$362 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 5/7. 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$362
Nassau
Nassau2 stops$720
Montego Bay
Montego Bay1 stop$362
Nassau
Nassau2 stops$720

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, May 7 - Fri, May 15
American Airlines Logo
2:46 pm - 12:13 pm
BMI
-
MBJ
21h 27m
1 stop
American Airlines Logo
12:25 pm - 10:46 am
MBJ
-
BMI
22h 21m
2 stops
$362American Airlines
Wed, Sep 30 - Thu, Oct 8
United Airlines Logo
6:00 am - 8:38 pm
BMI
-
SJU
13h 38m
2 stops
United Airlines Logo
3:56 pm - 12:12 am
SJU
-
BMI
9h 16m
1 stop
$366United Airlines
Sat, Sep 26 - Wed, Sep 30
United Airlines Logo
6:00 am - 8:38 pm
BMI
-
SJU
13h 38m
2 stops
United Airlines Logo
3:56 pm - 12:12 am
SJU
-
BMI
9h 16m
1 stop
$386United Airlines
Sun, Sep 20 - Mon, Sep 28
United Airlines Logo
6:00 am - 2:44 pm
BMI
-
SJU
7h 44m
1 stop
United Airlines Logo
1:05 am - 12:50 pm
SJU
-
BMI
12h 45m
2 stops
$401United Airlines
Fri, Sep 25 - Fri, Oct 2
United Airlines Logo
6:00 am - 8:38 pm
BMI
-
SJU
13h 38m
2 stops
United Airlines Logo
1:05 am - 12:50 pm
SJU
-
BMI
12h 45m
2 stops
$406United Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
5:00 am - 8:51 pm
BMI
-
SJU
14h 51m
2 stops
American Airlines Logo
7:25 am - 11:52 pm
SJU
-
BMI
17h 27m
2 stops
$413American Airlines
Thu, Apr 23 - Mon, Apr 27
American Airlines Logo
3:45 pm - 1:15 pm
BMI
-
STT
20h 30m
2 stops
American Airlines Logo
1:15 pm - 11:52 pm
STT
-
BMI
11h 37m
2 stops
$420American Airlines
Sat, Sep 12 - Sat, Sep 19
Delta Logo
6:01 am - 11:40 am
BMI
-
GCM
5h 39m
1 stop
Delta Logo
12:55 pm - 10:22 pm
GCM
-
BMI
9h 27m
1 stop
$531Delta
Thu, Apr 23 - Mon, Apr 27
Delta Logo
6:00 am - 2:48 pm
BMI
-
STT
7h 48m
1 stop
Delta Logo
3:05 pm - 10:21 pm
STT
-
BMI
8h 16m
1 stop
$595Delta
Sat, May 23 - Sat, May 30
WestJet Logo
12:05 pm - 11:10 am
BMI
-
NAS
22h 05m
2 stops
WestJet Logo
12:00 pm - 11:23 am
NAS
-
BMI
24h 23m
2 stops
$3,523WestJet
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 72 hours.

In the past 3 days, the cheapest round-trip tickets from Bloomington to Caribbean were found on American Airlines ($362) and United Airlines ($366).

Good to know

Cheapest flight$362
Flight from Bloomington to Montego Bay

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.
7.9
DeltaOverall score based on 8399 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.2Food
7.9Comfort
Airline reviews

The flight was smooth, the crew was great but the plane was quite old

8.0 ExcellentDimitrina, Apr 2026
BOS - DCA
Read more Delta reviews

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports