$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 Bay1 stop$539
Nassau
Nassau2 stops$3,377
Montego Bay
Montego Bay1 stop$539
Nassau
Nassau2 stops$3,377

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
8:50 am - 9:39 pmBMI-SJU
10h 49m1 stop
American Airlines Logo
6:00 am - 10:16 pmSJU-BMI
18h 16m2 stops
$235American Airlines
Find Deal
Sun, Jan 11 - Thu, Jan 15
American Airlines Logo
8:50 am - 9:39 pmBMI-SJU
10h 49m1 stop
American Airlines Logo
8:20 am - 8:41 pmSJU-BMI
14h 21m2 stops
$268American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
American Airlines Logo
8:12 pm - 5:52 pmBMI-SJU
19h 40m2 stops
American Airlines Logo
7:00 am - 2:53 pmSJU-BMI
9h 53m1 stop
$295American Airlines
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Sun, Jan 11 - Thu, Jan 15
American Airlines Logo
4:03 pm - 10:48 amBMI-SJU
16h 45m2 stops
American Airlines Logo
8:20 am - 8:41 pmSJU-BMI
14h 21m2 stops
$301American Airlines
Find Deal
Sun, May 3 - Wed, May 6
Delta Logo
6:01 am - 3:29 pmBMI-MBJ
9h 28m1 stop
Delta Logo
12:55 pm - 10:23 pmMBJ-BMI
9h 28m1 stop
$539Delta
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Tue, Apr 7 - Thu, Apr 9
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
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Tue, Mar 31 - Thu, Apr 2
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
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Fri, Jan 2 - Thu, Jan 29
WestJet Logo
4:04 pm - 5:29 pmBMI-MBJ
48h 25m2 stops
WestJet Logo
2:55 pm - 2:55 pmMBJ-BMI
25h 00m2 stops
$3,446WestJet
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Fri, Jan 2 - Thu, Jan 29
WestJet Logo
4:04 pm - 5:29 pmBMI-MBJ
48h 25m2 stops
WestJet Logo
2:55 pm - 2:55 pmMBJ-BMI
25h 00m2 stops
$3,452WestJet
Find Deal
Sat, Dec 20 - Sat, Dec 27
WestJet Logo
4:04 pm - 4:33 pmBMI-POP
46h 29m2 stops
WestJet Logo
5:30 pm - 3:24 pmPOP-BMI
23h 54m2 stops
$4,119WestJet
Find Deal
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 are 2 airlines that fly nonstop from Bloomington to Caribbean. They are American Airlines and Delta. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $264 and arriving in San Juan Luis Munoz Marin Intl Airport (SJU). On average, American Airlines offers the best prices for nonstop flights between Bloomington and Caribbean.

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 Delta ($539).

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 8001 reviews
7.3Food
7.9Entertainment
7.9Comfort
8.5Crew
8.2Boarding
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

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