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1 adult
Economy
0 bags
Fri 3/3
Fri 3/10

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Latest Caribbean Flight Deals

Best round-trip prices found by our users on KAYAK in the last 72 hours

MOST POPULARMontego Bay
1 stop from $664
Nassau
2+ stops from $565

Good to know

Low season

September

High season

October

Average price round-trip

$848

Good deal round-trip

$213

Good deal one-way

$483
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 12% increase in price.
(avg. price over the last 2 weeks)
or less
or less

Top tips for finding cheap flights to Caribbean

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be November and December. The cheapest month to fly to Caribbean is February.
  • Morning departure is around 53% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Caribbean flights

Top 3 airlines serving Bloomington-Normal to Caribbean

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 29326 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews
Pros: "Entertainment on flight."
Cons: "The boarding crew was not helpful and rude. Traveling is stressful enough, not having a boarding crew be able to answer simple questions made the rest of the experience bad"
Read more about Delta
Pros: "Entertainment on flight."
Cons: "The boarding crew was not helpful and rude. Traveling is stressful enough, not having a boarding crew be able to answer simple questions made the rest of the experience bad"
Cons: "I didn't flight because I was tested Covid-19 positive ! I am waiting for AeroMexico to contact me to get and flight back to Minneapolis !"
Cons: "My sister’s checked in luggage was in poor shape when we got it in Albany. We noticed an outside compartment was unzipped. So we checked to see if anything was missing and a souvenir from Mexico was gone. Then we realized a zipper was missing from the luggage and then decided to check all the other compartments and realized her bag of jewelry was gone. The woman at baggage services in Albany told us Delta is not responsible for lost belongings. Also tried to tell us theft is not an issue because there are cameras everywhere. Well you are telling someone that is missing a bag of jewelry that theft is not a problem. Also, there may be cameras everywhere but I doubt anyone is going to review those cameras to see what happened. I will never fly Delta again."
Pros: "Everything about the flight was good."
Pros: "Safe trip and very nice crew."
Cons: "Something to work on is organizing the flights in order when you are checking in. I arrived and it was a mess, we didn't know where to go and which line to take. Please make sure you put signs so we can follow and be more organized."
Pros: "Flight was short and pilot got me there safely. Kept passengers informed about delays."
Cons: "Absolutely claustrophobic cabin with uncomfortable seats and no leg room. I paid for first class and ended up in the back of the plane. No drink service. Flight to MSP was far superior"
Pros: "Yes crew was great"
Cons: "More leg space"
Pros: "The flight attendant (age gentleman) with the quite sense of humor, and converse with a measure of ease. A role model for others, a nice aptitude than one can learn from."
Cons: "Just keep up the good work and always work towards self development. Treat others the way you would like to be treated, with respect."
Pros: "The A330 was comfortable and the crew was efficient and cheerful."
Cons: "Delta is the best experience we've had of late."
Cons: "We left Salt Lake City so late that I missed all my train connections and ruined my plans."
Pros: "The crew and the boarding were good"
Cons: "No food. Just unhealthy snacks"
Cons: "Let passengers know from JFK there is a shuttle or air tram to your actual gate of departure. This could help with what the passenger may have as carry on item"
Pros: "Overall was a good experience"
Cons: "My wife’s seatback entertainment kept glitching...that was frustrating and Seat wasn’t very comfortable"
