logo
7:05 am - 12:57 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
6h 52m1 stop Charlotte Douglas
American Airlines Logo
5:32 am - 6:05 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
11h 33m1 stop Miami
$216American Airlines
Thu, Jan 28 - Sun, Feb 7
American Airlines Logo
10:00 am - 11:20 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
14h 20m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 9:54 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
14h 54m1 stop Dallas/Fort Worth
$216American Airlines
Thu, Nov 12 - Tue, Nov 17
JetBlue Logo
4:00 pm - 11:38 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 38m1 stop New York John F Kennedy Intl
JetBlue Logo
7:45 am - 6:37 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
9h 52m1 stop Orlando
$222JetBlue
Thu, Nov 12 - Tue, Nov 17
JetBlue Logo
5:30 pm - 11:59 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
7h 29m1 stop Fort Lauderdale
JetBlue Logo
7:45 am - 3:33 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
6h 48m1 stop Orlando
$225JetBlue
Fri, Dec 11 - Sun, Dec 13
United Airlines Logo
2:52 pm - 11:44 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
9h 52m2 stops Newark Washington, D.C. Dulles Intl
United Airlines Logo
8:00 am - 9:24 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
12h 24m1 stop Houston George Bush Intcntl
$250United Airlines
Fri, Dec 11 - Sun, Dec 13
United Airlines Logo
5:50 pm - 11:44 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
6h 54m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
8:00 am - 9:24 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
12h 24m1 stop Houston George Bush Intcntl
$250United Airlines
Tue, Nov 10 - Tue, Nov 17
Delta Logo
4:05 pm - 12:15 amSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
9h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:40 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Atlanta Hartsfield-Jackson
$336Delta
Tue, Nov 10 - Tue, Nov 17
Delta Logo
4:05 pm - 12:15 amSXM  Simpson Bay Princess Juliana-BDL Hartford Bradley Intl
9h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:40 pmBDL  Hartford Bradley Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Atlanta Hartsfield-Jackson
$383Delta
Useful Info

Good to know

Low season

March

Cheapest flight

$97
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from San Juan to Hartford

FAQs for booking flights from Caribbean to Hartford

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

    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 Hartford.

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

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

    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 Hartford 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 Hartford?

    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 Hartford 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 Hartford

 
Need help choosing which airline to fly with from Caribbean to Hartford? 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.
7.8
DeltaOverall score based on 8693 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

good in general food is just snack and beverages (same snacks all the time) could you try to change them?

8.0 ExcellentMiguel, Oct 2026
Read more Delta reviews

good in general food is just snack and beverages (same snacks all the time) could you try to change them?

We experienced delays in small increments that added up to more than an hour. At the gate, staff showed little concern and compared our delay with the inbound flight’s two-hour tarmac wait, which didn’t address our situation. Once onboard, the flight attendants seemed tired and unfriendly. I understand delays are frustrating for everyone, but passengers shouldn’t feel blamed for them. During the flight, a bright light above the emergency exit stayed on. It was concerning, and no one explained it or offered passengers the option to move. After landing, we waited about 30 minutes on the tarmac for a gate, then waited again for an agent to connect the plane to the terminal. From the Reagan gate staff to the cabin crew and RDU personnel, the service felt dismissive throughout. Overall, this was a stressful trip and a very disappointing customer-service experience

My flight from Atlanta to Oklahoma City was delayed multiple times. I ended up arriving in Oklahoma City nearly two hours later at around 1:50 am the following morning. This was a highly disappointing experience.

My Delta flight 2423 from Atlanta to Oklahoma City got delayed multiple times. It was originally scheduled to depart at 10:41 pm EST with a 11:58 pm CST arrival in Oklahoma City. However, after multiple delays, the flight finally departed Atlanta at around 12:40 am and arrived in Oklahoma City at around 1:50 am. What was even more disappointing was that none of the crew members acknowledged, let alone apologize, for the delays. These delays were not due to weather and were only due to operational/mechanical issues on the part of Delta. As a former Platinum SkyMiles member, I valued loyalty with Delta. However, after having similar experiences in the recent past, I'll be switching my loyalty over to American Airlines going forward. This was a highly disappointing experience.

Love Delta. I'll take connections to stay on Delta even if another airline has a direct flight.

The main issue was the quantity of the drink. The hostess gave only half cup full of the soft drink. I was thirsty and was expecting full glass like every other time.

Delta always provides stellar service. I am always impressed and will try my best to travel via Delta if I can afford it.

Amazing, delta One is extraordinary. Worth the money. They took our bags at the door when our driver dropped Us off at Heathrow.. the Virgin CLUBHOUSE lounge was wonderful and the flight was great. Service food our little pod all near perfect.

