$236 Find Cheap Flights from Bloomington to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Bloomington to Caribbean departing on 6/2. 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$569
Nassau
Nassau2 stops$630
Montego Bay
Montego Bay2 stops$569
Nassau
Nassau2 stops$630

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

wo, apr. 22 - wo, apr. 29
Delta Logo
6:00 am - 4:23 pm
BMI
-
SJU
9h 23m
1 stop
Delta Logo
12:55 pm - 10:21 pm
SJU
-
BMI
10h 26m
1 stop
$373Delta
wo, apr. 22 - wo, 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
$404American Airlines
zo, sep. 20 - wo, sep. 23
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
$416United Airlines
zo, mei. 31 - do, jun. 4
Multiple Airlines Logo
8:14 pm - 10:18 am
BMI
-
SJU
13h 04m
1 stop
Multiple Airlines Logo
6:00 am - 7:08 pm
SJU
-
BMI
14h 08m
1 stop
$458Multiple Airlines
zo, sep. 20 - do, sep. 24
United Airlines Logo
6:00 am - 2:44 pm
BMI
-
SJU
7h 44m
1 stop
United Airlines Logo
3:56 pm - 12:12 am
SJU
-
BMI
9h 16m
1 stop
$478United Airlines
zo, sep. 20 - do, sep. 24
United Airlines Logo
6:00 am - 2:44 pm
BMI
-
SJU
7h 44m
1 stop
United Airlines Logo
3:56 pm - 12:12 am
SJU
-
BMI
9h 16m
1 stop
$488United Airlines
zo, mei. 31 - wo, jun. 3
American Airlines Logo
5:00 am - 10:45 pm
BMI
-
SJU
16h 45m
2 stops
American Airlines Logo
12:59 am - 11:03 am
SJU
-
BMI
11h 04m
1 stop
$504American Airlines
zo, jun. 21 - za, jul. 4
Delta Logo
6:00 am - 11:34 am
BMI
-
GCM
5h 34m
1 stop
Delta Logo
12:59 pm - 9:47 pm
GCM
-
BMI
8h 48m
1 stop
$708Delta
za, apr. 18 - wo, apr. 22
WestJet Logo
12:02 pm - 3:40 pm
BMI
-
NAS
26h 38m
2 stops
WestJet Logo
4:40 pm - 3:37 pm
NAS
-
BMI
47h 57m
2 stops
$1,817WestJet
za, apr. 18 - wo, apr. 22
WestJet Logo
12:02 pm - 3:40 pm
BMI
-
NAS
26h 38m
2 stops
WestJet Logo
4:40 pm - 11:19 am
NAS
-
BMI
43h 39m
2 stops
$1,880WestJet
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 Delta ($373) and United Airlines ($416).

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 8358 reviews
7.9Comfort
8.5Crew
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

10.0 ExcellentAnonymous, Mar 2026
SAT - LAX
Read more Delta reviews

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I haven’t flown economy in over 20 years but it was not bad. Room by my feet for my bag and seat was roomy enough. Surprised in a good way.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

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.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports