$108 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 5/2. 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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Flight Deals

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$415
Santo Domingo
Santo Domingo1 stop$549
Montego Bay
Montego Bay1 stop$312
Oranjestad
Oranjestad1 stop$589
Nassau
Nassau1 stop$546
Simpson Bay
Simpson Bay2 stops$490
Providenciales
Providenciales2 stops$528
Bridgetown
Bridgetown1 stop$645
George Town
George Town2 stops$450
Willemstad
Willemstad2 stops$628
St. John's
St. John's1 stop$655
Puerto Plata
Puerto Plata2 stops$703
Punta Cana
Punta Cana1 stop$415
Santo Domingo
Santo Domingo1 stop$549
Montego Bay
Montego Bay1 stop$312
Oranjestad
Oranjestad1 stop$589
Nassau
Nassau1 stop$546
Simpson Bay
Simpson Bay2 stops$490
Providenciales
Providenciales2 stops$528
Bridgetown
Bridgetown1 stop$645
George Town
George Town2 stops$450
Willemstad
Willemstad2 stops$628
St. John's
St. John's1 stop$655
Puerto Plata
Puerto Plata2 stops$703

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

Sun, May 3 - Fri, May 8
United Airlines Logo
6:15 am - 3:42 pm
OMA
-
SJU
8h 27m
1 stop
United Airlines Logo
1:00 am - 2:20 pm
SJU
-
OMA
14h 20m
2 stops
$210United Airlines
Sun, May 3 - Fri, May 8
United Airlines Logo
6:15 am - 3:42 pm
OMA
-
SJU
8h 27m
1 stop
United Airlines Logo
1:00 am - 12:19 pm
SJU
-
OMA
12h 19m
2 stops
$234United Airlines
Sat, May 2 - Wed, May 6
American Airlines Logo
5:07 pm - 10:48 am
OMA
-
SJU
16h 41m
1 stop
American Airlines Logo
7:25 am - 2:00 pm
SJU
-
OMA
7h 35m
1 stop
$271American 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 - 12:22 am
SJU
-
OMA
17h 57m
1 stop
$272American 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 - 12:22 am
SJU
-
OMA
17h 57m
1 stop
$277American 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
11:59 pm - 2:15 pm
SJU
-
OMA
15h 16m
1 stop
$278American Airlines
Tue, Apr 14 - Wed, Apr 22
Delta Logo
5:30 am - 1:21 pm
OMA
-
PUJ
6h 51m
1 stop
Delta Logo
2:46 pm - 12:10 am
PUJ
-
OMA
10h 24m
1 stop
$415Delta
Tue, Apr 14 - Wed, Apr 22
Delta Logo
3:59 pm - 12:40 pm
OMA
-
PUJ
19h 41m
2 stops
Delta Logo
2:46 pm - 12:10 am
PUJ
-
OMA
10h 24m
1 stop
$419Delta
Sun, Apr 12 - Tue, Apr 21
Southwest Logo
7:25 pm - 12:10 pm
OMA
-
GCM
16h 45m
2 stops
Southwest Logo
1:05 pm - 10:10 pm
GCM
-
OMA
9h 05m
2 stops
$507Southwest
Thu, Apr 9 - Thu, Apr 16
Southwest Logo
4:50 pm - 12:10 pm
OMA
-
GCM
19h 20m
2 stops
Southwest Logo
1:05 pm - 9:50 pm
GCM
-
OMA
8h 45m
1 stop
$521Southwest
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 $367, 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 $350 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $640 and $579 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$108
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 11% increase in price.
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 4299 reviews
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

10.0 ExcellentTy&Steph, Feb 2026
CLT - STL
Read more Southwest reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

2+hrs delay without any reason provided and a cramped flight

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

Flight was delayed due to crew being not on time

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

Never got on it. Was re-routed through Detroit and am still in airports 12 hours later waiting for my connecting plane to arrive.

Delta has too many delays now days. It is 1:06 am now. I was supposed to land in Norfolk at 10:30 pm. I got re-booked through Detroit and I’m still in Detroit. I hope to be landed in Norfolk by 3am. I’ve been in airports for 12 hours as of right now. There is a weather delay now but most delays lately have been maintenance.

We got delayed three hours and nobody thought to have the bathroom fixed while we were sitting waiting to board? took a full hour to have maintenance come and check it off. Had to shut the bathroom down twice so that the pilots could go to the bathroom. Everyone missed their connections.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Flight on time. Excellent service in Premium Economy. Great food served and cleaned up promptly. Unfortunately the climate control was malfunctioning and it was very cold and felt a bit like camping. Cold helps with sleep though so not complaining too much. Slept well. It asks to rate "entertainment". I do not like any IFE, don't shove a big screen in my face—I have my own phone if I want it. So this will always get low ratings.

We had turbulence ever 1/2 hr or so and the captains announcements were SOOOO LOUD

Everything was great except for the boarding process. Everyone is lining up all at the same time and it’s hard to tell between the groups as they are way too large.

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

Overall we had a good experience during our flight from San Francisco to Houston.

Airport terminal was outdated, flight was on a small jet with no wifi

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

Massimo, flight attendant was very authentic, attentive - wonderful. Food/wrap was just okay.

Worst experience ever. Flight could not land in Charlotte for what we were told was a ground stop. Had to be diverted to Raleigh to refuel. Strangely during ground stop, our connecting flight had no issue taking off on time causing us to miss our flight. We were told there were no other flights that day to our final destination and that two days out was the next one. The only flights to get us there were from Chicago the next morning. Completely opposite direction but it was a direct flight. So we get flown to Chicago and have to find a hotel in our own dime. The flight in the morning was also delayed. Thankfully only a short time. The non too of all this, our luggage did not arrive by the time we were there. Communication was terrible, through the entire trip. Complete incompetence. Will never fly American again.

Horrible. Got delayed many hours because their pilot wasn't trained for night landing at the airport and a rain delay made it a night landing. We have to wait hours for a qualified crew. They give us 12 dollar meal vouchers but most everything in the airport was closed and definitely more expensive than the vouchers.

I am an AA flyer for a very long time... AA has yet to disappoint.

Flight was delayed. Not much information on when the flight would take off. Eventually we were told it was maintenance. App was not giving updates.

Never ontime and always delays. Long waits for customer service and often app doesn’t work

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports