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Find cheap flights from Omaha to Caribbean Islands from $129

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 5/20. 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
vie. 6/7
vie. 6/14

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Best Caribbean Islands Flight Deals

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

Punta Cana
Punta Cana1 stop$385
Montego Bay
Montego Bay2 stops$457
Santo Domingo
Santo Domingo2 stops$493
Oranjestad
Oranjestad2 stops$558
Nassau
Nassau1 stop$443
Simpson Bay
Simpson Bay1 stop$475
Providenciales
Providenciales1 stop$431
Bridgetown
Bridgetown2 stops$591
George Town
George Town1 stop$519
Willemstad
Willemstad2 stops$549
St. John's
St. John's2 stops$735

Good to know

Low season

September

High season

February

Cheapest flight

$129
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 9% 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 to Caribbean Islands 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 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 to Caribbean Islands 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 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 to Caribbean Islands 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 4 airlines serving from Omaha to Caribbean Islands

 
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
DeltaOverall score based on 10789 reviews
8.0Entertainment
8.6Crew
8.2Boarding
7.9Comfort
7.4Food
Airline reviews

West Jet has a horrible boarding process and the seats have no cushion.

4.0 OkayDouglas, May 2024MSP - YEG
Read more about Delta reviews

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

Flight was delayed 2.5 hours - a big deal on an overnight when you plan to sleep.

I feel like they have upgraded the app since I last flew United and I found it to be super helpful. I had stopped flying United unless absolutely necessary and my experience on this trip indicates they have been working hard to improve their services.

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. Very comfortable business seats with nice bedding. Good food. We were delayed to let late passengers on the flight, but otherwise great experience.

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

I was in business class. There was an excellent headset. But half an hour before arrival they collected them! The rest of the trip I had to use a cheap earphone. There must be a better way to protect the headphones.

All four American Airlines flights I took in last seven days were delayed. Caused me loads of problems, missed meetings, loss of time and money.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

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.

Book cheap flights from Omaha to Caribbean Islands

Recent round-trip flight deals

7/1lun.
1 stopFrontier
10h 54mOMA-SJU
7/4jue.
2 stopsFrontier
28h 42mSJU-OMA
$302
7/1lun.
2 stopsFrontier
22h 08mOMA-SJU
7/4jue.
2 stopsFrontier
28h 42mSJU-OMA
$332
9/9lun.
2 stopsAmerican Airlines
15h 55mOMA-SJU
9/14sáb.
2 stopsAmerican Airlines
10h 46mSJU-OMA
$333
9/13vie.
1 stopAmerican Airlines
13h 37mOMA-SJU
9/21sáb.
2 stopsAmerican Airlines
16h 29mSJU-OMA
$334
8/19lun.
1 stopDelta
10h 04mOMA-SJU
8/23vie.
1 stopDelta
10h 29mSJU-OMA
$367
7/3mié.
1 stopDelta
11h 31mOMA-SJU
7/5vie.
1 stopDelta
12h 11mSJU-OMA
$419
8/17sáb.
1 stopUnited Airlines
8h 32mOMA-SJU
8/23vie.
2 stopsUnited Airlines
14h 01mSJU-OMA
$467
5/31vie.
3 stops
38h 14mOMA-STT
6/6jue.
3 stops
26h 26mSTT-OMA
$469
6/3lun.
3 stops
38h 40mOMA-STT
6/9dom.
3 stops
24h 12mSTT-OMA
$504
8/20mar.
2 stopsUnited Airlines
14h 57mOMA-SJU
8/26lun.
2 stopsUnited Airlines
16h 09mSJU-OMA
$506

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Recent one-way flight deals

5/20lun.
1 stop
21h 11mOMA-SJU
$129
5/20lun.
2 stops
23h 48mOMA-SJU
$153
8/5lun.
2 stops
29h 03mOMA-SJU
$186
5/20lun.
3 stops
23h 48mOMA-SJU
$202
8/5lun.
1 stopFrontier
8h 04mOMA-SJU
$203
5/22mié.
2 stopsAmerican Airlines
18h 44mOMA-PUJ
$288
5/20lun.
1 stopAmerican Airlines
17h 57mOMA-SJU
$324
8/28mié.
2 stopsCopa Airlines
22h 12mOMA-PUJ
$369
6/5mié.
1 stopUnited Airlines
29h 42mOMA-SJU
$417
5/27lun.
1 stopUnited Airlines
29h 42mOMA-SJU
$421

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Last minute flights from Omaha to Caribbean Islands

Last minute flight, train and bus deals

5/12dom.
multi-stopAmerican Airlines
7h 30mOMA-PUJ
5/15mié.
multi-stopAmerican Airlines
10h 58mPUJ-OMA
$588
5/12dom.
multi-stopAmerican Airlines
7h 30mOMA-PUJ
5/15mié.
multi-stopAmerican Airlines
17h 32mPUJ-OMA
$593
5/11sáb.
multi-stopAmerican Airlines
8h 50mOMA-SJU
5/14mar.
multi-stopAmerican Airlines
16h 24mSJU-OMA
$611
5/11sáb.
multi-stopAmerican Airlines
9h 15mOMA-SJU
5/14mar.
multi-stopAmerican Airlines
8h 26mSJU-OMA
$613
5/10vie.
multi-stopAmerican Airlines
12h 25mOMA-SJU
5/13lun.
multi-stopAmerican Airlines
18h 17mSJU-OMA
$673
5/11sáb.
multi-stopUnited Airlines
13h 38mOMA-SJU
5/14mar.
multi-stopUnited Airlines
28h 36mSJU-OMA
$791
5/11sáb.
multi-stopUnited Airlines
11h 10mOMA-SJU
5/13lun.
multi-stopUnited Airlines
10h 31mSJU-OMA
$834
5/12dom.
multi-stopDelta
7h 16mOMA-SXM
5/19dom.
multi-stopDelta
9h 49mSXM-OMA
$1,369
5/11sáb.
multi-stop
33h 25mOMA-POP
5/14mar.
multi-stop
18h 50mPOP-OMA
$1,846
5/11sáb.
multi-stop
33h 25mOMA-POP
5/14mar.
multi-stop
18h 50mPOP-OMA
$2,009

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Omaha - Caribbean Islands Flights

Departure:

Omaha (OMA)United States

Return flight deals:

Caribbean Islands - Omaha

Cabin classes:

$429
$757
$127
$70