$268 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 1/26. 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

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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$544
Nassau
Nassau2 stops$529
Montego Bay
Montego Bay2 stops$544
Nassau
Nassau2 stops$529

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

Mon, Jan 26 - Sat, Jan 31
American Airlines Logo
4:03 pm - 12:32 pmBMI-SJU
18h 29m2 stops
American Airlines Logo
6:00 am - 10:16 pmSJU-BMI
18h 16m2 stops
$268American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
American Airlines Logo
5:00 am - 11:53 pmBMI-SJU
16h 53m2 stops
American Airlines Logo
7:00 am - 10:22 pmSJU-BMI
17h 22m1 stop
$295American Airlines
Find Deal
Mon, Jan 26 - Sat, Jan 31
American Airlines Logo
8:45 am - 9:39 pmBMI-SJU
10h 54m1 stop
American Airlines Logo
6:00 am - 8:41 pmSJU-BMI
16h 41m1 stop
$337American Airlines
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Sun, Nov 23 - Wed, Dec 3
American Airlines Logo
6:10 am - 11:12 amBMI-SJU
27h 02m2 stops
American Airlines Logo
5:56 pm - 10:50 amSJU-BMI
18h 54m2 stops
$395American Airlines
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Mon, Nov 24 - Wed, Dec 3
Multiple Airlines Logo
8:23 pm - 1:33 pmBMI-SJU
15h 10m1 stop
Multiple Airlines Logo
7:10 am - 9:34 amSJU-BMI
28h 24m2 stops
$441Multiple Airlines
Find Deal
Sun, Nov 23 - Wed, Dec 3
Multiple Airlines Logo
8:38 am - 2:54 amBMI-SJU
16h 16m1 stop
Multiple Airlines Logo
7:10 am - 9:34 amSJU-BMI
28h 24m2 stops
$450Multiple Airlines
Find Deal
Mon, Feb 2 - Fri, Feb 6
Delta Logo
6:01 am - 1:30 pmBMI-NAS
6h 29m1 stop
Delta Logo
6:10 pm - 10:26 pmNAS-BMI
5h 16m1 stop
$570Delta
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Tue, Apr 7 - Thu, Apr 9
Delta Logo
6:01 am - 1:24 pmBMI-STX
6h 23m1 stop
Delta Logo
2:19 pm - 10:26 pmSTX-BMI
9h 07m1 stop
$595Delta
Find Deal
Fri, Jan 2 - Thu, Jan 29
WestJet Logo
4:04 pm - 1:54 pmBMI-MBJ
20h 50m2 stops
WestJet Logo
2:55 pm - 3:17 pmMBJ-BMI
25h 22m2 stops
$3,519WestJet
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Fri, Jan 2 - Thu, Jan 29
WestJet Logo
4:04 pm - 12:29 pmBMI-MBJ
43h 25m2 stops
WestJet Logo
8:25 pm - 3:17 pmMBJ-BMI
19h 52m2 stops
$3,543WestJet
Find Deal
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 fly non-stop between Bloomington and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Bloomington to Caribbean.

There are 2 airlines that fly nonstop from Bloomington to Caribbean. They are American Airlines and Delta. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $264 and arriving in San Juan Luis Munoz Marin Intl Airport (SJU). On average, American Airlines offers the best prices for nonstop flights between Bloomington and Caribbean.

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 ($268) and Delta ($570).

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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $664 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $664.

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 7978 reviews
7.3Food
8.2Boarding
7.9Entertainment
8.5Crew
7.9Comfort
Airline reviews

Old plane and old configuration/seats but still comfortable for a morning flight

10.0 ExcellentBraulio, Oct 2025ATL - SDQ
Read more Delta reviews

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Everything you need to know for your flight to Caribbean

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