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Cheap flights from Springfield to Caribbean from $200

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Springfield to Caribbean departing on 11/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

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American Airlines Logo
6:00 am - 8:50 pmSGF-SJU
12h 50m2 stops
American Airlines Logo
6:00 am - 4:14 pmSJU-SGF
12h 14m1 stop
$235American Airlines
Find Deal
Tue, Jan 27 - Fri, Jan 30
American Airlines Logo
8:15 pm - 4:00 amSGF-SJU
6h 45m1 stop
American Airlines Logo
8:30 am - 5:48 pmSJU-SGF
10h 18m1 stop
$268American Airlines
Find Deal
Tue, Apr 28 - Tue, May 5
American Airlines Logo
6:21 pm - 1:33 pmSGF-SJU
17h 12m2 stops
American Airlines Logo
4:07 pm - 10:30 pmSJU-SGF
8h 23m1 stop
$295American Airlines
Find Deal
Mon, Mar 2 - Fri, Mar 6
American Airlines Logo
6:42 pm - 10:35 amSGF-SJU
14h 53m1 stop
American Airlines Logo
1:50 pm - 11:55 pmSJU-SGF
11h 05m2 stops
$298American Airlines
Find Deal
Tue, Apr 28 - Tue, May 5
United Airlines Logo
6:15 am - 4:36 pmSGF-SJU
8h 21m1 stop
United Airlines Logo
2:05 am - 2:38 pmSJU-SGF
14h 33m2 stops
$325United Airlines
Find Deal
Tue, Jan 27 - Thu, Jan 29
United Airlines Logo
3:14 pm - 6:11 amSGF-SJU
12h 57m2 stops
United Airlines Logo
2:05 am - 2:38 pmSJU-SGF
14h 33m2 stops
$366United Airlines
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Sat, Jan 24 - Fri, Jan 30
Delta Logo
6:00 am - 1:30 pmSGF-NAS
6h 30m1 stop
Delta Logo
2:55 pm - 10:36 pmNAS-SGF
8h 41m1 stop
$525Delta
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
6:00 am - 12:00 pmSGF-NAS
5h 00m1 stop
Delta Logo
1:09 pm - 10:36 pmNAS-SGF
10h 27m2 stops
$529Delta
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Tue, Mar 10 - Wed, Mar 11
Multiple Airlines Logo
8:21 pm - 8:27 pmSGF-SJU
22h 06m3 stops
Multiple Airlines Logo
11:55 am - 5:05 pmSJU-SGF
31h 10m3 stops
$540Multiple Airlines
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Sun, Nov 23 - Thu, Nov 27
LATAM Airlines Logo
4:08 pm - 11:40 amSGF-PUJ
17h 32m2 stops
LATAM Airlines Logo
2:45 am - 10:15 pmPUJ-SGF
21h 30m2 stops
$1,060LATAM Airlines
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Sun, Dec 14 - Wed, Dec 17

American Airlines flights from Springfield to Caribbean

Our best American Airlines deals on Springfield to Caribbean flight tickets
American Airlines
Jan 27
SGF6:00 amSpringfield-Branson
12h 50m
2 stops
SJU8:50 pmSan Juan Luis Munoz Marin Intl
Jan 30
SJU6:00 amSan Juan Luis Munoz Marin Intl
12h 14m
1 stop
SGF4:14 pmSpringfield-Branson
$235
Find similar
American Airlines
Apr 28
SGF8:15 pmSpringfield-Branson
6h 45m
1 stop
SJU4:00 amSan Juan Luis Munoz Marin Intl
May 5
SJU8:30 amSan Juan Luis Munoz Marin Intl
10h 18m
1 stop
SGF5:48 pmSpringfield-Branson
$268
Find similar
American Airlines
Mar 2
SGF6:21 pmSpringfield-Branson
17h 12m
2 stops
SJU1:33 pmSan Juan Luis Munoz Marin Intl
Mar 6
SJU4:07 pmSan Juan Luis Munoz Marin Intl
8h 23m
1 stop
SGF10:30 pmSpringfield-Branson
$295
Find similar

United Airlines flights from Springfield to Caribbean

Our best United Airlines deals on Springfield to Caribbean flight tickets
United Airlines
Jan 27
SGF7:45 amSpringfield-Branson
11h 41m
2 stops
SJU9:26 pmSan Juan Luis Munoz Marin Intl
Jan 29
SJU2:05 amSan Juan Luis Munoz Marin Intl
14h 33m
2 stops
SGF2:38 pmSpringfield-Branson
$325
Find similar
United Airlines
Jan 24
SGF3:14 pmSpringfield-Branson
12h 57m
2 stops
SJU6:11 amSan Juan Luis Munoz Marin Intl
Jan 30
SJU2:05 amSan Juan Luis Munoz Marin Intl
14h 33m
2 stops
SGF2:38 pmSpringfield-Branson
$366
Find similar
United Airlines
Apr 28
SGF6:15 amSpringfield-Branson
8h 27m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
May 4
SJU1:05 amSan Juan Luis Munoz Marin Intl
10h 29m
2 stops
SGF10:34 amSpringfield-Branson
$410
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated November 9, 2025.
Use the filters below to find and compare flights from Springfield to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 1/27

6:00 am-8:50 pm

2 stops12h 50m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:00 am-4:14 pm

1 stop12h 14m

$235

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 4/28

8:15 pm-4:00 am

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Tue 5/5

8:30 am-5:48 pm

1 stop10h 18m

$268

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Mon 3/2

6:21 pm-1:33 pm

2 stops17h 12m

San Juan Luis Munoz Marin Intl

Fri 3/6

4:07 pm-10:30 pm

1 stop8h 23m

$295

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 4/28

6:42 pm-10:35 am

1 stop14h 53m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:50 pm-11:55 pm

2 stops11h 05m

$298

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

Thu 1/29

2:05 am-2:38 pm

2 stops14h 33m

$325

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sat 1/24

3:14 pm-6:11 am

2 stops12h 57m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-2:38 pm

2 stops14h 33m

$366

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

Tue 3/10

6:00 am-1:30 pm

1 stop6h 30m

Nassau Intl

Wed 3/11

2:55 pm-10:36 pm

1 stop8h 41m

$525

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

Tue 3/10

6:00 am-12:00 pm

1 stop5h 00m

Nassau Intl

Wed 3/11

1:09 pm-10:36 pm

2 stops10h 27m

$529

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 11/23

8:21 pm-8:27 pm

3 stops22h 06m

San Juan Luis Munoz Marin Intl

Thu 11/27

11:55 am-5:05 pm

3 stops31h 10m

$540

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Sun 12/14

4:08 pm-11:40 am

2 stops17h 32m

Punta Cana

Wed 12/17

2:45 am-10:15 pm

2 stops21h 30m

$1,060

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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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

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 $298. 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 $344.

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 $534 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 7% 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?

  • 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
DeltaPriceFrom $246Free CancellationRating
7.9
8,002 reviews
Search Delta flights
United AirlinesPriceFrom $252Free CancellationRating
7.4
9,012 reviews
Search United Airlines flights
American AirlinesPriceFrom $265Free CancellationRating
7.2
11,050 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.

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