$180 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$558
Santo Domingo
Santo Domingo1 stop$680
Montego Bay
Montego Bay2 stops$453
Oranjestad
Oranjestad1 stop$507
Nassau
Nassau1 stop$421
Providenciales
Providenciales1 stop$484
Bridgetown
Bridgetown1 stop$841
George Town
George Town2 stops$443
Willemstad
Willemstad2 stops$613
Puerto Plata
Puerto Plata2 stops$851
St. John's
St. John's1 stop$813
Punta Cana
Punta Cana1 stop$558
Santo Domingo
Santo Domingo1 stop$680
Montego Bay
Montego Bay2 stops$453
Oranjestad
Oranjestad1 stop$507
Nassau
Nassau1 stop$421
Providenciales
Providenciales1 stop$484
Bridgetown
Bridgetown1 stop$841
George Town
George Town2 stops$443
Willemstad
Willemstad2 stops$613
Puerto Plata
Puerto Plata2 stops$851
St. John's
St. John's1 stop$813
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 $485 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $707 and $678 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

$180
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 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.
7.9
SouthwestOverall score based on 4208 reviews
7.4Entertainment
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
Airline reviews

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

10.0 ExcellentJennifer, Oct 2026
Read more Southwest reviews

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.

WiFi was inoperable - second in four recent Southwest flights where that was true. I need WiFi for work and if Southwest cannot provide, I’ll stop using it

It’s too cold like fridge and they don’t offer a blanket with expensive price

Boarding now takes twice as long since going with assigned seats.

Smooth flights, connection, and friendly crew in the air and at the gate.

Flight was delayed again. I fly out every other weekend and lately the flight is delayed 3 out of five times 🤷🏻‍♀️

A List preferred boarding was nice Asked for a mask and cheerfully received Denver bag check-in is tricky. Not near other checking desk. Have to navigate to east security and up to level six for bag checkin. TSA busy and 20 minutes process thru pre lines Denver train to gates quick but one more thing to plan time for and long concourse walk to gate

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.

WiFi only works on about 75% of my Delta flights. I rarely fly SW, but their WiFi works 100% of the time and is easy to connect. On my DL flight from DCA to BNA today, I try to connect to WiFi for about 30 minutes, but I gave up. I have a lot of work to do, and I lost two hours today. Very frustrating.

Only flew a short distance from Buffalo to New York City JFK SO it was okay

dropped my bags at Seattle Delta curbside. 1.5 hours before departure. one bag oversized made it. the other was left at curb and mishandled. poor communication from delta in sjc baggage claim. No internet on flight and food choices in business are horrible. You are forcing us to fly Alaska which is shockingly better than the Delta experience. that is a low bar.

attendents were rude and the boarding was disjointed and poor

Delta keep on impressing me. Right now Delta airline is the best of them all

Very good- all went as planned. Flight was on time. Seating was a little sub , as always. Snacks and entertainment were basic. We arrived on time- no problems.

Everything was great, from the flight and crew to the seating and snacks.

Rude staff from baggage check to gate crew. Poor instructions. Inconsistent application of baggage rules.

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.

Everything was OK except the meals, that was overpriced chicken meat.

Seat would not recline, and charger did not work. Person in front of me reclined before we took off and left it reclined when they got off the plane. Nobody ever told them to put their seat in upright position....which meant I was somewhat trapped in my window seat when deplaning. Another passenger had to go to their seat and un-recline so I could get out.

Miss My connection I had to take a flight from Indianapolis to Denver , then to san fransisco , sleep in sans fransisco en the flight to Los Cabos the next morning

Not so good. Crew was not as attentive as they should have been especially if flying business class. Only offered dinner 2 hours after takeoff. My flight attendant seemed overwhelmed. Pushed my help button but no one came. I explained everything on my previous review.

My flight from Boston to SFO was fine. Crew was friendly and helpful. Food was mediocre. Fright from SFO to MNL was not as good. My flight attendant was friendly but didn’t seem to have a lot of experience. She seemed overwhelmed. Also, this was the only red eye business class flight I’ve flown which only served dinner 2 hours after takeoff in a 13 hr flight. When I woke up 1 hr before landing, everyone was eating so I assumed bkft was being served. I pushed my button for help and no one came so I approached my flight attendant and she said they don’t serve bkft but she gave me choices for lunch or dinner. I routinely fly business class but I was disappointed with the lack of service and attention I was given on this flight. Also, most airlines will offer a snack or coffee before bkft is served but this was not offered during this flight. Overall, it was disappointing.

The first leg of my trip the Republic Airlines aircraft was late due to a maintenance problem. Then I called United to reroute. Their reroute airline lost my bag but found it and returned it two days later. Hopefully my return trip home is better.

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.

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

Wonderful aircraft Crew was tired,but great considering On time No complaints

I am always very pleased with the service u receive from JetBlue employees

Your Jet Blue representative at the check in desk in Boston on Sunday morning, October 13, was unkind and unhelpful. For that reason alone I will avoid JetBlue airlines in the future. No food or beverage on the flight due to turbulence (not your fault). However I paid extra to sit in the upgraded section in the front and did not benefit from most amenities.

we used to fly with a different airline but it shut down. We had to find an alternative airline that we like in order to make domestic trips and this fits the bill. Not only is it a similar price but the customer service and the experience overall is much much better. We will be using JetBlue again.

Uncomfortable seat. No help for my disability. Staff refused to help me put my carry-on in the overhead bin. So I had to check the bag.

Terrible. Quality has gone down significantly. Plane was delayed. No instructions from the staff. Will try to avoid in the future!

The flight left unexpectedly early. Although I checked in at the gate, the crew made no attempt to contact me to inform me that what had been a delayed flight was now departing before the scheduled departure time. No announcement on the PA, no phone call. When I checked back at the gate for the delay status just before the scheduled departure time, I was told the doors were already locked and the flight had left.

Late boarding, had to check the bag even though there was space on the flight and I was I row 7

Our seats were moved for no reason. The plane was old and wifi and tv were slow. The flight was delayed over an hour for a paperwork issue. Only bright spot was the flight attendants good service.

The flight was 3 hours and 40 minutes late. The communication around the delays was awful. I fly this route regularly and it is always late. I don't understand it. The flight attendants were not friendly and were generally loud. This was an overall bad look for American Airlines.

It was a late flight; crew was invisible. Zero air flow - the tiny plane was a sauna; the left the lights on for 1/2 of the flight; there was no water. Never again.

We were delayed a long time. We waited for “catering”. We didn’t get any food or accommodation for our wait. It made us land well after dinner time at our destination.

Good flight, excellent personnel; poor comfort, small seats, big cost.

No flight delays. No need to rebook to make connections. Enjoyed second leg of flight on Iberia.

Very Good in general. Serving attitude are very good. Just a suggestion: There 2 things can be improved: 1. The flight attendants can lower the voices when they talked in the serving station. Sometimes they talked loud and we could hear clearly what they said about the passengers. 2. Please don’t throw the utensils and plates it’s too loud and noisy. They broke the glasses and plates sometimes at the business class. These all could be done in a gentle way. Just some small observations. Thanks.

Flight was delayed a couple of times. Which is annoying, but manageable.

Too little snack and drink for almost 6:00 hr flight. Should have serve some food.

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