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Caribbean Islands

$200+ Cheap flights from Bloomington, IL (BMI) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Bloomington to Caribbean Islands

Cheapest flights from Bloomington to Caribbean Islands
Explore the most affordable flight options available from Bloomington to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This American Airlines deal was found by Cheapflights users on 12/22. 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.
Thu 12/253:30 pmBMI - SJU
2 stops16h 05mAmerican Airlines
Mon 12/2910:03 pmSJU - BMI
2 stops17h 37mAmerican Airlines
Deal found 12/22$620
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Fri 12/266:30 amBMI - SJU
1 stop14h 52mAmerican Airlines
Tue 2/36:00 amSJU - BMI
2 stops18h 16mAmerican Airlines
Deal found 12/22$640
This American Airlines deal was found by Cheapflights users on 12/22. 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 38mAmerican Airlines
Thu 1/86:39 pmSTT - BMI
2 stops22h 46mAmerican Airlines
Deal found 12/22$683
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:29 pmBMI - SJU
1 stop16h 54mMultiple Airlines
Sun 12/284:10 amSJU - BMI
2 stops17h 17mMultiple Airlines
Deal found 12/22$693
This Delta deal was found by Cheapflights users on 12/22. 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 1/83:10 pmSTT - BMI
1 stop7h 18mDelta
Deal found 12/22$763
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:29 pmBMI - SJU
1 stop16h 54mMultiple Airlines
Wed 12/312:59 amSJU - BMI
1 stop12h 40mMultiple Airlines
Deal found 12/22$784
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Thu 12/253:30 pmBMI - SJU
2 stops20h 11mAmerican Airlines
Thu 1/13:58 pmSJU - BMI
1 stop9h 44mAmerican Airlines
Deal found 12/22$793
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Fri 12/266:30 amBMI - SJU
1 stop14h 52mAmerican Airlines
Thu 1/13:58 pmSJU - BMI
1 stop9h 44mAmerican Airlines
Deal found 12/22$995

Find flight deals from Bloomington to Caribbean Islands

Keep the following information in mind while searching for Bloomington to Caribbean Islands flight deals. Data was last updated December 23, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$200
(American Airlines)
From Bloomington-Normal to Caribbean Islands
Search Deals
One-way flight from Bloomington-Normal to Caribbean Islands
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Bloomington 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, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Bloomington to Caribbean Islands that are best for you.

Fly from

Bloomington

Fly to

Caribbean Islands

Route

Depart

Return

Price

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 1/26

8:50 am-9:39 pm

1 stop10h 49m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:00 am-10:16 pm

2 stops18h 16m

$235

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 5/25

7:01 am-2:55 pm

2 stops30h 54m

San Juan Luis Munoz Marin Intl

Wed 5/27

2:10 am-2:17 pm

1 stop13h 07m

$467

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 5/25

7:01 am-2:55 pm

2 stops30h 54m

San Juan Luis Munoz Marin Intl

Fri 5/29

2:10 am-2:17 pm

1 stop13h 07m

$467

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Mon 1/19

4:03 pm-12:58 pm

2 stops19h 55m

Montego Bay Sangster Intl

Mon 1/26

12:33 pm-10:16 pm

2 stops10h 43m

$508

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Fri 1/23

4:03 pm-2:23 pm

2 stops20h 20m

Saint Thomas Island Cyril E King

Wed 1/28

6:39 pm-2:40 pm

2 stops22h 01m

$534

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 6/15

3:55 pm-4:15 am

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Wed 6/24

3:30 pm-11:02 pm

1 stop8h 32m

$537

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Fri 1/16

4:03 pm-3:56 pm

2 stops21h 53m

Saint Thomas Island Cyril E King

Wed 1/21

6:39 pm-2:40 pm

2 stops22h 01m

$574

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 5/25

3:55 pm-4:15 am

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Thu 5/28

2:10 am-2:17 pm

1 stop13h 07m

$612

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Fri 1/23

6:00 am-3:05 pm

1 stop7h 05m

Saint Thomas Island Cyril E King

Wed 1/28

3:10 pm-10:08 pm

1 stop8h 58m

$614

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Sat 1/3

11:02 am-10:21 am

2 stops22h 19m

Montego Bay Sangster Intl

Fri 1/9

4:16 pm-3:25 pm

2 stops24h 09m

$681

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 23 results
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Best time to book a flight from Bloomington to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated December 23, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Bloomington to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,014 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,014 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Bloomington to Caribbean Islands. 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 Islands?

    For a flight from Bloomington to Caribbean Islands, you will be flying from Bloomington-Normal. Bloomington-Normal (BMI) is just 4.2 mi from the center of the city.

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

    Airlines like American Airlines and Delta fly from Bloomington, Illinois to Caribbean Islands in about 7h 05m. The time it takes to get you to your destination can typically vary by up to 3h 44m. Airlines will cover a distance of 2087 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

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

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

See more FAQs

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Top airline flying from Bloomington to Caribbean Islands

Discover the top airline that operate flights from Bloomington to Caribbean Islands. 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$514Average$530FlexibilityNo cancel feeOn-time71%

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