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Caribbean Islands

$523+ 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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
SPI — SJU
Jul 11 — Jul 181
Sat 7/11
Sat 7/18
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 June 11, 2026.

This American Airlines deal was found by Cheapflights users on 6/7. 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 7/52:55 pm
SPI
-
SJU
1 stop7h 53m
American Airlines
Sat 7/117:25 am
SJU
-
SPI
2 stops18h 16m
American Airlines
Deal found 6/7$523

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 June 11, 2026.

Round-trip from

$523
(American Airlines)
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 June 11, 2026.
Use the filters below to find and compare flights from Springfield to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Sun 7/5

2:55 pm-11:48 pm

1 stop7h 53m

San Juan Luis Munoz Marin Intl

Sat 7/11

7:25 am-12:41 am

2 stops18h 16m

$523

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/7

Sorted by cheapest first

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
No data available for this route at this time. Please check back soon.

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 June 11, 2026.
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
7.1
Good
11,635 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Crew

7.9

Overall

7.1

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,635 reviews
American Airlines
7.1
Good
11,635 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Crew

7.9

Overall

7.1

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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 7h 53m. American Airlines provides one of the quickest options available for as low as $523. 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 - Nassau Intl, Springfield Capital - San Juan Luis Munoz Marin 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.

See more FAQs

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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 June 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$225Average$611FlexibilityNo cancel feeOn-time71%

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