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$268+ Cheap flights from Bloomington, IL (BMI) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Bloomington to Caribbean

Keep the following information in mind while searching for Bloomington to Caribbean flight deals. Data was last updated September 15, 2025.

Round-trip from

$268
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$315
From Bloomington-Normal to Caribbean
Search Deals
Highest demand for flights based on searches. 42% potential increase in price ($462 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Bloomington to Caribbean

Cheapest flights from Bloomington to Caribbean
Explore the most affordable flight options available from Bloomington to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:11 pmBMI - SJU
2 stops16h 04mAmerican Airlines
Sat 12/138:18 amSJU - BMI
2 stops17h 36mAmerican Airlines
Deal found 9/14$268
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:11 pmBMI - SJU
2 stops22h 46mAmerican Airlines
Thu 12/113:47 pmSJU - BMI
1 stop10h 07mAmerican Airlines
Deal found 9/13$295
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:00 amBMI - SJU
2 stops10h 05mAmerican Airlines
Tue 12/24:56 pmSJU - BMI
2 stops23h 53mAmerican Airlines
Deal found 9/14$475
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:02 amBMI - STT
2 stops23h 03mAmerican Airlines
Thu 1/84:35 pmSTT - BMI
2 stops20h 02mAmerican Airlines
Deal found 9/13$509
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:10 amBMI - SJU
2 stops26h 00mAmerican Airlines
Tue 12/23:53 pmSJU - BMI
1 stop10h 06mAmerican Airlines
Deal found 9/14$522
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:00 amBMI - SJU
2 stops10h 05mAmerican Airlines
Fri 11/284:44 pmSJU - BMI
2 stops20h 05mAmerican Airlines
Deal found 9/14$547
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:10 amBMI - SJU
2 stops26h 00mAmerican Airlines
Wed 11/266:42 pmSJU - BMI
2 stops22h 32mAmerican Airlines
Deal found 9/14$575
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:00 amBMI - SJU
2 stops10h 05mAmerican Airlines
Mon 12/12:50 pmSJU - BMI
2 stops21h 47mAmerican Airlines
Deal found 9/14$595
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:00 amBMI - SJU
2 stops27h 10mAmerican Airlines
Tue 12/26:42 pmSJU - BMI
2 stops18h 08mAmerican Airlines
Deal found 9/14$602
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:47 amBMI - GCM
1 stop7h 13mAmerican Airlines
Wed 10/2912:25 pmGCM - BMI
2 stops10h 54mAmerican Airlines
Deal found 9/12$662
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amBMI - STT
1 stop8h 25mDelta
Thu 1/84:00 pmSTT - BMI
1 stop8h 26mDelta
Deal found 9/15$731
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:05 amBMI - STT
1 stop6h 28mDelta
Wed 10/12:43 pmSTT - BMI
1 stop8h 28mDelta
Deal found 9/14$1,388

Cheapflights Fare Finder

 
Customize your flight search to find flights from Bloomington 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, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Bloomington to Caribbean that are best for you.

Fly from

Bloomington

Fly to

Caribbean

Route

Depart

Return

Price

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 12/8

8:11 pm-5:52 pm

2 stops19h 41m

San Juan Luis Munoz Marin Intl

Thu 12/11

2:50 pm-10:50 am

2 stops22h 00m

$295

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 1/26

6:18 am-12:05 am

2 stops15h 47m

San Juan Luis Munoz Marin Intl

Sat 1/31

7:20 am-9:21 pm

1 stop16h 01m

$337

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Tue 11/18

5:00 am-5:05 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Tue 12/2

3:53 pm-11:59 pm

1 stop10h 06m

$422

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Tue 11/18

5:00 am-5:05 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Thu 11/27

7:15 am-3:14 pm

1 stop9h 59m

$475

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Wed 12/31

11:02 am-12:05 pm

2 stops23h 03m

Saint Thomas Island Cyril E King

Thu 1/8

4:35 pm-10:37 am

2 stops20h 02m

$509

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 11/24

6:10 am-12:44 am

2 stops16h 34m

San Juan Luis Munoz Marin Intl

Fri 11/28

4:44 pm-10:49 am

2 stops20h 05m

$547

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Thu 1/1

6:00 am-5:03 pm

2 stops10h 03m

Montego Bay Sangster Intl

Wed 1/7

1:30 pm-10:37 am

2 stops22h 07m

$583

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Thu 1/8

6:18 am-2:40 pm

1 stop6h 22m

Saint Thomas Island Cyril E King

Tue 1/20

4:25 pm-10:37 am

2 stops20h 12m

$619

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Fri 1/9

3:41 pm-5:25 pm

2 stops23h 44m

Saint Thomas Island Cyril E King

Tue 1/20

4:25 pm-10:37 am

2 stops20h 12m

$619

BloomingtonGeorge Town

BMI - GCM

BMIGCM

Bloomington-Normal

Sat 10/25

6:47 am-2:00 pm

1 stop7h 13m

George Town Owen Roberts Intl

Wed 10/29

12:25 pm-11:19 pm

2 stops10h 54m

$662

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 15 results
1
2

Best time to book a flight from Bloomington to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Bloomington with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Bloomington to Caribbean

What is the cheapest month to book a flight from Bloomington, Illinois to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Bloomington, Illinois to Caribbean (average of $254). Flying from Bloomington, Illinois to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated September 15, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Bloomington to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Bloomington to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Bloomington to Caribbean?

    Bloomington-Normal (BMI), located 4.2 mi from the city center, is the airport you fly out of when you book flights from Bloomington to Caribbean.

  • How long is the flight from Bloomington, Illinois to Caribbean?

    There are many flights that can get you from Bloomington, Illinois to Caribbean in 6h 22m. Fly via American Airlines or Delta to get the fastest option. Airlines will cover a distance of 2128 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Bloomington, Illinois to Caribbean?

    When deciding which route to take from Bloomington, Illinois to Caribbean consider Bloomington-Normal - San Juan Luis Munoz Marin Intl, Bloomington-Normal - Saint Thomas Island Cyril E King or Bloomington-Normal - Montego Bay Sangster Intl as they are the most popular.

  • Can I find deals for flights from Bloomington to Caribbean that include hotel bookings?

    Yes. In addition to deals on Bloomington to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Bloomington to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Bloomington to Caribbean.

  • Can I find deals for business class flights from Bloomington to Caribbean?

    Yes. Cheapflights offers flight deals from Bloomington to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Bloomington, Illinois to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Bloomington, Illinois to Caribbean (average of $254). Flying from Bloomington, Illinois to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Bloomington to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Bloomington to Caribbean

Discover the top 2 airlines that operate flights from Bloomington to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$194Average$504FlexibilityNo cancel feeOn-time71%
DeltaCheapest$538Average$571FlexibilityNo cancel feeOn-timeN/A

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