$357 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 Bay2 stops$357
Nassau
Nassau2 stops$524
Saint Thomas Island
Saint Thomas Island2 stops$1,140
Montego Bay
Montego Bay2 stops$357
Nassau
Nassau2 stops$524
Saint Thomas Island
Saint Thomas Island2 stops$1,140

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 - 1:25 pm
BMI
-
MBJ
22h 39m
2 stops
American Airlines Logo
12:25 pm - 10:46 am
MBJ
-
BMI
22h 21m
2 stops
$357American Airlines
Sun, Aug 23 - Fri, Sep 4
Delta Logo
6:01 am - 11:49 am
BMI
-
MBJ
5h 48m
1 stop
Delta Logo
1:14 pm - 10:22 pm
MBJ
-
BMI
9h 08m
1 stop
$362Delta
Sun, Aug 23 - Fri, Sep 4
American Airlines Logo
4:33 pm - 12:03 pm
BMI
-
MBJ
19h 30m
2 stops
American Airlines Logo
2:30 pm - 3:34 pm
MBJ
-
BMI
25h 04m
2 stops
$371American Airlines
Sat, Jun 27 - Sat, Jul 4
United Airlines Logo
6:00 am - 12:50 pm
BMI
-
MBJ
6h 50m
1 stop
United Airlines Logo
2:40 pm - 9:07 am
MBJ
-
BMI
18h 27m
2 stops
$384United Airlines
Thu, May 7 - Fri, May 15
Delta Logo
6:00 am - 12:56 pm
BMI
-
MBJ
6h 56m
1 stop
Delta Logo
2:21 pm - 10:30 pm
MBJ
-
BMI
8h 09m
1 stop
$459Delta
Sat, Sep 26 - Wed, Sep 30
United Airlines Logo
9:44 am - 11:57 pm
BMI
-
SJU
13h 13m
2 stops
United Airlines Logo
3:56 pm - 12:12 am
SJU
-
BMI
9h 16m
1 stop
$461United Airlines
Sat, May 30 - Wed, Jun 10
American Airlines Logo
4:22 pm - 1:08 pm
BMI
-
MBJ
20h 46m
2 stops
American Airlines Logo
2:30 pm - 11:59 pm
MBJ
-
BMI
9h 29m
1 stop
$477American Airlines
Thu, May 7 - Fri, May 15
American Airlines Logo
2:46 pm - 12:13 pm
BMI
-
MBJ
21h 27m
1 stop
American Airlines Logo
1:15 pm - 11:52 pm
MBJ
-
BMI
10h 37m
1 stop
$483American Airlines
Thu, May 7 - Fri, May 15
American Airlines Logo
11:16 am - 12:13 pm
BMI
-
MBJ
24h 57m
1 stop
American Airlines Logo
2:29 pm - 10:46 am
MBJ
-
BMI
20h 17m
2 stops
$491American Airlines
Sat, Aug 1 - Sun, Aug 9
United Airlines Logo
2:58 pm - 5:29 am
BMI
-
SJU
13h 31m
2 stops
United Airlines Logo
3:56 pm - 12:22 am
SJU
-
BMI
9h 26m
1 stop
$623United 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 72 hours.

In the past 3 days, the cheapest round-trip tickets from Bloomington to Caribbean were found on American Airlines ($357) and United Airlines ($384).

Good to know

Cheapest flight$357
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 8404 reviews
8.5Crew
7.9Comfort
7.2Food
8.1Boarding
7.8Entertainment
Airline reviews

The tray table was broken and the food was terrible.

4.0 OkayJeremy, Apr 2026
BNA - BOS
Read more Delta reviews

The tray table was broken and the food was terrible.

The gentleman at the gate I think his name is RIE was exceptional

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

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.

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