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$281+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SPI — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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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 February 20, 2025.

Round-trip from

$281
(American Airlines)

Popular in

April

Cheapest in

February

Average price

$311
From Springfield Capital to Caribbean
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($133 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($50 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
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 February 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 5/910:16 amSPI - SJU
2 stops23h 36mAmerican Airlines
Thu 5/151:10 pmSJU - SPI
2 stops21h 31mAmerican Airlines
Deal found 2/20$281
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Sun 4/276:38 pmSPI - STT
2 stops18h 50mAmerican Airlines
Sat 5/35:50 pmSTT - SPI
2 stops17h 57mAmerican Airlines
Deal found 2/19$659

Find flights from Springfield to Caribbean within your budget

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 February 20, 2025.

Fly from

Springfield

Fly to

Caribbean

Route

Depart

Return

Price

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Fri 5/9

10:16 am-10:52 am

2 stops23h 36m

San Juan Luis Munoz Marin Intl

Thu 5/15

1:10 pm-9:41 am

2 stops21h 31m

$281

SpringfieldSaint Thomas Island

SPI - STT

SPISTT

Springfield Capital

Sun 4/27

6:38 pm-2:28 pm

2 stops18h 50m

Saint Thomas Island Cyril E King

Sat 5/3

5:50 pm-10:47 am

2 stops17h 57m

$659

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Springfield to Caribbean

Get recent, data-driven insights about flights from Springfield to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 February 20, 2025.
American Airlines
7.2
Good
10,000 reviews

Comfort

7.3

Overall

7.2

Crew

8.0

Food

6.5

Boarding

7.5

Entertainment

7.0

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.3

Overall

7.2

Crew

8.0

Food

6.5

Boarding

7.5

Entertainment

7.0

Reviews

1 / 20

10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

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 - Saint Thomas Island Cyril E King or Springfield Capital - Nassau Intl 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 March is currently the most expensive (average of $363). 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.

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See prices for flight routes from nearby airports that may be better suited for you.
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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$535FlexibilityNo cancel feeOn-time71%
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