$125 Find Cheap Flights from Omaha 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 Omaha to Caribbean departing on 4/18. 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 Omaha to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$455
Santo Domingo
Santo Domingo1 stop$609
Montego Bay
Montego Bay2 stops$352
Oranjestad
Oranjestad1 stop$653
Nassau
Nassau2 stops$595
Simpson Bay
Simpson Bay2 stops$555
Providenciales
Providenciales1 stop$383
Bridgetown
Bridgetown1 stop$690
George Town
George Town1 stop$414
Willemstad
Willemstad2 stops$653
Puerto Plata
Puerto Plata2 stops$753
St. John's
St. John's2 stops$745
Punta Cana
Punta Cana1 stop$455
Santo Domingo
Santo Domingo1 stop$609
Montego Bay
Montego Bay2 stops$352
Oranjestad
Oranjestad1 stop$653
Nassau
Nassau2 stops$595
Simpson Bay
Simpson Bay2 stops$555
Providenciales
Providenciales1 stop$383
Bridgetown
Bridgetown1 stop$690
George Town
George Town1 stop$414
Willemstad
Willemstad2 stops$653
Puerto Plata
Puerto Plata2 stops$753
St. John's
St. John's2 stops$745

Book Cheap Omaha 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 Omaha 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 Omaha to Caribbean

Sat, Apr 18 - Wed, Apr 22
United Airlines Logo
8:00 am - 9:24 pm
OMA
-
SJU
12h 24m
2 stops
United Airlines Logo
7:40 am - 2:16 pm
SJU
-
OMA
7h 36m
1 stop
$250United Airlines
Sat, Apr 18 - Tue, Apr 21
United Airlines Logo
11:28 am - 11:50 pm
OMA
-
SJU
11h 22m
2 stops
United Airlines Logo
1:00 am - 10:32 am
SJU
-
OMA
10h 32m
2 stops
$271United Airlines
Sun, Apr 26 - Wed, Apr 29
American Airlines Logo
6:25 am - 9:15 pm
OMA
-
SJU
13h 50m
1 stop
American Airlines Logo
7:25 am - 12:22 am
SJU
-
OMA
17h 57m
1 stop
$276American Airlines
Sat, May 9 - Wed, May 13
Southwest Logo
10:20 am - 9:25 pm
OMA
-
SJU
10h 05m
1 stop
Southwest Logo
8:10 am - 8:45 pm
SJU
-
OMA
13h 35m
1 stop
$288Southwest
Wed, Apr 15 - Thu, Apr 16
American Airlines Logo
6:25 am - 8:51 pm
OMA
-
SJU
13h 26m
1 stop
American Airlines Logo
7:25 am - 12:22 am
SJU
-
OMA
17h 57m
1 stop
$301American Airlines
Wed, Apr 29 - Tue, May 5
Delta Logo
11:49 am - 11:13 pm
OMA
-
SJU
10h 24m
1 stop
Delta Logo
5:34 pm - 12:10 am
SJU
-
OMA
7h 36m
1 stop
$317Delta
Tue, May 5 - Tue, May 12
Delta Logo
5:30 am - 12:40 pm
OMA
-
PLS
6h 10m
1 stop
Delta Logo
3:25 pm - 11:58 pm
PLS
-
OMA
9h 33m
1 stop
$383Delta
Fri, May 15 - Sat, May 23
Multiple Airlines Logo
6:01 pm - 9:54 am
OMA
-
STT
14h 53m
1 stop
Multiple Airlines Logo
10:49 am - 9:17 am
STT
-
OMA
23h 28m
1 stop
$454Multiple Airlines
Fri, May 15 - Wed, May 20
Multiple Airlines Logo
6:01 pm - 9:54 am
OMA
-
STT
14h 53m
1 stop
Multiple Airlines Logo
10:49 am - 9:17 am
STT
-
OMA
23h 28m
1 stop
$471Multiple Airlines
Tue, Aug 11 - Sat, Aug 15
Southwest Logo
4:30 pm - 12:15 pm
OMA
-
NAS
18h 45m
2 stops
Southwest Logo
1:25 pm - 6:05 pm
NAS
-
OMA
5h 40m
1 stop
$595Southwest
Booking Insights

KAYAK's insights & trends for Omaha to Caribbean flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Omaha to Caribbean, 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 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 $547 respectively.

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

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, 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, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$125
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Omaha to San Juan

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Omaha 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 Omaha 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 Omaha 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 Omaha 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 Omaha 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 5 airlines serving from Omaha to Caribbean

 
Need help choosing which airline to fly with from Omaha 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.
8.0
SouthwestOverall score based on 4324 reviews
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

10.0 ExcellentMartie, Mar 2026
LGB - BNA
Read more Southwest reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

Good quick flight on a small but comfortable plane. I'm 6'3 and had plenty of space.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

Business class seats felt very cramped compared to other airlines.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Great experience. Good dinner and service. FA's were very nice and attentive.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Mostly good. The WiFi wasn’t working so that was not great.

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports