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Caribbean Islands

$378+ Cheap flights from Bloomington, IL (BMI) to Caribbean Islands

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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
Mar 23 — Mar 301
Mon 3/23
Mon 3/30
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 February 21, 2026.

This American Airlines deal was found by Cheapflights users on 2/18. 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 6/111:31 am
BMI
-
SJU
1 stop11h 28m
American Airlines
Sun 6/712:59 am
SJU
-
BMI
1 stop17h 14m
American Airlines
Deal found 2/18$378
This American Airlines deal was found by Cheapflights users on 2/17. 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 5/284:22 pm
BMI
-
MBJ
2 stops18h 57m
American Airlines
Mon 6/15:17 pm
MBJ
-
BMI
2 stops22h 35m
American Airlines
Deal found 2/17$387
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/73:45 pm
BMI
-
STT
2 stops18h 50m
American Airlines
Tue 4/142:30 pm
STT
-
BMI
2 stops21h 16m
American Airlines
Deal found 2/20$401
This Delta deal was found by Cheapflights users on 2/19. 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.
Mon 3/234:04 pm
BMI
-
SJU
1 stop6h 11m
Delta
Wed 4/16:15 am
SJU
-
BMI
1 stop10h 08m
Delta
Deal found 2/19$438
This American Airlines deal was found by Cheapflights users on 2/18. 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 12/78:11 pm
BMI
-
STT
2 stops17h 31m
American Airlines
Fri 12/116:17 pm
STT
-
BMI
2 stops18h 33m
American Airlines
Deal found 2/18$468
This American Airlines deal was found by Cheapflights users on 2/18. 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 5/13:45 pm
BMI
-
GCM
2 stops19h 48m
American Airlines
Tue 5/512:35 pm
GCM
-
BMI
2 stops11h 17m
American Airlines
Deal found 2/18$474
This American Airlines deal was found by Cheapflights users on 2/19. 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 4/135:00 am
BMI
-
SJU
2 stops14h 51m
American Airlines
Mon 4/2011:59 pm
SJU
-
BMI
1 stop16h 16m
American Airlines
Deal found 2/19$480
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/2411:31 am
BMI
-
SJU
2 stops10h 27m
American Airlines
Mon 3/3011:30 am
SJU
-
BMI
2 stops24h 31m
American Airlines
Deal found 2/19$492
This Delta deal was found by Cheapflights users on 2/18. 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.
Thu 3/2612:02 pm
BMI
-
SJU
1 stop10h 13m
Delta
Wed 4/12:44 pm
SJU
-
BMI
1 stop8h 35m
Delta
Deal found 2/18$500
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/233:45 pm
BMI
-
SJU
2 stops22h 05m
American Airlines
Mon 3/3011:30 am
SJU
-
BMI
2 stops24h 31m
American Airlines
Deal found 2/19$505
This Delta deal was found by Cheapflights users on 2/19. 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 3/184:04 pm
BMI
-
SJU
1 stop6h 11m
Delta
Mon 3/306:15 am
SJU
-
BMI
1 stop10h 08m
Delta
Deal found 2/19$520
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/65:00 am
BMI
-
SJU
2 stops16h 34m
American Airlines
Tue 3/106:33 am
SJU
-
BMI
1 stop17h 08m
American Airlines
Deal found 2/19$530

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 February 21, 2026.

Round-trip from

$378
(American Airlines)
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 February 21, 2026.
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 6/1

11:31 am-11:59 pm

1 stop11h 28m

San Juan Luis Munoz Marin Intl

Sun 6/7

12:59 am-5:13 pm

1 stop17h 14m

$378

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Thu 5/28

4:22 pm-11:19 am

2 stops18h 57m

Montego Bay Sangster Intl

Mon 6/1

5:17 pm-3:52 pm

2 stops22h 35m

$387

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Tue 4/7

3:45 pm-11:35 am

2 stops18h 50m

Saint Thomas Island Cyril E King

Tue 4/14

2:30 pm-10:46 am

2 stops21h 16m

$401

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Tue 3/24

12:02 pm-8:18 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Wed 4/1

2:44 pm-10:19 pm

1 stop8h 35m

$438

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 4/27

12:02 pm-11:13 pm

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Wed 4/29

2:45 pm-10:21 pm

1 stop8h 36m

$438

BloomingtonGeorge Town

BMI - GCM

BMIGCM

Bloomington-Normal

Fri 5/1

3:45 pm-11:33 am

2 stops19h 48m

George Town Owen Roberts Intl

Tue 5/5

12:35 pm-11:52 pm

2 stops11h 17m

$474

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 4/27

3:45 pm-4:32 am

1 stop11h 47m

San Juan Luis Munoz Marin Intl

Wed 4/29

11:43 am-11:52 pm

2 stops13h 09m

$480

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Thu 3/26

12:02 pm-11:15 pm

1 stop10h 13m

San Juan Luis Munoz Marin Intl

Wed 4/1

2:44 pm-10:19 pm

1 stop8h 35m

$500

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Fri 3/6

5:00 am-11:34 pm

2 stops16h 34m

San Juan Luis Munoz Marin Intl

Tue 3/10

6:33 am-10:41 pm

1 stop17h 08m

$530

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Tue 4/7

6:00 am-2:48 pm

1 stop7h 48m

Saint Thomas Island Cyril E King

Tue 4/14

3:05 pm-10:21 pm

1 stop8h 16m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 26 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 February 21, 2026.
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
8,228 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Boarding

8.1

Comfort

7.9

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
8,228 reviews
Delta
7.9
Good
8,228 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Boarding

8.1

Comfort

7.9

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
11,334 reviews
Delta
7.9
Good
8,228 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Crew

8.5

Boarding

8.1

Comfort

7.9

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 6h 11m. The time it takes to get you to your destination can typically vary by up to 5h 17m. Airlines will cover a distance of 2040 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 - Nassau Intl or Bloomington-Normal - Puerto Plata La Union 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 2 airlines flying from Bloomington to Caribbean Islands

Discover the top 2 airlines 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 February 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$509Average$689FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$514Average$530FlexibilityNo cancel feeOn-time71%

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