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 2 — Apr 91
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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 March 28, 2025.

Round-trip from

$343
(American Airlines)

One-way from

$247
(American Airlines)

Popular in

June

Cheapest in

March

Average price

$348
From Springfield-Branson to Caribbean
One-way flight from Springfield-Branson to Caribbean
Highest demand for flights based on searches. 17% potential increase in price ($126 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($29 potential savings vs. average RT price).
Average for round-trip flights in March 2025

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 March 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/27. 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 8/195:50 amSGF - SJU
1 stop16h 10mAmerican Airlines
Sat 8/305:30 amSJU - SGF
1 stop15h 53mAmerican Airlines
Deal found 3/27$271
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 5/83:20 pmSGF - SJU
1 stop7h 34mUnited Airlines
Tue 5/132:55 pmSJU - SGF
1 stop8h 20mUnited Airlines
Deal found 3/26$348
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2912:10 pmSGF - SJU
1 stop7h 00mDelta
Tue 4/16:15 amSJU - SGF
1 stop9h 30mDelta
Deal found 3/27$369
This American Airlines deal was found by Cheapflights users on 3/27. 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 8/306:40 pmSGF - STT
1 stop17h 00mAmerican Airlines
Sat 9/65:20 pmSTT - SGF
2 stops20h 06mAmerican Airlines
Deal found 3/27$405
This American Airlines deal was found by Cheapflights users on 3/26. 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.
Wed 4/234:21 pmSGF - STX
2 stops20h 54mAmerican Airlines
Wed 4/303:05 pmSTX - SGF
2 stops18h 35mAmerican Airlines
Deal found 3/26$419
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Thu 5/297:17 pmSGF - PUJ
2 stops17h 18mAmerican Airlines
Thu 6/55:10 pmPUJ - SGF
1 stop16h 34mAmerican Airlines
Deal found 3/27$459
This American Airlines deal was found by Cheapflights users on 3/27. 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 11/14:33 pmSGF - NAS
1 stop18h 42mAmerican Airlines
Wed 11/122:45 pmNAS - SGF
1 stop8h 11mAmerican Airlines
Deal found 3/27$526
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/76:00 amSGF - NAS
1 stop4h 55mDelta
Mon 9/152:37 pmNAS - SGF
1 stop7h 58mDelta
Deal found 3/28$540
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/196:39 pmSGF - AUA
2 stops18h 06mAmerican Airlines
Sat 5/244:50 pmAUA - SGF
2 stops16h 57mAmerican Airlines
Deal found 3/27$564
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Fri 5/306:39 pmSGF - MBJ
2 stops15h 14mAmerican Airlines
Fri 6/64:25 pmMBJ - SGF
2 stops16h 19mAmerican Airlines
Deal found 3/27$622
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/278:23 pmSGF - SJU
3 stops26h 23mMultiple Airlines
Sat 5/39:32 amSJU - SGF
3 stops23h 37mMultiple Airlines
Deal found 3/27$651
This United deal was found by Cheapflights users on 3/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/196:15 amSGF - AUA
1 stop8h 55mUnited Airlines
Sat 4/263:10 pmAUA - SGF
1 stop8h 05mUnited Airlines
Deal found 3/27$677

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 March 28, 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

Sun 4/20

6:38 pm-10:50 am

1 stop15h 12m

San Juan Luis Munoz Marin Intl

Fri 4/25

2:35 pm-11:48 pm

1 stop10h 13m

$343

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Thu 5/8

3:20 pm-11:54 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Tue 5/13

2:55 pm-10:15 pm

1 stop8h 20m

$348

SpringfieldSaint Thomas Island

SGF - STT

SGFSTT

Springfield-Branson

Sat 8/30

6:40 pm-12:40 pm

1 stop17h 00m

Saint Thomas Island Cyril E King

Sat 9/6

5:20 pm-12:26 pm

2 stops20h 06m

$405

SpringfieldChristiansted

SGF - STX

SGFSTX

Springfield-Branson

Wed 4/23

4:21 pm-2:15 pm

2 stops20h 54m

Christiansted Henry Rohlsen

Wed 4/30

3:05 pm-8:40 am

2 stops18h 35m

$419

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Thu 5/29

7:17 pm-1:35 pm

2 stops17h 18m

Punta Cana

Thu 6/5

5:10 pm-8:44 am

1 stop16h 34m

$459

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

Sun 9/7

6:00 am-11:55 am

1 stop4h 55m

Nassau Intl

Mon 9/15

2:37 pm-9:35 pm

1 stop7h 58m

$540

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

Sun 9/7

6:27 pm-11:25 am

2 stops15h 58m

Nassau Intl

Mon 9/15

2:45 pm-9:41 pm

1 stop7h 56m

$544

SpringfieldOranjestad

SGF - AUA

SGFAUA

Springfield-Branson

Mon 5/19

6:39 pm-11:29 am

1 stop15h 50m

Oranjestad Reina Beatrix

Sat 5/24

4:50 pm-10:51 am

2 stops19h 01m

$564

SpringfieldMontego Bay

SGF - MBJ

SGFMBJ

Springfield-Branson

Fri 5/30

6:39 pm-9:53 am

2 stops15h 14m

Montego Bay Sangster Intl

Fri 6/6

4:25 pm-8:44 am

2 stops16h 19m

$622

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 4/27

8:23 pm-11:46 pm

3 stops26h 23m

San Juan Luis Munoz Marin Intl

Sat 5/3

9:32 am-8:09 am

3 stops23h 37m

$651

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 18 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 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 March 28, 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 March 28, 2025.
8.0
Very good

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

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.
8.0
Very good
8.0
Very good

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

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.
8.0
Very good

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

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.
8.0
Very good

Entertainment

7.9

Comfort

8.0

Boarding

8.2

Food

7.3

Overall

8.0

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?

  • 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

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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$621FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$252Average$715FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$312Average$727FlexibilityNo cancel feeOn-time71%
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