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Flight was delayed due to needing a replacement flight crew. Delta changed the aircraft type in Detroit. One hour delay. But once in the air, good flight

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

When booking, the connection times seem fine. But in reality, my two connections were cut short by the first leg being delayed due to issues at the destination (too much traffic going into SFO, ORD) and it became extremely stressful.

Promised internet. Tried for nine hours to log in, no way. I tried the free option, I tried the paid option, I tried restarting my phone.. several times! Very aggrevating as I was trying to keep up with an emregency medial issue with my dad, but could not because the promised service was not available.

It was good flight was smooth, little cold on the plane but other wise good.

I need to note that this flight experience was generally fine but the boarding situation was absolutely a mess and there wasn’t any actual priority boarding. I rated the experience poorly because I’m am genuinely so frustrated with the crew on United taking the baggage space in first class. This flight it didn’t happen, but the last few flights (when I ironically don’t get an opportunity to provide feedback) have been spoiled because upon entering the first class cabin as one of the first few seated passengers, the overhead bins are full and ‘crew’’ tags are on the bags of those taking space. I don’t intend to infer some sort of a class or caste system but it’s absolutely ridiculous that the crew takes the overhead storage above and beyond their most loyal and lucrative customers. They should not even have economy space IMO. And I’ve gotten grief when I’ve noted to the crew the ridiculousness of the notion that the crew (who are the last off the plane) should have priority over flyers who pay. I hope you find a way to convey this message to United because it’s happening with increasing frequency and I intend to find a way to expose the specific crew members who are doing this on a flight by flight basis. (And I have a day job)

I had bad experience with United airline. No live rep, they only have AI that respond to customers concern

Great flight and crew. Need more legroom and DO NOT allow seats to recline.

Flight and crew were great. Need more legroom and do not allow seats to recline.

Tired of being nickel and dimed for every little thing, especially carry-on luggage.

Late start, late arrival and very uncomfortable seats. No legroom, no elbow room because the person next to me was fat. I had to press myself toward the aisle or be rubbing arms with them. As a result, I was bumped every time someone passed in the aisle. But I couldn't get away from the hip encroachment. Who wants to rub hips with an oversized stranger for over 2 hours? I'm not fat, just tall and larger-than-average frame so I need to leg room but it would be nice if other peoples' body parts weren't squeezing under and over the arm of the seating. Why should it cost me so much for simple comfort so United can get a little more profit?

The boarding agent and checked bag agent were both rude. It only takes a second to be kind. However, the flight crew was amazing. I got a turkey sandwich and it wasn't bad---not great but not bad. The internet was my biggest problem. This was a work trip and I REALLY needed the internet to meet a deadline but it didn't work for 80% of the trip. Very disappointing.

I tried to check in beforehand from Ireland. The Jet Blue website sent me to the Aer Lingus website and vice versa. I tried to get a boarding pass at Dublin Airport as well, but they said they couldn't help me either. I had to wait until I arrived at the gate in Boston to secure a boarding pass...it was a bit nerve wracking.

Great flight. Best in years. Very clean craft. Easy boarding. Communicative pilot. Friendly flight attendants. Absolutely smooth take off, in flight and landing. Very comfortable seats. Smoothest flight I've experienced in years. THANK YOU JET BLUE!

I was asked to pony up an additional $239 (over the $735 paid originally) for a one way middle seat, which was very uncomfortable. Where did you expect me to sit?

Jet Blue sevice was good. Just don't understand why they charge for earphones to listen to flight entertainment. Other than that, everything was excellent.

The whole experience at the airport in Istanbul should be made known beforehand. Four passport checks and a huge check-in line as I could not check in online made it a very lengthy and frustrating experience. The flights on Turkish Airlines however were just fine.

Mostly good, flight take off in time and land earlier I can’t ask for more..

The crew was not nice this time. I asked for a drink one time and the girl didn’t say anything to me and just got me the hot drink while walking super fast to the back. We were sitting in the back and she wasn’t doing anything except socializing. She was upset I asked for something and she had to do her job. I also didn’t fully have it in my hands when she handed it to me so it was dangerous. She was abrupt and rude. She wouldn’t allow for people to spread out like previous flights we had been on if they were empty, and there were empty rows. It was strange and she enjoyed being angry at us.

Not having an assigned seat until boarding and then having to check my bag.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

There was very little premium experience. The check in was awful with a 40 minute line and service making me feel like I was putting them out. The lounge and gate experience was scattered and not well organized. the only good thing was the seat. Food was bland and barely edible. Overall I found it wasn't premium at all rather a cheap low class experience.

Flight was good- arrived early ! But ticketing with Underpricer and Kayak was poor at best- unnessacarily difficult due to how the ticket were issued

Flight attendant, forgot her name, was in front cabin, she was great

Delayed and WIFI was not working for most of flight.

I am generally an American Airlines loyalist but this flight was not good. I was seated in an aisle seat and the gentleman in front of my had his seat fully reclined which made it impossible to work on my laptop, eat or drink.. The gentleman in the middle seat was watching something on his phone without headphones.

