$200 Find Cheap Flights from Bloomington to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Bloomington to Caribbean Islands departing on 1/23. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Bloomington to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Bloomington to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Bloomington to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops$3,728
Nassau
Nassau1 stop$504
Montego Bay
Montego Bay2 stops$3,728
Nassau
Nassau1 stop$504

Book Cheap Bloomington to Caribbean Islands 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 Islands 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 Islands

Wed, Feb 4 - Wed, Feb 11
American Airlines Logo
4:03 pm - 10:48 am
BMI
-
SJU
16h 45m2 stops
American Airlines Logo
5:51 pm - 11:01 am
SJU
-
BMI
19h 10m2 stops
$236American 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, Mar 6 - Tue, Mar 10
American Airlines Logo
5:00 am - 11:34 pm
BMI
-
SJU
16h 34m2 stops
American Airlines Logo
1:30 am - 3:15 pm
SJU
-
BMI
14h 45m1 stop
$371American Airlines
Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
8:50 am - 11:59 pm
BMI
-
SJU
13h 09m2 stops
American Airlines Logo
6:00 am - 8:41 pm
SJU
-
BMI
16h 41m1 stop
$400American Airlines
Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
11:31 am - 5:24 am
BMI
-
SJU
15h 53m1 stop
American Airlines Logo
1:30 am - 3:15 pm
SJU
-
BMI
14h 45m1 stop
$424American Airlines
Sun, Feb 8 - Thu, Feb 12
Delta Logo
6:00 am - 5:02 pm
BMI
-
NAS
10h 02m1 stop
Delta Logo
2:59 pm - 10:06 pm
NAS
-
BMI
8h 07m1 stop
$504Delta
Mon, Mar 16 - Fri, Mar 20
Delta Logo
6:00 am - 2:43 pm
BMI
-
STT
7h 43m1 stop
Delta Logo
1:55 pm - 10:19 pm
STT
-
BMI
9h 24m1 stop
$1,102Delta
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
Sat, Mar 28 - Fri, Apr 3
WestJet Logo
4:04 pm - 3:40 pm
BMI
-
NAS
22h 36m2 stops
WestJet Logo
4:50 pm - 3:23 pm
NAS
-
BMI
23h 33m2 stops
$3,444WestJet
Sun, Feb 8 - Thu, Feb 12
WestJet Logo
3:35 pm - 3:40 pm
BMI
-
NAS
23h 05m2 stops
WestJet Logo
8:30 pm - 2:54 pm
NAS
-
BMI
43h 24m2 stops
$3,495WestJet
Booking Insights

KAYAK's insights & trends for Bloomington to Caribbean Islands flights

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

Can I save money by flying with a layover from Bloomington to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $424, prices are generally cheapest when you fly direct.

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 Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Bloomington to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Bloomington to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Bloomington to Caribbean Islands? 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 8035 reviews
7.8Entertainment
7.9Comfort
8.1Boarding
7.2Food
8.5Crew
Airline reviews

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

4.0 OkayStephen, Jan 2026
LAS - JFK
Read more Delta reviews

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

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.

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

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

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports