$272 Find Cheap Flights from Caribbean to Springfield

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Springfield departing on 7/31. 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, 0 bags

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Flight Deals

Cheap Flights from Caribbean to Springfield

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

Thu, Apr 30 - Mon, May 4
American Airlines Logo
7:25 am - 5:55 pm
SJU
-
SGF
11h 30m
1 stop
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$278American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
11:59 pm - 9:24 am
SJU
-
SGF
10h 25m
1 stop
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$311American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
11:59 pm - 9:24 am
SJU
-
SGF
10h 25m
1 stop
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$339American Airlines
Wed, Apr 29 - Mon, May 4
American Airlines Logo
11:59 pm - 10:24 am
SJU
-
SGF
11h 25m
1 stop
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$351American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
11:59 pm - 9:24 am
SJU
-
SGF
10h 25m
1 stop
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$384American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
1:31 pm - 10:38 pm
SJU
-
SGF
10h 07m
2 stops
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$389American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
1:31 pm - 10:38 pm
SJU
-
SGF
10h 07m
2 stops
American Airlines Logo
7:54 pm - 2:42 pm
SGF
-
SJU
17h 48m
1 stop
$456American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
1:31 pm - 10:16 pm
SJU
-
SGF
9h 45m
2 stops
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$473American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
11:43 am - 10:16 pm
SJU
-
SGF
11h 33m
2 stops
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$501American Airlines
Sat, Apr 11 - Mon, Apr 13
American Airlines Logo
11:59 pm - 10:24 am
SJU
-
SGF
11h 25m
1 stop
American Airlines Logo
7:54 pm - 4:32 am
SGF
-
SJU
7h 38m
1 stop
$508American Airlines
Useful Info

Good to know

Low seasonNovember
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 2% increase in price.

FAQs for booking flights from Caribbean to Springfield

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

    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 Springfield.

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

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

    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 Springfield 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 Springfield?

    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 Springfield 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 airline flying from Caribbean to Springfield

 
Need help choosing which airline to fly with from Caribbean to Springfield? 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.
7.1
American AirlinesOverall score based on 11468 reviews
6.9Entertainment
7.2Comfort
7.9Crew
6.4Food
7.5Boarding
Airline reviews

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

8.0 ExcellentRanjani, Mar 2026
BOS - CVG
Read more American Airlines reviews

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

We changed our flight because of weather. Unfortunately we were on hold for over an hour, but since we were 5 people who all booked individually, we felt more comfortable doing it with an agent. It all worked out in the end.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Movie selections were very limited. Meals were not f So good.

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