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Caribbean Islands

$235+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Round-trip from

$235
(American Airlines)
From Bloomington-Normal to Caribbean Islands
Search Deals

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 November 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/5. 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 12/88:12 pmBMI - SJU
2 stops18h 51mAmerican Airlines
Thu 12/117:00 amSJU - BMI
1 stop17h 22mAmerican Airlines
Deal found 11/5$295
This American Airlines deal was found by Cheapflights users on 11/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/165:00 amBMI - SJU
2 stops10h 52mAmerican Airlines
Tue 12/2310:03 pmSJU - BMI
2 stops14h 45mAmerican Airlines
Deal found 11/6$423
This American Airlines deal was found by Cheapflights users on 11/6. 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 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 1/83:16 pmSTT - BMI
1 stop7h 25mAmerican Airlines
Deal found 11/6$509
This American Airlines deal was found by Cheapflights users on 11/5. 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 11/163:37 pmBMI - SJU
2 stops16h 40mAmerican Airlines
Sun 11/237:15 amSJU - BMI
1 stop9h 41mAmerican Airlines
Deal found 11/5$592
This American Airlines deal was found by Cheapflights users on 11/5. 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
1 stop16h 41mAmerican Airlines
Sun 11/168:00 amSJU - BMI
2 stops13h 42mAmerican Airlines
Deal found 11/5$1,379
This American Airlines deal was found by Cheapflights users on 11/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/153:33 pmBMI - STT
2 stops18h 10mAmerican Airlines
Sun 11/306:17 pmSTT - BMI
2 stops18h 32mAmerican Airlines
Deal found 11/6$1,653
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/168:12 pmBMI - STT
3 stops14h 44mAmerican Airlines
Sun 11/306:17 pmSTT - BMI
2 stops18h 32mAmerican Airlines
Deal found 11/4$2,112
This WestJet deal was found by Cheapflights users on 11/6. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/214:04 pmBMI - NAS
2 stops46h 46mWestJet
Sun 12/288:45 pmNAS - BMI
2 stops43h 39mWestJet
Deal found 11/6$3,377
This WestJet deal was found by Cheapflights users on 11/5. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/204:04 pmBMI - POP
2 stops46h 29mWestJet
Sat 12/275:30 pmPOP - BMI
2 stops23h 54mWestJet
Deal found 11/5$4,119

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 November 6, 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

Sun 1/11

8:50 am-9:39 pm

1 stop10h 49m

San Juan Luis Munoz Marin Intl

Thu 1/15

8:20 am-8:41 pm

2 stops14h 21m

$268

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 12/8

11:23 am-10:09 am

2 stops20h 46m

San Juan Luis Munoz Marin Intl

Thu 12/11

2:36 pm-10:53 am

2 stops22h 17m

$295

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Tue 2/10

4:03 pm-10:48 am

2 stops16h 45m

San Juan Luis Munoz Marin Intl

Tue 2/17

7:00 am-9:59 pm

2 stops16h 59m

$423

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Wed 12/31

11:02 am-12:40 pm

2 stops23h 38m

Saint Thomas Island Cyril E King

Thu 1/8

3:16 pm-8:41 pm

1 stop7h 25m

$509

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Sun 5/3

6:01 am-3:29 pm

1 stop9h 28m

Montego Bay Sangster Intl

Wed 5/6

12:55 pm-10:23 pm

1 stop9h 28m

$539

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Sat 1/3

11:02 am-10:03 am

2 stops22h 01m

Montego Bay Sangster Intl

Fri 1/9

1:58 pm-8:41 pm

1 stop7h 43m

$544

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Thu 1/1

11:02 am-10:03 am

2 stops22h 01m

Montego Bay Sangster Intl

Wed 1/7

4:16 pm-3:25 pm

2 stops24h 09m

$569

BloomingtonChristiansted

BMI - STX

BMISTX

Bloomington-Normal

Tue 4/7

6:01 am-1:24 pm

1 stop6h 23m

Christiansted Henry Rohlsen

Thu 4/9

2:19 pm-10:26 pm

1 stop9h 07m

$595

BloomingtonPuerto Plata

BMI - POP

BMIPOP

Bloomington-Normal

Tue 3/31

6:01 am-2:15 pm

1 stop7h 14m

Puerto Plata La Union

Thu 4/2

3:35 pm-10:26 pm

1 stop7h 51m

$598

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 15 results
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 November 6, 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
8,001 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Entertainment

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
8,001 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Entertainment

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
11,040 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

Entertainment

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 9h 28m. The time it takes to get you to your destination can typically vary by up to 1h 21m. Airlines will cover a distance of 1652 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 - Nassau 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 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$535FlexibilityNo cancel feeOn-time71%
DeltaCheapest$538Average$571FlexibilityNo cancel feeOn-timeN/A

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