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Cheap flights from Springfield to Caribbean Islands from $181

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 Islands departing on 5/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Springfield to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:45 pm - 10:26 pm
SGF
-
SJU
7h 41m1 stop
American Airlines Logo
6:00 am - 6:04 pm
SJU
-
SGF
14h 04m2 stops
$235American Airlines
Tue, Jan 27 - Fri, Jan 30
Delta Logo
3:35 pm - 10:54 pm
SGF
-
SJU
6h 19m1 stop
Delta Logo
6:15 am - 2:53 pm
SJU
-
SGF
9h 38m1 stop
$297Delta
Tue, Apr 28 - Tue, May 5
American Airlines Logo
7:35 pm - 5:28 am
SGF
-
SJU
8h 53m1 stop
American Airlines Logo
1:30 am - 10:09 am
SJU
-
SGF
9h 39m1 stop
$298American Airlines
Sun, Mar 15 - Sun, Mar 22
American Airlines Logo
8:15 pm - 4:00 am
SGF
-
SJU
6h 45m1 stop
American Airlines Logo
8:30 am - 5:48 pm
SJU
-
SGF
10h 18m1 stop
$301American Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
8:50 am - 9:26 pm
SGF
-
SJU
10h 36m1 stop
United Airlines Logo
2:05 am - 2:38 pm
SJU
-
SGF
14h 33m2 stops
$325United Airlines
Mon, Feb 2 - Wed, Feb 4
American Airlines Logo
6:42 pm - 10:35 am
SGF
-
SJU
14h 53m1 stop
American Airlines Logo
6:25 am - 4:03 pm
SJU
-
SGF
10h 38m2 stops
$331American Airlines
Tue, Apr 28 - Tue, May 5
American Airlines Logo
8:00 am - 10:26 pm
SGF
-
SJU
12h 26m1 stop
American Airlines Logo
4:07 pm - 10:33 pm
SJU
-
SGF
8h 26m1 stop
$337American Airlines
Thu, Feb 5 - Thu, Feb 12
Multiple Airlines Logo
9:31 am - 2:00 pm
SGF
-
SJU
26h 29m1 stop
Multiple Airlines Logo
8:05 pm - 8:05 am
SJU
-
SGF
14h 00m1 stop
$341Multiple Airlines
Thu, Jan 15 - Thu, Jan 22
Delta Logo
12:01 pm - 8:58 pm
SGF
-
SJU
6h 57m1 stop
Delta Logo
6:15 am - 12:09 pm
SJU
-
SGF
7h 54m1 stop
$361Delta
Fri, Feb 6 - Sat, Feb 14
United Airlines Logo
7:45 am - 3:52 pm
SGF
-
PLS
7h 07m1 stop
United Airlines Logo
2:23 pm - 9:58 pm
PLS
-
SGF
8h 35m1 stop
$474United Airlines
Sat, Jan 31 - Sat, Feb 7

American Airlines flights from Springfield to Caribbean Islands

Our best American Airlines deals on Springfield to Caribbean Islands flight tickets
American Airlines
Jan 27
SGF12:45 pmSpringfield-Branson
7h 41m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
Jan 30
SJU6:00 amSan Juan Luis Munoz Marin Intl
14h 04m
2 stops
SGF6:04 pmSpringfield-Branson
$235
Find similar
American Airlines
Mar 15
SGF7:35 pmSpringfield-Branson
8h 53m
1 stop
SJU5:28 amSan Juan Luis Munoz Marin Intl
Mar 22
SJU1:30 amSan Juan Luis Munoz Marin Intl
9h 39m
1 stop
SGF10:09 amSpringfield-Branson
$298
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
$301
Find similar

Delta flights from Springfield to Caribbean Islands

Our best Delta deals on Springfield to Caribbean Islands flight tickets
Delta
Apr 28
SGF3:35 pmSpringfield-Branson
6h 19m
1 stop
SJU10:54 pmSan Juan Luis Munoz Marin Intl
May 5
SJU6:15 amSan Juan Luis Munoz Marin Intl
9h 38m
1 stop
SGF2:53 pmSpringfield-Branson
$297
Find similar
Delta
Feb 6
SGF12:01 pmSpringfield-Branson
6h 57m
1 stop
SJU8:58 pmSan Juan Luis Munoz Marin Intl
Feb 14
SJU6:15 amSan Juan Luis Munoz Marin Intl
7h 54m
1 stop
SGF12:09 pmSpringfield-Branson
$361
Find similar
Delta
Apr 29
SGF6:00 amSpringfield-Branson
7h 30m
1 stop
PLS2:30 pmProvidenciales
May 13
PLS3:50 pmProvidenciales
7h 45m
1 stop
SGF10:35 pmSpringfield-Branson
$478
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Springfield to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 1/27

12:45 pm-10:26 pm

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:00 am-6:04 pm

2 stops14h 04m

$235

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 4/28

3:35 pm-10:54 pm

1 stop6h 19m

San Juan Luis Munoz Marin Intl

Tue 5/5

6:15 am-2:53 pm

1 stop9h 38m

$297

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 3/15

7:35 pm-5:28 am

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Sun 3/22

1:30 am-10:09 am

1 stop9h 39m

$298

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

$301

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Mon 2/2

8:50 am-9:26 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

Wed 2/4

2:05 am-2:38 pm

2 stops14h 33m

$325

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

6:25 am-4:03 pm

2 stops10h 38m

$331

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Thu 2/5

8:00 am-10:26 pm

1 stop12h 26m

San Juan Luis Munoz Marin Intl

Thu 2/12

4:07 pm-10:33 pm

1 stop8h 26m

$337

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Thu 1/15

9:31 am-2:00 pm

1 stop26h 29m

San Juan Luis Munoz Marin Intl

Thu 1/22

8:05 pm-8:05 am

1 stop14h 00m

$341

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Fri 2/6

12:01 pm-8:58 pm

1 stop6h 57m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:15 am-12:09 pm

1 stop7h 54m

$361

SpringfieldProvidenciales

SGF - PLS

SGFPLS

Springfield-Branson

Sat 1/31

7:45 am-3:52 pm

1 stop7h 07m

Providenciales

Sat 2/7

2:23 pm-9:58 pm

1 stop8h 35m

$474

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Springfield to Caribbean Islands

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 Islands?

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Springfield, with most prices found around $299. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Springfield averaging around $365.

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

The cheapest day to depart from Springfield to Caribbean Islands is on a Thursday. Travelers who choose to depart for Caribbean Islands on a Thursday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the afternoon. momondo users have found flights departing from Springfield to Caribbean Islands in the afternoon for as low as $370. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the evening because they tend to be around $789. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Caribbean Islands from Springfield when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $553 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Springfield for as low as $265 on momondo.

Can stopping save me money on Springfield to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Springfield to Caribbean Islands.

Cheap Springfield to Caribbean Islands flight deals and tips

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

Fastest flight time

5h 40m

Direct flights

None
The fastest flight from Springfield to Caribbean Islands takes 5h 40m
There are no direct flights from Springfield to Caribbean Islands. There are no popular flight routes from Springfield to Caribbean Islands.
Search flight deals

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

    Prices for flights from Springfield-Branson Airport to Caribbean Islands are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Springfield-Branson Airport to Caribbean Islands.

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

    The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Springfield to Caribbean Islands?

Best airlines flying from Springfield to Caribbean Islands

Compare and see reviews for airlines that fly from Springfield to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $246Free CancellationRating
7.9
8,005 reviews
Search Delta flights
American AirlinesPriceFrom $265Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
United AirlinesPriceFrom $325Free CancellationRating
7.4
9,091 reviews
Search United Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Springfield to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Springfield to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Springfield to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Caribbean Islands from Springfield are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Caribbean Islands trip

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