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Cheap flights from Springfield to Caribbean Islands from $188

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 5/18. 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
6:05 pm - 5:24 am
SGF
-
SJU
9h 19m
1 stop
American Airlines Logo
5:25 pm - 9:55 am
SJU
-
SGF
18h 30m
1 stop
$298American Airlines
Mon, Mar 2 - Tue, Mar 3
American Airlines Logo
5:27 pm - 10:48 am
SGF
-
SJU
16h 21m
1 stop
American Airlines Logo
7:25 am - 9:09 pm
SJU
-
SGF
14h 44m
1 stop
$319American Airlines
Tue, Apr 28 - Tue, May 5
Delta Logo
3:46 pm - 11:13 pm
SGF
-
SJU
6h 27m
1 stop
Delta Logo
7:30 am - 6:06 pm
SJU
-
SGF
11h 36m
1 stop
$321Delta
Tue, May 5 - Tue, May 12
American Airlines Logo
6:05 pm - 5:24 am
SGF
-
SJU
9h 19m
1 stop
American Airlines Logo
4:01 pm - 8:59 am
SJU
-
SGF
18h 58m
1 stop
$328American Airlines
Mon, Mar 2 - Wed, Mar 4
United Airlines Logo
6:00 am - 8:38 pm
SGF
-
SJU
13h 38m
2 stops
United Airlines Logo
7:20 am - 9:57 pm
SJU
-
SGF
15h 37m
2 stops
$346United Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
6:00 pm - 9:13 am
SGF
-
SJU
14h 13m
2 stops
American Airlines Logo
7:25 am - 9:09 pm
SJU
-
SGF
14h 44m
1 stop
$352American Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
9:00 am - 8:38 pm
SGF
-
SJU
10h 38m
1 stop
United Airlines Logo
1:00 am - 10:36 am
SJU
-
SGF
10h 36m
2 stops
$377United Airlines
Sat, Apr 25 - Fri, May 1
United Airlines Logo
6:25 am - 3:42 pm
SGF
-
SJU
8h 17m
1 stop
United Airlines Logo
7:20 am - 9:57 pm
SJU
-
SGF
15h 37m
2 stops
$379United Airlines
Tue, May 5 - Tue, May 12
Delta Logo
6:00 am - 5:02 pm
SGF
-
NAS
10h 02m
1 stop
Delta Logo
1:15 pm - 9:47 pm
NAS
-
SGF
9h 32m
1 stop
$579Delta
Mon, Feb 23 - Tue, Mar 3
Delta Logo
6:00 am - 1:18 pm
SGF
-
STX
6h 18m
1 stop
Delta Logo
2:24 pm - 9:43 pm
STX
-
SGF
8h 19m
1 stop
$736Delta
Tue, Mar 31 - Tue, Apr 7

Delta flights from Springfield to Caribbean Islands

Our best Delta deals on Springfield to Caribbean Islands flight tickets
Delta
May 5
SGF3:46 pmSpringfield-Branson
6h 27m
1 stop
SJU11:13 pmSan Juan Luis Munoz Marin Intl
May 12
SJU7:30 amSan Juan Luis Munoz Marin Intl
11h 36m
1 stop
SGF6:06 pmSpringfield-Branson
$321
Delta
Feb 23
SGF6:00 amSpringfield-Branson
10h 02m
1 stop
NAS5:02 pmNassau Intl
Mar 3
NAS1:15 pmNassau Intl
9h 32m
1 stop
SGF9:47 pmSpringfield-Branson
$579
Delta
Feb 17
SGF6:00 amSpringfield-Branson
7h 04m
1 stop
STT3:04 pmSaint Thomas Island Cyril E King
Feb 22
STT4:15 pmSaint Thomas Island Cyril E King
7h 32m
1 stop
SGF9:47 pmSpringfield-Branson
$660

United Airlines flights from Springfield to Caribbean Islands

Our best United Airlines deals on Springfield to Caribbean Islands flight tickets
United Airlines
May 5
SGF6:00 amSpringfield-Branson
13h 38m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
May 12
SJU7:20 amSan Juan Luis Munoz Marin Intl
15h 37m
2 stops
SGF9:57 pmSpringfield-Branson
$346
United Airlines
Apr 25
SGF9:00 amSpringfield-Branson
10h 38m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
May 1
SJU1:00 amSan Juan Luis Munoz Marin Intl
10h 36m
2 stops
SGF10:36 amSpringfield-Branson
$377
United Airlines
May 5
SGF6:00 amSpringfield-Branson
13h 38m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
May 12
SJU7:20 amSan Juan Luis Munoz Marin Intl
15h 37m
2 stops
SGF9:57 pmSpringfield-Branson
$379

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 February 8, 2026.
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

Mon 3/2

6:05 pm-5:24 am

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Tue 3/3

5:25 pm-9:55 am

1 stop18h 30m

$298

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 4/28

5:27 pm-10:48 am

1 stop16h 21m

San Juan Luis Munoz Marin Intl

Tue 5/5

7:25 am-9:09 pm

1 stop14h 44m

$319

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 5/5

3:46 pm-11:13 pm

1 stop6h 27m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:30 am-6:06 pm

1 stop11h 36m

$321

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Mon 3/2

6:05 pm-5:24 am

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Wed 3/4

4:01 pm-8:59 am

1 stop18h 58m

$328

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 5/5

6:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:20 am-9:57 pm

2 stops15h 37m

$346

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 4/28

6:00 pm-9:13 am

2 stops14h 13m

San Juan Luis Munoz Marin Intl

Tue 5/5

7:25 am-9:09 pm

1 stop14h 44m

$352

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sat 4/25

9:00 am-8:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:00 am-10:36 am

2 stops10h 36m

$377

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 5/5

6:25 am-3:42 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:20 am-9:57 pm

2 stops15h 37m

$379

SpringfieldNassau

SGF - NAS

SGFNAS

Springfield-Branson

Mon 2/23

6:00 am-5:02 pm

1 stop10h 02m

Nassau Intl

Tue 3/3

1:15 pm-9:47 pm

1 stop9h 32m

$579

SpringfieldChristiansted

SGF - STX

SGFSTX

Springfield-Branson

Tue 3/31

6:00 am-1:18 pm

1 stop6h 18m

Christiansted Henry Rohlsen

Tue 4/7

2:24 pm-9:43 pm

1 stop8h 19m

$736

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 $298. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Springfield averaging around $365.

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

6h 12m

Direct flights

None
The fastest flight from Springfield to Caribbean Islands takes 6h 12m
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 $128Free CancellationRating
7.9
8,173 reviews
Search Delta flights
United AirlinesPriceFrom $257Free CancellationRating
7.4
9,257 reviews
Search United Airlines flights
American AirlinesPriceFrom $266Free CancellationRating
7.2
11,255 reviews
Search American 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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