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Caribbean Islands

$118+ Cheap flights from Springfield (SGF) to Caribbean Islands

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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SJU
Feb 6 — Feb 131
Fri 2/6
Fri 2/13
1 adult, Economy
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Cheap flight deals from Springfield to Caribbean Islands

Keep the following information in mind while searching for Springfield to Caribbean Islands flight deals. Data was last updated January 7, 2026.

Round-trip from

$236
(United Airlines)

One-way from

$118
(United Airlines)

Popular in

July

Cheapest in

April

Average price

$429
From Springfield-Branson to Caribbean Islands
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One-way flight from Springfield-Branson to Caribbean Islands
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Highest demand for flights based on searches. 33% potential increase in price ($282 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Springfield to Caribbean Islands

Cheapest flights from Springfield to Caribbean Islands
Explore the most affordable flight options available from Springfield to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 7, 2026.

This United Airlines deal was found by Cheapflights users on 1/6. 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.
Tue 1/276:15 amSGF - SJU
1 stop8h 21mUnited Airlines
Fri 1/307:45 amSJU - SGF
1 stop10h 42mUnited Airlines
Deal found 1/6$236
This American Airlines deal was found by Cheapflights users on 1/7. 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 2/87:00 amSGF - SJU
1 stop12h 39mAmerican Airlines
Tue 2/248:00 amSJU - SGF
2 stops11h 06mAmerican Airlines
Deal found 1/7$242
This American Airlines deal was found by Cheapflights users on 1/5. 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 2/17:00 amSGF - SJU
2 stops11h 50mAmerican Airlines
Wed 2/46:00 amSJU - SGF
2 stops12h 14mAmerican Airlines
Deal found 1/5$243
This Delta deal was found by Cheapflights users on 1/7. 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 4/283:46 pmSGF - SJU
1 stop6h 08mDelta
Tue 5/56:15 amSJU - SGF
1 stop9h 46mDelta
Deal found 1/7$256
This American Airlines deal was found by Cheapflights users on 1/5. 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 3/210:28 amSGF - SJU
1 stop16h 56mAmerican Airlines
Tue 3/104:25 pmSJU - SGF
1 stop18h 28mAmerican Airlines
Deal found 1/5$269
This American Airlines deal was found by Cheapflights users on 1/7. 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 1/286:34 pmSGF - SJU
2 stops15h 56mAmerican Airlines
Sat 2/78:20 amSJU - SGF
2 stops9h 54mAmerican Airlines
Deal found 1/7$299
This American Airlines deal was found by Cheapflights users on 1/5. 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 2/112:45 pmSGF - SJU
1 stop7h 41mAmerican Airlines
Thu 2/58:20 amSJU - SGF
1 stop10h 49mAmerican Airlines
Deal found 1/5$300
This American Airlines deal was found by Cheapflights users on 1/7. 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 1/3010:50 amSGF - SJU
2 stops11h 09mAmerican Airlines
Tue 2/36:00 amSJU - SGF
2 stops12h 14mAmerican Airlines
Deal found 1/7$302
This United Airlines deal was found by Cheapflights users on 1/7. 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 2/17:45 amSGF - SJU
2 stops12h 37mUnited Airlines
Wed 2/42:05 amSJU - SGF
2 stops14h 33mUnited Airlines
Deal found 1/7$308
This American Airlines deal was found by Cheapflights users on 1/6. 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 1/216:34 pmSGF - SJU
2 stops15h 56mAmerican Airlines
Wed 1/286:00 amSJU - SGF
2 stops11h 58mAmerican Airlines
Deal found 1/6$318
This American Airlines deal was found by Cheapflights users on 1/7. 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 1/1312:26 pmSGF - SJU
1 stop7h 13mAmerican Airlines
Wed 2/258:40 amSJU - SGF
1 stop10h 26mAmerican Airlines
Deal found 1/7$326
This American Airlines deal was found by Cheapflights users on 1/6. 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 2/246:05 pmSGF - PLS
2 stops17h 13mAmerican Airlines
Tue 3/31:05 pmPLS - SGF
1 stop9h 00mAmerican Airlines
Deal found 1/6$370

Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield to Caribbean Islands 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 January 7, 2026.
Use the filters below to find and compare flights from Springfield to Caribbean Islands that are best for you.

Fly from

Springfield

Fly to

Caribbean Islands

Route

Depart

Return

Price

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 1/27

6:00 am-5:01 pm

2 stops9h 01m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:00 am-6:04 pm

2 stops14h 04m

$236

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 2/1

6:15 am-4:36 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Wed 2/4

2:05 am-2:38 pm

2 stops14h 33m

$236

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 2/1

7:00 am-8:50 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Thu 2/5

8:20 am-8:25 pm

2 stops14h 05m

$236

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 1/27

6:15 am-4:36 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Fri 1/30

7:45 am-4:27 pm

1 stop10h 42m

$236

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Wed 2/4

12:26 pm-9:39 pm

1 stop7h 13m

San Juan Luis Munoz Marin Intl

Wed 2/11

6:05 am-4:14 pm

1 stop12h 09m

$236

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 2/24

8:00 am-9:34 pm

2 stops11h 34m

San Juan Luis Munoz Marin Intl

Tue 3/3

5:25 pm-9:55 am

1 stop18h 30m

$236

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Wed 1/28

6:34 pm-12:30 pm

2 stops15h 56m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:05 am-12:43 pm

1 stop8h 38m

$236

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sat 2/14

4:29 pm-11:40 am

1 stop17h 11m

San Juan Luis Munoz Marin Intl

Mon 2/23

6:33 am-10:35 pm

1 stop18h 02m

$236

SpringfieldProvidenciales

SGF - PLS

SGFPLS

Springfield-Branson

Tue 2/24

6:05 pm-12:18 pm

2 stops17h 13m

Providenciales

Tue 3/3

3:25 pm-8:59 am

2 stops18h 34m

$370

SpringfieldChristiansted

SGF - STX

SGFSTX

Springfield-Branson

Wed 2/25

2:19 pm-1:53 pm

2 stops21h 34m

Christiansted Henry Rohlsen

Sun 3/1

6:27 pm-11:18 am

2 stops18h 51m

$410

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Showing 1-10 of 40 results
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Best time to book a flight from Springfield to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Springfield to Caribbean Islands?

Currently, February is the cheapest month in which you can book a flight from Springfield to Caribbean Islands (average of $128). Flying from Springfield to Caribbean Islands in July is currently the most expensive (average of $472). 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.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated January 7, 2026.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Springfield to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,022 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,022 reviews
Delta
7.9
Good
8,022 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,138 reviews
Delta
7.9
Good
8,022 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,088 reviews
Delta
7.9
Good
8,022 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Springfield to Caribbean Islands. 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 Islands?

    Springfield-Branson (SGF), located 5.3 mi from the city center, is the airport you fly out of when you book flights from Springfield to Caribbean Islands.

  • How long is the flight from Springfield to Caribbean Islands?

    Airlines like American Airlines and Delta fly from Springfield to Caribbean Islands in about 6h 56m. The time it takes to get you to your destination can typically vary by up to 2h 05m. Springfield and Caribbean Islands are separated by a distance of 2196 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Springfield to Caribbean Islands one-way?

    $118 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $190 and $282, respectively.

  • What are the most popular routes from Springfield to Caribbean Islands?

    The most popular route from Springfield to Caribbean Islands 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 Islands that include hotel bookings?

    Yes. In addition to deals on Springfield to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Springfield to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Springfield to Caribbean Islands.

  • Can I find deals for business class flights from Springfield to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Springfield to Caribbean Islands 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 Islands?

    Currently, February is the cheapest month in which you can book a flight from Springfield to Caribbean Islands (average of $128). Flying from Springfield to Caribbean Islands in July is currently the most expensive (average of $472). 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.

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Top 3 airlines flying from Springfield to Caribbean Islands

Discover the top 3 airlines that operate flights from Springfield to Caribbean Islands. 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 January 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$604FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$266Average$641FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$325Average$629FlexibilityNo cancel feeOn-time69%

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