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Caribbean

$193+ 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$265
(American Airlines)

One-way from

$193
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$874
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 ($226 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 July 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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/3. 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 10/67:43 pmSGF - SJU
1 stop17h 42mAmerican Airlines
Wed 10/157:00 amSJU - SGF
2 stops13h 07mAmerican Airlines
Deal found 7/3$225
This Delta deal was found by Cheapflights users on 7/2. 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.
Mon 10/276:00 amSGF - PUJ
1 stop6h 17mDelta
Fri 10/312:42 pmPUJ - SGF
1 stop8h 50mDelta
Deal found 7/2$335
This United Airlines deal was found by Cheapflights users on 7/2. 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 10/276:35 pmSGF - PUJ
2 stops16h 24mUnited Airlines
Fri 10/311:55 pmPUJ - SGF
1 stop9h 18mUnited Airlines
Deal found 7/2$347
This American Airlines deal was found by Cheapflights users on 7/2. 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 10/136:00 amSGF - PUJ
1 stop7h 05mAmerican Airlines
Thu 10/164:23 pmPUJ - SGF
1 stop18h 13mAmerican Airlines
Deal found 7/2$351
This United Airlines deal was found by Cheapflights users on 7/2. 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 11/138:00 amSGF - SJU
2 stops12h 22mUnited Airlines
Mon 11/178:10 amSJU - SGF
1 stop8h 29mUnited Airlines
Deal found 7/2$352
This American Airlines deal was found by Cheapflights users on 7/3. 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 10/256:48 pmSGF - STX
2 stops17h 18mAmerican Airlines
Mon 11/36:15 pmSTX - SGF
2 stops19h 16mAmerican Airlines
Deal found 7/3$465
This Delta deal was found by Cheapflights users on 7/1. 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 10mDelta
Sat 9/64:23 pmSTT - SGF
1 stop6h 42mDelta
Deal found 7/1$479
This American Airlines deal was found by Cheapflights users on 7/2. 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 12/54:33 pmSGF - STT
2 stops17h 37mAmerican Airlines
Fri 12/126:05 pmSTT - SGF
2 stops18h 38mAmerican Airlines
Deal found 7/2$494
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/246:00 amSGF - MBJ
1 stop6h 31mAmerican Airlines
Wed 8/2711:45 amMBJ - SGF
1 stop8h 55mAmerican Airlines
Deal found 6/30$499
This Mytrip deal was found by Cheapflights users on 7/3. 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.
Fri 7/181:21 pmSGF - SJU
3 stops31h 16mMultiple Airlines
Mon 7/212:40 amSJU - SGF
3 stops19h 03mMultiple Airlines
Deal found 7/3$524
This American Airlines deal was found by Cheapflights users on 7/2. 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 11/16:28 pmSGF - NAS
1 stop18h 57mAmerican Airlines
Wed 11/121:00 pmNAS - SGF
1 stop5h 50mAmerican Airlines
Deal found 7/2$526
This Delta deal was found by Cheapflights users on 7/2. 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.
Tue 8/196:00 amSGF - SJU
1 stop9h 36mDelta
Sat 8/237:30 amSJU - SGF
1 stop8h 39mDelta
Deal found 7/2$535

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 July 3, 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

Sat 9/20

9:08 am-11:37 pm

2 stops13h 29m

San Juan Luis Munoz Marin Intl

Wed 9/24

4:43 pm-9:39 am

2 stops17h 56m

$265

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Mon 10/27

6:00 am-1:17 pm

1 stop6h 17m

Punta Cana

Fri 10/31

2:42 pm-10:32 pm

1 stop8h 50m

$335

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Mon 10/27

6:35 pm-11:59 am

2 stops16h 24m

Punta Cana

Fri 10/31

1:55 pm-10:13 pm

1 stop9h 18m

$347

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Mon 10/13

6:00 am-2:05 pm

1 stop7h 05m

Punta Cana

Thu 10/16

4:23 pm-9:36 am

1 stop18h 13m

$351

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sat 9/20

6:10 am-3:42 pm

1 stop8h 32m

San Juan Luis Munoz Marin Intl

Tue 9/23

1:05 am-2:36 pm

2 stops14h 31m

$410

SpringfieldChristiansted

SGF - STX

SGFSTX

Springfield-Branson

Sat 10/25

6:48 pm-1:06 pm

2 stops17h 18m

Christiansted Henry Rohlsen

Mon 11/3

6:15 pm-11:31 am

2 stops19h 16m

$465

SpringfieldSaint Thomas Island

SGF - STT

SGFSTT

Springfield-Branson

Sat 8/30

6:00 am-3:10 pm

1 stop8h 10m

Saint Thomas Island Cyril E King

Sat 9/6

4:23 pm-10:05 pm

1 stop6h 42m

$479

SpringfieldSaint Thomas Island

SGF - STT

SGFSTT

Springfield-Branson

Fri 12/5

4:33 pm-12:10 pm

2 stops17h 37m

Saint Thomas Island Cyril E King

Fri 12/12

6:05 pm-10:43 am

2 stops18h 38m

$494

SpringfieldMontego Bay

SGF - MBJ

SGFMBJ

Springfield-Branson

Sun 8/24

6:00 am-12:31 pm

1 stop6h 31m

Montego Bay Sangster Intl

Wed 8/27

11:45 am-8:40 pm

1 stop8h 55m

$499

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Fri 7/18

1:21 pm-9:37 pm

3 stops31h 16m

San Juan Luis Munoz Marin Intl

Mon 7/21

2:40 am-8:43 pm

3 stops19h 03m

$524

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 23 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 July 3, 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 July 3, 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

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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
8,861 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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
7,982 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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.

  • 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 - Oranjestad Reina Beatrix.

  • 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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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$222Average$587FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$252Average$675FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$275Average$704FlexibilityNo cancel feeOn-time71%

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