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Caribbean

$128+ Cheap flights from Springfield (SGF) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SJU
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap 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 January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 2/246:00 am
SGF
-
SJU
2 stops10h 09m
American Airlines
Tue 3/35:25 pm
SJU
-
SGF
1 stop18h 30m
American Airlines
Deal found 1/27$256
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Mon 3/26:05 pm
SGF
-
SJU
1 stop9h 19m
American Airlines
Fri 3/66:33 am
SJU
-
SGF
1 stop17h 58m
American Airlines
Deal found 1/27$289
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2511:19 am
SGF
-
SJU
1 stop8h 15m
United Airlines
Fri 5/11:00 am
SJU
-
SGF
2 stops10h 36m
United Airlines
Deal found 1/26$314
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 8/116:14 am
SGF
-
SJU
1 stop15h 42m
American Airlines
Tue 8/183:50 pm
SJU
-
SGF
1 stop6h 48m
American Airlines
Deal found 1/27$322
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:00 pm
SGF
-
SJU
1 stop6h 12m
Delta
Thu 4/306:15 am
SJU
-
SGF
1 stop9h 45m
Delta
Deal found 1/26$336
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Tue 2/37:00 am
SGF
-
SJU
2 stops11h 50m
American Airlines
Fri 2/276:33 am
SJU
-
SGF
1 stop13h 07m
American Airlines
Deal found 1/25$338
This American Airlines deal was found by Cheapflights users on 1/27. 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 9/208:22 pm
SGF
-
SJU
1 stop16h 41m
American Airlines
Sat 9/2612:05 pm
SJU
-
SGF
2 stops9h 20m
American Airlines
Deal found 1/27$359
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Tue 4/286:00 am
SGF
-
SJU
2 stops13h 51m
American Airlines
Tue 5/57:25 am
SJU
-
SGF
1 stop14h 44m
American Airlines
Deal found 1/28$382
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 8/411:27 am
SGF
-
SJU
1 stop11h 50m
American Airlines
Tue 8/111:35 pm
SJU
-
SGF
2 stops11h 18m
American Airlines
Deal found 1/27$391
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 4/257:34 pm
SGF
-
SJU
1 stop18h 08m
American Airlines
Sat 5/27:25 am
SJU
-
SGF
1 stop8h 18m
American Airlines
Deal found 1/27$392
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:30 pm
SGF
-
PUJ
2 stops20h 00m
United Airlines
Tue 5/52:20 pm
PUJ
-
SGF
1 stop9h 12m
United Airlines
Deal found 1/27$422
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 2/175:31 pm
SGF
-
PLS
2 stops17h 47m
American Airlines
Tue 2/243:25 pm
PLS
-
SGF
2 stops18h 34m
American Airlines
Deal found 1/27$448

Find flight deals from Springfield to Caribbean

Keep the following information in mind while searching for Springfield to Caribbean flight deals. Data was last updated January 28, 2026.

Round-trip from

$256
(American Airlines)

One-way from

$128
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$422
From Springfield-Branson to Caribbean
Search Deals
One-way flight from Springfield-Branson to Caribbean
Search Deals
Highest demand for flights based on searches. 34% potential increase in price ($284 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 28, 2026.
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

SGF - SJU

SGFSJU

Springfield-Branson

Sat 4/25

4:00 pm-11:12 pm

1 stop6h 12m

San Juan Luis Munoz Marin Intl

Sun 5/3

6:15 am-3:00 pm

1 stop9h 45m

$256

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sat 4/25

11:19 am-8:34 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:00 am-10:36 am

2 stops10h 36m

$314

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sat 4/25

4:00 pm-11:12 pm

1 stop6h 12m

San Juan Luis Munoz Marin Intl

Fri 5/1

6:15 am-3:00 pm

1 stop9h 45m

$336

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Fri 4/10

6:24 pm-10:48 am

1 stop15h 24m

San Juan Luis Munoz Marin Intl

Sat 4/18

7:25 am-9:54 pm

1 stop15h 29m

$352

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 4/28

6:00 am-8:51 pm

2 stops13h 51m

San Juan Luis Munoz Marin Intl

Tue 5/5

7:25 am-9:09 pm

1 stop14h 44m

$382

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sat 4/25

7:34 pm-2:42 pm

1 stop18h 08m

San Juan Luis Munoz Marin Intl

Sat 5/2

7:25 am-2:43 pm

1 stop8h 18m

$392

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Tue 4/28

6:30 pm-3:30 pm

2 stops20h 00m

Punta Cana

Tue 5/5

2:20 pm-10:32 pm

1 stop9h 12m

$422

SpringfieldProvidenciales

SGF - PLS

SGFPLS

Springfield-Branson

Tue 2/17

5:31 pm-12:18 pm

2 stops17h 47m

Providenciales

Tue 2/24

3:25 pm-8:59 am

2 stops18h 34m

$448

SpringfieldSaint Thomas Island

SGF - STT

SGFSTT

Springfield-Branson

Sun 3/1

6:00 am-4:22 pm

1 stop8h 22m

Saint Thomas Island Cyril E King

Wed 3/4

1:50 pm-9:47 pm

1 stop9h 57m

$468

SpringfieldSaint Thomas Island

SGF - STT

SGFSTT

Springfield-Branson

Fri 2/20

6:00 am-5:02 pm

1 stop9h 02m

Saint Thomas Island Cyril E King

Wed 2/25

1:02 pm-10:35 pm

2 stops11h 33m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 33 results
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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 to Caribbean?

Currently, February is the cheapest month in which you can book a flight from Springfield to Caribbean (average of $128). Flying from Springfield to Caribbean in July is currently the most expensive (average of $475). 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 January 28, 2026.
Read through reviews of airlines operating flights from Springfield to Caribbean, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,123 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,123 reviews
Delta
7.9
Good
8,123 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,212 reviews
Delta
7.9
Good
8,123 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,201 reviews
Delta
7.9
Good
8,123 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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?

    Most people fly from Springfield-Branson (SGF) if they book a flight from Springfield to Caribbean. Springfield-Branson is conveniently located just 5.3 mi from Springfield’s city center.

  • How long is the flight from Springfield to Caribbean?

    There are many flights that can get you from Springfield to Caribbean in 6h 12m. Fly via Delta, United Airlines, or American Airlines to get the fastest option. The distance from Springfield to Caribbean is about 2103 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Springfield to Caribbean one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $118. American Airlines flights start at $190 while deals on Delta start at $282 one-way.

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

    The most popular route from Springfield to Caribbean is Springfield-Branson - San Juan Luis Munoz Marin Intl. You may also consider Springfield-Branson - Punta Cana or Springfield-Branson - Oranjestad Reina Beatrix.

  • 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 to Caribbean?

    Currently, February is the cheapest month in which you can book a flight from Springfield to Caribbean (average of $128). Flying from Springfield to Caribbean in July is currently the most expensive (average of $475). 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

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Alternative routes for Springfield to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Springfield to Caribbean

Discover the top 3 airlines 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$154Average$608FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$257Average$629FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$266Average$634FlexibilityNo cancel feeOn-time71%

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