HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$235+ Cheap flights from Bloomington, IL (BMI) to Caribbean

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Bloomington to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Bloomington to Caribbean

Keep the following information in mind while searching for Bloomington to Caribbean flight deals. Data was last updated October 30, 2025.

Round-trip from

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

Find flight deals from Bloomington to Caribbean

Cheapest flights from Bloomington to Caribbean
Explore the most affordable flight options available from Bloomington to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/29. 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 12/112:36 pmSJU - BMI
2 stops22h 17mAmerican Airlines
Deal found 10/29$295
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/136:10 amBMI - NAS
1 stop6h 56mAmerican Airlines
Sat 12/203:10 pmNAS - BMI
1 stop7h 48mAmerican Airlines
Deal found 10/29$445
This American Airlines deal was found by Cheapflights users on 10/30. 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 10/30$509
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/165:00 amBMI - SJU
1 stop7h 53mAmerican Airlines
Sun 11/233:53 pmSJU - BMI
1 stop10h 06mAmerican Airlines
Deal found 10/30$592
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/3010:03 pmSJU - BMI
2 stops25h 01mAmerican Airlines
Deal found 10/28$620
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 12/208:19 pmBMI - SJU
1 stop19h 19mMultiple Airlines
Tue 12/304:10 amSJU - BMI
2 stops16h 37mMultiple Airlines
Deal found 10/28$628
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/128:12 pmBMI - POP
2 stops15h 14mAmerican Airlines
Fri 12/194:50 pmPOP - BMI
2 stops19h 42mAmerican Airlines
Deal found 10/28$652
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/198:19 pmBMI - SJU
1 stop26h 35mMultiple Airlines
Tue 12/304:10 amSJU - BMI
2 stops16h 37mMultiple Airlines
Deal found 10/28$653
This American Airlines deal was found by Cheapflights users on 10/28. 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
Wed 12/3110:03 pmSJU - BMI
2 stops14h 29mAmerican Airlines
Deal found 10/28$655
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 12/208:19 pmBMI - SJU
1 stop19h 19mMultiple Airlines
Mon 12/299:37 pmSJU - BMI
1 stop12h 27mMultiple Airlines
Deal found 10/28$666
This Delta deal was found by Cheapflights users on 10/28. 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 12/126:00 amBMI - POP
1 stop7h 56mDelta
Fri 12/195:16 pmPOP - BMI
1 stop6h 50mDelta
Deal found 10/28$708
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/125:00 amBMI - NAS
2 stops14h 11mAmerican Airlines
Wed 11/191:11 pmNAS - BMI
2 stops7h 58mAmerican Airlines
Deal found 10/30$735

Cheapflights Fare Finder

 
Customize your flight search to find flights from Bloomington to Caribbean 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 October 30, 2025.
Use the filters below to find and compare flights from Bloomington to Caribbean that are best for you.

Fly from

Bloomington

Fly to

Caribbean

Route

Depart

Return

Price

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Wed 1/21

3:11 pm-10:48 am

2 stops17h 37m

San Juan Luis Munoz Marin Intl

Wed 1/28

6:00 am-8:41 pm

2 stops16h 41m

$235

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

$268

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 12/8

8:12 pm-5:03 pm

2 stops18h 51m

San Juan Luis Munoz Marin Intl

Thu 12/11

2:36 pm-10:53 am

2 stops22h 17m

$295

BloomingtonNassau

BMI - NAS

BMINAS

Bloomington-Normal

Sat 12/13

6:10 am-2:06 pm

1 stop6h 56m

Nassau Intl

Sat 12/20

3:10 pm-9:58 pm

1 stop7h 48m

$445

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Wed 12/31

3:30 pm-5:39 pm

2 stops24h 09m

Saint Thomas Island Cyril E King

Thu 1/8

6:39 pm-2:25 pm

2 stops21h 46m

$509

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

5:30 am-5:02 pm

2 stops10h 32m

Montego Bay Sangster Intl

Wed 1/7

4:16 pm-3:25 pm

2 stops24h 09m

$569

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Sun 11/16

5:00 am-11:58 pm

2 stops16h 58m

San Juan Luis Munoz Marin Intl

Sun 11/23

3:53 pm-11:59 pm

1 stop10h 06m

$592

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 10/29

Showing 1-10 of 35 results
1
2
3
4

Best time to book a flight from Bloomington to Caribbean

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

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated October 30, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Bloomington to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

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

    Bloomington-Normal (BMI), located 4.2 mi from the city center, is the airport you fly out of when you book flights from Bloomington to Caribbean.

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

    There are many flights that can get you from Bloomington, Illinois to Caribbean in 6h 23m. Fly via American Airlines or Delta to get the fastest option. Airlines will cover a distance of 2128 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    When deciding which route to take from Bloomington, Illinois to Caribbean 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 that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Bloomington to Caribbean 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Bloomington to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Mexico City flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
O'Hare Intl to Orlando flights
O'Hare Intl to Miami flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Tampa flights
O'Hare Intl to Denver flights
O'Hare Intl to Atlanta flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to Seattle flights
O'Hare Intl to Boston flights
Midway to Dallas/Fort Worth flights
Midway to Cancún flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Ontario flights
O'Hare Intl to Baltimore flights
Midway to John F Kennedy Intl flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Santa Ana flights
Midway to Miami flights
Midway to LaGuardia flights
Midway to Los Angeles flights
Midway to Atlanta flights
O'Hare Intl to Heathrow flights
O'Hare Intl to Austin flights
O'Hare Intl to Guadalajara flights
Midway to Mexico City flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Hobby flights
O'Hare Intl to Narita flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to San Diego flights
O'Hare Intl to Honolulu flights
Midway to Orlando flights
O'Hare Intl to Charles de Gaulle flights
Midway to Baltimore flights
O'Hare Intl to Haneda flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Nashville flights
O'Hare Intl to Salt Lake City flights

Top 2 airlines flying from Bloomington to Caribbean

Discover the top 2 airlines that operate flights from Bloomington to Caribbean. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$264Average$504FlexibilityNo cancel feeOn-time71%
DeltaCheapest$538Average$571FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.