What airlines fly to Caribbean?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Springfield according to our data. American Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Springfield-Branson to Caribbean?

United Airlines, American Airlines, and Delta are the most popular carriers operating from Springfield-Branson to Caribbean

When did momondo last update prices for flights from Springfield-Branson Airport to Caribbean?

Prices for flights from Springfield-Branson Airport to Caribbean were last updated today.

How many operators does momondo search for flights from Springfield-Branson Airport to Caribbean?

As of September 2025, there are 3 operators available to choose from for flights from Springfield-Branson Airport to Caribbean.

How old do you have to be to fly from Springfield-Branson Airport to Caribbean?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Springfield-Branson Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$118 Cheap Flights from Springfield to Caribbean in 2025

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Find the cheapest flights from Springfield to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

7:30 am - 10:14 pmSGF-SJU

12h 44m1 stop

7:15 am - 4:06 pmSJU-SGF

10h 51m2 stops

$235American Airlines

Find Deal

mié., ene. 28 - mié., feb. 4

5:39 am - 10:14 pmSGF-SJU

14h 35m1 stop

4:25 pm - 8:25 amSJU-SGF

18h 00m1 stop

$275American Airlines

Find Deal

mar., ene. 27 - vie., ene. 30

12:09 pm - 12:05 amSGF-SJU

9h 56m2 stops

7:15 am - 4:06 pmSJU-SGF

10h 51m2 stops

$300American Airlines

Find Deal

mar., ene. 27 - vie., ene. 30

4:34 pm - 11:40 amSGF-PUJ

17h 06m1 stop

1:57 pm - 9:14 pmPUJ-SGF

9h 17m1 stop

$353American Airlines

Find Deal

sáb., ene. 24 - jue., ene. 29

8:50 am - 9:26 pmSGF-SJU

10h 36m1 stop

2:05 am - 2:38 pmSJU-SGF

14h 33m2 stops

$383United Airlines

Find Deal

mié., ene. 28 - mar., feb. 3

7:45 am - 10:22 pmSGF-SJU

12h 37m2 stops

2:05 am - 2:38 pmSJU-SGF

14h 33m2 stops

$459United Airlines

Find Deal

mié., ene. 28 - mar., feb. 3

11:19 am - 2:43 pmSGF-SJU

25h 24m2 stops

3:55 am - 7:53 amSJU-SGF

29h 58m1 stop

$650

Find Deal

jue., nov. 20 - lun., nov. 24

11:19 am - 2:43 pmSGF-SJU

25h 24m2 stops

7:02 pm - 9:53 amSJU-SGF

16h 51m1 stop

$701

Find Deal

jue., nov. 20 - mié., nov. 26

6:00 am - 12:00 pmSGF-MBJ

6h 00m1 stop

1:25 pm - 10:02 pmMBJ-SGF

8h 37m1 stop

$751Delta

Find Deal

dom., sep. 21 - sáb., sep. 27

4:13 pm - 12:40 pmSGF-AUA

19h 27m2 stops

1:55 pm - 5:55 pmAUA-SGF

29h 00m2 stops

$874Delta

Find Deal

sáb., sep. 27 - mar., sep. 30

American Airlines flights from Springfield to Caribbean

Our best American Airlines deals on Springfield to Caribbean flight tickets

American Airlines

Jan 28

SGF7:30 amSpringfield-Branson

12h 44m

1 stop

SJU10:14 pmSan Juan Luis Munoz Marin Intl

Feb 4

SJU7:15 amSan Juan Luis Munoz Marin Intl

10h 51m

2 stops

SGF4:06 pmSpringfield-Branson

$235

Find similar

American Airlines

Jan 27

SGF5:39 amSpringfield-Branson

14h 35m

1 stop

SJU10:14 pmSan Juan Luis Munoz Marin Intl

Jan 30

SJU4:25 pmSan Juan Luis Munoz Marin Intl

18h 00m

1 stop

SGF8:25 amSpringfield-Branson

$275

Find similar

American Airlines

Jan 27

SGF12:09 pmSpringfield-Branson

9h 56m

2 stops

SJU12:05 amSan Juan Luis Munoz Marin Intl

Jan 30

SJU7:15 amSan Juan Luis Munoz Marin Intl

10h 51m

2 stops

SGF4:06 pmSpringfield-Branson

$300

Find similar

United Airlines flights from Springfield to Caribbean

Our best United Airlines deals on Springfield to Caribbean flight tickets

United Airlines

Jan 28

SGF8:50 amSpringfield-Branson

10h 36m

1 stop

SJU9:26 pmSan Juan Luis Munoz Marin Intl

Feb 3

SJU2:05 amSan Juan Luis Munoz Marin Intl

14h 33m

2 stops

SGF2:38 pmSpringfield-Branson

$383

Find similar

United Airlines

Jan 28

SGF7:45 amSpringfield-Branson

12h 37m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Feb 3

SJU2:05 amSan Juan Luis Munoz Marin Intl

14h 33m

2 stops

SGF2:38 pmSpringfield-Branson

$459

Find similar

United Airlines

Sep 29

SGF6:30 pmSpringfield-Branson

20h 12m

2 stops

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Oct 3

SJU1:05 amSan Juan Luis Munoz Marin Intl

10h 45m

2 stops

SGF10:50 amSpringfield-Branson

$577

Find similar

Fly from

Fly to

Route

Depart

Return

Price

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

mié. 1/28

7:30 am-10:14 pm

1 stop12h 44m

San Juan Luis Munoz Marin Intl

mié. 2/4

7:15 am-4:06 pm

2 stops10h 51m

$235

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

mar. 1/27

5:39 am-10:14 pm

1 stop14h 35m

San Juan Luis Munoz Marin Intl

vie. 1/30

4:25 pm-8:25 am

1 stop18h 00m

$275

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

mar. 1/27

12:09 pm-12:05 am

2 stops9h 56m

San Juan Luis Munoz Marin Intl

vie. 1/30

7:15 am-4:06 pm

2 stops10h 51m

$300

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

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

mié. 1/28

8:50 am-9:26 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

mar. 2/3

2:05 am-2:38 pm

2 stops14h 33m

$383

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

mié. 1/28

7:45 am-10:22 pm

2 stops12h 37m

San Juan Luis Munoz Marin Intl

mar. 2/3

2:05 am-2:38 pm

2 stops14h 33m

$459

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

jue. 11/20

11:19 am-2:43 pm

2 stops25h 24m

San Juan Luis Munoz Marin Intl

lun. 11/24

3:55 am-7:53 am

1 stop29h 58m

$650

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

jue. 11/20

11:19 am-2:43 pm

2 stops25h 24m

San Juan Luis Munoz Marin Intl

mié. 11/26

7:02 pm-9:53 am

1 stop16h 51m

$701

SpringfieldMontego Bay

SGF - MBJ

SGFMBJ

Springfield-Branson

dom. 9/21

6:00 am-12:00 pm

1 stop6h 00m

Montego Bay Sangster Intl

sáb. 9/27

1:25 pm-10:02 pm

1 stop8h 37m

$751

SpringfieldOranjestad

SGF - AUA

SGFAUA

Springfield-Branson

sáb. 9/27

4:13 pm-12:40 pm

2 stops19h 27m

Oranjestad Reina Beatrix

mar. 9/30

1:55 pm-5:55 pm

2 stops29h 00m

$874

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Springfield to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, April is the cheapest month to fly from Springfield to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $315. If you don’t want to visit Caribbean in April, then you should wait until March to fly from Springfield, when ticket prices are also cheap, with an average price of $348.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Springfield to Caribbean is on a Thursday when prices can be found for as low as $344. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $912. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the afternoon is the cheapest time of day to fly from Springfield to Caribbean when you can find flight prices for as low as $370. Flying to Caribbean in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the evening are often more expensive with an average ticket price of $789.

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from Springfield when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $566 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Springfield for as low as $265 on momondo.

Can stopping save me money on Springfield to Caribbean flights?

You could potentially save up to 13% on your flight if you consider stops on a Springfield to Caribbean flight.

Cheap Springfield to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Springfield to Caribbean

Direct flights	None

There are no direct flights from Springfield to Caribbean. There are no popular flight routes from Springfield to Caribbean.

Search flight deals

When did momondo last update prices for flights from Springfield-Branson Airport to Caribbean?
Prices for flights from Springfield-Branson Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Springfield-Branson Airport to Caribbean?
As of September 2025, there are 3 operators available to choose from for flights from Springfield-Branson Airport to Caribbean.
How old do you have to be to fly from Springfield-Branson Airport to Caribbean?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Springfield-Branson Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Springfield to Caribbean

Compare and see reviews for airlines that fly from Springfield to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $246	Free Cancellation	Rating 7.9 7,965 reviews	Search Delta flights
United Airlines	PriceFrom $252	Free Cancellation	Rating 7.4 8,943 reviews	Search United Airlines flights
American Airlines	PriceFrom $266	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Springfield to Caribbean?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Springfield to Caribbean. momondo saves you time and could save you money on your trip.

Can I find flights from Springfield to Caribbean with flexible booking policies on momondo?

Yes. All flights to Caribbean from Springfield on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Springfield to Caribbean?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Springfield to Caribbean.

I’m not ready to book a flight from Springfield to Caribbean right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Springfield to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.