Caribbean

$220+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SJU
dic. 26 — ene. 21
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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 noviembre 26, 2025.

This American Airlines deal was found by Cheapflights users on 11/24. 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. 12/105:35 pmSGF - SJU
2 stops14h 34mAmerican Airlines
mar. 12/166:00 amSJU - SGF
2 stops13h 05mAmerican Airlines
Deal found 11/24$317
This Delta deal was found by Cheapflights users on 11/23. 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.
lun. 12/86:00 amSGF - PLS
1 stop5h 45mDelta
jue. 12/112:10 pmPLS - SGF
1 stop9h 05mDelta
Deal found 11/23$380
This American Airlines deal was found by Cheapflights users on 11/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/25:32 amSGF - SJU
1 stop7h 28mAmerican Airlines
vie. 12/128:20 amSJU - SGF
1 stop9h 18mAmerican Airlines
Deal found 11/26$399
This American Airlines deal was found by Cheapflights users on 11/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/147:24 pmSGF - PUJ
2 stops16h 38mAmerican Airlines
jue. 12/182:27 pmPUJ - SGF
1 stop9h 37mAmerican Airlines
Deal found 11/26$408
This American Airlines deal was found by Cheapflights users on 11/25. 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.
mié. 12/36:16 pmSGF - SJU
2 stops13h 53mAmerican Airlines
mar. 12/911:00 amSJU - SGF
2 stops11h 54mAmerican Airlines
Deal found 11/25$419
This American Airlines deal was found by Cheapflights users on 11/25. 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.
lun. 12/85:35 pmSGF - PLS
2 stops19h 50mAmerican Airlines
jue. 12/113:35 pmPLS - SGF
1 stop7h 36mAmerican Airlines
Deal found 11/25$435
This American Airlines deal was found by Cheapflights users on 11/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/12:16 pmSGF - SJU
1 stop13h 54mAmerican Airlines
mar. 3/311:23 pmSJU - SGF
2 stops10h 11mAmerican Airlines
Deal found 11/26$459
This United Airlines deal was found by Cheapflights users on 11/24. 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.
mié. 12/108:00 amSGF - SJU
2 stops12h 22mUnited Airlines
lun. 12/152:05 amSJU - SGF
2 stops14h 39mUnited Airlines
Deal found 11/24$526
This American Airlines deal was found by Cheapflights users on 11/24. 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. 12/306:24 pmSGF - STT
1 stop15h 41mAmerican Airlines
mié. 12/313:39 pmSTT - SGF
1 stop8h 49mAmerican Airlines
Deal found 11/24$539
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/198:45 amSGF - SJU
1 stop10h 37mMultiple Airlines
dom. 12/216:28 pmSJU - SGF
2 stops39h 44mMultiple Airlines
Deal found 11/24$545
This United Airlines deal was found by Cheapflights users on 11/24. 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.
mié. 12/38:00 amSGF - SJU
2 stops14h 36mUnited Airlines
lun. 12/82:05 amSJU - SGF
2 stops14h 39mUnited Airlines
Deal found 11/24$548
This United Airlines deal was found by Cheapflights users on 11/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/1011:31 amSGF - SJU
1 stop7h 29mUnited Airlines
dom. 12/147:45 amSJU - SGF
1 stop10h 29mUnited Airlines
Deal found 11/25$597

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 noviembre 26, 2025.

Round-trip from

$235
(United Airlines)

One-way from

$220
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$663
From Springfield-Branson to Caribbean
One-way flight from Springfield-Branson to Caribbean
Highest demand for flights based on searches. 34% potential increase in price ($287 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($40 potential savings vs. average RT price).
Average for round-trip flights in November 2025

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 noviembre 26, 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

SGF - SJU

SGFSJU

Springfield-Branson

mar. 1/27

7:00 am-8:50 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

vie. 1/30

8:20 am-4:14 pm

2 stops9h 54m

$235

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

mar. 1/27

8:50 am-9:26 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

vie. 1/30

8:35 am-2:38 pm

1 stop8h 03m

$235

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

sáb. 1/24

5:39 pm-1:08 pm

1 stop17h 29m

San Juan Luis Munoz Marin Intl

vie. 1/30

8:20 am-5:09 pm

1 stop10h 49m

$235

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

mar. 4/28

8:15 pm-4:00 am

1 stop6h 45m

San Juan Luis Munoz Marin Intl

mar. 5/5

8:30 am-5:48 pm

1 stop10h 18m

$268

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

dom. 1/25

7:00 am-9:39 pm

1 stop12h 39m

San Juan Luis Munoz Marin Intl

jue. 1/29

6:00 am-6:04 pm

2 stops14h 04m

$295

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

lun. 1/19

6:00 am-5:02 pm

1 stop10h 02m

Nassau Intl

jue. 1/22

2:56 pm-9:46 pm

1 stop7h 50m

$375

SpringfieldProvidenciales

SGF - PLS

SGFPLS

Springfield-Branson

lun. 12/8

6:00 am-12:45 pm

1 stop5h 45m

Providenciales

jue. 12/11

2:10 pm-10:15 pm

1 stop9h 05m

$380

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

lun. 1/19

5:39 pm-10:53 am

2 stops16h 14m

Nassau Intl

jue. 1/22

1:13 pm-9:00 pm

1 stop8h 47m

$397

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

sáb. 1/24

5:39 pm-12:55 pm

1 stop17h 16m

Punta Cana

jue. 1/29

1:10 pm-8:25 pm

1 stop9h 15m

$404

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

sáb. 1/24

5:00 pm-11:54 am

2 stops16h 54m

Punta Cana

vie. 1/30

6:02 pm-10:20 am

2 stops18h 18m

$408

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

Showing 1-10 of 41 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 $472). 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.

What is the cheapest time of day to fly from SGF to CB?

Find hourly flight availability from Springfield to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 26, 2025.

When flying from Springfield to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 12% versus a flight in the morning.

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 noviembre 26, 2025.
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.

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

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.

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

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.

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

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.

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Comfort

7.9

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 10h 02m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. The distance from Springfield to Caribbean is about 1259 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 American Airlines, which is currently one of the cheapest options available, starting at $220. Delta flights start at $278 while deals on United Airlines start at $457 one-way.

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

  • 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 $472). 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

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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.

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 noviembre 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$207Average$573FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$252Average$544FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$265Average$641FlexibilityNo cancel feeOn-time71%

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