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Cheap flights from Bloomington, Illinois to Caribbean Islands from $268

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Bloomington, Illinois to Caribbean Islands departing on 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Bloomington, Illinois to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:50 am - 9:39 pmBMI-SJU
10h 49m1 stop
American Airlines Logo
6:00 am - 10:16 pmSJU-BMI
18h 16m2 stops
$268American Airlines
Find Deal
Mon, Jan 26 - Sat, Jan 31
American Airlines Logo
3:30 pm - 10:09 amBMI-SJU
16h 39m2 stops
American Airlines Logo
6:00 am - 11:54 pmSJU-BMI
19h 54m2 stops
$295American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
American Airlines Logo
3:11 pm - 12:28 pmBMI-SJU
19h 17m2 stops
American Airlines Logo
6:00 am - 8:41 pmSJU-BMI
16h 41m1 stop
$328American Airlines
Find Deal
Mon, Jan 26 - Sat, Jan 31
American Airlines Logo
8:50 am - 9:39 pmBMI-SJU
10h 49m1 stop
American Airlines Logo
7:07 am - 10:16 pmSJU-BMI
17h 09m1 stop
$421American Airlines
Find Deal
Mon, Jan 26 - Sat, Jan 31
Multiple Airlines Logo
8:19 pm - 3:59 pmBMI-SJU
17h 40m1 stop
Multiple Airlines Logo
9:37 pm - 1:39 pmSJU-BMI
18h 02m1 stop
$586Multiple Airlines
Find Deal
Sun, Dec 21 - Wed, Dec 31
Multiple Airlines Logo
8:19 pm - 3:59 pmBMI-SJU
17h 40m1 stop
Multiple Airlines Logo
9:06 pm - 8:04 amSJU-BMI
36h 58m2 stops
$587Multiple Airlines
Find Deal
Sun, Dec 21 - Sun, Dec 28
Delta Logo
6:01 am - 1:24 pmBMI-STX
6h 23m1 stop
Delta Logo
2:19 pm - 10:26 pmSTX-BMI
9h 07m1 stop
$595Delta
Find Deal
Tue, Apr 7 - Thu, Apr 9
Delta Logo
6:01 am - 2:15 pmBMI-POP
7h 14m1 stop
Delta Logo
3:35 pm - 10:26 pmPOP-BMI
7h 51m1 stop
$598Delta
Find Deal
Tue, Mar 31 - Thu, Apr 2
WestJet Logo
3:30 pm - 3:50 pmBMI-NAS
47h 20m2 stops
WestJet Logo
4:40 pm - 3:24 pmNAS-BMI
47h 44m2 stops
$1,915WestJet
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Sat, Dec 13 - Sat, Dec 20
WestJet Logo
4:04 pm - 5:29 pmBMI-MBJ
48h 25m2 stops
WestJet Logo
8:25 pm - 2:55 pmMBJ-BMI
19h 30m2 stops
$3,511WestJet
Find Deal
Fri, Jan 2 - Thu, Jan 29

American Airlines flights from Bloomington, Illinois to Caribbean Islands

Our best American Airlines deals on Bloomington, Illinois to Caribbean Islands flight tickets
American Airlines
Jan 26
BMI8:50 amBloomington-Normal
10h 49m
1 stop
SJU9:39 pmSan Juan Luis Munoz Marin Intl
Jan 31
SJU6:00 amSan Juan Luis Munoz Marin Intl
18h 16m
2 stops
BMI10:16 pmBloomington-Normal
$268
Find similar
American Airlines
Dec 8
BMI3:30 pmBloomington-Normal
16h 39m
2 stops
SJU10:09 amSan Juan Luis Munoz Marin Intl
Dec 11
SJU6:00 amSan Juan Luis Munoz Marin Intl
19h 54m
2 stops
BMI11:54 pmBloomington-Normal
$295
Find similar
American Airlines
Jan 26
BMI3:11 pmBloomington-Normal
19h 17m
2 stops
SJU12:28 pmSan Juan Luis Munoz Marin Intl
Jan 31
SJU6:00 amSan Juan Luis Munoz Marin Intl
16h 41m
1 stop
BMI8:41 pmBloomington-Normal
$328
Find similar

Delta flights from Bloomington, Illinois to Caribbean Islands

Our best Delta deals on Bloomington, Illinois to Caribbean Islands flight tickets
Delta
Apr 7
BMI6:01 amBloomington-Normal
6h 23m
1 stop
STX1:24 pmChristiansted Henry Rohlsen
Apr 9
STX2:19 pmChristiansted Henry Rohlsen
9h 07m
1 stop
BMI10:26 pmBloomington-Normal
$595
Find similar
Delta
Mar 31
BMI6:01 amBloomington-Normal
7h 14m
1 stop
POP2:15 pmPuerto Plata La Union
Apr 2
POP3:35 pmPuerto Plata La Union
7h 51m
1 stop
BMI10:26 pmBloomington-Normal
$598
Find similar
Delta
Nov 26
BMI6:00 amBloomington-Normal
9h 34m
1 stop
MBJ4:34 pmMontego Bay Sangster Intl
Dec 3
MBJ3:38 pmMontego Bay Sangster Intl
7h 28m
1 stop
BMI10:06 pmBloomington-Normal
$624
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Bloomington, Illinois 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, momondo users made 832,500 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Bloomington, Illinois to Caribbean Islands that are best for you.

Fly from

Fly to

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

$268

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 12/8

3:30 pm-10:09 am

2 stops16h 39m

San Juan Luis Munoz Marin Intl

Thu 12/11

6:00 am-11:54 pm

2 stops19h 54m

$295

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Mon 1/26

3:11 pm-12:28 pm

2 stops19h 17m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:00 am-8:41 pm

1 stop16h 41m

$328

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

7:07 am-10:16 pm

1 stop17h 09m

$421

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Sun 12/21

8:19 pm-3:59 pm

1 stop17h 40m

San Juan Luis Munoz Marin Intl

Wed 12/31

9:37 pm-1:39 pm

1 stop18h 02m

$586

BloomingtonSan Juan

BMI - SJU

BMISJU

Bloomington-Normal

Sun 12/21

8:19 pm-3:59 pm

1 stop17h 40m

San Juan Luis Munoz Marin Intl

Sun 12/28

9:06 pm-8:04 am

2 stops36h 58m

$587

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

BloomingtonNassau

BMI - NAS

BMINAS

Bloomington-Normal

Sat 12/13

3:30 pm-3:50 pm

2 stops47h 20m

Nassau Intl

Sat 12/20

4:40 pm-3:24 pm

2 stops47h 44m

$1,915

BloomingtonMontego Bay

BMI - MBJ

BMIMBJ

Bloomington-Normal

Fri 1/2

4:04 pm-5:29 pm

2 stops48h 25m

Montego Bay Sangster Intl

Thu 1/29

8:25 pm-2:55 pm

2 stops19h 30m

$3,511

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Bloomington, Illinois to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Bloomington, Illinois to Caribbean Islands is on a Thursday. Travelers who choose to depart for Caribbean Islands on a Thursday will often find tickets for as low as $419. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $729. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

Can stopping save me money on Bloomington, Illinois to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Bloomington, Illinois to Caribbean Islands.

Cheap Bloomington, Illinois to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Bloomington, Illinois to Caribbean Islands

Direct flights

None
There are no direct flights from Bloomington, Illinois to Caribbean Islands. There are no popular flight routes from Bloomington, Illinois to Caribbean Islands.
Search flight deals

  • When did momondo last update prices for flights from Bloomington-Normal Airport to Caribbean Islands?

    Prices for flights from Bloomington-Normal Airport to Caribbean Islands were last updated today.

  • How many operators does momondo search for flights from Bloomington-Normal Airport to Caribbean Islands?

  • How old do you have to be to fly from Bloomington-Normal Airport to Caribbean Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Bloomington-Normal Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Bloomington, Illinois to Caribbean Islands?

Best airlines flying from Bloomington, Illinois to Caribbean Islands

Compare and see reviews for airlines that fly from Bloomington, Illinois to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $264Free CancellationRating
7.2
11,032 reviews
Search American Airlines flights
DeltaPriceFrom $538Free CancellationRating
7.9
7,992 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Bloomington to Caribbean Islands?

It is quick and easy to find Bloomington to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.

Can I find flights from Bloomington to Caribbean Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean Islands from Bloomington which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Bloomington to Caribbean Islands?

Once you have performed a search for Bloomington to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Bloomington to Caribbean Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Bloomington to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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