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$346+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
BMI — SJU
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
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 July 27, 2026.

This American Airlines deal was found by Cheapflights users on 7/23. 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 10/195:00 am
BMI
-
SJU
2 stops16h 22m
American Airlines
Sat 10/2412:13 pm
SJU
-
BMI
2 stops12h 46m
American Airlines
Deal found 7/23$346
This American Airlines deal was found by Cheapflights users on 7/22. 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 10/176:00 am
BMI
-
MBJ
1 stop10h 12m
American Airlines
Thu 10/2212:16 pm
MBJ
-
BMI
1 stop10h 42m
American Airlines
Deal found 7/22$392
This American Airlines deal was found by Cheapflights users on 7/26. 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 12/33:30 pm
BMI
-
MBJ
2 stops21h 42m
American Airlines
Mon 12/74:23 pm
MBJ
-
BMI
2 stops22h 34m
American Airlines
Deal found 7/26$413
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/254:49 pm
BMI
-
GCM
2 stops20h 21m
American Airlines
Tue 9/112:00 pm
GCM
-
BMI
2 stops10h 53m
American Airlines
Deal found 7/26$424
This American Airlines deal was found by Cheapflights users on 7/26. 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 10/222:30 pm
BMI
-
SJU
2 stops18h 16m
American Airlines
Mon 10/262:58 pm
SJU
-
BMI
1 stop10h 01m
American Airlines
Deal found 7/26$451
This Delta deal was found by Cheapflights users on 7/26. 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.
Thu 12/36:01 am
BMI
-
MBJ
1 stop9h 34m
Delta
Mon 12/72:20 pm
MBJ
-
BMI
1 stop9h 00m
Delta
Deal found 7/26$461
This Delta deal was found by Cheapflights users on 7/26. 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.
Thu 10/226:06 am
BMI
-
SJU
1 stop9h 43m
Delta
Mon 10/2612:50 pm
SJU
-
BMI
1 stop10h 46m
Delta
Deal found 7/26$463
This American Airlines deal was found by Cheapflights users on 7/25. 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 10/153:58 pm
BMI
-
MBJ
1 stop24h 14m
American Airlines
Mon 10/195:13 pm
MBJ
-
BMI
2 stops20h 44m
American Airlines
Deal found 7/25$494
This American Airlines deal was found by Cheapflights users on 7/23. 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 8/131:46 pm
BMI
-
SJU
1 stop8h 29m
American Airlines
Mon 8/177:30 am
SJU
-
BMI
2 stops17h 29m
American Airlines
Deal found 7/23$496
This American Airlines deal was found by Cheapflights users on 7/25. 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 9/214:24 pm
BMI
-
GCM
2 stops18h 36m
American Airlines
Mon 9/2812:00 pm
GCM
-
BMI
2 stops24h 49m
American Airlines
Deal found 7/25$500
This Delta deal was found by Cheapflights users on 7/26. 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 8/256:00 am
BMI
-
GCM
1 stop5h 39m
Delta
Tue 9/11:04 pm
GCM
-
BMI
1 stop10h 12m
Delta
Deal found 7/26$501
This American Airlines deal was found by Cheapflights users on 7/25. 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 9/191:19 pm
BMI
-
GCM
2 stops22h 11m
American Airlines
Tue 9/2912:00 pm
GCM
-
BMI
2 stops24h 49m
American Airlines
Deal found 7/25$514

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 July 27, 2026.

Round-trip from

$346
(American Airlines)
From Bloomington-Normal to Caribbean
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 July 27, 2026.
Use the filters below to find and compare flights from Bloomington to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Thu 10/22

6:06 am-4:49 pm

1 stop9h 43m

San Juan Luis Munoz Marin Intl

Mon 10/26

7:15 am-3:44 pm

1 stop9h 29m

$346

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Sat 10/17

6:00 am-4:12 pm

1 stop10h 12m

Montego Bay Sangster Intl

Thu 10/22

12:16 pm-10:58 pm

1 stop10h 42m

$392

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Thu 12/3

3:30 pm-2:12 pm

2 stops21h 42m

Montego Bay Sangster Intl

Mon 12/7

4:23 pm-1:57 pm

2 stops22h 34m

$413

BloomingtonGeorge Town

BMI - GCM

BMIGCM

Bloomington-Normal

Sat 10/24

3:58 pm-11:30 am

2 stops19h 32m

George Town Owen Roberts Intl

Sat 10/31

3:15 pm-10:58 pm

1 stop7h 43m

$424

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Sat 1/23

3:10 pm-6:11 am

2 stops13h 01m

San Juan Luis Munoz Marin Intl

Wed 1/27

8:10 am-4:38 pm

2 stops10h 28m

$436

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 10/19

5:00 am-10:22 pm

2 stops16h 22m

San Juan Luis Munoz Marin Intl

Sat 10/24

6:00 am-10:58 pm

1 stop17h 58m

$451

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Thu 10/22

2:30 pm-9:46 am

2 stops18h 16m

San Juan Luis Munoz Marin Intl

Mon 10/26

2:58 pm-11:59 pm

1 stop10h 01m

$451

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Thu 12/3

6:01 am-4:35 pm

1 stop9h 34m

Montego Bay Sangster Intl

Mon 12/7

2:20 pm-10:20 pm

1 stop9h 00m

$461

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Wed 1/20

6:01 am-5:20 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Sun 1/24

6:15 am-11:17 am

1 stop7h 02m

$463

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Tue 1/19

12:00 pm-11:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Sun 1/24

6:15 am-11:17 am

1 stop7h 02m

$463

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/25

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 July 27, 2026.
Get a feel of what it's like to fly with Delta 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
7.8
Good
8,482 reviews

Food

7.2

Overall

7.8

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.8
Good
8,482 reviews
Delta
7.8
Good
8,482 reviews

Food

7.2

Overall

7.8

Boarding

8.1

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 9h 19m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. Airlines will cover a distance of 2040 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 - Montego Bay Sangster Intl, Bloomington-Normal - Puerto Plata La Union or Bloomington-Normal - San Juan Luis Munoz Marin 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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