$152 Find Cheap Flights from Omaha 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 Omaha to Caribbean Islands departing on 5/5. 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 Omaha 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 Omaha to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Omaha to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$498
Santo Domingo
Santo Domingo1 stop$610
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$596
Simpson Bay
Simpson Bay1 stop$550
Providenciales
Providenciales1 stop$583
Bridgetown
Bridgetown2 stops$697
George Town
George Town1 stop$579
Willemstad
Willemstad2 stops$594
Puerto Plata
Puerto Plata2 stops$685
St. John's
St. John's2 stops$715
Punta Cana
Punta Cana1 stop$498
Santo Domingo
Santo Domingo1 stop$610
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$596
Simpson Bay
Simpson Bay1 stop$550
Providenciales
Providenciales1 stop$583
Bridgetown
Bridgetown2 stops$697
George Town
George Town1 stop$579
Willemstad
Willemstad2 stops$594
Puerto Plata
Puerto Plata2 stops$685
St. John's
St. John's2 stops$715

Book Cheap Omaha 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 Omaha 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 Omaha to Caribbean Islands

Sat, May 2 - Thu, May 7
American Airlines Logo
5:07 pm - 10:48 am
OMA
-
SJU
16h 41m
1 stop
American Airlines Logo
6:45 am - 11:32 pm
SJU
-
OMA
17h 47m
1 stop
$326American Airlines
Wed, Apr 29 - Tue, May 5
American Airlines Logo
6:55 am - 8:51 pm
OMA
-
SJU
12h 56m
2 stops
American Airlines Logo
7:25 am - 11:15 pm
SJU
-
OMA
16h 50m
1 stop
$331American Airlines
Wed, Apr 29 - Tue, May 5
Delta Logo
5:30 am - 4:23 pm
OMA
-
SJU
9h 53m
1 stop
Delta Logo
5:34 pm - 12:10 am
SJU
-
OMA
7h 36m
1 stop
$346Delta
Tue, Jun 2 - Mon, Jun 8
American Airlines Logo
7:47 pm - 1:31 pm
OMA
-
MBJ
17h 44m
2 stops
American Airlines Logo
5:17 pm - 12:57 pm
MBJ
-
OMA
19h 40m
2 stops
$357American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
5:17 am - 3:37 pm
OMA
-
MBJ
10h 20m
2 stops
American Airlines Logo
2:29 pm - 12:22 am
MBJ
-
OMA
9h 53m
1 stop
$362American Airlines
Sat, May 30 - Wed, Aug 19
Multiple Airlines Logo
8:19 pm - 4:01 am
OMA
-
SJU
30h 42m
2 stops
Multiple Airlines Logo
8:06 pm - 5:06 pm
SJU
-
OMA
22h 00m
1 stop
$370Multiple Airlines
Fri, May 8 - Mon, May 11
Multiple Airlines Logo
6:01 pm - 10:18 am
OMA
-
SJU
15h 17m
1 stop
Multiple Airlines Logo
6:00 am - 5:11 pm
SJU
-
OMA
12h 11m
1 stop
$383Multiple Airlines
Mon, Apr 20 - Thu, Apr 23
Delta Logo
5:30 am - 2:48 pm
OMA
-
STT
8h 18m
1 stop
Delta Logo
1:59 pm - 8:29 pm
STT
-
OMA
7h 30m
1 stop
$400Delta
Tue, May 5 - Tue, May 12
United Airlines Logo
6:15 am - 1:30 pm
OMA
-
MBJ
7h 15m
1 stop
United Airlines Logo
2:40 pm - 10:29 pm
MBJ
-
OMA
7h 49m
1 stop
$403United Airlines
Tue, May 5 - Tue, May 12
United Airlines Logo
6:15 am - 1:30 pm
OMA
-
MBJ
7h 15m
1 stop
United Airlines Logo
2:40 pm - 10:29 pm
MBJ
-
OMA
7h 49m
1 stop
$406United Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Omaha 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 Omaha 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 $385, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Omaha to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Omaha to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Omaha to Caribbean Islands is January, when tickets cost $357 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $640 and $620 respectively.

How far in advance should I book a flight from Omaha to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Omaha to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Omaha to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$152
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Omaha to Montego Bay

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Omaha 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 Omaha to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Omaha 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 Omaha 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 Omaha 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 Omaha 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 Omaha 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 3 airlines serving from Omaha to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Omaha 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 Omaha 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 8398 reviews
7.8Entertainment
7.9Comfort
8.1Boarding
7.2Food
8.5Crew
Airline reviews

The flight was smooth, the crew was great but the plane was quite old

8.0 ExcellentDimitrina, Apr 2026
BOS - DCA
Read more Delta reviews

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

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

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

It's a long flight and I would have liked better snacks between lunch and the arrival meal. It's fine to have fruit and nuts but I really don't like ramen because it's salty junk soup. I'd suggest sandwiches. They're not expensive nor are they hard to store for a long flight. The FA's had a couple of big services and they were super busy preparing, executing and then cleaning up. Then they disappeared.

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

This was the first flight in the morning. We boarded fine. The cabin door was closed and we were ready to go. We were notified by the Captain that ATC issued and ground stop for 40 minutes. So, without even pushing back from the gate, we were already 40 minutes late. We actually were released to push-back and taxi at 30 minutes. But, some passengers had tight connections and were not going to make their connections. Some passengers asked about the delay and the effect on the connections and were told by the cabin attendant that all flights will be delayed and so they should be OK. However, that was not true. My connecting flight was on time and I arrived at IAH with 21 minutes to make my connection. I did and I'm happy about that, but the flight crew should not have given assurances to the passengers who might have missed their connections.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

All good flight was 35 minutes early when arriving in Edinburgh

Flights were on time actually early service was good and crew cheerful

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Everything was excellent and I enjoyed myself. Thank for everything

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports