Cheap flights from Springfield, Illinois to Caribbean from $333

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Springfield, Illinois to Caribbean departing on 5/9. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:21 pm - 2:16 pm
SPI
-
STT
16h 55m
1 stop
Multiple Airlines Logo
3:21 pm - 7:41 pm
STT
-
SPI
29h 20m
1 stop
$333Multiple Airlines
Sat, May 9 - Fri, May 15
American Airlines Logo
5:45 am - 8:51 pm
SPI
-
SJU
14h 06m
2 stops
American Airlines Logo
7:25 am - 11:43 pm
SJU
-
SPI
17h 18m
2 stops
$366American Airlines
Sun, May 10 - Fri, May 15
Multiple Airlines Logo
8:21 pm - 12:47 pm
SPI
-
STT
15h 26m
2 stops
Multiple Airlines Logo
3:21 pm - 7:41 pm
STT
-
SPI
29h 20m
1 stop
$375Multiple Airlines
Sat, May 9 - Fri, May 15
American Airlines Logo
2:49 pm - 10:47 am
SPI
-
STT
18h 58m
2 stops
American Airlines Logo
12:25 pm - 11:38 pm
STT
-
SPI
12h 13m
2 stops
$400American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
5:45 am - 2:18 pm
SPI
-
SJU
7h 33m
1 stop
American Airlines Logo
7:25 am - 11:43 pm
SJU
-
SPI
17h 18m
2 stops
$406American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
5:45 am - 2:18 pm
SPI
-
SJU
7h 33m
1 stop
American Airlines Logo
3:08 pm - 11:43 pm
SJU
-
SPI
9h 35m
1 stop
$468American Airlines
Sun, May 10 - Fri, May 15
American Airlines Logo
6:00 am - 10:59 pm
SPI
-
SJU
15h 59m
2 stops
American Airlines Logo
7:25 am - 11:45 pm
SJU
-
SPI
17h 20m
2 stops
$530American Airlines
Sun, Jul 19 - Sat, Jul 25
American Airlines Logo
5:45 am - 8:51 pm
SPI
-
SJU
14h 06m
2 stops
American Airlines Logo
7:25 am - 11:38 pm
SJU
-
SPI
17h 13m
2 stops
$541American Airlines
Thu, Apr 23 - Sun, Apr 26
American Airlines Logo
6:00 am - 11:59 pm
SPI
-
SJU
16h 59m
1 stop
American Airlines Logo
12:59 am - 2:07 pm
SJU
-
SPI
14h 08m
1 stop
$542American Airlines
Fri, Jun 26 - Sat, Jul 11
American Airlines Logo
2:31 pm - 9:39 am
SPI
-
SJU
18h 08m
2 stops
American Airlines Logo
12:59 am - 2:07 pm
SJU
-
SPI
14h 08m
1 stop
$566American Airlines
Fri, Jun 26 - Sat, Jul 11

American Airlines flights from Springfield, Illinois to Caribbean

Our best American Airlines deals on Springfield, Illinois to Caribbean flight tickets
American Airlines
May 10
SPI5:45 amSpringfield Capital
14h 06m
2 stops
SJU8:51 pmSan Juan Luis Munoz Marin Intl
May 15
SJU7:25 amSan Juan Luis Munoz Marin Intl
17h 18m
2 stops
SPI11:43 pmSpringfield Capital
$366
American Airlines
Apr 18
SPI2:49 pmSpringfield Capital
18h 58m
2 stops
STT10:47 amSaint Thomas Island Cyril E King
Apr 21
STT12:25 pmSaint Thomas Island Cyril E King
12h 13m
2 stops
SPI11:38 pmSpringfield Capital
$400
American Airlines
May 10
SPI5:45 amSpringfield Capital
7h 33m
1 stop
SJU2:18 pmSan Juan Luis Munoz Marin Intl
May 15
SJU7:25 amSan Juan Luis Munoz Marin Intl
17h 18m
2 stops
SPI11:43 pmSpringfield Capital
$406

momondo Fare Finder

 
Customize your flight search to find flights from Springfield, Illinois to Caribbean 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 April 6, 2026.
Use the filters below to find and compare flights from Springfield, Illinois to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SpringfieldSaint Thomas Island

SPI - STT

SPISTT

Springfield Capital

Sat 5/9

8:21 pm-2:16 pm

1 stop16h 55m

Saint Thomas Island Cyril E King

Fri 5/15

3:21 pm-7:41 pm

1 stop29h 20m

$333

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Sun 5/10

5:45 am-8:51 pm

2 stops14h 06m

San Juan Luis Munoz Marin Intl

Fri 5/15

7:25 am-11:43 pm

2 stops17h 18m

$366

SpringfieldSaint Thomas Island

SPI - STT

SPISTT

Springfield Capital

Sat 5/9

8:21 pm-12:47 pm

2 stops15h 26m

Saint Thomas Island Cyril E King

Fri 5/15

3:21 pm-7:41 pm

1 stop29h 20m

$375

SpringfieldSaint Thomas Island

SPI - STT

SPISTT

Springfield Capital

Sat 4/18

2:49 pm-10:47 am

2 stops18h 58m

Saint Thomas Island Cyril E King

Tue 4/21

12:25 pm-11:38 pm

2 stops12h 13m

$400

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Sun 5/10

5:45 am-2:18 pm

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Fri 5/15

7:25 am-11:43 pm

2 stops17h 18m

$406
Quickest round-trip

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Sun 5/10

5:45 am-2:18 pm

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Fri 5/15

3:08 pm-11:43 pm

1 stop9h 35m

$468

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Sun 7/19

6:00 am-10:59 pm

2 stops15h 59m

San Juan Luis Munoz Marin Intl

Sat 7/25

7:25 am-11:45 pm

2 stops17h 20m

$530

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Thu 4/23

5:45 am-8:51 pm

2 stops14h 06m

San Juan Luis Munoz Marin Intl

Sun 4/26

7:25 am-11:38 pm

2 stops17h 13m

$541

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Fri 6/26

6:00 am-11:59 pm

1 stop16h 59m

San Juan Luis Munoz Marin Intl

Sat 7/11

12:59 am-2:07 pm

1 stop14h 08m

$542

SpringfieldSan Juan

SPI - SJU

SPISJU

Springfield Capital

Fri 6/26

2:31 pm-9:39 am

2 stops18h 08m

San Juan Luis Munoz Marin Intl

Sat 7/11

12:59 am-2:07 pm

1 stop14h 08m

$566

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Springfield, Illinois to Caribbean

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 airlines fly to Caribbean?

American Airlines, Frontier and Delta are the top three most popular airlines that fly to Caribbean from Springfield, Illinois according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 6 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

Cheap Springfield, Illinois to Caribbean flight deals and tips

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

Fastest flight time

8h 14m

Direct flights

None
The fastest flight from Springfield, Illinois to Caribbean takes 8h 14m
There are no direct flights from Springfield, Illinois to Caribbean. There are no popular flight routes from Springfield, Illinois to Caribbean.

Frequently asked questions about flying from Springfield, Illinois to Caribbean

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

    Prices for flights from Springfield Capital Airport to Caribbean were last updated today.

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

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

    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 Capital Airport to Caribbean.

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

    The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Springfield, Illinois to Caribbean

Compare and see reviews for airlines that fly from Springfield, Illinois to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $225Free CancellationRating
7.1
11,550 reviews
Search American Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Springfield to Caribbean for you.

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

Yes. All flights to Caribbean from Springfield on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

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 from Springfield.

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

Price alerts on flights to Caribbean 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.

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1 adult
Wed 5/6
Wed 5/13

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