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Caribbean Islands

$357+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
5月 11 — 5月 181
月 5/11
月 5/18
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 4月 11, 2026.

This American Airlines deal was found by Cheapflights users on 4/11. 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.
木 5/72:46 pm
BMI
-
MBJ
2 stops20h 38m
American Airlines
金 5/1512:25 pm
MBJ
-
BMI
2 stops22h 21m
American Airlines
Deal found 4/11$357
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
水 9/306:00 am
BMI
-
SJU
2 stops13h 38m
United Airlines
火 10/63:56 pm
SJU
-
BMI
1 stop9h 16m
United Airlines
Deal found 4/9$366
This United Airlines deal was found by Cheapflights users on 4/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
土 9/266:00 am
BMI
-
SJU
2 stops13h 38m
United Airlines
水 9/303:56 pm
SJU
-
BMI
1 stop9h 16m
United Airlines
Deal found 4/6$386
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
水 10/76:00 am
BMI
-
SJU
2 stops13h 38m
United Airlines
木 10/153:56 pm
SJU
-
BMI
1 stop9h 16m
United Airlines
Deal found 4/9$401
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
金 9/256:00 am
BMI
-
SJU
2 stops13h 38m
United Airlines
金 10/21:05 am
SJU
-
BMI
2 stops12h 45m
United Airlines
Deal found 4/9$406
This American Airlines deal was found by Cheapflights users on 4/7. 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.
水 4/225:00 am
BMI
-
SJU
2 stops14h 51m
American Airlines
水 4/297:25 am
SJU
-
BMI
2 stops17h 27m
American Airlines
Deal found 4/7$413
This American Airlines deal was found by Cheapflights users on 4/8. 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.
木 4/233:45 pm
BMI
-
STT
2 stops20h 30m
American Airlines
月 4/271:15 pm
STT
-
BMI
2 stops11h 37m
American Airlines
Deal found 4/8$420
This American Airlines deal was found by Cheapflights users on 4/9. 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.
土 9/194:33 pm
BMI
-
SJU
2 stops17h 37m
American Airlines
日 9/277:05 pm
SJU
-
BMI
2 stops20h 02m
American Airlines
Deal found 4/9$448
This American Airlines deal was found by Cheapflights users on 4/9. 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.
水 10/146:26 am
BMI
-
SJU
1 stop6h 19m
American Airlines
水 10/213:25 pm
SJU
-
BMI
1 stop8h 37m
American Airlines
Deal found 4/9$453
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
木 9/246:00 am
BMI
-
SJU
2 stops13h 38m
United Airlines
木 10/13:56 pm
SJU
-
BMI
1 stop9h 16m
United Airlines
Deal found 4/9$471
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
金 10/26:00 am
BMI
-
SJU
2 stops13h 38m
United Airlines
金 10/91:05 am
SJU
-
BMI
2 stops12h 45m
United Airlines
Deal found 4/9$494
This American Airlines deal was found by Cheapflights users on 4/9. 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.
金 10/164:33 pm
BMI
-
SJU
2 stops21h 07m
American Airlines
土 10/248:35 am
SJU
-
BMI
2 stops15h 27m
American Airlines
Deal found 4/9$497

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 4月 11, 2026.

Round-trip from

$362
(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 4月 11, 2026.
Use the filters below to find and compare flights from Bloomington to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

木 5/7

2:46 pm-11:24 am

2 stops20h 38m

Montego Bay Sangster Intl

金 5/15

12:25 pm-10:46 am

2 stops22h 21m

$357

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

水 9/30

6:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

木 10/8

3:56 pm-12:12 am

1 stop9h 16m

$366

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

土 9/26

6:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

水 9/30

3:56 pm-12:12 am

1 stop9h 16m

$366

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

金 9/25

6:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

木 10/1

3:56 pm-12:12 am

1 stop9h 16m

$386

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

水 10/7

6:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

木 10/15

3:56 pm-12:12 am

1 stop9h 16m

$401

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

水 4/22

5:00 am-8:51 pm

2 stops14h 51m

San Juan Luis Munoz Marin Intl

水 4/29

7:25 am-11:52 pm

2 stops17h 27m

$413

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

木 4/23

3:45 pm-1:15 pm

2 stops20h 30m

Saint Thomas Island Cyril E King

月 4/27

1:15 pm-11:52 pm

2 stops11h 37m

$420

BloomingtonGeorge Town

BMI - GCM

BMIGCM

Bloomington-Normal

土 9/12

6:01 am-11:40 am

1 stop5h 39m

George Town Owen Roberts Intl

土 9/19

12:55 pm-10:22 pm

1 stop9h 27m

$531
Quickest round-trip

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

木 5/7

6:00 am-11:53 am

1 stop5h 53m

Montego Bay Sangster Intl

金 5/15

1:18 pm-10:30 pm

1 stop9h 12m

$546

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

木 4/23

6:00 am-2:48 pm

1 stop7h 48m

Saint Thomas Island Cyril E King

月 4/27

3:05 pm-10:21 pm

1 stop8h 16m

$595

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/11

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 4月 11, 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
8,406 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

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
8,406 reviews
Delta
7.9
Good
8,406 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

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
7.1
Good
11,572 reviews
Delta
7.9
Good
8,406 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

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 United Airlines, American Airlines, and Delta fly from Bloomington, Illinois to Caribbean Islands in about 5h 39m. The time it takes to get you to your destination can typically vary by up to 14h 51m. Airlines will cover a distance of 1530 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 - 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 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 4月 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$514Average$530FlexibilityNo cancel feeOn-time71%

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