Cons: "Delayed"
Pros: "I had a very comfortable seat, it was a very good experience overall."
Cons: "Unfortunately had flights delayed which forced me to arrive home much later than originally planned."
Pros: "Crew was friendly and appreciative of our business."
Cons: "Gate agents should announce the new boarding categories. I'm a seasoned traveler, yet I did not know the categories. It was more intuitive to use Zones numbers, instead of what you have now."
Pros: "Crew stepped up when we were delayed. In Flight entertainment was nice to help pass the time."
Cons: "More honesty from the pilots/airline. Got on the plane, taxied to take off, then informed that we had to go back to the gate. At the gate, they wouldn't let anyone off and then we were told that there was a minor maintenance issue that would take 15 minutes to fix. It took 4 hours. Poor job by Delta"
Pros: "Nice new seats"
Cons: "Was too warm inside the plane. Boarding address was mobbed and not very well managed"
Pros: "Amazing crew and clean cabin."
Pros: "Great service!"
Cons: "N/A"
Pros: "I wish they serve real food instead of snacks for 4hours flight and I wish luggage check in will be included since it’s international flight."
Cons: "Snacks"
Pros: "Nothing"
Cons: "Unbearably hot!!"
Pros: "With all the competition among airlines and the cutbacks we suffer as customers Delta manages to make you feel like you matter still. Timely boarding, actual help with finding seats making boarding efficient (not just hurrying you along), updates from the cockpit that you could hear and understand, multiple choices in snacks-one even a healthy option, staff that was friendly and interested in making it a good experience not one that seemed bothered they had to work."
Cons: "No food"
Pros: "Service was great, crew was responsive, snacks were good per usual."
Cons: "The AC was blasting at an all time high, felt frozen to my seat, even asked for a blanket but “ they didn’t have any more “, had to tuck in my arms into my layered shirt. this was a morning flight and no breakfast was served ... they didn’t even have food available for purchase."
Pros: "Nothing"
Cons: "It was not acceptable and very disappointed that flight DL391 from SDQ to NY-JFK was delayed till it left at 4:40pm because there were no crew members to bring the aircraft to STO DGO the night before as it is usually done so that the aircraft sleeps over in las Americas. We were at the airport at 4:30am because the flight was scheduled to depart at 6:05am we were lucky to be able to rebook for a flight SDQ-ATL DL576 for the same day hoping to make the connection ATL-IND. Unfotunately that flight was rerouted to Charlotte due to bad weather conditions with a delay of 3 hrs before it landed in ATL thus missing our connection to INDI and had to sleep in ATL and leave the next day to IND thus missing a meeting commitment that we had in IND. We should and expect to be compensated by Delta for this."
Pros: "Did not wait for luggage."
Cons: "Food was marginal. Equipment had low ceiling under carry on shelf. No entertainment."
Pros: "Everything was smooth, organized, professional! Loved the entertainment options, the direct flight, smooth and comfortable!"
Pros: "Great experience"
Pros: "The KLM ground staff were extremely helpful and reassuring when there was confusion with my ticket."
Cons: "I booked KLM flights (Cork - Tampa return) but the planes were in fact Aer Lingus and Delta. So I have no idea what KLM is like. When I checked in at Cork the ground staff could only give me a boarding card for the first flight. For the second one she said I would have to go to the Delta counter in Amsterdam. It was difficult to find a counter there or staff as check-in was all by computer. The computer kept saying 'error' when I put in my code. I eventually was directed to a KLM desk (nicely hidden). I was told that my seat no longer existed. At this point the flight was ready to board. Thankfully the KLM ground staff were extremely helpful and reassuring and upgraded my ticket to economy comfort. On the way back, I could only get a boarding card for my first flight. The second two I had to collect at the boarding gate of the second flight."
Pros: "great crew, very nice and helpful often looking for ways to serve people. More leg room. I had a free upgrade to exit row seating. Food was prettu good for a flight of that length."
Pros: "That i survived"
Cons: "Cramped no entertainment cofée was nasty"
Pros: "Staff were friendly and worked hard."
Cons: "Seats were very basic and not as good as the low cost carrier I normally fly out of the UK. Very old and noisy aircraft. Seemed little control over how much hand luggage passengers were bringing onto the aircraft."
Pros: "Good service smooth flight"
Cons: "The food on bosrd"
Pros: "I was able to watch TV on my way to my destination."
Cons: "I upgraded for the cabin Round trip and when I flew back from my destination I didn't have the same good experience. I did not have the TV flying back. The plane was too rocky one minute going smooth then out of no where it into high speed. The plane was shaky."
Pros: "We didn’t order food and there was no in flight tv/entertainment"
Pros: "Flight all left on time and actually arrived early. Nice to have free movies, shows, etc. Good selection of current stuff"
Cons: "Seat spacing width is too narrow. Knee room was good as we had an exit row."
Cons: "The flight is delayed 3.5 hours."
Pros: "Two Delta agents a kiosk assistance were not aware of the Hurricane Irma policy of waiving baggage fees to my destination. I informed them that the website indicated it would waive baggage fees to certain destinations if checked in at the airport before a certain date. Another Delta agent nearby had to show them a copy of the policy before I could get my baggage fees waived."
Pros: "I would like more detail about traveling companions displayed."
Pros: "Boarding was quick and efficient. Landed early!"
Cons: "Food was Meh but fine"
Pros: "Layout of aircraft."
Cons: "USB port barely accessible. Also, it didn't seem to work."
Pros: "Free meals! Free snacks! Free movies! Comfortable seats and friendly flight attendants!"
Pros: "Meg, our stewardess came out to tell us there would not be any coffee on a 6 AM flight and that we had time to get coffee, if needed. She kept us informed of flight delays, helpful with my bags."
Cons: "There was nothing that could be done, but due to construction at the airport, waited on tarmac for an hour before we could get to a gate, then they had problems with the ramp and that had to be addressed. But pilot was very good about keeping us informed on delays and he was as frustrated as we were."
Pros: "Crew remained positive and apologetic for the long delay."
Cons: "Lack of notice that there was no Pilot, maybe let people know so we can be less stressed about leaving as well as arriving on time when others depend on you to."
Pros: "On time departure and arrival."
Cons: "Cramped! Cabin crew not particularly friendly."
Cons: "Entertainment system was not working."
Pros: "That a delta plane actually had seat back video screens- First delta flight ever that I've been on that did. But every ones screen froze up just over an hour into the flight."
Cons: "Even though the Atlanta to Toronto arrived 'early' I had barely 20 minutes to get to the other plane- I would not have made it with out the amazing staff of weather and the Toronto airport. I use a wheelchair and even zipping through as fast as I could I was 15 minutes late arriving at the gate. I booked this flight thinking I had at least and hour and a bit between flights. Thankfully others on my flight were also late so the Ottawa bound plane did not leave on time"
Cons: "no legroom in a first class and expensive seat"
Pros: "Crew was pleasant and helpful"
Cons: "In flight internet didn't work at all Seats were incredibly tight"

Flight was on time. Crew courteous and knowledgeable. Good flight

Pros: "The aircraft was very clean, neat and well maintained. The crew was friendly. Process of checked-in luggage was seamless and straightforward."
Cons: "I found the istructions on some restricted items to be confusing and contradictory between instructions at the airport, the AA website and the TSA website. The agent at the counter was well-informed, though, and it all ended up going well."
Pros: "Landed safely at PHL."
Cons: "Flight was 2 1/2 hours late after having to change aircraft following initial boarding."
Pros: "The ground crew worked really hard to get us going."
Cons: "The flight was delayed 1.5 hours."
Cons: "The seats are HORRIBLE on this plane! It was like sitting on a concrete block for 2 hours!"
Pros: "Nice crew"
Cons: "Zero entertainment - no screens, no wifi, no plug ins for phones/computers - poor!"
Pros: "Easy boarding, smooth flight, friendly staff."
Cons: "Small plane, kept hitting my head on overhead bins"
Cons: "Our already delayed 1 am flight was cancelled a little before midnight. It was rescheduled to 8am. It was a big headache trying to get a hotel, meal vouchers. Then, there were no shuttles to the hotel available so has to wait in line again for taxi vouchers."
Pros: "Nice crew. Newer comfy seats"
Pros: "Nothing. This was the worst flight I’ve ever been on."
Cons: "Pretty much everything. The flight was delayed for mechanical reasons. Then they boarded us and we sat for 3 hours on the tarmac because one of the air conditioning packs was broken. When we finally arrived, I found out my bag was lost. The worst flight of my life."
Pros: "Arrived safely"
Cons: "The flight was delayed 6 hours weeks before which made the return really inconvenient for my schedule. Then the flight was delayed on the day of the flight until the next day. I did not get to the hotel room until 3:30 AM- 3 hours sleep then back to airport only to have the flight delayed again."
Pros: "Comfortable"
Pros: "Entertainment system is ok"
Cons: "Not canceling our flight, delivering a plane out of a hangar on time and boarding with efficiency."
Pros: "Flight crew was great. The plane was half full, so the attendants allowed us to move."
Cons: "Terrible landing in Charlotte. The plane was rattling and had an annoying whistle."
Cons: "Asked for ginger ale, was not given one"
Pros: "We boarded quickly"
Cons: "The plane was freezing!!!"
Cons: "No internet on plane"
Pros: "Everyone had to relocate to 3 different gates which was a bit annoying. Because I was tired i was not as patient as I normally am but was finally glad that we boarded and was on my way back home."
Pros: "Nothing"
Cons: "AA cancel flights recurringly and has no ability to help their customers. Got I flight cancelled yesterday, and was move to another flight later (10:30pm) that supposed to leave ate (3:30pm). After several delays, they started boarding us at 1:00am, but the boarding process so messy and confuse, the plane couldn’t took off before 1:40 by 1 minute and they had to cancel the flight with 200 people inside the plane. An absurd! Flight was rescheduled to today at 10am and obviously took off 1h delayed because AA can't organize simple things to expedite the boarding process."
Pros: "Not using kayak."
Cons: "Worst flights in history. It took three days to get from Italy to the US. Do not use kayak!"
Pros: "For me, a flight is “excellent” anymore if it’s on time and no one gets booted off the plane. Both flights were early!"
Cons: "Didn’t look he the free snacks."
Pros: "The comfort of the plane and the continued update on my flight delay."
Cons: "The flight was delayed but no fault of American."
Cons: "I believe there should be two staff to serve as for one it looks like too much."
Pros: "Should have booked AA instead of BA."
Cons: "AA couldn't find BA reservation. poor integration of services"
Cons: "did not use the flight. The flight was delayed and I would have missed the connection, so AA switched me to other flights."
Pros: "Delays, delays, delays. An initial delay of 1.5 hours due to a switched plane. Then they needed mechanics to check out a bird hit to the plane. That took another 3 hours to happen. And they boarded us first, then found the issue, deplaned us, had a gate switch and then the wait. Very frustrating! Once on board, everything went smoothly as it typically does."
Cons: "The long delay"
Pros: "My flights were booked through British Airways, but these segments were operated by American. Madrid to Dallas was on a 787 (a very nice ride). Entertainment options were very good (although not as diverse as on British Airways). Food was excellent. The crew was very pleasant."
Cons: "There is not enough waiting space at Madrid Terminal 4S for passengers on large aircraft. Boarding was not as fast and orderly as it should have been. Customs and passport control at DFW is very time consuming (much slower than at many other comparable airports). To change terminals, it is necessary to go back through security and then take a train. It took more than 1.5 hours for me to clear customs and get to another terminal for my connection."
Pros: "The flight was too short for food or drink"
Pros: "efficiency of terminal and flight changes at Dallas-Fort-Worth excellent. valet service and complimentary checked standard carry-on bag."
Cons: "Didn't know about close connections and terminal changes until printing boarding passes. Snack offerings are minimal one almost all airlines for regular fares. a tiny wafer cookie or about 5 mini-pretzels are not very impressive. I wold much prefer peanuts to pretzels--an option would be good. The gate of outgoing flight to Bloomington kept changing on phone m messaging shortly before takeoff , about 6 gate changes in 10 minutes. Confusing!"
Pros: "The meal was passable but the space to eat it made it very difficult."
Cons: "I dropped my Kindle and earbuds on the floor and there was so little room I was unable to pick them up! Anything I had on the floor could not be accessed because of the tiny amount of space. I would have to ask the passenger next to me to get up if I wanted to get my things."
Cons: "i couldn't get my seat before the flight. Coouldn't even find out it was on American airline. So I couldn't get gluten free meal for any of the legs of my journey and I have celiac's disease. A real problem!!!!!"
Pros: "Seats were surprisingly comfortable"
Cons: "Airline valet checked luggage, deplaned us then had us wait as carry-on luggage was handed off one by one"
Pros: "The staff did their best to compensate for the 4 1/2 hour departure delay, getting us Panera sandwiches and snacks."
Cons: "The 4 1/2 hour departure delay"
Pros: "The only nice thing was the plane."
Cons: "There was terrible service. And we missed out connection because an empty plane was sitting at our gate. There is no way the airline did not know this plane was at our gate. They also did not play for our hotel to stay the night. Never flying American again. Not a single employee seems to know what's going on."
Pros: "Boarding was on time and we departed on time and arrived on schedule-fllight was very comfortable"
Cons: "Snacks were ok but main meal could have been better- suggest u go back to box meal such as a sandwich and piece of fruit."
Pros: "This was great!"
Cons: "Every leg of my journey I was charged for two pieces of luggage. I thought this was ridiculous and unfair."
Pros: "Economy seats were comfy Free movies"
Pros: "Watch movies, charge your phone, play games, and snack away after meals. Had an excellent flight. I have to say that the crew made the experience very relaxing. Departure and arrival were as stated, maybe a few minutes over, but it is not like JAL can control the weather. Great experience overall!"
Cons: "It would be nice to get complimentary wifi access, even if it's for a total usage time of 30 minutes, to text/email loved ones about departure and arrival. Still have good access options."
Pros: "Service, good, comfort but most of all Price! Great but at $600 round trip from Orlando to Rome."
Cons: "Nothing"
Cons: "The flight was delayed 3 hours waiting for a flight attendant"
Pros: "Infrastructure"
Cons: "Staff behaviour"
Pros: "The crew was courteous and very nice."
Cons: "The aisles are too narrow. As passengers are boarding and you sit in the aisles you are constantly struck. FAA should investigate with the decreased aisle width and distance between the seats, can the evacuation be completed within required time, in an actual emergency. American Airlines is endangering the lives of passengers. And the cramped conditions are contributing to the hostile actions of some passengers. What does it take to do what is right?"
Pros: "Crew was very attentive"
Cons: "The television was in the aisle and couldn't be properly seen. Also there was no outlet charger."
Cons: "No place to put my purse!"
Cons: "Had a passenger behind us that was coughing the whole flight with what we think was a cold and now we are both sick with colds."
Pros: "Biarding"
Cons: "Gogo inflight entertainment"
Cons: "Separated from luggage"
Pros: "Easy and efficient boarding"
Cons: "Delayed flight No food/drink service offered"
Pros: "Crew was very friendly. It was very comfort and the seats are very good."
Cons: "They changed the terminal for departure three times. Every time it changed al lot of people had to take the shuttle between terminals again. I don't think it was American Airlines fault, but the la guardian airport was not really customer friendly"
Cons: "More Comfortable seats"
Cons: "Everything"
Pros: "It was ok, one gets what one pays and I understand that."
Cons: "Some padding on the chairs would have been welcome."
Pros: "Check in was"
Pros: "Nothing"
Cons: "Smoother ride to location"
Cons: "Nothing because everything is good."
Pros: "En realidad nada porque desde los empleados hasta las azafatas del avión brindan muy pésimo servicio"
Cons: "Todo Check in Empleados Meriendas Entretenimiento"
Cons: "Frontier is usually good, not this flight. Dirty and packed full, not clean at all."
Cons: "Covid prevention methods need to be fixed ASAP, I don't trust Frontier with my health safety. Everyone was cramped in the plane and there was not any space betweem seats like other airlines. The app did not work to pay for carryon and I had to pay $60 in the front desk."
Pros: "That was fun"
Cons: "The food in the airplane"
Pros: "The crew of the flight was good but the seat are no comfortable."
Cons: "Comfortable seats."
Pros: "Once again everyone was so wonderful and helpful"
Cons: "Lower luggage cost. I spent $110 additional on this trip since since I wasn't well informed (my fault)"
Pros: "Nothing"
Cons: "Everything"
Pros: "Nothing"
Cons: "Staff crabage"
Pros: "Fast easy boarding, friendly helpful staff"
Cons: "There was more kids sitting on their parents lap than I’ve ever seen before and it made a very chaotic noisy flight"
Pros: "The crew was great, the chairs are uncomfortable."
Cons: "For the price it’s great."
Cons: "For the price, you cannot go wrong. Would recommend and travel again with this airline."
Cons: "People should be restrained from jamming entrance to aircraft BEFORE their zone is called."
Cons: "Never happened, the flight was cancelled and never rebooked."
Cons: "The flight was delayed, it was a mess."
Cons: "Boarding"
Pros: "Great flught for the price."
Cons: "Can’t complain."
Cons: "Good"
Cons: "Tremenda porquería horrendo"
Pros: "Crew was amazing, I love that they had tablets to take the order instead of driving the cart up and down the aisle."
Cons: "Paid fifty dollars for more leg room and it basically felt like basic seats that I’ve flown with such as spirit and American Airlines"
Pros: "Yes"
Cons: "Food"
Cons: "Everything was good. It’s was a nice travel... safety and puntual. I like that... the only things I think they may could be better is the airplane seat. And they don’t have television."
Pros: "Me cobraron por bulto de mano lo que lo encuentro inlógico porque con ese bulto viaje a Philadelphia y al volver me vienen a cobrar $60 no tiene sentido"
Cons: "Como comenté anterior Me cobraron por bulto de mano lo que lo encuentro inlógico porque con ese bulto viaje a Philadelphia y al volver me vienen a cobrar $60 no tiene sentido deben mejorar y no cojer a la gente de boba eso no se hace primera y última vez que viajo por Frontier"
Pros: "On time, new comfortable plane."
Cons: "Entertainment?"
Pros: "No issues"
Pros: "Price"
Cons: "Hardest most uncomfortable seats, ever!"
Pros: "SEAT was comfortable"
Cons: "Service"
Pros: "Price on the flight to ket"
Cons: "Sits are really uncomfortable, staff wasn't courteous and boarding process was a mess"
Pros: "Estaba todo bien."
Cons: "Pero no me gusto q havia mucha turbulencia. Y mis photos queria esplotar."
Pros: "Nothing"
Cons: "Always postponing the damn flight"
Cons: "The crew were not welcoming or friendly. One of them (blond, curly hair) was mean and disrespectful to everyone. She had an attitude all the time. Just the opposite of my flight from SJU to ATL. Other than that, the flight was on time, etc."
Pros: "Good"
Pros: "We had an uneventful flight"
Cons: "Didn’t depart until 1055 pm. One hour later than scheduled"
Cons: "Las 2 horas de retraso del vuelo."
Cons: "The seats are very uncomfortable"
Pros: "Everything went well. No issues at all."
Cons: "Deplaning is slow. Should consider a rear deplaning procedure from back doors into tarmac and into terminal."
Pros: "Nice service. Exceptionally new plane about a year old to the month."
Cons: "Need to ask people to prepare to deplane. Perhaps use rear door to expedite process"
Pros: "Great service."
Cons: "Limited food"
Pros: "The flight was Very puntual, clean and nice personal in the round trip. I will recomend to my friends and I will flight again soon."
Cons: "Nothing"
Pros: "El personal muy atento"
Cons: "Asientos un poco incómodos, no hay entretenimiento"
Pros: "On time, attentive service"
Cons: "Food selection limited"
Pros: "No setbacks. On time departures. Arrival ahead of time."
Cons: "Food is quite limited."
Pros: "boarding and treatment by staff wad excellent"
Cons: "$3 for a cup of coffee is outrageous.... other airlines at least include beverages and a snack (peanuts etc)."
Pros: "Low prices, departures and arrivals with very specific schedules On Time."
Cons: "There's no food or drinking options, if you have any carry-on you'll have to pay $45."
Pros: "Noting"

Book cheap flights from Bloomington to Caribbean

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1 stopMultiple Airlines
6h 50mBMI-SJU
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Bloomington - Caribbean Flights

Departure:

Bloomington (BMI)United States

Cabin classes:

$2,882
$1,432
$213

Browse origins: