$128 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 5/2. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$427
Santo Domingo
Santo Domingo1 stop$539
Montego Bay
Montego Bay1 stop$489
Oranjestad
Oranjestad1 stop$539
Nassau
Nassau1 stop$404
Simpson Bay
Simpson Bay1 stop$640
Providenciales
Providenciales1 stop$363
Bridgetown
Bridgetown1 stop$622
George Town
George Town1 stop$433
Willemstad
Willemstad2 stops$654
St. John's
St. John's2 stops$667
Puerto Plata
Puerto Plata2 stops$709
Punta Cana
Punta Cana1 stop$427
Santo Domingo
Santo Domingo1 stop$539
Montego Bay
Montego Bay1 stop$489
Oranjestad
Oranjestad1 stop$539
Nassau
Nassau1 stop$404
Simpson Bay
Simpson Bay1 stop$640
Providenciales
Providenciales1 stop$363
Bridgetown
Bridgetown1 stop$622
George Town
George Town1 stop$433
Willemstad
Willemstad2 stops$654
St. John's
St. John's2 stops$667
Puerto Plata
Puerto Plata2 stops$709

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
United Airlines Logo
11:21 am - 12:36 am
OMA
-
SJU
11h 15m
2 stops
United Airlines Logo
2:25 pm - 11:30 pm
SJU
-
OMA
11h 05m
1 stop
$256United Airlines
Tue, Feb 17 - Tue, Feb 24
United Airlines Logo
11:26 am - 9:00 pm
OMA
-
SJU
7h 34m
1 stop
United Airlines Logo
7:40 am - 8:12 pm
SJU
-
OMA
14h 32m
2 stops
$276United Airlines
Mon, Feb 16 - Fri, Feb 27
American Airlines Logo
7:18 pm - 5:24 am
OMA
-
SJU
8h 06m
1 stop
American Airlines Logo
6:33 am - 1:27 pm
SJU
-
OMA
8h 54m
1 stop
$281American Airlines
Mon, Mar 2 - Fri, Mar 6
United Airlines Logo
11:21 am - 9:00 pm
OMA
-
SJU
7h 39m
1 stop
United Airlines Logo
3:46 pm - 10:30 pm
SJU
-
OMA
8h 44m
1 stop
$289United Airlines
Wed, Apr 29 - Tue, May 5
American Airlines Logo
2:55 pm - 4:32 am
OMA
-
SJU
12h 37m
1 stop
American Airlines Logo
7:25 am - 11:15 pm
SJU
-
OMA
16h 50m
1 stop
$296American Airlines
Wed, Apr 29 - Tue, May 5
American Airlines Logo
2:55 pm - 4:32 am
OMA
-
SJU
12h 37m
1 stop
American Airlines Logo
7:25 am - 11:15 pm
SJU
-
OMA
16h 50m
1 stop
$297American Airlines
Wed, Apr 29 - Tue, May 5
American Airlines Logo
7:18 pm - 4:32 am
OMA
-
SJU
8h 14m
1 stop
American Airlines Logo
4:25 pm - 11:15 pm
SJU
-
OMA
7h 50m
1 stop
$301American Airlines
Tue, May 5 - Tue, May 12
Delta Logo
5:30 am - 12:40 pm
OMA
-
PLS
6h 10m
1 stop
Delta Logo
2:00 pm - 11:55 pm
PLS
-
OMA
10h 55m
1 stop
$363Delta
Tue, Feb 17 - Tue, Feb 24
Delta Logo
5:31 am - 1:33 pm
OMA
-
NAS
7h 02m
1 stop
Delta Logo
2:59 pm - 11:57 pm
NAS
-
OMA
9h 58m
1 stop
$404Delta
Fri, Feb 27 - Tue, Mar 3
Southwest Logo
8:05 pm - 1:25 pm
OMA
-
NAS
16h 20m
2 stops
Southwest Logo
1:55 pm - 9:40 pm
NAS
-
OMA
8h 45m
2 stops
$466Southwest
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 $357, 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 $630 and $593 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$128
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Omaha to San Juan

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 4267 reviews
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
Airline reviews

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

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

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

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

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.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

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.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

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

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

My flight to London from Philadelphia was cancelled due to weather.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports