$163 Find Cheap Flights from Caribbean Islands 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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Cheap Flights from Caribbean Islands to Springfield

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands 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 Islands 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
Fri, Aug 21 - Mon, Aug 24
United Airlines Logo
2:20 pm - 10:48 am
SJU
-
SGF
21h 28m
2 stops
United Airlines Logo
6:37 pm - 1:45 pm
SGF
-
SJU
18h 08m
2 stops
$594United Airlines
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
Fri, Aug 21 - Mon, Aug 24
United Airlines Logo
7:00 am - 10:48 am
SJU
-
SGF
28h 48m
2 stops
United Airlines Logo
6:25 am - 3:42 pm
SGF
-
SJU
8h 17m
1 stop
$643United 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 Islands to Springfield

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

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

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

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands 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 Islands 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 Islands to Springfield

 
Need help choosing which airline to fly with from Caribbean Islands 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
6.4Food
7.5Boarding
6.8Entertainment
7.9Crew
Airline reviews

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

2.0 MediocreMichael, Jun 2026
MIA - MSY
Read more American Airlines reviews

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The plane was comfortable but the crew wasn’t friendly.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

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.

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