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Caribbean

$116+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SJU
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$116
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$669
From Springfield-Branson to Caribbean
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One-way flight from Springfield-Branson to Caribbean
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Highest demand for flights based on searches. 28% potential increase in price ($229 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 10/296:00 amSGF - SJU
2 stops15h 10mAmerican Airlines
Mon 11/34:19 pmSJU - SGF
1 stop18h 35mAmerican Airlines
Deal found 8/19$290
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/175:35 pmSGF - SJU
2 stops18h 12mAmerican Airlines
Tue 9/234:43 pmSJU - SGF
2 stops17h 56mAmerican Airlines
Deal found 8/19$304
This American Airlines deal was found by Cheapflights users on 8/18. 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 11/35:35 pmSGF - PUJ
2 stops18h 56mAmerican Airlines
Fri 11/73:34 pmPUJ - SGF
2 stops19h 20mAmerican Airlines
Deal found 8/18$366
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/186:05 pmSGF - SJU
2 stops16h 06mAmerican Airlines
Thu 9/257:05 pmSJU - SGF
2 stops15h 34mAmerican Airlines
Deal found 8/19$410
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sat 10/46:34 pmSGF - PUJ
2 stops17h 01mAmerican Airlines
Sat 10/113:35 pmPUJ - SGF
2 stops19h 04mAmerican Airlines
Deal found 8/19$457
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/295:17 pmSGF - SJU
1 stop19h 55mMultiple Airlines
Sun 11/22:11 amSJU - SGF
2 stops37h 52mMultiple Airlines
Deal found 8/19$459
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/189:29 amSGF - SJU
1 stop28h 53mMultiple Airlines
Mon 9/228:00 amSJU - SGF
1 stop27h 29mMultiple Airlines
Deal found 8/19$472
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Mon 12/16:34 pmSGF - SJU
1 stop16h 30mAmerican Airlines
Tue 3/316:20 amSJU - SGF
1 stop14h 58mAmerican Airlines
Deal found 8/19$481
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Mon 10/67:30 pmSGF - STT
2 stops19h 35mAmerican Airlines
Fri 10/105:20 pmSTT - SGF
2 stops16h 31mAmerican Airlines
Deal found 8/19$499
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/107:30 pmSGF - PUJ
1 stop17h 35mAmerican Airlines
Fri 10/241:47 pmPUJ - SGF
2 stops20h 04mAmerican Airlines
Deal found 8/18$505
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Wed 12/249:00 amSGF - SJU
1 stop10h 26mUnited Airlines
Fri 1/98:35 amSJU - SGF
1 stop7h 44mUnited Airlines
Deal found 8/18$520
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Thu 10/166:26 pmSGF - NAS
1 stop14h 34mAmerican Airlines
Tue 10/2111:40 amNAS - SGF
1 stop6h 18mAmerican Airlines
Deal found 8/17$540

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 August 20, 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

Wed 1/14

12:09 pm-10:14 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

Wed 1/21

6:45 am-10:09 pm

1 stop17h 24m

$215

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Fri 1/23

8:25 am-10:14 pm

1 stop11h 49m

San Juan Luis Munoz Marin Intl

Wed 1/28

6:45 am-10:09 pm

1 stop17h 24m

$290

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Wed 10/29

6:00 am-10:10 pm

2 stops15h 10m

San Juan Luis Munoz Marin Intl

Mon 11/3

4:19 pm-8:54 am

1 stop18h 35m

$290

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Wed 9/17

5:35 pm-12:47 pm

2 stops18h 12m

San Juan Luis Munoz Marin Intl

Tue 9/23

4:43 pm-9:39 am

2 stops17h 56m

$304

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Wed 2/11

5:49 am-5:15 pm

2 stops9h 26m

San Juan Luis Munoz Marin Intl

Wed 2/18

9:30 am-4:25 pm

2 stops8h 55m

$365

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Mon 11/3

5:35 pm-2:31 pm

2 stops18h 56m

Punta Cana

Thu 11/6

5:33 pm-8:54 am

2 stops17h 21m

$366

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Mon 11/3

5:35 pm-2:31 pm

2 stops18h 56m

Punta Cana

Fri 11/7

3:34 pm-8:54 am

2 stops19h 20m

$366

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Mon 1/26

5:39 am-4:29 pm

1 stop8h 50m

Punta Cana

Sat 1/31

6:20 pm-10:50 am

1 stop18h 30m

$455

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Thu 1/29

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

Tue 2/3

1:50 pm-8:15 pm

1 stop8h 25m

$455

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Sat 1/24

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

Thu 1/29

6:20 pm-10:50 am

1 stop18h 30m

$455

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 45 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, September is the cheapest month in which you can book a flight from Springfield to Caribbean (average of $254). Flying from Springfield to Caribbean in June is currently the most expensive (average of $339). 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 August 20, 2025.

When flying from Springfield to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 20, 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.
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,928 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 8h 05m. Fly via American Airlines to get the fastest option. The distance from Springfield to Caribbean is about 2103 mi.

  • 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 - Nassau Intl.

  • 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, September is the cheapest month in which you can book a flight from Springfield to Caribbean (average of $254). Flying from Springfield to Caribbean in June is currently the most expensive (average of $339). 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$616FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$252Average$679FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$275Average$700FlexibilityNo cancel feeOn-time71%

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