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Caribbean Islands

$124+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$275
(American Airlines)

One-way from

$124
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$315
From Bloomington-Normal to Caribbean Islands
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One-way flight from Bloomington-Normal to Caribbean Islands
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Highest demand for flights based on searches. 42% potential increase in price ($462 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($52 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 11/175:00 amBMI - SJU
1 stop7h 53mAmerican Airlines
Thu 11/203:53 pmSJU - BMI
1 stop10h 06mAmerican Airlines
Deal found 9/9$275
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/85:00 amBMI - SJU
2 stops16h 53mAmerican Airlines
Thu 12/113:47 pmSJU - BMI
1 stop10h 07mAmerican Airlines
Deal found 9/10$295
This American Airlines deal was found by Cheapflights users on 9/10. 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 06mAmerican Airlines
Thu 1/86:35 pmSTT - BMI
2 stops21h 45mAmerican Airlines
Deal found 9/10$509
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 12/811:21 amBMI - SJU
2 stops10h 32mAmerican Airlines
Wed 12/107:00 amSJU - BMI
1 stop9h 49mAmerican Airlines
Deal found 9/9$549
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Fri 10/108:56 amBMI - STT
2 stops24h 00mMultiple Airlines
Sat 10/182:01 pmSTT - BMI
1 stop19h 33mMultiple Airlines
Deal found 9/10$614
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/256:10 amBMI - GCM
2 stops13h 10mAmerican Airlines
Wed 10/2912:10 pmGCM - BMI
2 stops11h 09mAmerican Airlines
Deal found 9/9$662
This Delta deal was found by Cheapflights users on 9/10. 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 1/81:55 pmSTT - BMI
1 stop10h 31mDelta
Deal found 9/10$677
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/105:34 pmBMI - STT
2 stops16h 16mAmerican Airlines
Sat 10/1811:45 amSTT - BMI
2 stops13h 11mAmerican Airlines
Deal found 9/10$1,037
This Delta deal was found by Cheapflights users on 9/9. 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 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 9/9$1,263
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 11/88:12 pmBMI - SJU
2 stops15h 31mAmerican Airlines
Sun 11/168:00 amSJU - BMI
2 stops17h 59mAmerican Airlines
Deal found 9/9$1,363
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 10/106:05 amBMI - STT
1 stop6h 34mDelta
Sat 10/184:00 pmSTT - BMI
1 stop7h 17mDelta
Deal found 9/10$1,413

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 September 11, 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 11/17

5:00 am-2:53 pm

1 stop7h 53m

San Juan Luis Munoz Marin Intl

Thu 11/20

3:53 pm-11:59 pm

1 stop10h 06m

$275

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 12/8

11:21 am-11:59 am

2 stops22h 38m

San Juan Luis Munoz Marin Intl

Thu 12/11

6:42 pm-10:50 am

2 stops18h 08m

$295

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 12/8

3:30 pm-1:30 pm

2 stops20h 00m

San Juan Luis Munoz Marin Intl

Wed 12/10

2:50 pm-10:50 am

2 stops22h 00m

$295

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Sat 1/31

1:24 pm-12:05 am

2 stops8h 41m

San Juan Luis Munoz Marin Intl

Wed 2/11

4:15 pm-9:21 pm

1 stop7h 06m

$315

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

6:45 am-8:32 pm

1 stop15h 47m

$337

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Wed 12/31

11:02 am-12:08 pm

2 stops23h 06m

Saint Thomas Island Cyril E King

Thu 1/8

6:35 pm-2:20 pm

2 stops21h 45m

$509

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Thu 1/1

6:30 am-2:45 pm

1 stop7h 15m

Montego Bay Sangster Intl

Wed 1/7

3:25 pm-9:21 pm

1 stop6h 56m

$564

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Fri 10/10

8:56 am-9:56 am

2 stops24h 00m

Saint Thomas Island Cyril E King

Sat 10/18

2:01 pm-8:34 am

1 stop19h 33m

$614

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Thu 1/15

1:24 pm-1:15 pm

1 stop22h 51m

Montego Bay Sangster Intl

Tue 1/20

11:50 am-10:37 am

2 stops23h 47m

$632

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 9/10

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

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

Currently, September is the cheapest month in which you can book a flight from Bloomington, Illinois to Caribbean Islands (average of $254). Flying from Bloomington, Illinois to Caribbean Islands 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 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 September 11, 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
8.0
Very good
7,960 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

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
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

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
7,960 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

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 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 53m. The time it takes to get you to your destination can typically vary by up to 32m. 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 - 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.

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

    Currently, September is the cheapest month in which you can book a flight from Bloomington, Illinois to Caribbean Islands (average of $254). Flying from Bloomington, Illinois to Caribbean Islands 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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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$194Average$504FlexibilityNo cancel feeOn-time71%
DeltaCheapest$538Average$571FlexibilityNo cancel feeOn-timeN/A

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