$128 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 2/25. 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$4,076
Nassau
Nassau2 stops$1,502
Montego Bay
Montego Bay2 stops$4,076
Nassau
Nassau2 stops$1,502

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

Wed, Mar 4 - Tue, Mar 10
American Airlines Logo
5:00 am - 11:34 pm
BMI
-
SJU
16h 34m
2 stops
American Airlines Logo
7:40 am - 11:48 pm
SJU
-
BMI
17h 08m
2 stops
$322American Airlines
Thu, Mar 5 - Thu, Mar 12
American Airlines Logo
5:00 am - 9:49 pm
BMI
-
SJU
14h 49m
2 stops
American Airlines Logo
6:33 am - 10:41 pm
SJU
-
BMI
17h 08m
1 stop
$359American Airlines
Thu, Mar 5 - Tue, Mar 10
American Airlines Logo
5:00 am - 9:49 pm
BMI
-
SJU
14h 49m
2 stops
American Airlines Logo
4:25 pm - 11:48 pm
SJU
-
BMI
8h 23m
1 stop
$392American Airlines
Thu, Mar 5 - Thu, Mar 12
American Airlines Logo
2:56 pm - 5:24 am
BMI
-
SJU
12h 28m
1 stop
American Airlines Logo
6:33 am - 10:41 pm
SJU
-
BMI
17h 08m
1 stop
$398American Airlines
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
7:23 pm - 10:17 am
BMI
-
SJU
12h 54m
1 stop
Multiple Airlines Logo
6:00 am - 7:43 am
SJU
-
BMI
26h 43m
1 stop
$531Multiple Airlines
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
7:23 pm - 10:17 am
BMI
-
SJU
12h 54m
1 stop
Multiple Airlines Logo
5:30 am - 7:43 am
SJU
-
BMI
27h 13m
1 stop
$533Multiple Airlines
Fri, Feb 20 - Mon, Feb 23
Delta Logo
6:00 am - 3:40 pm
BMI
-
POP
7h 40m
1 stop
Delta Logo
4:55 pm - 10:06 pm
POP
-
BMI
7h 11m
1 stop
$899Delta
Fri, Mar 6 - Mon, Mar 9
Delta Logo
6:00 am - 3:40 pm
BMI
-
POP
7h 40m
1 stop
Delta Logo
3:55 pm - 10:19 pm
POP
-
BMI
7h 24m
1 stop
$959Delta
Mon, Mar 2 - Thu, Mar 5
WestJet Logo
3:36 pm - 5:17 pm
BMI
-
NAS
48h 41m
2 stops
WestJet Logo
8:30 pm - 2:51 pm
NAS
-
BMI
19h 21m
2 stops
$1,502WestJet
Mon, Feb 23 - Thu, Feb 26
WestJet Logo
3:36 pm - 7:17 pm
BMI
-
MBJ
26h 41m
2 stops
WestJet Logo
2:55 pm - 2:51 pm
MBJ
-
BMI
24h 56m
2 stops
$4,076WestJet
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 ($322) and Delta ($899).

Good to know

Low seasonMay
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 59% increase in price.

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 8126 reviews
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
7.9Comfort
Airline reviews

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

10.0 ExcellentDr. Simon, Jan 2026
LAX - JFK
Read more Delta reviews

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports