$150 Find Cheap Flights from Omaha to Caribbean - Compare and Save

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Cheap Flights from Omaha to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$556
Santo Domingo
Santo Domingo1 stop$680
Montego Bay
Montego Bay1 stop$454
Oranjestad
Oranjestad1 stop$508
Nassau
Nassau1 stop$626
Providenciales
Providenciales1 stop$441
Bridgetown
Bridgetown1 stop$811
George Town
George Town1 stop$418
Willemstad
Willemstad1 stop$669
Puerto Plata
Puerto Plata2 stops$871
St. John's
St. John's2 stops$849
Punta Cana
Punta Cana1 stop$556
Santo Domingo
Santo Domingo1 stop$680
Montego Bay
Montego Bay1 stop$454
Oranjestad
Oranjestad1 stop$508
Nassau
Nassau1 stop$626
Providenciales
Providenciales1 stop$441
Bridgetown
Bridgetown1 stop$811
George Town
George Town1 stop$418
Willemstad
Willemstad1 stop$669
Puerto Plata
Puerto Plata2 stops$871
St. John's
St. John's2 stops$849
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?

The cheapest month for flights from Omaha to Caribbean is April, when tickets cost $482 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $734 and $702 respectively.

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

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 6 weeks before departure.

Good to know

Low season

August

Cheapest flight

$150
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Omaha to Nassau

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.
7.9
SouthwestOverall score based on 4219 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.4Entertainment
7.0Food
Airline reviews

The service was fine, about the same as you get on most lower end airlines. I dont understand the perks of flying them much anymore for the cost.

4.0 OkayPatrick, Oct 2026
Read more Southwest reviews

The service was fine, about the same as you get on most lower end airlines. I dont understand the perks of flying them much anymore for the cost.

the flight was significantly delayed. Not much was done by the airline to compensate passengers

the flight itself was totally fine. The crew were great and very helpful. The flight was delayed, however, over an hour without a lot of information as to why.

Had to walk back and forth between concourses to figure out which gate I was supposed to be at. The app and the flight board in the airport had different gates listed. Was told numerous times to check bags only to get on the plane and find that there was plenty of room for bags. The flight was over an hour late which had me landing after the last train departed. WiFi was unusable

My experience was okay I changed my returning flight and I was charged extra money which I dont think should be the case, especially because I experienced small delays from my going flight. And many flights were either canceled or delayed after my original flight time. I believe some customers should have the ability to change flights due to certain situations

I've taken four flights with Southwest within the last three months and every single flight was delayed.

It was great and arrived home a little sooner than expected which is nice.

I fly out every other weekend and this is the 4th time my flight has been delayed at Southwest. I will be flying out twice a month on average for the next 6-7 months. If this is your average ‘on time’ I’ll probably be flying another airline.

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

Southwest never has accurate baggage claim policy information at Denver. They list one claim on the screens and invariably baggage is eventually found on another claim with zero help from staff.

I enjoyed the whole flight and the crew was amazing i dont usually fly delta

Very nice the whole crew was amazing and very professional. I had an offer for a drink it was handled great and amazing crew and nice flight.

I just wish the boarding process/time to take off after boarding was quicker and more efficient. I also wish that the overhead luggage was managed better. almost every time i fly there is no space for carry ons and they are either checked or I end up having to store it several rows back from my seat. Delta should not offer carryons for all customers if there is not actually space for everyone

Boarding was delayed by an hour and then we proceeded to sit on the tarmac for another 30-40 minutes. No clear explanation was ever given and the delay caused me to miss my connecting flight home. Was forced to stay the night in the connecting city which impacted my following workday and cause personal issues at home as well.

I didn't like like much about my experience with Delta. I had to spend the entire day at the airport due to some mechanical issues. My flight was supposed to leave at 8:30am didn't leave until 6pm. Horrible experience.

Bad. Flight was delayed due to maintenance issue with Delta. Seats were small, no service, bag got broken on initial flight. Cramped and hot. Sitting inside with no ac.

Flight attendent didn't let me sit in the empty window seat literally next to me. Doors had closed already so I moved over. She came over, asked for my ticket and made me switch back to the middle. The man on the aisle and I were right on top of each other. Seemed like a real power trip for no reason at all.

The flight was delayed and passengers were told that they will miss connections as flight may get 40-55 min late.

The number of interim flight delays has been higher than I can remember in my history of travel making any connection a mystery as to whether you will actually make it.

Of course, the Gate change was last minute and they were boarding g when we finally got to the change of terminal as well.

Worst boarding experience, flight extremely delayed causing super tight connect and deplaning was a disaster as ppl were pushing and shoving to get off. Then after flying over 8 hours had to get off a job to next flight. Limited beverage service in Business class (water or white wine) no food. The plane was very cold (temperature) so uncomfortable

Stored my cloth purse under seat in front off me as instructed. When I retrieved it, half of it was soaked, along with everything inside it. I don’t really know how that could have been prevented because the area did not look wet, but I was not happy about it.

Seats needs to be wirer and food is very poor

Seats are uncomfortable and left me in pain in my tailbone area. I got about one hour of sleep.

Phx - ORD was nice 737 with starlink and the ORD - grr was ancient bare bones airbus with not even a power port lol

No white linens in premium economy . Salad was literally frozen. Food was terrible. No snacks. Ran out of food. I asked a flight attendant for snack on hour 8!of 16 hour flight and she said they don’t offer snacks and called me crazy for not having my own snacks for the flight.

It was good overall except from Omaha to Denver when flight a was a repeatedly delayed apparently due to some issue at Denver. Communications could have been handled better. I had to board then deboard with luggage and board again

There were issues with the first segment but what really bothered me overall is that you rebooked me and put me in a seat away from my wife and then put her in another booking or boarding group. I don't like having to monitor every little thing you guys do in order to get what I paid for in the first place.

The staff was phenomenal. I can’t think of anything that could be better. Will be flying with UA again

I had very little time to change planes originally in Denver after my flight from Omaha. I had an hour and a half layover in Denver originally and my flight leaving Omaha was delayed an hour because they had to change a tire which I can understand. When I reached Denver my other flight was late, fortunately, but I still had only 10 minutes to run about a mile through the airport to get to my flight. Again, fortunately I am a healthy 71-year-old and was able to accomplish this feat. However, the stress was more than necessary to bear.

I tried to check in beforehand from Ireland. The Jet Blue website sent me to the Aer Lingus website and vice versa. I tried to get a boarding pass at Dublin Airport as well, but they said they couldn't help me either. I had to wait until I arrived at the gate in Boston to secure a boarding pass...it was a bit nerve wracking.

Great flight. Best in years. Very clean craft. Easy boarding. Communicative pilot. Friendly flight attendants. Absolutely smooth take off, in flight and landing. Very comfortable seats. Smoothest flight I've experienced in years. THANK YOU JET BLUE!

I was asked to pony up an additional $239 (over the $735 paid originally) for a one way middle seat, which was very uncomfortable. Where did you expect me to sit?

Jet Blue sevice was good. Just don't understand why they charge for earphones to listen to flight entertainment. Other than that, everything was excellent.

Mostly good, flight take off in time and land earlier I can’t ask for more..

The crew was not nice this time. I asked for a drink one time and the girl didn’t say anything to me and just got me the hot drink while walking super fast to the back. We were sitting in the back and she wasn’t doing anything except socializing. She was upset I asked for something and she had to do her job. I also didn’t fully have it in my hands when she handed it to me so it was dangerous. She was abrupt and rude. She wouldn’t allow for people to spread out like previous flights we had been on if they were empty, and there were empty rows. It was strange and she enjoyed being angry at us.

The plane was FREEZING COLD. Like I was wishing I'd brought gloves. Is this how JetBlue sells more blankets? Other than that, all fine. Crew just as nice as usual. A flight attendant asked (who? The pilot?) to have the air turned down for a great number of passengers who were as cold as I was. They (again -- who is "they") did not.

Flight was fine, but I was annoyed to have to pay for luggage again. We had paid for our luggage on our first two connecting flights with SATA Azores Airlines, but had to pay for luggage again with JetBlue at JFK airport. For one trip we paid over $500 for two suitcases to travel from Azores to San Francisco.

Everything was great the only issue was lack of Wi-Fi

Left a bit late duee to a technical issue, but got in early

It was close to its perfect the flake could be took off early, landed early, didn’t have to wait for my daughter stroller luggage came out quick, very efficient, very good flight

Unfortunately the flight was delayed. On a positive note the status updates in the app/text message were good

We waitied for 2 hours for flights to take off. Make us to seat 2 hours in small space is not good.

Ultimately fine but plane seemed dated and creaky and landing was hard…. At no time did I feel unsafe so thank you.

Wheel Chair Access sucked. I had a guy from Bangaldesh drop me off without taking me to the gate

The amount of gate changes and delays is completely unacceptable. This has happened on 3 of 4 trips between Chicago and Dallas in 2026.

I didn't like anything about this flight. The only reason anyone drinks Jack is because you ran out of Woodford. You should know to stock more Woodford. When you wait of first class hand and foot from the minute they get on the plane 5 feet from me but then start service from the rear of the plane so main cabin plus gets the scraps, that's how you get people to stop flying your airline.

American Airlines was horrible! The layover flight to DFW was delayed with no clear communication and for us having to stay the whole day which led to staying a night in Dallas was comped with 2 $12 dollar vouchers and a crappy hotel. We missed a whole day in Tokyo for our honeymoon and stressed the whole 24 hours. We were supposed to leave at the same time the following day, but that was delayed hours again. And instead of letting the delayed flight go first, they let the flight that was scheduled ahead of us. American should refund us the day wasted in Dallas that should have been in Tokyo! We had lost out on paid events that we can’t get refunded. When we finally did leave, it was a good flight. You would think that was the only issue with American but we from the LAX layover, we were delayed 6 hours and were given a $12 dollar voucher that covered a drink only. The only communication we were given then was that because they were delayed in a prior flight we were delayed again. I don’t understand why it was only with American that we had such a bad time with! They have definitely left a sour taste in our mouths for our honeymoon! And then they did send an email saying we could have 2K miles…. For what? To be delayed into another day and miss our flight again?

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

Waiting for gate in RDU for more than 20mins is crazy.

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental