HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$357+ Cheap flights from Springfield, IL (SPI) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
SPI — SJU
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Springfield to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Springfield to Caribbean

Keep the following information in mind while searching for Springfield to Caribbean flight deals. Data was last updated julio 30, 2025.

Round-trip from

$357
(American Airlines)
From Springfield Capital to Caribbean
Search Deals

Find flight deals from Springfield to Caribbean

Cheapest flights from Springfield to Caribbean
Explore the most affordable flight options available from Springfield to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/16:00 amSPI - SJU
1 stop7h 02mAmerican Airlines
mié. 12/104:15 pmSJU - SPI
1 stop8h 44mAmerican Airlines
Deal found 7/29$357

Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 30, 2025.
Use the filters below to find and compare flights from Springfield to Caribbean that are best for you.

Fly from

Springfield

Fly to

Caribbean

Route

Depart

Return

Price

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

lun. 12/1

6:00 am-3:02 pm

1 stop7h 02m

San Juan Luis Munoz Marin Intl

mié. 12/10

4:15 pm-10:59 pm

1 stop8h 44m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from Springfield to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Springfield with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Springfield to Caribbean

What is the cheapest month to book a flight from Springfield, Illinois to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Springfield, Illinois to Caribbean (average of $254). Flying from Springfield, Illinois to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated julio 30, 2025.
Read reviews from past customers who have flown American Airlines from Springfield to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
10.0
Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.

Related info for your journey

Find useful and relevant information for your journey from Springfield to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Springfield to Caribbean?

    Springfield Capital (SPI), located 3.4 mi from the city center, is the airport you fly out of when you book flights from Springfield to Caribbean.

  • What are the most popular routes from Springfield, Illinois to Caribbean?

    When deciding which route to take from Springfield, Illinois to Caribbean consider Springfield Capital - San Juan Luis Munoz Marin Intl, Springfield Capital - Nassau Intl or Springfield Capital - Saint Thomas Island Cyril E King as they are the most popular.

  • Can I find deals for flights from Springfield to Caribbean that include hotel bookings?

    Yes. In addition to deals on Springfield to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Springfield to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Springfield to Caribbean.

  • Can I find deals for business class flights from Springfield to Caribbean?

    Yes. Cheapflights offers flight deals from Springfield to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Springfield, Illinois to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Springfield, Illinois to Caribbean (average of $254). Flying from Springfield, Illinois to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Springfield to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Cancún flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Seattle flights
O'Hare Intl to Mexico City flights
O'Hare Intl to Denver flights
Midway to LaGuardia flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Boston flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Orlando flights
O'Hare Intl to San Francisco flights
Midway to Newark flights
Midway to Las Vegas flights
O'Hare Intl to Heathrow flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Miami flights
O'Hare Intl to Charles de Gaulle flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
St. Louis to Las Vegas flights
O'Hare Intl to Ontario flights
O'Hare Intl to San Diego flights
O'Hare Intl to Haneda flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Narita flights
O'Hare Intl to Portland flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Tampa flights
O'Hare Intl to Suvarnabhumi flights
Midway to Cancún flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Madrid flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Santa Ana flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Cozumel flights
O'Hare Intl to Austin flights
O'Hare Intl to Dublin flights
Midway to Mexico City flights
O'Hare Intl to Nashville flights
Midway to Miami flights
Midway to Tampa flights

Top airline flying from Springfield to Caribbean

Discover the top airline that operate flights from Springfield to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$225Average$358FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.