$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$542
Nassau
Nassau2 stops$1,451
Montego Bay
Montego Bay1 stop$542
Nassau
Nassau2 stops$1,451

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
6:05 am - 8:41 pm
SJU
-
BMI
16h 36m1 stop
$268American 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
$301American Airlines
Thu, Mar 5 - Tue, Mar 10
American Airlines Logo
7:30 am - 11:27 pm
BMI
-
SJU
13h 57m2 stops
American Airlines Logo
1:30 am - 3:15 pm
SJU
-
BMI
14h 45m1 stop
$370American Airlines
Thu, Mar 5 - Wed, Mar 11
American Airlines Logo
2:43 pm - 10:07 am
BMI
-
SJU
17h 24m2 stops
American Airlines Logo
7:40 am - 10:20 pm
SJU
-
BMI
15h 40m2 stops
$439American Airlines
Thu, Mar 5 - Tue, Mar 10
Multiple Airlines Logo
7:23 pm - 9:54 am
BMI
-
SJU
12h 31m1 stop
Multiple Airlines Logo
3:08 am - 8:12 am
SJU
-
BMI
30h 04m1 stop
$440Multiple Airlines
Fri, Mar 27 - Fri, Apr 3
Delta Logo
6:00 am - 1:46 pm
BMI
-
STT
6h 46m1 stop
Delta Logo
3:00 pm - 10:19 pm
STT
-
BMI
8h 19m1 stop
$1,435Delta
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
$1,451WestJet
Fri, Mar 27 - Sat, Apr 4
Delta Logo
6:00 am - 2:43 pm
BMI
-
STT
7h 43m1 stop
Delta Logo
3:00 pm - 10:19 pm
STT
-
BMI
8h 19m1 stop
$1,485Delta
Sun, Mar 1 - Tue, Mar 3
WestJet Logo
3:36 pm - 1:49 pm
BMI
-
MBJ
21h 13m2 stops
WestJet Logo
8:25 pm - 2:51 pm
MBJ
-
BMI
19h 26m2 stops
$3,712WestJet
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 ($235) and WestJet ($1,451).

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 8019 reviews
8.5Crew
7.9Comfort
7.9Entertainment
8.1Boarding
7.3Food
Airline reviews

Did not realize internet screen was hidden between seats and no info printed!!!!

6.0 GoodAnonymous, Dec 2025
BOS - MSP
Read more Delta reviews

Did not realize internet screen was hidden between seats and no info printed!!!!

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Very good flight crew and very nice people staff were incredible especially the gate agent

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

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!

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

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports