$119 Find Cheap Flights from Springfield to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Springfield to Caribbean Islands departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Springfield to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Springfield to Caribbean Islands, as well as popular online travel agencies
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Flights Deals

Best Caribbean Islands Flight Deals from Springfield

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$335
Montego Bay
Montego Bay1 stop$443
Oranjestad
Oranjestad1 stop$590
Nassau
Nassau1 stop$489
Providenciales
Providenciales1 stop$552
Punta Cana
Punta Cana1 stop$335
Montego Bay
Montego Bay1 stop$443
Oranjestad
Oranjestad1 stop$590
Nassau
Nassau1 stop$489
Providenciales
Providenciales1 stop$552

Cheap Flights from Springfield to Caribbean Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Springfield to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Springfield to Caribbean Islands

Wed, Sep 24 - Tue, Sep 30
American Airlines Logo
6:34 pm - 2:53 pmSGF-SJU
19h 19m2 stops
American Airlines Logo
4:42 pm - 9:49 amSJU-SGF
18h 07m2 stops
$225American Airlines
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Mon, Sep 22 - Tue, Sep 30
Delta Logo
6:00 am - 4:08 pmSGF-SJU
9h 08m1 stop
Delta Logo
7:30 am - 2:50 pmSJU-SGF
8h 20m1 stop
$255Delta
Find Deal
Sun, Sep 21 - Tue, Sep 30
American Airlines Logo
7:56 pm - 2:15 pmSGF-SJU
17h 19m1 stop
American Airlines Logo
4:42 pm - 8:38 amSJU-SGF
16h 56m2 stops
$265American Airlines
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Thu, Sep 25 - Sat, Sep 27
Delta Logo
6:00 am - 1:23 pmSGF-SJU
6h 23m1 stop
Delta Logo
12:55 pm - 10:32 pmSJU-SGF
10h 37m1 stop
$280Delta
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Tue, Sep 23 - Fri, Sep 26
United Airlines Logo
6:15 am - 3:42 pmSGF-SJU
8h 27m1 stop
United Airlines Logo
1:05 am - 10:50 amSJU-SGF
10h 45m2 stops
$315United Airlines
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Tue, Sep 23 - Fri, Sep 26
United Airlines Logo
7:55 am - 11:57 pmSGF-SJU
15h 02m2 stops
United Airlines Logo
1:05 am - 10:50 amSJU-SGF
10h 45m2 stops
$405United Airlines
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Thu, Sep 25 - Mon, Sep 29
LATAM Airlines Logo
6:45 pm - 12:25 pmSGF-PUJ
16h 40m2 stops
LATAM Airlines Logo
5:35 pm - 11:07 amPUJ-SGF
18h 32m2 stops
$1,840LATAM Airlines
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Mon, Sep 8 - Mon, Sep 15
LATAM Airlines Logo
5:59 pm - 6:15 pmSGF-PUJ
23h 16m2 stops
LATAM Airlines Logo
2:45 am - 10:32 pmPUJ-SGF
20h 47m2 stops
$2,102LATAM Airlines
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Wed, Aug 6 - Mon, Aug 11
WestJet Logo
3:57 pm - 1:55 pmSGF-AUA
20h 58m2 stops
WestJet Logo
12:25 pm - 5:53 pmAUA-SGF
30h 28m2 stops
$4,264WestJet
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Sun, Aug 3 - Thu, Aug 14
WestJet Logo
6:00 am - 11:25 amSGF-AUA
28h 25m2 stops
WestJet Logo
2:50 pm - 5:53 pmAUA-SGF
28h 03m2 stops
$4,324WestJet
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Useful Info

KAYAK's insights & trends for Springfield to Caribbean Islands flights

Get data-powered insights and trends into flights from Springfield to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $393, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Springfield to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Springfield to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Springfield to Caribbean Islands is April, when tickets cost $315 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $914 and $874 respectively.

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

The average price of all round-trip flights from Springfield to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean Islands on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Springfield to Caribbean Islands. For your return ticket, we recommend flying on a Friday and avoiding Sundays for the best deals.

How far in advance should I book a flight from Springfield to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Springfield to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Springfield to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.


Good to know

Low seasonNovember
High seasonMarch
Cheapest flight$119
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Springfield to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Springfield to Caribbean Islands.

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

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

    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 Springfield to Caribbean Islands 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 Springfield to Caribbean Islands?

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

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

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $370 on average. Morning departures are around 60% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $789.

Top 3 airlines serving from Springfield to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Springfield to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Springfield to Caribbean Islands? 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
DeltaOverall score based on 7963 reviews
8.2Boarding
7.9Comfort
7.9Entertainment
7.3Food
8.5Crew
Airline reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

4.0 OkayKoonj, Jun 2025MSP - AUS
Read more Delta reviews

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Overall, aside from the baggage issue, it was as good as one expects.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Flight was delayed long enough that I was misding my connecting flight. The agents could not get me on a comparable flight, nor could they get me s Main Cabin seat I had paid for, nor could they get me on a comparable connecting flight. The gate agent would not issue meal vouchers, even though I was delayed over six hours! I had to spend over an hour and 15 minutes with customer service on the phone to See if they could get me on a better flight and get a meal voucher. Customer service was not helpful enough in trying to find alternate flights and it Ended up taking me 24 hours for a 12 hour trip!! Delta does not provide upgrades NOR will they even give you a pass for a few hours to their lounge. They claim that they do not issue daily passes to their lounge anymore. I call BS since this would be no extra cost to them to provide excellent customer service and give you a few hours to relax in comfort when you’re sitting in a crowded airport and your flight has been screwed up for that many hours.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

United airlines, mediocre at best. No issues , nothing great . Worked for me

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Terrible. Out flight was delayed for 21 (twenty one) hours. United is a joke.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

The food was the worst I’ve had on any flight I’ve ever been on.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

I’m impressed that we were on time in Sacramento after having a late departure in Newark and our made it. The staff was friendly and warm.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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