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Caribbean Islands

$227+ 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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — SJU
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$227
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$367
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. 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 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 septiembre 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. 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.
mié. 12/31:25 pmSGF - SJU
1 stop6h 44mAmerican Airlines
mar. 12/96:00 amSJU - SGF
2 stops13h 05mAmerican Airlines
Deal found 9/16$337
This American Airlines deal was found by Cheapflights users on 9/15. 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.
vie. 10/316:00 amSGF - PUJ
1 stop7h 05mAmerican Airlines
vie. 11/74:05 pmPUJ - SGF
1 stop8h 21mAmerican Airlines
Deal found 9/15$377
This American Airlines deal was found by Cheapflights users on 9/16. 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.
lun. 9/296:34 pmSGF - SJU
2 stops15h 37mAmerican Airlines
sáb. 10/47:05 pmSJU - SGF
2 stops15h 34mAmerican Airlines
Deal found 9/16$399
This American Airlines deal was found by Cheapflights users on 9/16. 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.
sáb. 11/15:00 amSGF - NAS
2 stops14h 50mAmerican Airlines
mié. 11/127:49 amNAS - SGF
2 stops10h 15mAmerican Airlines
Deal found 9/16$469
This United Airlines deal was found by Cheapflights users on 9/17. 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.
lun. 9/297:45 amSGF - SJU
2 stops15h 12mUnited Airlines
vie. 10/31:05 amSJU - SGF
2 stops14h 31mUnited Airlines
Deal found 9/17$489
This American Airlines deal was found by Cheapflights users on 9/16. 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.
vie. 11/71:25 pmSGF - NAS
1 stop21h 46mAmerican Airlines
vie. 11/141:11 pmNAS - SGF
1 stop8h 37mAmerican Airlines
Deal found 9/16$500
This American Airlines deal was found by Cheapflights users on 9/16. 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.
jue. 11/64:28 pmSGF - PUJ
2 stops17h 28mAmerican Airlines
lun. 11/105:24 pmPUJ - SGF
2 stops18h 34mAmerican Airlines
Deal found 9/16$501
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/109:33 amSGF - SJU
1 stop15h 11mMultiple Airlines
lun. 10/139:00 amSJU - SGF
2 stops30h 38mMultiple Airlines
Deal found 9/16$514
This American Airlines deal was found by Cheapflights users on 9/17. 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.
jue. 10/25:00 amSGF - SJU
2 stops12h 15mAmerican Airlines
lun. 10/63:10 pmSJU - SGF
1 stop18h 41mAmerican Airlines
Deal found 9/17$552
This United Airlines deal was found by Cheapflights users on 9/16. 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.
lun. 12/159:05 amSGF - SJU
1 stop10h 21mUnited Airlines
jue. 12/258:10 amSJU - SGF
1 stop8h 28mUnited Airlines
Deal found 9/16$561
This American Airlines deal was found by Cheapflights users on 9/16. 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.
vie. 11/74:28 pmSGF - NAS
2 stops15h 57mAmerican Airlines
dom. 11/163:00 pmNAS - SGF
1 stop7h 53mAmerican Airlines
Deal found 9/16$607
This Delta deal was found by Cheapflights users on 9/16. 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.
lun. 12/84:05 pmSGF - AUA
2 stops19h 50mDelta
jue. 12/113:10 pmAUA - SGF
2 stops21h 40mDelta
Deal found 9/16$610

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 septiembre 17, 2025.
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

mié. 12/3

1:25 pm-10:09 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

mar. 12/9

6:00 am-5:05 pm

2 stops13h 05m

$337

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

sáb. 1/24

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

jue. 1/29

1:57 pm-9:14 pm

1 stop9h 17m

$353

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

sáb. 1/10

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

jue. 1/15

6:20 pm-8:25 am

2 stops16h 05m

$358

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

vie. 10/31

6:00 am-2:05 pm

1 stop7h 05m

Punta Cana

vie. 11/7

4:05 pm-10:26 pm

1 stop8h 21m

$377

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

jue. 1/29

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

mar. 2/3

4:05 pm-8:25 am

2 stops18h 20m

$383

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

lun. 1/26

4:34 pm-11:40 am

1 stop17h 06m

Punta Cana

sáb. 1/31

5:00 pm-8:25 am

2 stops17h 25m

$383

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

lun. 9/29

5:00 am-2:15 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

sáb. 10/4

3:05 pm-8:38 am

1 stop18h 33m

$399

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

jue. 1/15

10:03 am-10:14 pm

1 stop10h 11m

San Juan Luis Munoz Marin Intl

lun. 1/26

4:25 pm-8:25 am

1 stop18h 00m

$440

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

lun. 3/2

6:08 pm-3:45 pm

2 stops19h 37m

San Juan Luis Munoz Marin Intl

vie. 3/6

7:20 am-8:22 pm

1 stop15h 02m

$467

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

sáb. 11/1

5:00 am-8:50 pm

2 stops14h 50m

Nassau Intl

mié. 11/12

7:49 am-5:04 pm

2 stops10h 15m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 37 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, September is the cheapest month in which you can book a flight from Springfield to Caribbean Islands (average of $254). Flying from Springfield to Caribbean Islands 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 EPX?

Find hourly flight availability from Springfield to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 17, 2025.

When flying from Springfield to Caribbean Islands, 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 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 septiembre 17, 2025.
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
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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 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 44m. The time it takes to get you to your destination can typically vary by up to 10h 41m. Springfield and Caribbean Islands are separated by a distance of 2103 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 - Oranjestad Reina Beatrix or Springfield-Branson - Punta Cana.

  • 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, September is the cheapest month in which you can book a flight from Springfield to Caribbean Islands (average of $254). Flying from Springfield to Caribbean Islands 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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Alternative routes for Springfield to Caribbean Islands

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 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$597FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$252Average$669FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$265Average$659FlexibilityNo cancel feeOn-time71%

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