$361 Find Cheap Flights from Bloomington to Caribbean - Compare and Save

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 8/6. 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$377
Nassau
Nassau2 stops$536
Montego Bay
Montego Bay2 stops$377
Nassau
Nassau2 stops$536

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, Aug 6 - Thu, Aug 13
Multiple Airlines Logo
8:14 pm - 7:57 am
BMI
-
SJU
10h 43m
1 stop
Multiple Airlines Logo
9:02 am - 7:24 pm
SJU
-
BMI
11h 22m
1 stop
$361Multiple Airlines
Thu, Aug 27 - Thu, Sep 3
American Airlines Logo
4:49 pm - 1:28 pm
BMI
-
MBJ
20h 39m
2 stops
American Airlines Logo
5:08 pm - 1:07 pm
MBJ
-
BMI
19h 59m
2 stops
$377American Airlines
Thu, Aug 27 - Thu, Sep 3
American Airlines Logo
4:49 pm - 11:42 am
BMI
-
MBJ
18h 53m
2 stops
American Airlines Logo
2:12 pm - 1:07 pm
MBJ
-
BMI
22h 55m
1 stop
$382American Airlines
Mon, Aug 3 - Sat, Aug 8
Multiple Airlines Logo
9:35 am - 12:41 am
BMI
-
SJU
14h 06m
1 stop
Multiple Airlines Logo
8:37 pm - 7:24 pm
SJU
-
BMI
23h 47m
1 stop
$583Multiple Airlines
Sun, Nov 15 - Thu, Nov 19
United Airlines Logo
3:10 pm - 4:30 pm
BMI
-
GCM
24h 20m
2 stops
United Airlines Logo
5:45 pm - 1:50 pm
GCM
-
BMI
21h 05m
2 stops
$601United Airlines
Sun, Nov 15 - Thu, Nov 19
United Airlines Logo
9:45 am - 4:30 pm
BMI
-
GCM
29h 45m
2 stops
United Airlines Logo
5:45 pm - 9:15 pm
GCM
-
BMI
28h 30m
2 stops
$705United Airlines
Fri, Oct 16 - Wed, Oct 21
Delta Logo
6:00 am - 1:49 pm
BMI
-
NAS
6h 49m
1 stop
Delta Logo
3:15 pm - 10:37 pm
NAS
-
BMI
8h 22m
1 stop
$803Delta
Fri, Oct 16 - Wed, Oct 21
Delta Logo
6:00 am - 1:49 pm
BMI
-
NAS
6h 49m
1 stop
Delta Logo
12:55 pm - 10:37 pm
NAS
-
BMI
10h 42m
2 stops
$997Delta
Sat, Aug 29 - Wed, Sep 2
WestJet Logo
6:00 am - 11:10 am
BMI
-
NAS
28h 10m
2 stops
WestJet Logo
12:00 pm - 11:27 am
NAS
-
BMI
24h 27m
2 stops
$3,224WestJet
Sat, Aug 29 - Wed, Sep 2
WestJet Logo
6:00 am - 11:10 am
BMI
-
NAS
28h 10m
2 stops
WestJet Logo
12:00 pm - 11:27 am
NAS
-
BMI
24h 27m
2 stops
$3,225WestJet
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 5 days.

In the past 5 days, the cheapest round-trip tickets from Bloomington to Caribbean were found on American Airlines ($377) and United Airlines ($601).

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 airline 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.
7.8
DeltaOverall score based on 8463 reviews
8.5Crew
8.1Boarding
7.8Entertainment
7.2Food
7.8Comfort
Airline reviews

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

2.0 MediocreJean, Jun 2026
MDW - ATL
Read more Delta reviews

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

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

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

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

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports