$193 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 10/16. 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, 0 bags

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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

Fri, Nov 13 - Tue, Nov 17
United Airlines Logo
3:46 pm - 9:59 pm
SJU
-
SGF
8h 13m
1 stop
United Airlines Logo
7:30 am - 10:22 pm
SGF
-
SJU
12h 52m
2 stops
$326United Airlines
Wed, Sep 16 - Mon, Sep 21
United Airlines Logo
7:00 am - 2:16 pm
SJU
-
SGF
8h 16m
1 stop
United Airlines Logo
6:25 am - 3:42 pm
SGF
-
SJU
8h 17m
1 stop
$326United Airlines
Fri, Aug 21 - Mon, Aug 24
American Airlines Logo
6:00 am - 7:18 pm
SJU
-
SGF
14h 18m
2 stops
American Airlines Logo
3:01 pm - 11:59 pm
SGF
-
SJU
7h 58m
1 stop
$346American Airlines
Fri, Aug 21 - Mon, Aug 24
American Airlines Logo
6:00 am - 7:18 pm
SJU
-
SGF
14h 18m
2 stops
American Airlines Logo
9:31 am - 11:59 pm
SGF
-
SJU
13h 28m
2 stops
$346American Airlines
Wed, Sep 16 - Mon, Sep 21
United Airlines Logo
7:00 am - 10:02 pm
SJU
-
SGF
16h 02m
2 stops
United Airlines Logo
6:25 am - 3:42 pm
SGF
-
SJU
8h 17m
1 stop
$346United Airlines
Fri, Aug 21 - Mon, Aug 24
American Airlines Logo
6:00 am - 7:18 pm
SJU
-
SGF
14h 18m
2 stops
American Airlines Logo
7:02 am - 9:55 pm
SGF
-
SJU
13h 53m
2 stops
$346American Airlines
Thu, Nov 12 - Tue, Nov 17
American Airlines Logo
6:28 am - 10:07 pm
SJU
-
SGF
17h 39m
1 stop
American Airlines Logo
11:25 am - 12:16 am
SGF
-
SJU
10h 51m
1 stop
$346American Airlines
Fri, Nov 13 - Tue, Nov 17
American Airlines Logo
4:59 pm - 8:25 am
SJU
-
SGF
17h 26m
1 stop
American Airlines Logo
9:30 am - 12:16 am
SGF
-
SJU
12h 46m
1 stop
$346American Airlines
Thu, Nov 12 - Tue, Nov 17
United Airlines Logo
8:25 am - 2:33 pm
SJU
-
SGF
8h 08m
1 stop
United Airlines Logo
7:30 am - 10:22 pm
SGF
-
SJU
12h 52m
2 stops
$351United Airlines
Wed, Nov 11 - Mon, Nov 16
United Airlines Logo
2:05 am - 2:33 pm
SJU
-
SGF
14h 28m
2 stops
United Airlines Logo
9:00 am - 9:24 pm
SGF
-
SJU
10h 24m
1 stop
$351United Airlines
Useful Info

Good to know

Low season

November
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 10% 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 airlines 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.
7.4
United AirlinesOverall score based on 10061 reviews
8.1Crew
7.7Boarding
7.1Entertainment
7.3Comfort
6.6Food
Airline reviews

Flight staff and all was fine. Food always sucks on planes so nothing new.

10.0 ExcellentJames, Aug 2026
RNO - IAH
Read more United Airlines reviews

Flight staff and all was fine. Food always sucks on planes so nothing new.

Flight was delayed “due to earlier delays of that plane”, so we were nearly three hours late.

Crew was amazing, takeoff wonderful. The bathroom was disgusting from before takeoff the odor made the flight uncomfortable as you could smell the bathroom from the center of the plane where we were sitting. Smelled like raw sewage. My daughter was throwing up as we landed due to the smell and horrible turbulence as we approached Newark.

Airport terminal was outdated, flight was on a small jet with no wifi

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

We boarded and buckled and then deplaned due to no pilot. Had to wait over 3 hours for a new pilot. Not weather related, just poor management.

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Improvements in communication and empathy are absolutely necessary for American Airlines staff (top down). It’s like they are numb to the needs of their customers.

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

I like the speed of boarding and deplaning and the fact that everything was on time. The crew (attendants) were probably quite new and did not begin the in cabin service until 30 min before landing even though there was little to no air turbulence for the last 1.5 hours of the flight. It made for a mad scramble at the end to get trash collected and carts stowed before touch down.

Flight delayed, boarding time kept changing, not good. Nee firm information given each time.

Flight departed on time. Boarding was easy and efficient. Arrived on time.

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