$242 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 8/9. 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$477
Nassau
Nassau1 stop$586
Montego Bay
Montego Bay2 stops$477
Nassau
Nassau1 stop$586

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

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
$366United Airlines
Sat, Sep 26 - Wed, Sep 30
United Airlines Logo
9:44 am - 11:57 pm
BMI
-
SJU
13h 13m
2 stops
United Airlines Logo
1:25 pm - 12:12 am
SJU
-
BMI
11h 47m
2 stops
$401United Airlines
Sun, May 10 - Thu, May 14
United Airlines Logo
6:51 pm - 1:30 pm
BMI
-
MBJ
18h 39m
2 stops
United Airlines Logo
2:40 pm - 8:50 am
MBJ
-
BMI
18h 10m
2 stops
$477United Airlines
Sun, May 10 - Thu, May 14
United Airlines Logo
1:36 pm - 1:30 pm
BMI
-
MBJ
23h 54m
2 stops
United Airlines Logo
2:40 pm - 8:50 am
MBJ
-
BMI
18h 10m
2 stops
$482United Airlines
Wed, Sep 23 - Wed, Sep 30
American Airlines Logo
3:01 pm - 12:50 pm
BMI
-
STT
20h 49m
2 stops
American Airlines Logo
1:50 pm - 10:59 pm
STT
-
BMI
10h 09m
2 stops
$566American Airlines
Sat, Jun 13 - Fri, Jun 19
American Airlines Logo
6:05 pm - 11:35 am
BMI
-
NAS
16h 30m
1 stop
American Airlines Logo
12:47 pm - 11:59 pm
NAS
-
BMI
12h 12m
1 stop
$586American Airlines
Wed, Sep 23 - Wed, Sep 30
Delta Logo
6:01 am - 1:44 pm
BMI
-
STT
6h 43m
1 stop
Delta Logo
2:54 pm - 10:22 pm
STT
-
BMI
8h 28m
1 stop
$640Delta
Thu, Jun 18 - Tue, Jun 23
Delta Logo
6:00 am - 3:21 pm
BMI
-
STT
8h 21m
1 stop
Delta Logo
1:20 pm - 10:47 pm
STT
-
BMI
10h 27m
1 stop
$725Delta
Thu, Apr 16 - Tue, Apr 21
WestJet Logo
12:02 pm - 5:17 pm
BMI
-
NAS
52h 15m
2 stops
WestJet Logo
4:50 pm - 3:37 pm
NAS
-
BMI
23h 47m
2 stops
$1,651WestJet
Sat, Apr 18 - Wed, Apr 22
WestJet Logo
4:20 pm - 3:40 pm
BMI
-
NAS
22h 20m
2 stops
WestJet Logo
4:40 pm - 11:19 am
NAS
-
BMI
43h 39m
2 stops
$1,882WestJet
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 United Airlines ($366) and Delta ($640).

Good to know

Cheapest flight$242
Flight from Bloomington to Saint Thomas Island

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 8374 reviews
8.5Crew
8.1Boarding
7.9Comfort
7.8Entertainment
7.2Food
Airline reviews

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

6.0 GoodJoseph, Apr 2026
MSP - RIC
Read more Delta reviews

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

On the return flight, flight attendant Britt went out of her way to inform passengers that several of us had tight connections.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Staff at the check-in counter were friendly, happy and helpful. They tagged our bags and sent us to “bag drop off” but were not very clear about where that was. The airport was busy we headed off in what we thought was the right direction until a gentleman waved us down and actually came after us. He was the baggage handler for Delta and recognized our “deer in the headlights “ look-he brought us to the right area (which was marked as the Southwest Airlines Drop Off) and sent us on our way. Wonderful guy, low key and working with a big smile on his face. Loved it. Loved him.

During the flight, the only refreshments provided were crackers and soft drinks; no substantial food was offered despite the international route. Furthermore, our initial flight was delayed, causing us to miss the connecting flight in Atlanta. The airline did not hold the connection, and we were informed that the next available flight is not for another 24 hours. While I am aware of alternative options via JetBlue, they operate out of JFK, which is not a viable solution for us as a resident of New Jersey.

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.

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.

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

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports