$113 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 2/13. 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$439
Santo Domingo
Santo Domingo1 stop$549
Montego Bay
Montego Bay2 stops$491
Oranjestad
Oranjestad1 stop$539
Nassau
Nassau1 stop$434
Simpson Bay
Simpson Bay2 stops$610
Providenciales
Providenciales1 stop$363
Bridgetown
Bridgetown1 stop$627
George Town
George Town2 stops$466
Willemstad
Willemstad1 stop$589
St. John's
St. John's2 stops$710
Puerto Plata
Puerto Plata2 stops$713
Punta Cana
Punta Cana1 stop$439
Santo Domingo
Santo Domingo1 stop$549
Montego Bay
Montego Bay2 stops$491
Oranjestad
Oranjestad1 stop$539
Nassau
Nassau1 stop$434
Simpson Bay
Simpson Bay2 stops$610
Providenciales
Providenciales1 stop$363
Bridgetown
Bridgetown1 stop$627
George Town
George Town2 stops$466
Willemstad
Willemstad1 stop$589
St. John's
St. John's2 stops$710
Puerto Plata
Puerto Plata2 stops$713

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

Mon, Mar 2 - Thu, Mar 5
Delta Logo
2:54 pm - 11:58 pm
OMA
-
SJU
7h 04m
1 stop
Delta Logo
6:37 pm - 11:57 pm
SJU
-
OMA
7h 20m
1 stop
$256Delta
Sat, May 9 - Fri, May 15
United Airlines Logo
11:31 am - 8:34 pm
OMA
-
SJU
8h 03m
1 stop
United Airlines Logo
1:40 pm - 11:50 pm
SJU
-
OMA
11h 10m
1 stop
$273United Airlines
Mon, Mar 2 - Wed, Mar 11
American Airlines Logo
6:19 am - 9:34 pm
OMA
-
SJU
13h 15m
2 stops
American Airlines Logo
6:00 am - 11:59 pm
SJU
-
OMA
18h 59m
1 stop
$289American Airlines
Sat, May 9 - Fri, May 15
United Airlines Logo
11:31 am - 11:50 pm
OMA
-
SJU
11h 19m
2 stops
United Airlines Logo
1:40 pm - 11:50 pm
SJU
-
OMA
11h 10m
1 stop
$290United Airlines
Wed, Apr 29 - Tue, May 5
American Airlines Logo
5:17 am - 11:02 pm
OMA
-
SJU
16h 45m
1 stop
American Airlines Logo
7:25 am - 11:15 pm
SJU
-
OMA
16h 50m
1 stop
$295American Airlines
Tue, Feb 24 - Tue, Mar 3
Delta Logo
2:54 pm - 11:58 pm
OMA
-
SJU
7h 04m
1 stop
Delta Logo
6:37 pm - 11:57 pm
SJU
-
OMA
7h 20m
1 stop
$310Delta
Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
8:00 am - 10:22 pm
OMA
-
SJU
12h 22m
2 stops
United Airlines Logo
7:05 am - 5:38 pm
SJU
-
OMA
11h 33m
2 stops
$311United Airlines
Mon, Apr 27 - Mon, May 4
United Airlines Logo
6:05 am - 5:38 pm
OMA
-
SJU
10h 33m
1 stop
United Airlines Logo
7:40 am - 2:20 pm
SJU
-
OMA
7h 40m
1 stop
$314United Airlines
Sun, May 24 - Wed, May 27
United Airlines Logo
6:00 am - 5:38 pm
OMA
-
SJU
10h 38m
1 stop
United Airlines Logo
2:05 am - 12:44 pm
SJU
-
OMA
11h 39m
2 stops
$315United Airlines
Thu, May 14 - Tue, May 19
Southwest Logo
6:00 am - 1:35 pm
OMA
-
STT
6h 35m
1 stop
Southwest Logo
2:10 pm - 8:45 pm
STT
-
OMA
7h 35m
1 stop
$511Southwest
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 $360, 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 $358 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $630 and $584 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 3 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$113
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Omaha to Providenciales

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 4 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.
8.0
SouthwestOverall score based on 4271 reviews
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

I was given middle seat on this flight and prior Boston to Seoul flight That is a problem for long flights, Kayak system did not give me a change to select my seats and assigned me middle seats regardless of my elevated status in Delta. This needs immediate attention.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

The attendant on board was amazing. She should be doing business/first international long haul.

Although our flight was delayed the overall boarding process was very smooth and the crew was accommodating.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

The food was terrible this time. Otherwise pleasant, quiet, on-time.

This was one of the most frustrating travel experiences I've had to date. I had changed my flight day of to this one as it was slated to depart on time. It ended up being so delayed that my original flight took off before this one did. The boarding process began but eventually stopped and everyone had to get off the plane as a problem was identified. The person at the front desk just tried to laugh it off as if this wasn't already a huge inconvenience. From there, we eventually got to board only to sit at the gate for an additional hour because of some additional issue. This was extremely frustrating and caused a lot of stress.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports