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Cheap flights from Springfield, Illinois to Caribbean Islands from $191

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, Illinois to Caribbean Islands departing on 5/29. 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, Illinois to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:00 am - 2:03 pm
SPI
-
STT
8h 03m
1 stop
American Airlines Logo
5:25 pm - 6:03 pm
STT
-
SPI
25h 38m
2 stops
$468American Airlines
Wed, Mar 18 - Sun, Mar 22
American Airlines Logo
5:00 am - 9:49 pm
SPI
-
SJU
14h 49m
2 stops
American Airlines Logo
6:33 am - 6:23 pm
SJU
-
SPI
13h 50m
1 stop
$479American Airlines
Thu, Feb 26 - Mon, Mar 2
American Airlines Logo
5:00 am - 9:49 pm
SPI
-
SJU
14h 49m
2 stops
American Airlines Logo
8:40 am - 6:23 pm
SJU
-
SPI
11h 43m
2 stops
$522American Airlines
Thu, Feb 26 - Mon, Mar 2
American Airlines Logo
5:00 am - 3:20 pm
SPI
-
SJU
8h 20m
1 stop
American Airlines Logo
6:33 am - 6:23 pm
SJU
-
SPI
13h 50m
1 stop
$619American Airlines
Thu, Feb 26 - Mon, Mar 2
American Airlines Logo
5:00 am - 2:03 pm
SPI
-
STT
8h 03m
1 stop
American Airlines Logo
1:13 pm - 11:32 pm
STT
-
SPI
11h 19m
1 stop
$994American Airlines
Wed, Mar 18 - Sun, Mar 22
American Airlines Logo
5:00 am - 4:24 am
SPI
-
SJU
22h 24m
1 stop
American Airlines Logo
5:28 am - 6:03 pm
SJU
-
SPI
13h 35m
1 stop
$1,114American Airlines
Sat, Mar 14 - Sun, Mar 22
American Airlines Logo
5:00 am - 8:49 pm
SPI
-
SJU
14h 49m
2 stops
American Airlines Logo
5:28 am - 6:03 pm
SJU
-
SPI
13h 35m
1 stop
$1,153American Airlines
Sat, Mar 14 - Sun, Mar 22
American Airlines Logo
5:00 am - 8:49 pm
SPI
-
SJU
14h 49m
2 stops
American Airlines Logo
7:11 am - 11:32 pm
SJU
-
SPI
17h 21m
2 stops
$1,205American Airlines
Sat, Mar 14 - Sun, Mar 22

American Airlines flights from Springfield, Illinois to Caribbean Islands

Our best American Airlines deals on Springfield, Illinois to Caribbean Islands flight tickets
American Airlines
Mar 18
SPI5:00 amSpringfield Capital
8h 03m
1 stop
STT2:03 pmSaint Thomas Island Cyril E King
Mar 22
STT5:25 pmSaint Thomas Island Cyril E King
25h 38m
2 stops
SPI6:03 pmSpringfield Capital
$468
American Airlines
Feb 26
SPI5:00 amSpringfield Capital
14h 49m
2 stops
SJU9:49 pmSan Juan Luis Munoz Marin Intl
Mar 2
SJU6:33 amSan Juan Luis Munoz Marin Intl
13h 50m
1 stop
SPI6:23 pmSpringfield Capital
$479
American Airlines
Feb 26
SPI5:00 amSpringfield Capital
14h 49m
2 stops
SJU9:49 pmSan Juan Luis Munoz Marin Intl
Mar 2
SJU8:40 amSan Juan Luis Munoz Marin Intl
11h 43m
2 stops
SPI6:23 pmSpringfield Capital
$522

momondo Fare Finder

 
Customize your flight search to find flights from Springfield, Illinois 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 4, 2026.
Use the filters below to find and compare flights from Springfield, Illinois to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SpringfieldSaint Thomas Island

SPI - STT

SPISTT

Springfield Capital

Wed 3/18

5:00 am-2:03 pm

1 stop8h 03m

Saint Thomas Island Cyril E King

Sun 3/22

5:25 pm-6:03 pm

2 stops25h 38m

$468

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Thu 2/26

5:00 am-9:49 pm

2 stops14h 49m

San Juan Luis Munoz Marin Intl

Mon 3/2

6:33 am-6:23 pm

1 stop13h 50m

$479

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Thu 2/26

5:00 am-9:49 pm

2 stops14h 49m

San Juan Luis Munoz Marin Intl

Mon 3/2

8:40 am-6:23 pm

2 stops11h 43m

$522

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Thu 2/26

5:00 am-3:20 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Mon 3/2

6:33 am-6:23 pm

1 stop13h 50m

$619

SpringfieldSaint Thomas Island

SPI - STT

SPISTT

Springfield Capital

Wed 3/18

5:00 am-2:03 pm

1 stop8h 03m

Saint Thomas Island Cyril E King

Sun 3/22

1:13 pm-11:32 pm

1 stop11h 19m

$994

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Sat 3/14

5:00 am-4:24 am

1 stop22h 24m

San Juan Luis Munoz Marin Intl

Sun 3/22

5:28 am-6:03 pm

1 stop13h 35m

$1,114

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Sat 3/14

5:00 am-8:49 pm

2 stops14h 49m

San Juan Luis Munoz Marin Intl

Sun 3/22

5:28 am-6:03 pm

1 stop13h 35m

$1,153

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Sat 3/14

5:00 am-8:49 pm

2 stops14h 49m

San Juan Luis Munoz Marin Intl

Sun 3/22

7:11 am-11:32 pm

2 stops17h 21m

$1,205

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Fri 5/29

2:50 pm-10:51 pm

1 stop7h 01m

$191

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Fri 5/29

2:50 pm-9:33 am

2 stops17h 43m

$250

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Springfield, Illinois 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

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

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

Cheap Springfield, Illinois to Caribbean Islands flight deals and tips

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

Fastest flight time

7h 00m

Direct flights

None
The fastest flight from Springfield, Illinois to Caribbean Islands takes 7h 00m
There are no direct flights from Springfield, Illinois to Caribbean Islands. There are no popular flight routes from Springfield, Illinois to Caribbean Islands.
Search flight deals

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

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

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Springfield Capital Airport to Caribbean Islands.

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

    The travel and health documents required for your trip to Caribbean Islands 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 Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Springfield, Illinois to Caribbean Islands

Compare and see reviews for airlines that fly from Springfield, Illinois to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $225Free CancellationRating
7.2
11,222 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 you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Springfield.

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

Yes. momondo can track prices for Springfield to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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