$235 Find Cheap Flights from Bloomington to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Bloomington to Caribbean departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Bloomington to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops$560
Montego Bay
Montego Bay2 stops$560

Book Cheap Bloomington to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Bloomington to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Bloomington to Caribbean

Mon, Jan 26 - Sat, Jan 31
American Airlines Logo
4:03 pm - 12:27 pm
BMI
-
SJU
18h 24m2 stops
American Airlines Logo
6:00 am - 10:16 pm
SJU
-
BMI
18h 16m2 stops
$235American Airlines
Mon, Jan 26 - Sat, Jan 31
American Airlines Logo
8:50 am - 9:39 pm
BMI
-
SJU
10h 49m1 stop
American Airlines Logo
6:00 am - 8:41 pm
SJU
-
BMI
16h 41m1 stop
$337American Airlines
Sat, Jan 3 - Fri, Jan 9
American Airlines Logo
11:02 am - 10:21 am
BMI
-
MBJ
22h 19m2 stops
American Airlines Logo
4:27 pm - 3:25 pm
MBJ
-
BMI
23h 58m1 stop
$560American Airlines
Sat, Jan 3 - Fri, Jan 9
American Airlines Logo
11:02 am - 3:24 pm
BMI
-
MBJ
27h 22m1 stop
American Airlines Logo
4:27 pm - 3:25 pm
MBJ
-
BMI
23h 58m1 stop
$561American Airlines
Sat, Jan 3 - Fri, Jan 9
American Airlines Logo
11:02 am - 10:21 am
BMI
-
MBJ
22h 19m2 stops
American Airlines Logo
2:34 pm - 3:25 pm
MBJ
-
BMI
25h 51m2 stops
$568American Airlines
Wed, Dec 31 - Thu, Jan 8
American Airlines Logo
11:02 am - 12:05 pm
BMI
-
STT
23h 03m2 stops
American Airlines Logo
6:39 pm - 2:25 pm
STT
-
BMI
21h 46m2 stops
$641American Airlines
Mon, Mar 2 - Thu, Mar 5
Multiple Airlines Logo
8:30 am - 3:31 pm
BMI
-
SJU
29h 01m3 stops
Multiple Airlines Logo
6:00 am - 7:43 am
SJU
-
BMI
27h 43m3 stops
$745Multiple Airlines
Thu, May 14 - Thu, May 21
Delta Logo
6:01 am - 3:21 pm
BMI
-
STT
8h 20m1 stop
Delta Logo
1:20 pm - 10:23 pm
STT
-
BMI
10h 03m1 stop
$1,265Delta
Sun, Feb 1 - Thu, Feb 5
WestJet Logo
3:35 pm - 1:44 pm
BMI
-
GCM
21h 09m2 stops
WestJet Logo
2:50 pm - 2:50 pm
GCM
-
BMI
25h 00m2 stops
$3,442WestJet
Sun, Feb 1 - Thu, Feb 5
WestJet Logo
3:35 pm - 1:44 pm
BMI
-
GCM
21h 09m2 stops
WestJet Logo
2:50 pm - 2:50 pm
GCM
-
BMI
25h 00m2 stops
$3,443WestJet
Booking Insights

KAYAK's insights & trends for Bloomington to Caribbean flights

Get data-powered insights and trends into flights from Bloomington to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Bloomington and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Bloomington to Caribbean.

There is just one airline that flies from Bloomington to Caribbean direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is to San Juan Luis Munoz Marin Intl Airport (SJU) and costs $264.

Which airlines provide the cheapest flights from Bloomington to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Bloomington to Caribbean were found on American Airlines ($235) and WestJet ($3,442).

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Bloomington to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Bloomington to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Bloomington to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Bloomington to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Bloomington to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Bloomington to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Bloomington to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Bloomington to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $664 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $664.

Reviews of the top airlines flying from Bloomington to Caribbean

 
Need help choosing which airline to fly with from Bloomington to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8018 reviews
8.5Crew
7.9Entertainment
8.1Boarding
7.3Food
7.9Comfort
Airline reviews

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

4.0 OkayEmily, Dec 2025
LAX - ATL
Read more Delta reviews

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports