$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$511
Nassau
Nassau2 stops$454
Montego Bay
Montego Bay2 stops$511
Nassau
Nassau2 stops$454

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 pm
BMI
-
SJU
10h 49m1 stop
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
$268American Airlines
Wed, Feb 11 - Sun, Feb 15
American Airlines Logo
4:03 pm - 12:14 pm
BMI
-
NAS
19h 11m2 stops
American Airlines Logo
1:56 pm - 8:19 pm
NAS
-
BMI
7h 23m1 stop
$454American Airlines
Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
3:34 pm - 12:14 pm
BMI
-
NAS
19h 40m2 stops
American Airlines Logo
5:45 pm - 2:10 pm
NAS
-
BMI
21h 25m2 stops
$473American Airlines
Sun, May 3 - Fri, May 8
Delta Logo
6:01 am - 11:24 am
BMI
-
GCM
5h 23m1 stop
Delta Logo
12:45 pm - 10:23 pm
GCM
-
BMI
9h 38m1 stop
$695Delta
Tue, Dec 23 - Sun, Dec 28
Delta Logo
6:00 am - 3:05 pm
BMI
-
STT
7h 05m1 stop
Delta Logo
4:15 pm - 10:11 pm
STT
-
BMI
7h 56m1 stop
$741Delta
Sun, Dec 28 - Sun, Jan 4
Multiple Airlines Logo
3:27 pm - 11:58 am
BMI
-
SJU
42h 31m2 stops
Multiple Airlines Logo
10:33 pm - 7:24 pm
SJU
-
BMI
22h 51m1 stop
$870Multiple Airlines
Sun, Dec 28 - Sun, Jan 4
Multiple Airlines Logo
3:27 pm - 9:23 am
BMI
-
SJU
15h 56m1 stop
Multiple Airlines Logo
10:33 pm - 7:24 pm
SJU
-
BMI
22h 51m1 stop
$930Multiple Airlines
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
$3,461WestJet
Mon, Jan 19 - Thu, Jan 22
WestJet Logo
3:33 pm - 4:33 pm
BMI
-
POP
23h 00m2 stops
WestJet Logo
5:30 pm - 2:55 pm
POP
-
BMI
23h 25m2 stops
$3,656WestJet
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 ($695).

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 8009 reviews
8.5Crew
7.9Comfort
7.9Entertainment
8.1Boarding
7.3Food
Airline reviews

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

10.0 ExcellentCharles, Dec 2025
DTW - PHX
Read more Delta reviews

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!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

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