$133 Find Cheap Flights from Bloomington to Caribbean Islands

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 Islands departing on 3/23. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Bloomington to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Bloomington to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Bloomington to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops$436
Nassau
Nassau1 stop$620
Montego Bay
Montego Bay2 stops$436
Nassau
Nassau1 stop$620

Book Cheap Bloomington to Caribbean Islands 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 Islands 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 Islands

Mon, Mar 23 - Thu, Mar 26
American Airlines Logo
2:56 pm - 9:00 am
BMI
-
SJU
17h 04m
2 stops
American Airlines Logo
5:28 am - 9:51 pm
SJU
-
BMI
17h 23m
1 stop
$401American Airlines
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
3:45 pm - 11:35 am
BMI
-
STT
18h 50m
2 stops
American Airlines Logo
2:30 pm - 10:46 am
STT
-
BMI
21h 16m
2 stops
$401American Airlines
Fri, Jun 5 - Wed, Jun 10
United Airlines Logo
9:44 am - 3:10 pm
BMI
-
MBJ
29h 26m
2 stops
United Airlines Logo
2:40 pm - 9:02 am
MBJ
-
BMI
18h 22m
2 stops
$436United Airlines
Fri, Jun 5 - Wed, Jun 10
United Airlines Logo
2:58 pm - 12:50 pm
BMI
-
MBJ
21h 52m
1 stop
United Airlines Logo
2:40 pm - 9:02 am
MBJ
-
BMI
18h 22m
2 stops
$442United Airlines
Sun, May 3 - Wed, May 6
American Airlines Logo
2:46 pm - 11:35 am
BMI
-
STT
19h 49m
2 stops
American Airlines Logo
2:30 pm - 10:46 am
STT
-
BMI
21h 16m
2 stops
$468American Airlines
Sat, Mar 21 - Tue, Mar 24
Delta Logo
4:04 pm - 11:15 pm
BMI
-
SJU
6h 11m
1 stop
Delta Logo
7:30 am - 3:23 pm
SJU
-
BMI
8h 53m
1 stop
$500Delta
Fri, Apr 3 - Wed, Apr 8
Multiple Airlines Logo
8:49 am - 12:10 am
BMI
-
SJU
14h 21m
1 stop
Multiple Airlines Logo
4:33 pm - 8:43 am
SJU
-
BMI
17h 10m
1 stop
$514Multiple Airlines
Tue, Apr 7 - Tue, Apr 14
Delta Logo
6:00 am - 2:48 pm
BMI
-
STT
7h 48m
1 stop
Delta Logo
3:05 pm - 10:21 pm
STT
-
BMI
8h 16m
1 stop
$548Delta
Mon, May 4 - Wed, May 6
WestJet Logo
4:20 pm - 11:45 am
BMI
-
MBJ
19h 25m
2 stops
WestJet Logo
12:45 pm - 3:29 pm
MBJ
-
BMI
26h 44m
2 stops
$3,837WestJet
Fri, Mar 6 - Fri, Jun 5
WestJet Logo
3:36 pm - 1:49 pm
BMI
-
MBJ
21h 13m
2 stops
WestJet Logo
12:45 pm - 3:29 pm
MBJ
-
BMI
26h 44m
2 stops
$3,902WestJet
Booking Insights

KAYAK's insights & trends for Bloomington to Caribbean Islands flights

Get data-powered insights and trends into flights from Bloomington to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Bloomington to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $403, prices are generally cheapest when you fly direct.

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Bloomington to Caribbean Islands?

    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 Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Bloomington to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Bloomington to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Bloomington to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Bloomington to Caribbean Islands? 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 8239 reviews
8.1Boarding
7.9Comfort
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

2+hrs delay without any reason provided and a cramped flight

2.0 MediocreYogendra Kumar, Feb 2026
DTW - MDT
Read more Delta reviews

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Flight was delayed due to crew being not on time

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

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?

Never got on it. Was re-routed through Detroit and am still in airports 12 hours later waiting for my connecting plane to arrive.

Delta has too many delays now days. It is 1:06 am now. I was supposed to land in Norfolk at 10:30 pm. I got re-booked through Detroit and I’m still in Detroit. I hope to be landed in Norfolk by 3am. I’ve been in airports for 12 hours as of right now. There is a weather delay now but most delays lately have been maintenance.

Very Very late. Subsequent flights left an hour before ours

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?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports