$236 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$3,546
Nassau
Nassau1 stop$420
Montego Bay
Montego Bay2 stops$3,546
Nassau
Nassau1 stop$420

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
$236American Airlines
Mon, Jan 26 - Sat, Jan 31
American Airlines Logo
8:50 am - 9:39 pm
BMI
-
SJU
10h 49m1 stop
American Airlines Logo
6:05 am - 8:41 pm
SJU
-
BMI
16h 36m1 stop
$269American Airlines
Mon, Jan 26 - Sat, Jan 31
American Airlines Logo
6:29 am - 10:26 pm
BMI
-
SJU
13h 57m1 stop
American Airlines Logo
6:05 am - 8:41 pm
SJU
-
BMI
16h 36m1 stop
$318American Airlines
Fri, Feb 20 - Mon, Feb 23
American Airlines Logo
5:00 am - 11:34 pm
BMI
-
SJU
16h 34m2 stops
American Airlines Logo
6:33 am - 9:41 pm
SJU
-
BMI
17h 08m1 stop
$338American Airlines
Wed, Feb 25 - Mon, Mar 2
American Airlines Logo
5:00 am - 1:00 pm
BMI
-
NAS
7h 00m1 stop
American Airlines Logo
3:47 pm - 11:24 pm
NAS
-
BMI
8h 37m1 stop
$420American Airlines
Thu, Feb 19 - Fri, Feb 27
Delta Logo
6:00 am - 5:02 pm
BMI
-
NAS
10h 02m1 stop
Delta Logo
1:15 pm - 10:06 pm
NAS
-
BMI
9h 51m1 stop
$498Delta
Thu, Feb 19 - Fri, Feb 27
Delta Logo
6:00 am - 11:50 am
BMI
-
NAS
28h 50m2 stops
Delta Logo
2:59 pm - 10:06 pm
NAS
-
BMI
8h 07m1 stop
$502Delta
Sun, Mar 15 - Sat, Mar 21
Multiple Airlines Logo
9:02 am - 10:45 pm
BMI
-
SJU
12h 43m1 stop
Multiple Airlines Logo
1:59 am - 8:03 am
SJU
-
BMI
31h 04m2 stops
$701Multiple Airlines
Mon, Mar 2 - Thu, Mar 5
WestJet Logo
3:36 pm - 5:17 pm
BMI
-
NAS
48h 41m2 stops
WestJet Logo
8:30 pm - 2:51 pm
NAS
-
BMI
19h 21m2 stops
$1,458WestJet
Fri, Feb 20 - Fri, Feb 27
WestJet Logo
3:36 pm - 3:40 pm
BMI
-
NAS
23h 04m2 stops
WestJet Logo
4:50 pm - 2:54 pm
NAS
-
BMI
23h 04m2 stops
$3,488WestJet
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 Punta Cana (PUJ) and costs $514.

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 ($236) and Delta ($498).

Good to know

Low seasonMay
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 4% lower on average.

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.

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 8022 reviews
7.8Entertainment
7.9Comfort
8.5Crew
8.1Boarding
7.2Food
Airline reviews

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

8.0 ExcellentG, Jan 2026
ATL - FLL
Read more Delta reviews

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

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!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports