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Caribbean

$247+ 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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$369
(American Airlines)

One-way from

$247
(American Airlines)

Popular in

October

Cheapest in

April

Average price

$315
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. 11% potential increase in price ($78 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 4/186:38 pmSGF - SJU
1 stop15h 12mAmerican Airlines
Wed 4/236:05 amSJU - SGF
1 stop8h 42mAmerican Airlines
Deal found 4/17$369
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sat 8/306:40 pmSGF - STT
1 stop17h 00mAmerican Airlines
Sat 9/65:20 pmSTT - SGF
2 stops17h 28mAmerican Airlines
Deal found 4/17$405
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/306:00 amSGF - STT
1 stop8h 01mDelta
Sat 9/64:00 pmSTT - SGF
1 stop7h 30mDelta
Deal found 4/17$419
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/188:00 amSGF - SJU
2 stops11h 38mUnited Airlines
Tue 4/221:05 amSJU - SGF
2 stops14h 33mUnited Airlines
Deal found 4/17$459
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/296:39 pmSGF - PUJ
2 stops17h 56mAmerican Airlines
Thu 6/55:00 pmPUJ - SGF
2 stops16h 44mAmerican Airlines
Deal found 4/17$459
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/289:59 pmSGF - SJU
2 stops20h 41mMultiple Airlines
Tue 4/291:31 amSJU - SGF
2 stops31h 38mMultiple Airlines
Deal found 4/17$497
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sat 11/16:43 pmSGF - NAS
1 stop16h 32mAmerican Airlines
Wed 11/121:15 pmNAS - SGF
2 stops11h 40mAmerican Airlines
Deal found 4/17$530
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:00 amSGF - NAS
1 stop6h 11mDelta
Wed 11/121:21 pmNAS - SGF
1 stop10h 11mDelta
Deal found 4/17$540
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/136:00 amSGF - SJU
1 stop6h 29mDelta
Tue 8/262:39 pmSJU - SGF
1 stop8h 51mDelta
Deal found 4/17$545
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/146:15 amSGF - PUJ
1 stop8h 10mUnited Airlines
Fri 7/184:35 pmPUJ - SGF
2 stops22h 56mUnited Airlines
Deal found 4/17$546
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 5/306:39 pmSGF - MBJ
2 stops17h 15mAmerican Airlines
Fri 6/65:05 pmMBJ - SGF
2 stops16h 47mAmerican Airlines
Deal found 4/17$582
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 6/26:39 pmSGF - AUA
1 stop15h 50mAmerican Airlines
Mon 6/95:10 pmAUA - SGF
1 stop18h 09mAmerican Airlines
Deal found 4/17$610

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 April 17, 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

Mon 4/28

6:38 pm-10:50 am

1 stop15h 12m

San Juan Luis Munoz Marin Intl

Wed 4/30

7:15 am-10:03 pm

1 stop15h 48m

$369

SpringfieldSaint Thomas Island

SGF - STT

SGFSTT

Springfield-Branson

Sat 8/30

4:22 pm-12:40 pm

2 stops19h 18m

Saint Thomas Island Cyril E King

Sat 9/6

5:20 pm-11:35 am

2 stops19h 15m

$405

SpringfieldSaint Thomas Island

SGF - STT

SGFSTT

Springfield-Branson

Sat 8/30

6:00 am-1:55 pm

1 stop6h 55m

Saint Thomas Island Cyril E King

Sat 9/6

4:00 pm-10:30 pm

1 stop7h 30m

$419

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Thu 5/29

6:39 pm-1:35 pm

2 stops17h 56m

Punta Cana

Thu 6/5

5:00 pm-8:44 am

2 stops16h 44m

$459

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 5/4

3:20 pm-11:54 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Wed 5/7

2:55 pm-10:15 pm

1 stop8h 20m

$482

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Mon 4/28

9:59 pm-7:40 pm

2 stops20h 41m

San Juan Luis Munoz Marin Intl

Tue 4/29

1:31 am-8:09 am

2 stops31h 38m

$497

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Wed 8/13

6:00 am-1:29 pm

1 stop6h 29m

San Juan Luis Munoz Marin Intl

Tue 8/26

2:39 pm-10:30 pm

1 stop8h 51m

$545

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Mon 7/14

6:25 pm-12:40 pm

2 stops17h 15m

Punta Cana

Fri 7/18

4:35 pm-2:31 pm

2 stops22h 56m

$546

SpringfieldMontego Bay

SGF - MBJ

SGFMBJ

Springfield-Branson

Fri 5/30

6:39 pm-11:54 am

2 stops17h 15m

Montego Bay Sangster Intl

Fri 6/6

5:05 pm-9:52 am

2 stops16h 47m

$582

SpringfieldOranjestad

SGF - AUA

SGFAUA

Springfield-Branson

Mon 6/2

6:39 pm-11:29 am

1 stop15h 50m

Oranjestad Reina Beatrix

Mon 6/9

5:10 pm-10:19 am

1 stop18h 09m

$610

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 16 results
1
2

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 December is currently the most expensive (average of $336). 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 April 17, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 17, 2025.
Delta
8.0
Very good
7,916 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,916 reviews
Delta
8.0
Very good
7,916 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,667 reviews
Delta
8.0
Very good
7,916 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,916 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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 - Montego Bay Sangster Intl 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 December is currently the most expensive (average of $336). 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$591FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$252Average$713FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$312Average$701FlexibilityNo cancel feeOn-time71%

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