$126 Find Cheap Flights from Oklahoma City 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 Oklahoma City to Caribbean Islands departing on 5/4. 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 Oklahoma City 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 Oklahoma City to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Oklahoma City to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$449
Santo Domingo
Santo Domingo1 stop$629
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$681
Nassau
Nassau1 stop$440
Kingston
Kingston2 stops$714
Simpson Bay
Simpson Bay2 stops$623
Providenciales
Providenciales1 stop$589
Port of Spain
Port of Spain1 stop$760
George Town
George Town2 stops$528
Willemstad
Willemstad2 stops$688
Puerto Plata
Puerto Plata2 stops$693
St. John's
St. John's1 stop$809
Aguadilla
Aguadilla2 stops$460
Punta Cana
Punta Cana1 stop$449
Santo Domingo
Santo Domingo1 stop$629
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$681
Nassau
Nassau1 stop$440
Kingston
Kingston2 stops$714
Simpson Bay
Simpson Bay2 stops$623
Providenciales
Providenciales1 stop$589
Port of Spain
Port of Spain1 stop$760
George Town
George Town2 stops$528
Willemstad
Willemstad2 stops$688
Puerto Plata
Puerto Plata2 stops$693
St. John's
St. John's1 stop$809
Aguadilla
Aguadilla2 stops$460

Book Cheap Oklahoma City 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 Oklahoma City 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 Oklahoma City to Caribbean Islands

Fri, Apr 24 - Wed, Apr 29
American Airlines Logo
7:55 pm - 2:42 pm
OKC
-
SJU
17h 47m
1 stop
American Airlines Logo
7:25 am - 10:47 pm
SJU
-
OKC
16h 22m
1 stop
$252American Airlines
Tue, Apr 28 - Wed, Jun 3
United Airlines Logo
10:25 am - 8:34 pm
OKC
-
SJU
9h 09m
1 stop
United Airlines Logo
2:05 am - 8:57 am
SJU
-
OKC
7h 52m
1 stop
$291United Airlines
Tue, Apr 28 - Wed, Jun 3
United Airlines Logo
10:25 am - 8:34 pm
OKC
-
SJU
9h 09m
1 stop
United Airlines Logo
2:05 am - 8:57 am
SJU
-
OKC
7h 52m
1 stop
$312United Airlines
Mon, May 4 - Fri, May 8
American Airlines Logo
7:55 pm - 2:42 pm
OKC
-
SJU
17h 47m
1 stop
American Airlines Logo
11:59 pm - 10:37 am
SJU
-
OKC
11h 38m
1 stop
$318American Airlines
Tue, Apr 21 - Sat, Apr 25
American Airlines Logo
6:18 am - 8:51 pm
OKC
-
SJU
13h 33m
1 stop
American Airlines Logo
11:43 am - 11:58 pm
SJU
-
OKC
13h 15m
1 stop
$321American Airlines
Mon, Apr 13 - Fri, Apr 17
American Airlines Logo
6:03 pm - 12:03 pm
OKC
-
SJU
17h 00m
1 stop
American Airlines Logo
6:45 am - 10:58 pm
SJU
-
OKC
17h 13m
1 stop
$330American Airlines
Mon, May 4 - Fri, May 8
Southwest Logo
12:15 pm - 11:25 pm
OKC
-
SJU
10h 10m
2 stops
Southwest Logo
5:05 am - 6:25 pm
SJU
-
OKC
14h 20m
2 stops
$347Southwest
Sat, Apr 11 - Sat, Apr 18
Delta Logo
5:15 am - 3:33 pm
OKC
-
MBJ
10h 18m
1 stop
Delta Logo
4:32 pm - 11:59 pm
MBJ
-
OKC
7h 27m
1 stop
$422Delta
Mon, Sep 7 - Sun, Sep 13
Delta Logo
5:45 am - 3:34 pm
OKC
-
MBJ
9h 49m
1 stop
Delta Logo
4:59 pm - 11:51 pm
MBJ
-
OKC
6h 52m
1 stop
$432Delta
Fri, May 1 - Fri, May 8
Southwest Logo
8:40 pm - 3:00 pm
OKC
-
GCM
18h 20m
2 stops
Southwest Logo
1:05 pm - 11:20 pm
GCM
-
OKC
10h 15m
2 stops
$528Southwest
Booking Insights

KAYAK's insights & trends for Oklahoma City to Caribbean Islands flights

Get data-powered insights and trends into flights from Oklahoma City 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 Oklahoma City 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 $355, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Oklahoma City to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oklahoma City 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 Oklahoma City to Caribbean Islands is February, when tickets cost $294 (return) on average. On the other hand, the most expensive months are May and January, when the average cost of round-trip tickets is $673 and $598 respectively.

How far in advance should I book a flight from Oklahoma City 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 Oklahoma City 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 Oklahoma City to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$126
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Oklahoma City to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Oklahoma City 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 Oklahoma City to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oklahoma City to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oklahoma City 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 Oklahoma City 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 Oklahoma City 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 Oklahoma City 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 Oklahoma City 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 Oklahoma City to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Oklahoma City 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 Oklahoma City 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 4324 reviews
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

2.0 MediocreBeth, Mar 2026
MDW - PIT
Read more Southwest reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Miserable. This entire round trip was miserable. I booked evening flights to and from Detroit on consecutive days that should have had me at my destination by 10:30. Instead I arrived after 3am on my flight to Detroit and after midnight on my return. Multiple unforced errors like awaiting bags to get put on the plane for almost an hour in Detroit and a 20 minute delay to pull up to the gate in Atlanta has me rethinking my assumption that delta is the best and most reliable airline

Good quick flight on a small but comfortable plane. I'm 6'3 and had plenty of space.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

Business class seats felt very cramped compared to other airlines.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Mostly good. The WiFi wasn’t working so that was not great.

I rated the experience "mediocre" because of the 2 hour delay in take off. This is the 4th flight from DFW on AA where there was a delay and in one of the instances (after 13 delays), the flight was cancelled. I understand weather but for the March 18th flight, there was no weather issue in Dallas or Detroit. I called Concierge Key and they were wonderful, booking me on a later flight in case my flight was cancelled. I have flown with American for many years and never has there been this consistent pattern of delays. Very disappointing.

They put me on an earlier and I got home sooner

Not good. One of my luggage is missing. And until now they can’t find it

Horrible experience upon landing. Probably more due to DCA utter incompetence than AA.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports