$198 Find Cheap Flights from Bloomington to Caribbean - Compare and Save

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 departing on 7/26. 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$382
Nassau
Nassau1 stop$586
Montego Bay
Montego Bay2 stops$382
Nassau
Nassau1 stop$586

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

Thu, Aug 20 - Sun, Aug 23
American Airlines Logo
4:49 pm - 1:28 pm
BMI
-
MBJ
20h 39m
2 stops
American Airlines Logo
2:12 pm - 11:59 pm
MBJ
-
BMI
9h 47m
1 stop
$382American Airlines
Thu, Aug 20 - Sun, Aug 23
American Airlines Logo
1:46 pm - 1:12 pm
BMI
-
MBJ
23h 26m
1 stop
American Airlines Logo
2:12 pm - 11:59 pm
MBJ
-
BMI
9h 47m
1 stop
$383American Airlines
Thu, Dec 3 - Mon, Dec 7
American Airlines Logo
3:30 pm - 2:47 pm
BMI
-
MBJ
22h 17m
2 stops
American Airlines Logo
4:23 pm - 10:50 am
MBJ
-
BMI
19h 27m
2 stops
$391American Airlines
Thu, Aug 20 - Sun, Aug 23
American Airlines Logo
4:49 pm - 1:28 pm
BMI
-
MBJ
20h 39m
2 stops
American Airlines Logo
5:08 pm - 4:19 pm
MBJ
-
BMI
23h 11m
2 stops
$397American Airlines
Tue, Aug 11 - Sun, Aug 16
Delta Logo
12:09 pm - 10:29 pm
BMI
-
SJU
9h 20m
1 stop
Delta Logo
7:00 am - 3:41 pm
SJU
-
BMI
9h 41m
1 stop
$488Delta
Thu, Dec 3 - Mon, Dec 7
United Airlines Logo
6:00 am - 1:46 pm
BMI
-
MBJ
6h 46m
1 stop
United Airlines Logo
2:48 pm - 8:57 am
MBJ
-
BMI
19h 09m
1 stop
$498United Airlines
Thu, Dec 3 - Mon, Dec 7
Delta Logo
6:01 am - 4:35 pm
BMI
-
MBJ
9h 34m
1 stop
Delta Logo
3:40 pm - 10:23 pm
MBJ
-
BMI
7h 43m
1 stop
$522Delta
Mon, Dec 7 - Thu, Dec 10
United Airlines Logo
9:44 am - 1:48 pm
BMI
-
NAS
27h 04m
2 stops
United Airlines Logo
2:55 pm - 8:57 am
NAS
-
BMI
19h 02m
2 stops
$730United Airlines
Fri, Oct 9 - Sun, Oct 18
Delta Logo
6:01 am - 1:21 pm
BMI
-
SJU
6h 20m
1 stop
Delta Logo
2:31 pm - 10:23 pm
SJU
-
BMI
8h 52m
1 stop
$743Delta
Sun, Nov 1 - Thu, Nov 5
United Airlines Logo
3:10 pm - 1:33 pm
BMI
-
NAS
21h 23m
2 stops
United Airlines Logo
2:40 pm - 4:38 pm
NAS
-
BMI
26h 58m
2 stops
$752United Airlines
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 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 5 days.

In the past 5 days, the cheapest round-trip tickets from Bloomington to Caribbean were found on Delta ($488) and United Airlines ($498).

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.
7.8
DeltaOverall score based on 8424 reviews
7.8Comfort
7.2Food
8.1Boarding
8.5Crew
7.8Entertainment
Airline reviews

Very good flight. Crew was great. No issues and we even arrived early.

10.0 ExcellentAnonymous, Jun 2026
SAN - DTW
Read more Delta reviews

Very good flight. Crew was great. No issues and we even arrived early.

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports