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Caribbean

$181+ 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$181
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$367
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. 30% potential increase in price ($243 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 11/25:34 amSGF - SJU
1 stop7h 20mAmerican Airlines
Thu 11/64:44 pmSJU - SGF
1 stop7h 26mAmerican Airlines
Deal found 9/13$268
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/31:25 pmSGF - SJU
1 stop6h 44mAmerican Airlines
Tue 12/96:00 amSJU - SGF
2 stops13h 05mAmerican Airlines
Deal found 9/14$337
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 9/295:00 amSGF - SJU
1 stop8h 15mAmerican Airlines
Sat 10/43:05 pmSJU - SGF
1 stop18h 33mAmerican Airlines
Deal found 9/13$380
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/226:15 amSGF - SJU
1 stop8h 37mAmerican Airlines
Wed 10/14:43 pmSJU - SGF
2 stops17h 56mAmerican Airlines
Deal found 9/14$459
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 11/15:00 amSGF - NAS
2 stops14h 50mAmerican Airlines
Wed 11/1212:08 pmNAS - SGF
2 stops9h 39mAmerican Airlines
Deal found 9/13$469
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 12/17:56 pmSGF - SJU
1 stop7h 34mAmerican Airlines
Wed 12/106:00 amSJU - SGF
2 stops13h 05mAmerican Airlines
Deal found 9/13$470
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/71:25 pmSGF - NAS
1 stop21h 46mAmerican Airlines
Fri 11/143:02 pmNAS - SGF
1 stop6h 46mAmerican Airlines
Deal found 9/14$475
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 9/296:25 amSGF - SJU
1 stop8h 17mUnited Airlines
Fri 10/31:05 amSJU - SGF
2 stops14h 31mUnited Airlines
Deal found 9/14$509
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:15 amSGF - NAS
1 stop6h 18mUnited Airlines
Sun 12/213:35 pmNAS - SGF
1 stop20h 14mUnited Airlines
Deal found 9/13$548
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 12/146:34 pmSGF - NAS
2 stops14h 45mAmerican Airlines
Sun 12/212:53 pmNAS - SGF
1 stop8h 11mAmerican Airlines
Deal found 9/13$549
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Thu 12/187:26 pmSGF - PUJ
2 stops17h 25mAmerican Airlines
Tue 12/231:27 pmPUJ - SGF
1 stop11h 01mAmerican Airlines
Deal found 9/13$583
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/13:05 pmSGF - NAS
1 stop22h 28mUnited Airlines
Wed 11/122:35 pmNAS - SGF
1 stop8h 11mUnited Airlines
Deal found 9/13$584

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 September 15, 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

Tue 1/27

8:50 am-9:26 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

Fri 1/30

7:45 am-4:27 pm

1 stop10h 42m

$235

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 1/27

7:00 am-8:50 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Fri 1/30

7:20 am-4:25 pm

1 stop11h 05m

$235

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Wed 12/3

1:25 pm-10:09 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Tue 12/9

6:00 am-5:05 pm

2 stops13h 05m

$337

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Sat 1/24

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

Thu 1/29

1:57 pm-9:14 pm

1 stop9h 17m

$353

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Mon 9/29

6:34 pm-11:11 am

2 stops15h 37m

San Juan Luis Munoz Marin Intl

Sat 10/4

7:05 pm-9:39 am

2 stops15h 34m

$380

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Thu 1/29

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

Tue 2/3

4:05 pm-8:25 am

2 stops18h 20m

$383

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Mon 1/26

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

Sat 1/31

6:05 pm-9:32 am

2 stops17h 27m

$383

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sat 2/14

6:42 pm-11:45 am

1 stop15h 03m

San Juan Luis Munoz Marin Intl

Sat 2/21

7:20 am-4:25 pm

1 stop11h 05m

$386

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

Sat 11/1

5:00 am-8:50 pm

2 stops14h 50m

Nassau Intl

Wed 11/12

7:49 am-5:04 pm

2 stops10h 15m

$469

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

Fri 11/7

6:20 pm-11:08 am

2 stops15h 48m

Nassau Intl

Fri 11/14

3:02 pm-8:48 pm

1 stop6h 46m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 32 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 September 15, 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 September 15, 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
7,956 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

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
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

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
8,931 reviews
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

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
7,956 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Boarding

8.2

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 10h 36m. Fly via 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 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 - Oranjestad Reina Beatrix or Springfield-Branson - Punta Cana.

  • 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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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$618FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$252Average$669FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$266Average$678FlexibilityNo cancel feeOn-time71%

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