$128 Find Cheap Flights from Omaha to Caribbean Islands

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 2/23. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Omaha to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Omaha to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Omaha to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$465
Santo Domingo
Santo Domingo2 stops$543
Montego Bay
Montego Bay1 stop$524
Oranjestad
Oranjestad1 stop$539
Nassau
Nassau1 stop$440
Simpson Bay
Simpson Bay1 stop$559
Providenciales
Providenciales1 stop$363
Bridgetown
Bridgetown2 stops$652
George Town
George Town2 stops$446
Willemstad
Willemstad1 stop$614
St. John's
St. John's1 stop$650
Puerto Plata
Puerto Plata2 stops$633
Punta Cana
Punta Cana1 stop$465
Santo Domingo
Santo Domingo2 stops$543
Montego Bay
Montego Bay1 stop$524
Oranjestad
Oranjestad1 stop$539
Nassau
Nassau1 stop$440
Simpson Bay
Simpson Bay1 stop$559
Providenciales
Providenciales1 stop$363
Bridgetown
Bridgetown2 stops$652
George Town
George Town2 stops$446
Willemstad
Willemstad1 stop$614
St. John's
St. John's1 stop$650
Puerto Plata
Puerto Plata2 stops$633

Book Cheap Omaha to Caribbean Islands 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 Islands 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 Islands

Mon, Mar 2 - Thu, Mar 5
United Airlines Logo
8:00 am - 12:36 am
OMA
-
SJU
14h 36m
2 stops
United Airlines Logo
8:30 am - 2:24 pm
SJU
-
OMA
7h 54m
1 stop
$256United Airlines
Sat, May 2 - Thu, May 7
American Airlines Logo
5:07 pm - 10:48 am
OMA
-
SJU
16h 41m
1 stop
American Airlines Logo
7:25 am - 4:22 pm
SJU
-
OMA
9h 57m
1 stop
$262American Airlines
Sat, May 2 - Thu, May 7
American Airlines Logo
7:38 pm - 2:12 pm
OMA
-
SJU
17h 34m
1 stop
American Airlines Logo
7:25 am - 4:22 pm
SJU
-
OMA
9h 57m
1 stop
$263American Airlines
Wed, May 6 - Wed, May 13
United Airlines Logo
6:00 am - 5:38 pm
OMA
-
SJU
10h 38m
1 stop
United Airlines Logo
7:40 am - 2:26 pm
SJU
-
OMA
7h 46m
1 stop
$278United Airlines
Mon, Feb 16 - Fri, Feb 27
American Airlines Logo
7:18 pm - 5:24 am
OMA
-
SJU
8h 06m
1 stop
American Airlines Logo
6:33 am - 1:27 pm
SJU
-
OMA
8h 54m
1 stop
$281American Airlines
Tue, Feb 17 - Mon, Feb 23
Delta Logo
5:31 am - 1:33 pm
OMA
-
NAS
7h 02m
1 stop
Delta Logo
6:27 pm - 11:57 pm
NAS
-
OMA
6h 30m
1 stop
$440Delta
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
6:05 pm - 12:10 pm
OMA
-
GCM
18h 05m
2 stops
Southwest Logo
1:05 pm - 8:45 pm
GCM
-
OMA
7h 40m
1 stop
$446Southwest
Tue, Mar 3 - Sat, Mar 7
Southwest Logo
5:50 pm - 12:55 pm
OMA
-
GCM
18h 05m
2 stops
Southwest Logo
3:55 pm - 9:40 pm
GCM
-
OMA
6h 45m
1 stop
$455Southwest
Tue, Apr 14 - Tue, Apr 21
Delta Logo
5:35 am - 11:24 am
OMA
-
GCM
5h 49m
1 stop
Delta Logo
12:45 pm - 12:05 am
GCM
-
OMA
11h 20m
1 stop
$463Delta
Mon, Mar 2 - Thu, Mar 5
Air Canada Logo
6:45 pm - 4:20 pm
OMA
-
UVF
43h 35m
2 stops
Air Canada Logo
5:15 pm - 8:21 pm
UVF
-
OMA
29h 06m
2 stops
$1,028Air Canada
Booking Insights

KAYAK's insights & trends for Omaha to Caribbean Islands flights

Get data-powered insights and trends into flights from Omaha to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Omaha to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $356, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Omaha to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Omaha to Caribbean Islands, 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 Islands is January, when tickets cost $357 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $630 and $593 respectively.

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

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 Islands, 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 Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$128
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 2% 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 from Omaha to Caribbean Islands 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 from Omaha to Caribbean Islands 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 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 from Omaha to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Omaha to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Omaha to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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
SouthwestOverall score based on 4261 reviews
7.5Entertainment
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
Airline reviews

The seats were comfortable, and the boarding process was pretty smooth.

10.0 ExcellentJohn, Jan 2026
BWI - MDW
Read more Southwest reviews

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Staff was great! Kind and cordial! Middle seat row 28 seat B has a hump in it. Trays were getting stuck when putting down and up. Good flight

Departure was delayed resulting in me missing my connection. Delta did not autimatically find me another flight.

The seats weren’t reclining even though it wasn’t as exit seat

It was good because we traveled without luggage, carry on only.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

left on time, reasonable boarding process arrived early luggage came out quickly

I like flying first class, and United has a nice one

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

The professionals have excellent customer service, the seats don´t have enough space.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

I love American. I’ll never fly anyone else if I can help it.

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports