$163 Find Cheap Flights from Caribbean to Springfield - Compare and Save

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 8/21. 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

Tue, Aug 4 - Sun, Aug 16
Multiple Airlines Logo
3:10 am - 1:13 pm
SJU
-
SGF
11h 03m
1 stop
Multiple Airlines Logo
8:04 pm - 12:41 am
SGF
-
SJU
27h 37m
1 stop
$360Multiple Airlines
Tue, Aug 4 - Sun, Aug 16
Multiple Airlines Logo
3:10 am - 1:13 pm
SJU
-
SGF
11h 03m
1 stop
Multiple Airlines Logo
8:04 pm - 12:41 am
SGF
-
SJU
27h 37m
1 stop
$363Multiple Airlines
Tue, Aug 4 - Sun, Aug 16
Multiple Airlines Logo
3:10 am - 1:13 pm
SJU
-
SGF
11h 03m
1 stop
Multiple Airlines Logo
8:04 pm - 2:16 pm
SGF
-
SJU
17h 12m
2 stops
$471Multiple Airlines
Tue, Aug 4 - Sun, Aug 16
Multiple Airlines Logo
3:10 am - 1:13 pm
SJU
-
SGF
11h 03m
1 stop
Multiple Airlines Logo
8:04 pm - 2:16 pm
SGF
-
SJU
17h 12m
2 stops
$476Multiple Airlines
Wed, Aug 5 - Sun, Aug 16
American Airlines Logo
3:44 pm - 9:00 am
SJU
-
SGF
18h 16m
1 stop
American Airlines Logo
7:51 pm - 2:54 pm
SGF
-
SJU
18h 03m
1 stop
$511American Airlines
Thu, Oct 15 - Fri, Oct 23
Delta Logo
12:46 pm - 10:32 pm
SJU
-
SGF
10h 46m
1 stop
Delta Logo
6:00 am - 4:33 pm
SGF
-
SJU
9h 33m
1 stop
$527Delta
Wed, Aug 5 - Sun, Aug 16
American Airlines Logo
6:00 am - 6:14 pm
SJU
-
SGF
13h 14m
2 stops
American Airlines Logo
7:51 pm - 2:54 pm
SGF
-
SJU
18h 03m
1 stop
$596American Airlines
Thu, Oct 15 - Fri, Oct 23
American Airlines Logo
8:35 am - 6:25 pm
SJU
-
SGF
10h 50m
2 stops
American Airlines Logo
7:48 pm - 3:02 pm
SGF
-
SJU
18h 14m
1 stop
$629American Airlines
Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
7:00 am - 4:06 pm
SJU
-
SGF
10h 06m
1 stop
United Airlines Logo
6:25 pm - 2:44 pm
SGF
-
SJU
19h 19m
1 stop
$643United Airlines
Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
7:00 am - 2:16 pm
SJU
-
SGF
8h 16m
1 stop
United Airlines Logo
6:25 pm - 11:57 am
SGF
-
SJU
16h 32m
2 stops
$696United Airlines
Useful Info

Good to know

Low seasonNovember
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 9% 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 11660 reviews
7.2Comfort
6.8Entertainment
7.5Boarding
7.9Crew
6.4Food
Airline reviews

Leave on time. We waited on the plane for hour hours and it was hot and smelly

2.0 MediocreSamuel, Jun 2026
JFK - AUS
Read more American Airlines reviews

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Check in was easy. Flights were smooth. Flight attendants were courteous and friendly.

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Crew was nice, aircraft dated, entertainment same. Internet is expensive and terribly slow. Food pretty bad

Horrible experience. Food was ridiculous, insufficient, and not appetizing at all. They served sugary granola bar for breakfast. Furthermore, my bags were delayed and delivered damaged and American made it impossible to file for damages. Furthermore, the flights were delayed causing unnecessary stress given the connecting flights. It was awful experience, would never want to fly American.

My flight times changed 4 times since I originally booked the flight. The last time being the day of flight - a 2 hour delay. This meant instead of getting into IAH at 9:30p, I got in at 2:30a. This was very disappointing!!!

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

My table was broken so it made it difficult to eat the food during the service. I was also informed that my luggage did not make it with me to Phoenix. I live two hours away so this makes it even more stressful to try and arrange a time for pick up

The Charleston, WV airport was cute. Very good staff and small enough to feel comfortable. The plane had more leg room than bigger planes. Much more comfortable.

Another uncoordinated American experience. Always surprises me at DFW for them of all places. Have to take this flight as there are no other good time options. We knew from the start that something was wrong, but the pilot wouldn't tell us. I just watched my Kayak app grow the delay by 10 minutes as it went to 3.5 hours. They were uncoordinated with maintenance (as maintenance, when finally arriving, knew within 15 minutes the plane wasn't going. No 'sorry' or 'this is what is going on' comment. The pilot seemed unfazed / didn't care about the process we were going through.

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