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Caribbean Islands

$317+ Cheap flights from Springfield, IL (SPI) to Caribbean Islands

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
SPI — SJU
ene. 14 — ene. 211
mié. 1/14
mié. 1/21
1 adult, Economy
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Cheap flight deals from Springfield to Caribbean Islands

Cheapest flights from Springfield to Caribbean Islands
Explore the most affordable flight options available from Springfield to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 15, 2025.

This American Airlines deal was found by Cheapflights users on 12/13. 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.
mar. 12/236:14 pmSPI - SJU
2 stops13h 21mAmerican Airlines
vie. 1/236:00 amSJU - SPI
1 stop10h 18mAmerican Airlines
Deal found 12/13$422
This American Airlines deal was found by Cheapflights users on 12/15. 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.
mié. 12/316:00 amSPI - SJU
2 stops25h 35mAmerican Airlines
mar. 1/65:51 pmSJU - SPI
2 stops23h 04mAmerican Airlines
Deal found 12/15$532
This American Airlines deal was found by Cheapflights users on 12/13. 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. 12/296:14 pmSPI - SJU
2 stops17h 40mAmerican Airlines
sáb. 1/106:00 amSJU - SPI
1 stop18h 14mAmerican Airlines
Deal found 12/13$592
This American Airlines deal was found by Cheapflights users on 12/15. 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.
mié. 12/246:00 amSPI - SJU
1 stop7h 25mAmerican Airlines
jue. 1/112:30 pmSJU - SPI
2 stops13h 05mAmerican Airlines
Deal found 12/15$895

Find flight deals from Springfield to Caribbean Islands

Keep the following information in mind while searching for Springfield to Caribbean Islands flight deals. Data was last updated diciembre 15, 2025.

Round-trip from

$377
(American Airlines)

One-way from

$366
(American Airlines)
From Springfield Capital to Caribbean Islands
Search Deals
One-way flight from Springfield Capital to Caribbean Islands
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield to Caribbean Islands 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 diciembre 15, 2025.
Use the filters below to find and compare flights from Springfield to Caribbean Islands that are best for you.

Fly from

Springfield

Fly to

Caribbean Islands

Route

Depart

Return

Price

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

jue. 1/1

6:00 am-10:05 pm

2 stops14h 05m

San Juan Luis Munoz Marin Intl

jue. 1/29

8:20 am-10:14 pm

2 stops15h 54m

$317

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

jue. 1/1

6:00 am-10:05 pm

2 stops14h 05m

San Juan Luis Munoz Marin Intl

mié. 1/14

6:00 am-10:14 pm

2 stops18h 14m

$317

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

lun. 12/22

6:14 pm-9:35 am

2 stops13h 21m

$366

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

dom. 12/21

6:00 am-6:07 pm

2 stops10h 07m

$440

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

lun. 12/22

8:11 pm-2:12 am

3 stops52h 01m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Best time to book a flight from Springfield to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, May is the cheapest month in which you can book a flight from Springfield, Illinois to Caribbean Islands (average of $140). Flying from Springfield, Illinois to Caribbean Islands in June is currently the most expensive (average of $249). 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated diciembre 15, 2025.
Read through reviews of airlines operating flights from Springfield to Caribbean Islands, such as American Airlines. 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
11,052 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,052 reviews
American Airlines
7.2
Good
11,052 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Springfield to Caribbean Islands. 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 Islands?

    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 Islands.

  • How long is the flight from Springfield, Illinois to Caribbean Islands?

    A quick flight from Springfield, Illinois to Caribbean Islands can take about 14h 05m. American Airlines provides one of the quickest options available for as low as $317. Springfield, Illinois and Caribbean Islands are separated by a distance of 2042 mi.

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

    When deciding which route to take from Springfield, Illinois to Caribbean Islands 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 Islands that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Springfield to Caribbean Islands 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 Islands?

    Currently, May is the cheapest month in which you can book a flight from Springfield, Illinois to Caribbean Islands (average of $140). Flying from Springfield, Illinois to Caribbean Islands in June is currently the most expensive (average of $249). 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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Top airline flying from Springfield to Caribbean Islands

Discover the top airline that operate flights from Springfield to Caribbean Islands. 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 diciembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$225Average$533FlexibilityNo cancel feeOn-time71%

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