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Cheap flights from Springfield to Caribbean Islands from $108

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 9/23. 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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0 bags

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Find the cheapest flights from Springfield to Caribbean Islands

Cheap round-trip flights

American Airlines Logo
7:30 pm - 2:08 pmSGF-SJU
17h 38m1 stop
American Airlines Logo
4:30 pm - 9:41 amSJU-SGF
18h 11m1 stop
$215American Airlines
Find Deal
Sun, Oct 26 - Fri, Oct 31
American Airlines Logo
7:30 pm - 2:08 pmSGF-SJU
17h 38m1 stop
American Airlines Logo
4:30 pm - 9:41 amSJU-SGF
18h 11m1 stop
$245American Airlines
Find Deal
Sun, Oct 26 - Fri, Oct 31
Delta Logo
11:45 am - 11:49 pmSGF-SJU
10h 04m1 stop
Delta Logo
3:30 pm - 9:41 pmSJU-SGF
8h 11m1 stop
$265Delta
Find Deal
Wed, Jan 14 - Tue, Jan 20
United Airlines Logo
9:00 am - 8:38 pmSGF-SJU
10h 38m1 stop
United Airlines Logo
7:00 am - 2:00 pmSJU-SGF
8h 00m1 stop
$293United Airlines
Find Deal
Mon, Sep 29 - Sat, Oct 4
United Airlines Logo
9:00 am - 8:38 pmSGF-SJU
10h 38m1 stop
United Airlines Logo
7:00 am - 10:07 pmSJU-SGF
16h 07m2 stops
$367United Airlines
Find Deal
Mon, Sep 29 - Sat, Oct 4
Delta Logo
6:00 am - 2:15 pmSGF-SJU
6h 15m1 stop
Delta Logo
3:30 pm - 9:41 pmSJU-SGF
8h 11m1 stop
$414Delta
Find Deal
Tue, Jan 13 - Tue, Jan 20
Logo
8:00 pm - 12:40 pmSGF-SJU
14h 40m2 stops
Logo
10:57 am - 8:48 amSJU-SGF
23h 51m1 stop
$437
Find Deal
Sun, Nov 9 - Sun, Nov 16
Logo
8:00 pm - 1:22 pmSGF-SJU
15h 22m1 stop
Logo
2:11 am - 8:48 amSJU-SGF
32h 37m2 stops
$445
Find Deal
Sun, Nov 9 - Sat, Nov 15
WestJet Logo
5:05 pm - 1:30 pmSGF-PUJ
18h 25m2 stops
WestJet Logo
4:30 pm - 11:14 amPUJ-SGF
20h 44m2 stops
$4,376WestJet
Find Deal
Tue, Feb 24 - Tue, Mar 3
WestJet Logo
5:05 pm - 1:30 pmSGF-PUJ
18h 25m2 stops
WestJet Logo
4:30 pm - 11:14 amPUJ-SGF
20h 44m2 stops
$4,386WestJet
Find Deal
Wed, Feb 18 - Fri, Feb 27

American Airlines flights from Springfield to Caribbean Islands

Our best American Airlines deals on Springfield to Caribbean Islands flight tickets
American Airlines
Oct 26
SGF7:30 pmSpringfield-Branson
17h 38m
1 stop
SJU2:08 pmSan Juan Luis Munoz Marin Intl
Oct 31
SJU4:30 pmSan Juan Luis Munoz Marin Intl
18h 11m
1 stop
SGF9:41 amSpringfield-Branson
$215
Find similar
American Airlines
Oct 26
SGF7:30 pmSpringfield-Branson
17h 38m
1 stop
SJU2:08 pmSan Juan Luis Munoz Marin Intl
Oct 31
SJU4:30 pmSan Juan Luis Munoz Marin Intl
18h 11m
1 stop
SGF9:41 amSpringfield-Branson
$245
Find similar
American Airlines
Jan 6
SGF4:11 pmSpringfield-Branson
19h 24m
2 stops
SJU1:35 pmSan Juan Luis Munoz Marin Intl
Jan 15
SJU4:40 pmSan Juan Luis Munoz Marin Intl
18h 52m
2 stops
SGF9:32 amSpringfield-Branson
$275
Find similar

United Airlines flights from Springfield to Caribbean Islands

Our best United Airlines deals on Springfield to Caribbean Islands flight tickets
United Airlines
Sep 29
SGF9:00 amSpringfield-Branson
10h 38m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Oct 4
SJU7:00 amSan Juan Luis Munoz Marin Intl
8h 00m
1 stop
SGF2:00 pmSpringfield-Branson
$293
Find similar
United Airlines
Sep 29
SGF9:00 amSpringfield-Branson
10h 38m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Oct 4
SJU7:00 amSan Juan Luis Munoz Marin Intl
16h 07m
2 stops
SGF10:07 pmSpringfield-Branson
$367
Find similar
United Airlines
Sep 25
SGF9:00 amSpringfield-Branson
10h 38m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Sep 26
SJU1:05 amSan Juan Luis Munoz Marin Intl
14h 31m
2 stops
SGF2:36 pmSpringfield-Branson
$469
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 August 28, 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

Sun 10/26

7:30 pm-2:08 pm

1 stop17h 38m

San Juan Luis Munoz Marin Intl

Fri 10/31

4:30 pm-9:41 am

1 stop18h 11m

$215

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 10/26

7:30 pm-2:08 pm

1 stop17h 38m

San Juan Luis Munoz Marin Intl

Fri 10/31

4:30 pm-9:41 am

1 stop18h 11m

$245

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Wed 1/14

11:45 am-11:49 pm

1 stop10h 04m

San Juan Luis Munoz Marin Intl

Tue 1/20

3:30 pm-9:41 pm

1 stop8h 11m

$265

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Mon 9/29

9:00 am-8:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

Sat 10/4

7:00 am-2:00 pm

1 stop8h 00m

$293

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Mon 9/29

9:00 am-8:38 pm

1 stop10h 38m

San Juan Luis Munoz Marin Intl

Sat 10/4

7:00 am-10:07 pm

2 stops16h 07m

$367

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Tue 1/13

6:00 am-2:15 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Tue 1/20

3:30 pm-9:41 pm

1 stop8h 11m

$414

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 11/9

8:00 pm-12:40 pm

2 stops14h 40m

San Juan Luis Munoz Marin Intl

Sun 11/16

10:57 am-8:48 am

1 stop23h 51m

$437

SpringfieldSan Juan

SGF - SJU

SGFSJU

Springfield-Branson

Sun 11/9

8:00 pm-1:22 pm

1 stop15h 22m

San Juan Luis Munoz Marin Intl

Sat 11/15

2:11 am-8:48 am

2 stops32h 37m

$445

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Tue 2/24

5:05 pm-1:30 pm

2 stops18h 25m

Punta Cana

Tue 3/3

4:30 pm-11:14 am

2 stops20h 44m

$4,376

SpringfieldPunta Cana

SGF - PUJ

SGFPUJ

Springfield-Branson

Wed 2/18

5:05 pm-1:30 pm

2 stops18h 25m

Punta Cana

Fri 2/27

4:30 pm-11:14 am

2 stops20h 44m

$4,386

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 $315. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Springfield averaging around $348.

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 $570 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 $354 on momondo.

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

You could potentially save up to 4% on your flight if you consider stops on a Springfield to Caribbean Islands flight.

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

Direct flights

None
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
7,977 reviews
Search Delta flights
United AirlinesPriceFrom $252Free CancellationRating
7.4
8,944 reviews
Search United Airlines flights
American AirlinesPriceFrom $275Free CancellationRating
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 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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