Disorganized boarding. Mandatory to gate check bags. Curt flight staff. No space for cabin bag, even when I was in first class.

Like all of the flights I took to get down to Dallas. They were delayed

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Good communication at the gate and very nice crew in the flight

Unfortunately we had turbulence because of the weather and when we were about to land in Miami, the pilot brought the aircraft quickly up because another plane was in its way. The pilot was remarkable however we weren’t told until we started our second descent. Our flight was GOOD. The flight from Miami to Hartford was packed, so many people. It was late at night and we were tired and just wanted to be home. Obviously, the aviation staff preformed well.

Air was off while waiting on the runway and the temperatures became very uncomfortably hot. Flight attendants were very loud and rude the entire flight.

I booked tickets from San Diego to Cincinnati months in advance to attend my sister’s wedding, a wedding where I was serving as the officiant. At 10:00 PM the night before my 6:00 AM flight (just 8 hours before departure), I received an alert that my first leg to Denver was delayed, causing me to miss my connecting flight to Cincinnati. When I called Frontier customer service, they informed me that they couldn't get me on any other flight that would get me there in time for the Saturday wedding, let alone the rehearsal dinner. Because I had a critical role in the wedding, I was forced to buy a last-minute ticket on another airline for three times the original price, costing me well over $1,000 extra. Even with the emergency flight, I still missed the rehearsal dinner entirely. When I spoke with Frontier, they agreed to refund my original ticket, but showed zero care or accountability for the massive financial burden and distress they caused. Their "compensation" for causing me to spend an extra $1,000+ and miss an irreplaceable family event? A $75 Frontier voucher. Frontier completely dropped the ball. Their customer service showed zero empathy, and their reliability is non-existent. I will never fly Frontier again, and no one else should either if they actually need to get where they want to go. Tip for anyone flying from Denver to Cincinnati: Avoid Frontier connecting flights or layovers at all costs, especially for time-sensitive events. Book direct flights with an airline that actually offers reliable customer support and rebooking options when delays occur.

I booked tickets from San Diego to Cincinnati months in advance to attend my sister’s wedding, a wedding where I was serving as the officiant. At 10:00 PM the night before my 6:00 AM flight (just 8 hours before departure), I received an alert that my first leg to Denver was delayed, causing me to miss my connecting flight to Cincinnati. When I called Frontier customer service, they informed me that they couldn't get me on any other flight that would get me there in time for the Saturday wedding, let alone the rehearsal dinner. Because I had a critical role in the wedding, I was forced to buy a last-minute ticket on another airline for three times the original price, it costing me well over $1,000 extra. Even with the emergency flight, I still missed the rehearsal dinner entirely. When I spoke with Frontier, they agreed to refund my original ticket, but showed zero care or accountability for the massive financial burden and distress they caused. Their "compensation” for causing me to spend an extra $1,000+ and miss an irreplaceable family event? A $75 Frontier voucher. Frontier completely dropped the ball. Their customer service showed zero empathy letting me know that it was Frontier who was the real victim by refunding my ticket price, and their reliability is non-existent. I will never fly Frontier again, and I strongly advise anyone who actually needs to arrive at their destination on time for an important event to book with literally any other airline.

Flight delayed and missed connection. Next available flight was a 10 hour delay.

It got me to my destination? However we were an hour delayed departing, and we never received any updates or notifications from staff. Poor communication and customer service.

Frontier didn’t give us enough notice that our flight had been delayed. I was just entering the airport when I received the notice, less than 2hrs before my scheduled flight. They delayed it 1hr 22min because another jet left late out of Vegas. Frontier needs better communication with customers because I could have eaten at home and had someone drive me instead of paying for an Uber.

Great flight, no problems. I wish they would increase the checked bag weight limit. Packing was very stressful.

My experience with Frontier was terrible. We were delayed for 2 hours. At one point during the wait at the gate I left to go get a sandwich - I was gone probably 15 minutes. In my absence, they decided to move our flight up, boarded and left. When I came back the two attendants were very rude and I unavoidably had to purchase another ticket on the next flight. During this whole time, the Frontier app did not update the departure time, so I was SOL.

Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.

Pro: The stuff was great. Friendly, patient and caring. Our seat row was clean. The bath room was clean. Our flights were close to on time. Con: The leg room is too small. No blankets or pillows. No entertainment devices at all. I can’t remember to have a food choice. I would fly again with frontier for short distances.

Traveling to a place near Hartford?

Book flights to Hartford if you plan to visit one of these locations
Springfield
Norwich
Southington
Enfield
Chicopee
Farmington
Windsor
Lee
New Britain
Newington
Vernon
Rocky Hill
Westfield
Avon
Waterford
Ashford
Colchester
Canton
Sunderland

More options for your flight to Hartford