$152 Find Cheap Flights from Omaha to Caribbean

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 8/22. 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

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Cheap Flights from Omaha to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$568
Santo Domingo
Santo Domingo1 stop$590
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$691
Nassau
Nassau1 stop$586
Simpson Bay
Simpson Bay2 stops$570
Providenciales
Providenciales1 stop$583
Bridgetown
Bridgetown2 stops$697
George Town
George Town2 stops$504
Willemstad
Willemstad1 stop$683
Puerto Plata
Puerto Plata2 stops$655
St. John's
St. John's2 stops$735
Punta Cana
Punta Cana1 stop$568
Santo Domingo
Santo Domingo1 stop$590
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$691
Nassau
Nassau1 stop$586
Simpson Bay
Simpson Bay2 stops$570
Providenciales
Providenciales1 stop$583
Bridgetown
Bridgetown2 stops$697
George Town
George Town2 stops$504
Willemstad
Willemstad1 stop$683
Puerto Plata
Puerto Plata2 stops$655
St. John's
St. John's2 stops$735

Book Cheap Omaha to Caribbean 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 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

Wed, Sep 9 - Wed, Sep 16
Delta Logo
8:00 am - 4:35 pm
OMA
-
SJU
7h 35m
1 stop
Delta Logo
5:41 pm - 11:59 pm
SJU
-
OMA
7h 18m
1 stop
$326Delta
Wed, Oct 21 - Wed, Oct 28
American Airlines Logo
1:58 pm - 11:50 pm
OMA
-
SJU
8h 52m
1 stop
American Airlines Logo
3:50 pm - 12:09 am
SJU
-
OMA
9h 19m
1 stop
$331American Airlines
Mon, Sep 14 - Sat, Sep 19
American Airlines Logo
7:44 pm - 12:45 pm
OMA
-
MBJ
17h 01m
2 stops
American Airlines Logo
1:05 pm - 9:13 am
MBJ
-
OMA
20h 08m
2 stops
$357American Airlines
Mon, Sep 14 - Sat, Sep 19
American Airlines Logo
6:20 pm - 1:07 pm
OMA
-
MBJ
18h 47m
1 stop
American Airlines Logo
1:05 pm - 9:13 am
MBJ
-
OMA
20h 08m
2 stops
$364American Airlines
Wed, Oct 21 - Tue, Oct 27
United Airlines Logo
6:00 am - 8:38 pm
OMA
-
SJU
13h 38m
2 stops
United Airlines Logo
1:05 am - 10:33 am
SJU
-
OMA
10h 28m
2 stops
$406United Airlines
Tue, Sep 29 - Mon, Oct 5
American Airlines Logo
6:54 am - 2:45 pm
OMA
-
SJU
6h 51m
1 stop
American Airlines Logo
3:25 pm - 11:42 pm
SJU
-
OMA
9h 17m
1 stop
$409American Airlines
Wed, Oct 21 - Wed, Oct 28
American Airlines Logo
7:16 am - 11:50 pm
OMA
-
SJU
15h 34m
2 stops
American Airlines Logo
8:35 am - 6:24 pm
SJU
-
OMA
10h 49m
2 stops
$414American Airlines
Mon, Aug 31 - Tue, Sep 1
United Airlines Logo
7:00 pm - 11:57 am
OMA
-
SJU
15h 57m
2 stops
United Airlines Logo
1:00 am - 2:04 pm
SJU
-
OMA
14h 04m
2 stops
$416United Airlines
Sat, Sep 5 - Mon, Sep 7
Delta Logo
5:35 am - 4:35 pm
OMA
-
SJU
10h 00m
1 stop
Delta Logo
5:45 pm - 11:59 pm
SJU
-
OMA
7h 14m
1 stop
$418Delta
Thu, Jun 25 - Thu, Jul 2
Southwest Logo
7:55 am - 6:30 pm
OMA
-
NAS
9h 35m
2 stops
Southwest Logo
2:10 pm - 11:00 pm
NAS
-
OMA
9h 50m
2 stops
$733Southwest
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?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Omaha to Caribbean, 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 is January, when tickets cost $108 (return) on average. On the other hand, the most expensive months are March and September, when the average cost of round-trip tickets is $227 and $215 respectively.

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

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, 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, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$163
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 5% 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.
8.0
SouthwestOverall score based on 4297 reviews
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

I'm glad it wasn't only 75% full because I could get a good seat

8.0 ExcellentBobby, May 2026
BNA - GSP
Read more Southwest reviews

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

WiFi didn’t exist , seats were super cramped, lights stayed on near my seat for a long time while others were dimmed, the food/trash/drink cart hit my shoulder at least a couple of times while moving, food options were down to just one option by the time it got to my row, the utensils were garbage (knife bent at a couple of places by the time I was done eating) the spoon was very flimsy plastic

Friendliest Flight Attendant I’ve seen since I flew on Southwest Airlines. The whole trip was outstanding…and arrived Early!

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

I didn’t have a seat assignment and my seat was very dirty on the flight from Frankfurt to Budapest.

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

No screens or meal options. Freezing cold. Dirty seats. Left late.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Cree was organized and pleasant. Plane had good seating but as it’s a shuttle toilets hadn’t been thoroughly cleaned (eg. bins too full)

I liked that my son and I were reseated next to each other (we had different bookings). I liked that it was a directg flight and mostly on time. I liked that you provided pillows and blankets. Flight attendants were generally courteous. The messaging through wifi did not work well. The food was not good. Seats are very narrow and I felt slightly claustraphobic in the window seat.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Direct tv did not work on flight Short flight so no good service offered Arrived early to destination and had to wait for gate to open. Deplaned LATER than if we arrived on time!! Poor planning Jet blue has had something go wrong on every flight I’ve taken with them in last five years. Terribly run airline

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

There was a screen but no earphones that could use the older input so I could listen to anything.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Flight was delayed an no one cares, or try to help passengers to get the conexión.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

The small flights with Valet Luggage has a poor service

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports