Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Omaha to Caribbean from $164

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 5/20. 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
0 bags
on. 5/29
on. 6/5

Search hundreds of travel sites at once for deals on flights to Caribbean

In the last 7 days travelers have searched 43,219,010 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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

Free to useThere are no hidden charges or fees.

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

Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana2 stops$383
Montego Bay
Montego Bay2 stops$570
Santo Domingo
Santo Domingo2 stops$573
Oranjestad
Oranjestad1 stop$593
Nassau
Nassau1 stop$442
Simpson Bay
Simpson Bay1 stop$475
Providenciales
Providenciales1 stop$436
George Town
George Town1 stop$519
Willemstad
Willemstad2 stops$549

Good to know

Low season

September

High season

January

Cheapest flight

$164
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 16% 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 to Caribbean from Omaha 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 to Caribbean with an airline and back to Omaha 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 to Caribbean from Omaha up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Morning departure is around 18% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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.
8.1
Alaska AirlinesOverall score based on 9110 reviews
8.2boarding
7.3entertainment
7.9comfort
8.6crew
7.3food
Airline reviews

Command crew was excellent in handling dangerous flying conditions (weather).

8.0 ExcellentAnonymous, Apr 2024SEA - MCI
Read more about Alaska Airlines reviews

Command crew was excellent in handling dangerous flying conditions (weather).

I really like Alaska airline, it's my favorite airline❤️

Alaska continues to provide one of the best domestic US airline experiences.

Too many people with oversized carry-ons. Uncomfortable seats. flight was too crowded.

Alaska Airlines was fantastic. Kayak on the other hand was extremely poor. I got tickets through Kayak for a flight to a funeral. The date got changed less than 12 hours after I made my reservations. When I attempted to change my flights through Kayak, I was unable to use either the website or the phone system. The phone matrix did not give an option to cancel or change. The website said Kayak could not find any record of me making airline reservations through Kayak and even through I never left the Kayak website when making the reservations to my knowledge. After more than a half hour of frustration on the phone and computer ( on top of dealing with the death of a member of my family) I finally contacted Alaska Airline directly and they cancelled my flight and refunded the cost very quickly and efficiently. Alaska Airlines gets 10 stars. Kayak gets zero stars and has permanently lost a customer. I will never use Kayak again.

Assigned last seat in row Did not recline at all Alaska Air seemed to have more leg room than my last few flights on United Yay!

Pleasant flight, now wifi, but did get pushed to the exit row gracefully cause I am a tall man. Was a pleasant thank you.

Long flights are best when the seats have movies and shows to watch.

The WIFI didn't work well enough to get through even 5 minutes of a movie I had selected (it just kept pausing and spinning), and I just gave up and read a book. The selection of movies was a little sparse though, so reading wasn't that bad of an option. This was an older 737-800, with undersized overhead bins -- but it doesn't make sense to me that we are told to slide our bags in with the wheels facing us (most people ignore that and put the handles facing us). This makes it more difficult to remove the bags (no handle). The flight went well, and the fruit/cheese platter I pre-ordered was good -- although it is a little annoying to have to pre-order for this (but I suppose it saves time). When I pre-order it automatically gets charged to my personal credit card (Alaska VISA), when I'd prefer to use my corporate card for that on business trips.

Good - San Jose security is a breeze. Exact opposite of San Diego. Flight on time. Bad - FA's were not that cheery or polite. I thought we may blow out a tire as the pilot slammed down a hard landing in perfect conditions. He came in pretty hot like he had a date waiting.

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

Crew were fine, drinks and snacks were as well but we were delayed for around 2 hrs which made our entry into Mexico delayed as well with the influx of arrivals at the same time. Sort of wasted our first day of vacation. We left Pittsburgh at 630am and did not arrive in Mexico until late dinner time.

The ride was good but no food ot entertainment hence, it was just over an hour flight.

There was a group of school age passengers that were very loud and unruly with their chaperones were no where to be found.

Boarding was unorganized. They expected passengers to ask people to move their assigned seat they paid for in order to sit together. The seats even in comfort are smaller than other airlines and the flight attendants appeared not to be well prepared

The WiFi didn’t work and the seats are too close together. Very uncomfortable.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

So so. Terrible aircraft choice for that leg of the flight.

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Too bad that first class seats do not recline significantly causing discomfort

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

Not sure why JAL partnered with American Airlines because their service is no where near similar. Flight attendants were not friendly and didn’t smile. Food was horrible…

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Terrible boarding , Business class seats are sub standard. As usual crew will miss your food too

Just get Economy Plus for international flights, so worth it the extra room, bigger seats…

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Omaha to Caribbean

Recent round-trip flight deals

9/13fr.
2 stopsAmerican Airlines
17h 56mOMA-SJU
9/21lø.
1 stopAmerican Airlines
9h 01mSJU-OMA
$333
9/13fr.
2 stopsAmerican Airlines
17h 56mOMA-SJU
9/21lø.
2 stopsAmerican Airlines
16h 57mSJU-OMA
$334
5/12sø.
2 stopsFrontier
19h 37mOMA-PUJ
5/15on.
2 stopsFrontier
40h 25mPUJ-OMA
$383
5/12sø.
2 stopsFrontier
21h 48mOMA-PUJ
5/15on.
2 stopsFrontier
40h 25mPUJ-OMA
$394
9/13fr.
2 stopsAmerican Airlines
17h 56mOMA-SJU
9/21lø.
2 stopsAmerican Airlines
12h 52mSJU-OMA
$398
9/10ti.
1 stopDelta
8h 28mOMA-PUJ
9/17ti.
1 stopDelta
8h 36mPUJ-OMA
$449
9/10ti.
2 stopsDelta
17h 51mOMA-PUJ
9/17ti.
1 stopDelta
8h 36mPUJ-OMA
$454
8/18sø.
1 stopUnited Airlines
8h 32mOMA-SJU
8/23fr.
2 stopsUnited Airlines
14h 12mSJU-OMA
$457
5/21ti.
1 stopUnited Airlines
8h 53mOMA-NAS
5/26sø.
1 stopUnited Airlines
8h 29mNAS-OMA
$468
7/21sø.
2 stopsAlaska Airlines
45h 00mOMA-SJU
7/25to.
2 stopsAlaska Airlines
38h 29mSJU-OMA
$1,836

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/20ma.
2 stopsFrontier
25h 05mOMA-SJU
$164
5/20ma.
2 stops
25h 54mOMA-SJU
$186
5/20ma.
3 stops
36h 56mOMA-SJU
$189
5/20ma.
3 stops
44h 21mOMA-SJU
$216
5/4lø.
1 stopAmerican Airlines
7h 05mOMA-GCM
$314
5/20ma.
1 stopAmerican Airlines
17h 57mOMA-SJU
$319
5/20ma.
1 stopAmerican Airlines
17h 57mOMA-SJU
$321
5/4lø.
3 stops
27h 20mOMA-GCM
$1,224
5/4lø.
3 stopsBritish Airways
51h 45mOMA-GCM
$2,272

Search by stops

Search by airline

Search by price

Last minute flights from Omaha to Caribbean

Last minute flight, train and bus deals

5/4lø.
multi-stopDelta
6h 01mOMA-PLS
5/7ti.
multi-stopDelta
10h 59mPLS-OMA
$495
5/4lø.
multi-stopAmerican Airlines
8h 50mOMA-PLS
5/7ti.
multi-stopAmerican Airlines
18h 27mPLS-OMA
$586
5/2to.
multi-stopAmerican Airlines
9h 45mOMA-SJU
5/11lø.
multi-stopAmerican Airlines
16h 53mSJU-OMA
$611
5/2to.
multi-stopAmerican Airlines
8h 07mOMA-SJU
5/10fr.
multi-stopAmerican Airlines
15h 33mSJU-OMA
$614
5/1on.
multi-stopAmerican Airlines
9h 15mOMA-SJU
5/3fr.
multi-stopAmerican Airlines
15h 43mSJU-OMA
$671
5/2to.
multi-stopUnited Airlines
11h 19mOMA-SJU
5/10fr.
multi-stopUnited Airlines
10h 37mSJU-OMA
$704
5/2to.
multi-stopAmerican Airlines
9h 15mOMA-SJU
5/10fr.
multi-stopAmerican Airlines
9h 07mSJU-OMA
$753
5/2to.
multi-stopUnited Airlines
11h 19mOMA-SJU
5/11lø.
multi-stopUnited Airlines
28h 11mSJU-OMA
$784
5/2to.
multi-stopAmerican Airlines
7h 52mOMA-MBJ
5/4lø.
multi-stopAmerican Airlines
11h 40mMBJ-OMA
$825
5/1on.
multi-stopUnited Airlines
10h 30mOMA-SJU
5/2to.
multi-stopUnited Airlines
21h 48mSJU-OMA
$826

Search by stops

Search by airline

Search by price