$509 Find Cheap Flights from Springfield to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Springfield to Caribbean departing on 7/13. 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

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Best Caribbean Flight Deals from Springfield

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

Cheap Flights from Springfield to Caribbean

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Springfield to Caribbean 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

Sat, Sep 13 - Mon, Sep 15
American Airlines Logo
6:31 pm - 12:50 pmSPI-STT
17h 19m2 stops
American Airlines Logo
1:40 pm - 12:44 pmSTT-SPI
24h 04m2 stops
$509American Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 27
American Airlines Logo
6:36 pm - 5:10 pmSPI-SJU
20h 34m2 stops
American Airlines Logo
5:40 am - 2:12 pmSJU-SPI
10h 32m2 stops
$599American Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9
American Airlines Logo
4:40 pm - 11:11 amSPI-SJU
17h 31m2 stops
American Airlines Logo
1:37 pm - 12:44 pmSJU-SPI
24h 07m2 stops
$622American Airlines
Find Deal
Sat, Sep 13 - Mon, Sep 15
American Airlines Logo
6:31 pm - 4:00 pmSPI-STT
20h 29m2 stops
American Airlines Logo
5:10 pm - 12:44 pmSTT-SPI
20h 34m3 stops
$684American Airlines
Find Deal
Wed, Dec 24 - Thu, Jan 1
American Airlines Logo
6:37 pm - 5:10 pmSPI-SJU
20h 33m2 stops
American Airlines Logo
7:20 am - 2:12 pmSJU-SPI
8h 52m1 stop
$863American Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9
American Airlines Logo
4:40 pm - 11:11 amSPI-SJU
17h 31m3 stops
American Airlines Logo
12:01 pm - 12:44 pmSJU-SPI
25h 43m2 stops
$911American Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9
American Airlines Logo
4:40 pm - 11:11 amSPI-SJU
17h 31m3 stops
American Airlines Logo
12:01 pm - 12:44 pmSJU-SPI
25h 43m2 stops
$928American Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 27
American Airlines Logo
1:10 pm - 2:40 pmSPI-SJU
23h 30m1 stop
American Airlines Logo
7:20 am - 2:12 pmSJU-SPI
8h 52m1 stop
$1,078American Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9
American Airlines Logo
4:40 pm - 11:11 amSPI-SJU
17h 31m3 stops
American Airlines Logo
4:43 pm - 12:44 pmSJU-SPI
21h 01m3 stops
$1,241American Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9
American Airlines Logo
4:40 pm - 11:11 amSPI-SJU
17h 31m3 stops
American Airlines Logo
4:43 pm - 12:44 pmSJU-SPI
21h 01m3 stops
$1,246American Airlines
Find Deal
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KAYAK's insights & trends for Springfield to Caribbean flights

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

How long does a flight from Springfield to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Springfield are to San Juan, which takes 17h 31m, and Nassau, which takes 21h 52m.


Good to know

Cheapest flight$509
Flight from Springfield to Saint Thomas Island

FAQs - booking Caribbean flights

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

    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.

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

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

    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 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?

    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 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?

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $507 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $634.

Reviews of the top airline flying from Springfield to Caribbean

 
Need help choosing which airline to fly with from Springfield to Caribbean? 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.
7.2
American AirlinesOverall score based on 10000 reviews
6.5Food
7.5Boarding
6.9Entertainment
8.0Crew
7.2Comfort
Airline reviews

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

2.0 MediocreGerald, Jul 2025ORD - PHX
Read more American Airlines reviews

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

Everything you need to know for your flight to Caribbean

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