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$333+ Cheap flights from Bloomington, IL (BMI) to Caribbean

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap 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 February 3, 2026.

This American Airlines deal was found by Cheapflights users on 2/2. 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 3/55:00 am
BMI
-
SJU
2 stops14h 49m
American Airlines
Tue 3/104:25 pm
SJU
-
BMI
1 stop8h 23m
American Airlines
Deal found 2/2$392
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/126:00 am
BMI
-
NAS
1 stop7h 39m
American Airlines
Wed 4/153:39 pm
NAS
-
BMI
1 stop7h 48m
American Airlines
Deal found 2/1$481
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/266:20 am
BMI
-
SJU
1 stop15h 11m
American Airlines
Tue 3/311:30 am
SJU
-
BMI
1 stop14h 45m
American Airlines
Deal found 2/3$501
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/118:50 am
BMI
-
SJU
2 stops10h 00m
American Airlines
Mon 2/166:33 am
SJU
-
BMI
1 stop9h 53m
American Airlines
Deal found 2/1$528
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/118:50 am
BMI
-
SJU
2 stops10h 00m
American Airlines
Sun 2/156:33 am
SJU
-
BMI
1 stop9h 53m
American Airlines
Deal found 2/2$568
This Delta deal was found by Cheapflights users on 2/3. 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 2/116:00 am
BMI
-
SJU
1 stop6h 31m
Delta
Sun 2/157:30 am
SJU
-
BMI
1 stop9h 24m
Delta
Deal found 2/3$620
This American Airlines deal was found by Cheapflights users on 2/3. 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 6/11:35 pm
BMI
-
SJU
1 stop8h 16m
American Airlines
Sun 6/712:59 am
SJU
-
BMI
1 stop16h 32m
American Airlines
Deal found 2/3$636
This Delta deal was found by Cheapflights users on 2/1. 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.
Sun 3/156:00 am
BMI
-
STX
1 stop6h 18m
Delta
Thu 3/192:24 pm
STX
-
BMI
1 stop8h 55m
Delta
Deal found 2/1$636
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/146:20 am
BMI
-
NAS
1 stop7h 06m
American Airlines
Fri 2/203:47 pm
NAS
-
BMI
1 stop8h 02m
American Airlines
Deal found 2/2$648
This American Airlines deal was found by Cheapflights users on 2/2. 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 5/111:16 am
BMI
-
POP
2 stops26h 27m
American Airlines
Mon 5/43:30 pm
POP
-
BMI
2 stops24h 45m
American Airlines
Deal found 2/2$663
This Delta deal was found by Cheapflights users on 2/3. 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.
Sun 5/312:02 pm
BMI
-
SJU
1 stop10h 11m
Delta
Fri 5/86:15 am
SJU
-
BMI
1 stop10h 14m
Delta
Deal found 2/3$665
This Delta deal was found by Cheapflights users on 2/2. 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 5/276:00 am
BMI
-
STT
1 stop8h 21m
Delta
Fri 6/53:00 pm
STT
-
BMI
1 stop8h 30m
Delta
Deal found 2/2$1,052

Find flight deals from Bloomington to Caribbean

Keep the following information in mind while searching for Bloomington to Caribbean flight deals. Data was last updated February 3, 2026.

Round-trip from

$392
(American Airlines)

One-way from

$333
(United Airlines)

Popular in

July

Cheapest in

May

Average price

$403
From Bloomington-Normal to Caribbean
Search Deals
One-way flight from Bloomington-Normal to Caribbean
Search Deals
Highest demand for flights based on searches. 32% potential increase in price ($291 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 3, 2026.
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

Thu 3/5

5:00 am-9:49 pm

2 stops14h 49m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:40 am-11:48 pm

2 stops17h 08m

$392

BloomingtonNassau

BMI - NAS

BMINAS

Bloomington-Normal

Sun 4/12

6:00 am-2:39 pm

1 stop7h 39m

Nassau Intl

Wed 4/15

3:39 pm-10:27 pm

1 stop7h 48m

$481

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Thu 3/26

6:20 am-10:31 pm

1 stop15h 11m

San Juan Luis Munoz Marin Intl

Wed 4/1

7:11 am-9:51 pm

2 stops15h 40m

$501

BloomingtonChristiansted

BMI - STX

BMISTX

Bloomington-Normal

Sun 3/15

6:00 am-1:18 pm

1 stop6h 18m

Christiansted Henry Rohlsen

Thu 3/19

2:24 pm-10:19 pm

1 stop8h 55m

$636

BloomingtonNassau

BMI - NAS

BMINAS

Bloomington-Normal

Sat 2/14

6:20 am-2:26 pm

1 stop7h 06m

Nassau Intl

Fri 2/20

3:47 pm-10:49 pm

1 stop8h 02m

$648

BloomingtonPuerto Plata

BMI - POP

BMIPOP

Bloomington-Normal

Fri 5/1

11:16 am-2:43 pm

2 stops26h 27m

Puerto Plata La Union

Mon 5/4

3:30 pm-3:15 pm

2 stops24h 45m

$663

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Wed 5/27

6:00 am-3:21 pm

1 stop8h 21m

Saint Thomas Island Cyril E King

Fri 6/5

3:00 pm-10:30 pm

1 stop8h 30m

$1,052

BloomingtonSaint Thomas Island

BMI - STT

BMISTT

Bloomington-Normal

Wed 5/27

8:45 pm-3:43 pm

2 stops17h 58m

Saint Thomas Island Cyril E King

Fri 6/5

4:45 pm-12:50 pm

2 stops21h 05m

$1,235

BloomingtonNassau

BMI - NAS

BMINAS

Bloomington-Normal

Mon 3/2

3:36 pm-5:17 pm

2 stops48h 41m

Nassau Intl

Thu 3/5

8:30 pm-2:51 pm

2 stops19h 21m

$1,570

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Wed 3/18

4:04 pm-12:49 pm

2 stops20h 45m

Montego Bay Sangster Intl

Wed 3/25

1:55 pm-3:23 pm

2 stops25h 28m

$4,175

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 12 results
1
2

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 February 3, 2026.
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
8,138 reviews

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Comfort

7.9

Overall

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
8,138 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Comfort

7.9

Overall

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
11,216 reviews
Delta
7.9
Good
8,138 reviews

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Comfort

7.9

Overall

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. 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 18m. Fly via American Airlines, Delta, or United Airlines 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 - Nassau Intl or Bloomington-Normal - Montego Bay Sangster Intl 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

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Top airline flying from Bloomington to Caribbean

Discover the top airline 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$514Average$530FlexibilityNo cancel feeOn-time71%

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