Find cheap flights from Springfield to Caribbean

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SPI — Caribbean
Jan 3 — Jan 101
Round-trip
1 adult
Economy
0 bags
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Tue 1/3
Tue 1/10

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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 July and August. The cheapest month to fly to Caribbean is January.

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Top airlines flying Springfield Capital to Caribbean

Scores according to KAYAK customer reviews
7.2
American AirlinesOverall score based on 49299 reviews
7.5Boarding
7.1Comfort
7.9Crew
6.9Entertainment
6.7Food
Airline reviews

Multiple delays. Could have been more honest on delay, so could have rebooked elsewhere. Multiple cancelled connecting flights. No compensation. Could not fix myself online. Had to wait on call back.

Read more about American Airlines

Multiple delays. Could have been more honest on delay, so could have rebooked elsewhere. Multiple cancelled connecting flights. No compensation. Could not fix myself online. Had to wait on call back.

Flight attended couldn’t stop coughing.

Changed gates 3 times and terminal once. Just before original boarding.

Kayak is awesome! AA ran late on my return by about an hour

Flight got delayed like 2 time plus they kept changing the damn gate

Cons: "The 1st flight that I have not been cold for the entire flight. The attendants were very good and professional and kind. The Movie selection I felt did not have enough variety. The movies all seemed to be rated R or they were child type movies. Nothing much in between."
Pros: "Crew was excellent"
Cons: "There was no WiFi"
Cons: "Flight was so delayed that we missed our connection"
Pros: "Good price and new clean aircraft."
Cons: "Reclining seats."
Cons: "Stewardesses were grouchy except the one Oriental stewardess. Boarding was late. Reclining seats need to be eliminated!!! I paid $100 extra for additional 6 inches of legroom which was lost when person in front of me reclined. Kona Airport is nasty."
Pros: "Short flight. Great helpers with my mom!"
Pros: "Crew was nice and I was comfortable"
Cons: "Well on the way to Florida I had an entertainment screen that froze and in this flight the screen was blue needing maintenance so it was out of service too."
Cons: "There was a delay on the departure"
Cons: "Check in at originating and connecting flight very difficult. American Airlines could not find reservation on British Airways system. Was asked multiple times if I truly was booked on the flight. Four+ hour delay due to mechanical issues, delayed by union issues."
Pros: "The crew were pleasant and attentive. The seat was moderately comfortable. The food was decent and two services on a 5 hour flight was nice."
Cons: "I’m getting so tired of flying American Internationally on old planes without modern norms. What international flight doesn’t have seat back entertainment or better cabin environment systems?!"
Cons: "Rude staff, not willing to help"
Cons: "The gate agents were rude. So happy with their ‘power’ over passengers who are loaded like cattle onto the plane. They barked at every other passenger that their carry on bag was too big and wouldn’t even listen to train when bags would fit into the size checking stand."
Pros: "The crew was wonderful."
Cons: "Food was passable. Confort was just OK for a 9h flight."
Pros: "Normal expectations were met"
Cons: "It was fine"
Pros: "Very nice gate, crew Very efficient boarding Very quick and efficient takeoff Rosario"
Cons: "not much selection for in-flight food and nothing for entertainment. Rosario"
Cons: "Asked for ginger ale, was not given one"
Pros: "Even the food was decent (granted, I flew in 1st,so at least there was food)."
Cons: "Power outlet cover was busted. But it worked."
Pros: "Crew was excellent, very polite, very helpful."
Cons: "Entertainment system would not play any movies or music. Eventually they got it working for most passengers, but around 20% including myself still had no service."
Pros: "Crew was sweet and accommodating, much better than my previous flights with AA. Flight was clean and take off and landing was quick despite the delay."
Cons: "Second flight to get delayed in the span of a week. Bags took an hour to be distributed at baggage claim. On flight meals have no variety and are too expensive for the portion sizes."
Pros: "Absolutely nothing was good about this flight."
Cons: "An 8 hour delay to get from DFW to DC, after an 18 hour flight from Sydney. No one knew where the plane was and the delay changed from 3 hours, to 5 hours to finally 8 hours. The former, refitted United Airlines plane, with no frills, no electric outlets, uncomfortable seats, and the joke that is the "recline" position."
Cons: "The flight was delayed like 4 times!! It was crazy the wait!"
Cons: "American wins tge coach torture contest!"
Pros: "I got to sneak into the economy plus seats and no one said anything."
Cons: "Flight attendants clearly did not like each other and argued constantly. Sub-par coffee (even by international standards)."
Cons: "No charging outlets on seat ( this something pretty standard on most planes now). The flight was delayed because of the plane had a problem with the tire. The passenger next to me had a broken tray with tape around it. The bathroom had a broken sink."
Cons: "No free water on British Airways"
Pros: "Friendly staff, good entertainment option, good food."
Cons: "I reserved a special solo seat for extra $80 and got charged for it but did not get that seat. I was seated in a window side seat with another passenger."
Cons: "Plane for a transatlantic flight only had the tv screens in the aisles with a single option. Antiquated plane"
Pros: "Plane was comfy and food was good"
Cons: "Boarding in Munich was a nightmare. There was no place to line up and there was only one person checking tickets which resulted in 100s of people trying to push through at same time. After that we had to cram on buses and wait on tarmack for 30mins till plane was ready and then everyone rushed on the plane."
Cons: "Flight was 4 hours delayed"
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: "The seats on the plane were well covered and leather like that was helpful"
Cons: "The food was horrendous ant the staff unprepared for service . They don't want to be service oriented they want to be your equal they are two familiar and on the edge of rude."
Cons: "The airline was changed and I was not aware until I arrived to the airport."
Pros: "Crew came round regularly with water and snacks and were very helpful."
Cons: "The flight was late boarding and leaving but there was no message from the ground staff telling us why the flight was delayed."
Pros: "smooth disembarking"
Cons: "30 mins delay"
Pros: "Got to my destination on time."
Cons: "Where to start? How about when I checked in at the counter, I asked the check in attendant to add my FF number on my ticket. They said they'll get right to it, handed me my tickets and sent me on my way. It never happened. Not a big deal, I can request the mileage post flight, but still something. Look at my tickets, that I had booked a week in advance and specifically reserved an aisle seat. My ticket says "Priority Verification," whatever that means. Turns out it means you don't have a seat, and you get the worst of the worst. So what seat is the worst? How about the middle seat in a row of 5. The middle in a row of 5, on a transoceanic flight... What kind of airlines has 5 in a row? The guy next to me spent $300 for his ticket, I spent $1200, for the same flight, and this is the kind of seat I get? The plane felt like it was straight out of the 90's, carpeted center walls, old seats, tiny tv's. Overall, a plane that felt had not been updated in decades. Took 20 minutes for a flight attendant to respond to the flight attendant sign. This wasn't during beverage or food service, just a normal time at cruising altitude. They also don't have eye masks. Every other transoceanic flight I've been on has them provided in the seat pocket, American Airlines doesn't even have them on the plane! Economy class has no USB or power outlets, the in flight entertainment is about a 5" screen in probably 260p resolution. Decent selection of movies, but you have to join the movie in progress or wait approx 10 minutes for the next movie to start. Legroom was okay unless you had one of the entertainment boxes in your way, then that takes up 30% of your space. Some of the tray tables do not have cup holders, on the top, bottom, or anywhere on it. Also my table was tilted, so every time I put a cup on it, it slid right off. Seems like a minor complaint, but eating dinner and fighting a sliding cup the whole time is a pain. Dinner and breakfast tasted decent, but you can tell American is cheap on the food. Most airlines will give something like a main course, a bread roll, fruit cup/salad, juice, small dessert. American gives you the main course and a fruit cup and that is all. Crappy utensils too. Overall, if I had paid maybe $200 for the flight, I wouldn't have any room to complain, but because American holds the government carrier contract for FY17, I had to fly on them at exorbitant cost, and would never recommend them to anyone."
Pros: "Customer Service at SEA was great. we were checking bags directly to Madrid and they were very helpful"
Cons: "I had paid for a Bulk head seat Row 7. But since we had a in Cabin pet, my wife was moved down to Row 18 and a much smaller seat. I need to get a refund for the price I paid."
Cons: "multiple delays from American airline in Madrid and Chicago, not giving me good alternative, not owning the issue, multiple flight chnages"
Pros: "We did not crash."
Cons: "American airline cares about on time push back and the JD Powers rating more then its passengers. So when you miss an American conection by under one minute they are keeping you on the ground while there on time performance "sores" . Then you enter the American over night accommodation Line and I don't have tell you how unpleasant that is but a 2 hour wait for a free shuttle to the hotel is one of them."
Cons: "I didn't know it was American Airlines. I would have bought a different ticket had I known it wasn't JAL."
Pros: "Worst customer service I have ever experience"
Cons: "They canceled my flight to Florida due to hurricane then refused to refund my return flight ticket. How can I fly back if I never made it there. Bunch of thiefs kept my money and they never got me to my destination."
Pros: "Pilots avoided turbulence for flight."
Cons: "Music reception was very poor on flight. had trouble accessing Wifi."
Pros: "The experience was fast and smooth."
Cons: "No entertainment on the way there."
Cons: "Separated from luggage"
Pros: "Absolutely nothing"
Cons: "Everything from the 6 different times our flight got delayed and after 7 hours of waiting they just canceled our flight at 2am with no remorse and the worst customer service ever"
Cons: "Flight was delayed. We weren't given an accurate time, then we sat on the runway for 40 minutes"

It was disappointing to know that the flight was a 4+ hour flight with no wifi or entertainment available. Also, if you are going to require people to use the app to pay for food when you don’t have the wifi available you need to have a swipe payment or allow people to pay cash.

United cancelled it due to weather, yet kayak keeps sending me updates about it.

Over flight was ok it just sucked you had to download the United app to order food and beer and to watch movies and it would have been great probably if the app downloaded but it didn’t so it sucked not sure of the app was down or too many people trying to download it or what but other then that it was ok the seats weren’t too comfortable but I reckon that’s too be expected only my second time flying the first time none of my flights where on time but this go around they where on time with everything.

Pros: "Pleasant staff."
Cons: "not enough room in seating area."
Pros: "Airport close to my house and It is United hub"
Cons: "Many things. Seat does not reclining which is hard for a 5 hrs flight"
Cons: "We arrived at the airport over an hour before the scheduled departure time, per TSA suggestions, and it was way too early. Perhaps a half hour before boarding from smaller cities would be more suitable."
Pros: "The crew was very friendly, the seats were uncomfortable and the air cabin was very cold."
Cons: "The flight was delayed, cancelled then on again. Communication regarding the flight changes were very confusing and had guest running though the airport not knowing what to do. My suitcase was busted and destroyed.There were not enough blankets for everyone in the cold plane. Horrible experience."
Pros: "The pilot team did an outstanding job explaining and communicating our progress in our holding pattern outside of Newark. We still missed our flight but God love em, they tried!"
Cons: "Great airline...change nothing down! Keep the current level or keep raising it."
Pros: "nothing spectacular"
Cons: "paying for wifi to access the "free" movies/TV shows....ridiculous. Miss the good old days when everything was included in the price of a ticket. now you have you pay for everything :("
Pros: "The crew was polite"
Cons: "Leaving on time, movie selection and an update on the delay before boarding the plane"
Pros: "The crew was pretty good."
Cons: "Wish they offered better snack options but I’m not complaining"
Pros: "On time and nice services"
Cons: "Wait time for US specific security check Line was too long and slow"
Pros: "Great service, onboard entertainment, comfortable and got in early"
Pros: "Smooth easy flight."
Cons: "The only real downside was seat 22D headphone jack was broken so it made for a long flight but I played some games."
Pros: "Excellent trip. Took basic economy. Only like needed to pack for weekend. Got the job done."
Cons: "No frills. It wasn't needed but gotta think of something to put here."
Pros: "They staff was friendly and they boarded efficiently."
Cons: "The worst part of the flight was the fact that they have redesigned their planes. They have put the seats even closer together and their new seats are horribly uncomfortable. The seats are made out of a hard molded plastic. There is no give and they don’t form to you back at all. Their comfort level I would rank at a zero! I had thought they may not be bad for a domestic flight as mine was international, however, I also had them for a domestic and they were equally uncomfortable. I will be checking off of United on my next flight as I can not sit in a seat this uncomfortable ever again! Try again United!!! #UnitedSeatsUncomfortable, #HorridSeats,"
Cons: "More room space between seats"
Pros: "The flight arrived ahead of schedule."
Cons: "- United's entertainment system was not working again. The system was completely down. The plug-in power was also down. - Boarding was delayed because there were no crew members willing to help passengers figure out how to load the overhead bins."
Cons: "The fact that I wasn't notified early enough about 3 hour delay"
Pros: "The crew was ok"
Cons: "The plane was delayed for hours no pilot who is that possible they board us and then make a announcement that we are delayed for another 130 ridiculous never had a problem with jet blue extremely dissapointed"
Pros: "Flight was short."
Cons: "I was not informed about the delay until after I checked my bag, otherwise I might have chosen another flight. I was informed that though I could possibly change flights, my bag might not. I have the UA app, and did not receive timely notification. Free WIFI would have been nice as a compensation. A 4 hour delay means I miss my bus and extends my travel time significantly, one more night away from home. You did offer $50 of mt next UA flight for the next year, but I don't fly that often. Considering the reason for the delay was they were waiting for a plane was frustrating."
Pros: "Easy boarding, on time take off"
Cons: "Arrived early (yay), but had to sit on the runway for 45 minutes waiting for a gate and ended up getting to the gate later than the original expected time. Pretty ridiculous."
Pros: "Comfortable seats for economy"
Cons: "Computers were down in Akron Ohio. Flight was delayed an hour. Chicago was delayed 2 hours. There was an earlier flight i should have been booked on."
Cons: "No food no entertainment"
Pros: "The seats were somewhat comfortable."
Cons: "Almost nothing was included with the ticket purchase."
Cons: "The personal entertainment was not working."
Cons: "Not the friendliest of crew. One of the three ladies seemed almost unable to smile."
Cons: "A small bag of small pretzel mix was tasty, but there used to be more."
Pros: "Smooth boarding process and on-time departure. Saving 20 minutes on such a late flight was really appreciated."
Cons: "Nothing."
Pros: "The plane was only half full -- plenty of room!"
Cons: "Turbulence (not your fault)."
Pros: "Flight attendants and pilots were great."
Cons: "The flight would have been great if we flew out of Hailey where there were blue skies and no snow. Instead we got on a bus to Twin Falls with very poor visibility, snow and a bus sliding all over the road. No security check before getting on the bus and no real explanation for being diverted. Our safety definitely wasn't a concern with this airline."
Pros: "Planes are old as dirt. Flight attendants were unfriendly and unaccommodating and finally, there was a 2.5 hour world wide data transfer systems failure on the last leg of my trip. Have a 12 hour day of surgery followed by appointments. Thank you United. Your airline is a joke and I'm ditching your stupid mileage credit card. I'd rather purchase magazines with my miles than fly with you ever again."
Cons: "Absolutely nothing."
Pros: "Everything went smoothly!"
Pros: "We made it. The pilot trod very hard to start the engines in extremely cold weather."
Cons: "Departing at 5:30 am"
Pros: "Wow- I was flat out told by the supervisor that "you used a travel agent, Kayak, how is this United's problem? This supervisor then confirmed that my 30 min connection was "on the screen, if you don't like it you shouldn't have booked it, since you used an agent we are not doing anything and it's not our problem". Offered to move me to the earlier flight for $775 per ticket. For a 2 hour flight that was only one leg and also same day. Disgusting people."
Cons: "The first two agents didn't understand what I was asking when I asked if we could switch to an earlier flight. Both, yes both, told me there were no seats available when I saw 4 first class seats on line. By the way, did I fail to mention that I had booked 2 International full fair first class tickets? To be treated like they were doing me a favor."
Pros: "This flight was On Time.."
Pros: "Quick bording, organized. Smooth flight."
Cons: "On board entertainment lacked horribly unless you are willing to pay extra. And the on flight snack was a joke."
Pros: "The entire crew was so nice! They engaged with everyone!"
Pros: "The crew was fantastic ! My daughter was anxious during some unexpected turbulence and she was very supportive . Movies and entertainment were good . Food , acceptable."
Cons: "The space allotted per person is ridiculous. And I upgraded to extra leg room ... What extra legroom ??"
Pros: "Nice folks and getting on was not a chore. Overall it was between good and excellent."
Cons: "My wife and I got to sit together, due to the courtesy of a GI moving so we could. Our 12 yr old grand daughter was one row behind and across the aisle from us."
Pros: "On time and people nice"
Cons: "Everything. Very good"
Pros: "I'm home safe"
Cons: "The delay"
Pros: "That your seat is assigned"
Cons: "Crew was rude"
Pros: "That the plane actually took off and landed fine."
Cons: "Flight delayed almost 2 hours. I booked this flight on this airline as my previous flight on a different airline was delayed over 7 hours."
Pros: "I liked temperature!"
Cons: "My flight was delayed 3 times which led me to being 1.5 hours late to my meeting. We weren't told there was going to be a delay until we lined up to start boarding!"
Cons: "considerate steward checked for wheelchair at ORD"
Pros: "Crew"
Cons: "Again, spicy snack. Long flight, you had to have the latest app on your phone or pad to watch a movie, flight from Houston to Boise had movie/tv monitors. Loading 4th group to the back of the plane makes it tough."
Pros: "Everything was great, no waits, and right on time!"
Cons: "N/A"
Pros: "N/A"
Cons: "Missed my connecting flight by 15 mins after 2 hours delay."

Book cheap flights from Springfield to Caribbean

Recent round-trip flight deals

2/2Thu
2 stopsUnited Airlines
28h 04mSPI-NAS
2/5Sun
1 stopUnited Airlines
28h 08mNAS-SPI
$586
2/2Thu
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$600
2/2Thu
1 stopAmerican Airlines
22h 37mSPI-NAS
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24h 13mNAS-SPI
$658
5/26Fri
2 stopsAmerican Airlines
18h 45mSPI-SJU
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$781
5/26Fri
2 stopsAmerican Airlines
18h 45mSPI-SJU
6/2Fri
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23h 53mSJU-SPI
$791
12/29Thu
2 stopsAmerican Airlines
18h 13mSPI-SJU
1/5Thu
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$869
12/29Thu
2 stopsMultiple Airlines
18h 13mSPI-SJU
1/4Wed
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$908
5/26Fri
1 stopUnited Airlines
8h 39mSPI-SJU
6/2Fri
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$972
12/23Fri
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$973
12/23Fri
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$1,004
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$1,133
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$1,222
12/27Tue
1 stopAmerican Airlines
15h 27mSPI-SJU
1/1Sun
2 stopsAmerican Airlines
17h 00mSJU-SPI
$1,330
12/23Fri
1 stopUnited Airlines
7h 30mSPI-SJU
12/25Sun
2 stopsUnited Airlines
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$1,380
12/27Tue
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$1,389
12/27Tue
1 stopAmerican Airlines
15h 27mSPI-SJU
1/1Sun
1 stopAmerican Airlines
15h 43mSJU-SPI
$1,853

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Springfield - Caribbean Flights

Departure:

Springfield (SPI)United States

Cabin classes:

$271

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