Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Springfield to Caribbean Islands from $119

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 8/17. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
5:35 pm - 11:00 amSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
16h 25m2 stops Charlotte Douglas Miami
American Airlines Logo
4:38 pm - 9:08 amSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
17h 30m2 stops Miami Dallas/Fort Worth
$346American Airlines
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
2:25 pm - 9:24 amSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
17h 59m2 stops Dallas/Fort Worth Miami
American Airlines Logo
3:35 pm - 9:08 amSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
18h 33m1 stop Dallas/Fort Worth
$346American Airlines
Fri, Sep 25 - Sat, Oct 3
American Airlines Logo
7:16 am - 9:39 pmSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
12h 23m1 stop Chicago O'Hare Intl
American Airlines Logo
6:00 am - 4:38 pmSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
12h 38m1 stop Chicago O'Hare Intl
$346American Airlines
Fri, Jan 22 - Sat, Jan 30
Delta Logo
11:37 am - 10:19 pmSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
9h 42m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 4:54 pmSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
10h 54m1 stop Atlanta Hartsfield-Jackson
$426Delta
Tue, Sep 22 - Tue, Sep 29
United Airlines Logo
6:25 am - 3:42 pmSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
8h 17m1 stop Houston George Bush Intcntl
United Airlines Logo
3:56 pm - 11:19 pmSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
8h 23m1 stop Chicago O'Hare Intl
$426United Airlines
Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
6:25 am - 3:42 pmSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
8h 17m1 stop Houston George Bush Intcntl
United Airlines Logo
7:00 am - 6:02 pmSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
12h 02m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
$426United Airlines
Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
6:00 am - 2:44 pmSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
7h 44m1 stop Chicago O'Hare Intl
United Airlines Logo
7:00 am - 10:02 pmSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
16h 02m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
$454United Airlines
Wed, Sep 16 - Tue, Sep 22
Delta Logo
11:46 am - 11:13 pmSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
9h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 4:52 pmSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
11h 52m1 stop Atlanta Hartsfield-Jackson
$477Delta
Thu, Nov 12 - Mon, Nov 16
Delta Logo
6:06 am - 4:38 pmSGF  Springfield-Branson-SJU San Juan Luis Munoz Marin Intl
9h 32m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:56 pm - 9:19 pmSJU  San Juan Luis Munoz Marin Intl-SGF Springfield-Branson
9h 23m1 stop Atlanta Hartsfield-Jackson
$556Delta
Wed, Aug 19 - Sat, Aug 22
Multiple Airlines Logo
8:53 am - 8:05 pmSGF  Springfield-Branson-PUJ Punta Cana
34h 12m2 stops Tampa St. Petersburg San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
12:35 pm - 4:33 pmPUJ  Punta Cana-SGF Springfield-Branson
28h 58m1 stop Orlando Sanford Intl
$606Multiple Airlines
Sun, Oct 18 - Sun, Oct 25

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

American Airlines flights from Springfield to Caribbean Islands

Our best American Airlines deals on Springfield to Caribbean Islands flight tickets
American Airlines
Aug 29
SGF7:15 amSpringfield-Branson
13h 40m
2 stops
SJU9:55 pmSan Juan Luis Munoz Marin Intl
Aug 31
SJU6:00 amSan Juan Luis Munoz Marin Intl
14h 18m
2 stops
SGF7:18 pmSpringfield-Branson
$346
American Airlines
Feb 3
SGF7:16 amSpringfield-Branson
11h 34m
2 stops
SJU8:50 pmSan Juan Luis Munoz Marin Intl
Feb 12
SJU2:44 pmSan Juan Luis Munoz Marin Intl
11h 05m
2 stops
SGF11:49 pmSpringfield-Branson
$351
American Airlines
Oct 29
SGF6:22 pmSpringfield-Branson
15h 58m
1 stop
SJU11:20 amSan Juan Luis Munoz Marin Intl
Nov 2
SJU4:59 pmSan Juan Luis Munoz Marin Intl
17h 26m
1 stop
SGF8:25 amSpringfield-Branson
$386

United Airlines flights from Springfield to Caribbean Islands

Our best United Airlines deals on Springfield to Caribbean Islands flight tickets
United Airlines
Sep 1
SGF6:25 amSpringfield-Branson
8h 17m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
Sep 5
SJU7:00 amSan Juan Luis Munoz Marin Intl
12h 02m
2 stops
SGF6:02 pmSpringfield-Branson
$426
United Airlines
Sep 16
SGF6:00 amSpringfield-Branson
7h 44m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
Sep 22
SJU7:00 amSan Juan Luis Munoz Marin Intl
16h 02m
2 stops
SGF10:02 pmSpringfield-Branson
$454
United Airlines
Sep 1
SGF6:25 amSpringfield-Branson
8h 17m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
Sep 5
SJU7:00 amSan Juan Luis Munoz Marin Intl
12h 02m
2 stops
SGF6:02 pmSpringfield-Branson
$466

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 August 9, 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

Cheapest round-trip

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Tue 9/22

5:35 pm-11:00 am

2 stops16h 25m

San Juan Luis Munoz Marin Intl

Tue 9/29

4:38 pm-9:08 am

2 stops17h 30m

$346

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Fri 9/25

2:25 pm-9:24 am

2 stops17h 59m

San Juan Luis Munoz Marin Intl

Sat 10/3

3:35 pm-9:08 am

1 stop18h 33m

$346

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Fri 1/22

7:16 am-9:39 pm

1 stop12h 23m

San Juan Luis Munoz Marin Intl

Sat 1/30

6:00 am-4:38 pm

1 stop12h 38m

$346

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Tue 9/22

11:37 am-10:19 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Tue 9/29

7:00 am-4:54 pm

1 stop10h 54m

$426
Quickest round-trip

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Tue 9/1

6:25 am-3:42 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Sat 9/5

3:56 pm-11:19 pm

1 stop8h 23m

$426

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Tue 9/1

6:25 am-3:42 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Sat 9/5

7:00 am-6:02 pm

2 stops12h 02m

$426

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Wed 9/16

6:00 am-2:44 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Tue 9/22

7:00 am-10:02 pm

2 stops16h 02m

$454

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Thu 11/12

11:46 am-11:13 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Mon 11/16

7:00 am-4:52 pm

1 stop11h 52m

$477

SpringfieldSan Juan

SGF Springfield-Branson - SJU San Juan Luis Munoz Marin Intl

SGFSJU

Springfield-Branson

Wed 8/19

6:06 am-4:38 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Sat 8/22

12:56 pm-9:19 pm

1 stop9h 23m

$556

SpringfieldPunta Cana

SGF Springfield-Branson - PUJ Punta Cana

SGFPUJ

Springfield-Branson

Sun 10/18

8:53 am-8:05 pm

2 stops34h 12m

Punta Cana

Sun 10/25

12:35 pm-4:33 pm

1 stop28h 58m

$606

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 February is, on average, the cheapest month to fly to Caribbean Islands from Springfield, with most prices found around $507. The month of April is another great option to travel to Caribbean Islands, with average flight prices from Springfield averaging around $540.

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

4h 43m

Direct flights

None
The fastest flight from Springfield to Caribbean Islands takes 4h 43m
There are no direct flights from Springfield to Caribbean Islands. There are no popular flight routes from Springfield to Caribbean Islands.
Search flight deals

Frequently asked questions about flying from Springfield to Caribbean Islands

  • 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
7.8
8,495 reviews
Search Delta flights
United AirlinesPriceFrom $257Free CancellationRating
7.4
10,089 reviews
Search United Airlines flights
American AirlinesPriceFrom $268Free CancellationRating
7.1
11,892 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 9/8
Tue 9/15
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $69
Flights to Bangkokfrom $641
Flights to Londonfrom $394
Flights to Los Angelesfrom $59
Flights to Tokyofrom $518
Flights to Copenhagenfrom $451
Flights to Parisfrom $451
Flights to Istanbulfrom $619
Flights to Manilafrom $622
Flights to Orlandofrom $58
Flights to Miamifrom $64
Flights to San Franciscofrom $60