$175 Find Cheap Flights from Oklahoma City to Caribbean Islands - Compare and Save

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 11/15. 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.
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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$507
Santo Domingo
Santo Domingo2 stops$645
Montego Bay
Montego Bay2 stops$392
Oranjestad
Oranjestad1 stop$666
Nassau
Nassau1 stop$470
Kingston
Kingston2 stops$757
Simpson Bay
Simpson Bay1 stop$510
Providenciales
Providenciales2 stops$602
Port of Spain
Port of Spain1 stop$695
George Town
George Town1 stop$680
Willemstad
Willemstad2 stops$723
Aguadilla
Aguadilla2 stops$389
St. John's
St. John's1 stop$826
Puerto Plata
Puerto Plata2 stops$1,254
Punta Cana
Punta Cana1 stop$507
Santo Domingo
Santo Domingo2 stops$645
Montego Bay
Montego Bay2 stops$392
Oranjestad
Oranjestad1 stop$666
Nassau
Nassau1 stop$470
Kingston
Kingston2 stops$757
Simpson Bay
Simpson Bay1 stop$510
Providenciales
Providenciales2 stops$602
Port of Spain
Port of Spain1 stop$695
George Town
George Town1 stop$680
Willemstad
Willemstad2 stops$723
Aguadilla
Aguadilla2 stops$389
St. John's
St. John's1 stop$826
Puerto Plata
Puerto Plata2 stops$1,254

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

Tue, Jan 12 - Wed, Jan 20
Delta Logo
8:10 am - 5:20 pmOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
7h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 pm - 11:59 pmSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
7h 29m1 stop Atlanta Hartsfield-Jackson
$350Delta
Tue, Jan 12 - Sat, Jan 23
Delta Logo
8:10 am - 5:20 pmOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
7h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 pm - 11:59 pmSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
7h 29m1 stop Atlanta Hartsfield-Jackson
$350Delta
Fri, Sep 11 - Wed, Sep 16
American Airlines Logo
6:20 pm - 1:57 pmOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
18h 37m2 stops Dallas/Fort Worth Miami
American Airlines Logo
3:41 pm - 10:08 pmSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
7h 27m1 stop Charlotte Douglas
$350American Airlines
Fri, Sep 11 - Wed, Sep 16
American Airlines Logo
3:17 pm - 9:24 amOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
17h 07m2 stops Dallas/Fort Worth Miami
American Airlines Logo
6:00 am - 5:30 pmSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
12h 30m2 stops Miami Dallas/Fort Worth
$350American Airlines
Tue, Nov 10 - Tue, Nov 17
United Airlines Logo
10:10 am - 10:22 pmOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
10h 12m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
United Airlines Logo
7:40 am - 4:12 pmSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
10h 32m1 stop Houston George Bush Intcntl
$350United Airlines
Sat, Sep 12 - Fri, Sep 18
United Airlines Logo
7:19 am - 11:50 pmOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
15h 31m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
1:00 am - 11:51 amSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
11h 51m2 stops Newark Chicago O'Hare Intl
$350United Airlines
Fri, Oct 16 - Wed, Oct 21
Southwest Logo
4:30 pm - 1:20 amOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
7h 50m1 stop Orlando
Southwest Logo
6:35 am - 4:20 pmSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
10h 45m2 stops Orlando Houston Hobby
$350Southwest
Thu, Oct 1 - Mon, Oct 19
Multiple Airlines Logo
9:37 am - 11:13 pmOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
12h 36m1 stop Orlando Sanford Intl
Multiple Airlines Logo
4:39 pm - 1:01 pmSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
21h 22m2 stops Tampa Denver Intl
$370Multiple Airlines
Thu, Oct 1 - Wed, Oct 21
Multiple Airlines Logo
9:37 am - 11:13 pmOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
12h 36m1 stop Orlando Sanford Intl
Multiple Airlines Logo
9:49 pm - 9:22 amSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
12h 33m1 stop Orlando
$371Multiple Airlines
Fri, Oct 16 - Wed, Oct 21
Southwest Logo
4:35 pm - 1:20 amOKC  Oklahoma City Will Rogers World-SJU San Juan Luis Munoz Marin Intl
7h 45m2 stops Nashville Intl Orlando
Southwest Logo
2:25 pm - 10:10 pmSJU  San Juan Luis Munoz Marin Intl-OKC Oklahoma City Will Rogers World
8h 45m2 stops Tampa Houston Hobby
$390Southwest
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 $387, 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 April, when tickets cost $580 (return) on average. On the other hand, the most expensive months are March and August, when the average cost of round-trip tickets is $772 and $753 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 4 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

September

Cheapest flight

$175
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 1% 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 4218 reviews
8.6Crew
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

Exceptional. The gate crew responded quickly and got me onto this earlier flight as the final passenger, saving me more than four hours of wait time for my reserved flight.

10.0 ExcellentAnonymous, Aug 2026
Read more Southwest reviews

Exceptional. The gate crew responded quickly and got me onto this earlier flight as the final passenger, saving me more than four hours of wait time for my reserved flight.

The flight was delayed due to earlier issues at other airports. The crew was excellent & made it a good trip.

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

One of the best airlines for fast boarding, on time arrivals, and top notch service!

We sat on the plane on the tarmac for 4 hours.

Cramped older 737. Noisy passengers nearby. Wish you would change and make KC a hub with a direct from OKC. Best new airport!

the flight got cancelled - few hours before the departure time - no time to change

This a short easy flight. No food or drink but that was not an issue since we were only in the air for 35 minutes.

The meal tray was not usable it was completely uneven

My experience with Delta started with my luggage being found ripped open with items missing. The baggage office told me to bring the bag, and I wanted them to see how I found it. The agent refused, so I carried my bag into the office myself. The agent was nice enough to fix the zipper and gave me a red card with a number to call. I followed the steps; first one department, then the baggage department took over. This took more than two hours on the phone. The return flight was okay. The flight lead was checking her meals and then asked if we wanted anything before departure. However, throughout the flight, I had to ask for things because she was reading her book;which I have no issue with if she had been more attentive. At the end of the flight, the pilot appeared annoyed with the flight lead for not following his instructions regarding a meal he had requested; a chicken sandwichand said, "I asked for that for the flight." On the positive side, my work event in Vegas went well, and now I'm home relaxing.

Internet connectivity still seems to be touchy on these flights, making it difficult to rely on it for getting work done.

The ac must have died, it was way to hot on this flight. Boarding g was chaotic. The flight was delayed for boarding. Not a great experience.

Comfortable seats. Nice service online. Short flight, so not a lot of time to enjoy.

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

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

It was a good experience, unfortunately my checked baggages were come late and not arrived on time.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

Staff and flight attendants were very polite. Flight was smooth. My seat on the plane was a bit broken so it would not stay in upright position but it was fine for the most part.

Flight staff and all was fine. Food always sucks on planes so nothing new.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

My flight was delayed so bad i missed u it so i just said never mind

Late FA meant slow boarding. WiFi did not work. I’m a medium plus sized passenger. The seatbelt was for the first time ever barely fitting. And we delayed on the tarmac 40 min

Some of these FA’s need attitude check. Snarky bitches

My flight was delayed several hours, which is to be expected (American never fails to disappoint me!), but the parts that really bothered me are as follows: 1) I was unable to add myself to the standby list for another flight in the app, nor could the gate agents figure out how to help me do so (the app is difficult to work with and simply did not allow me to perform the action of adding myself to the list) 2) When I asked the gate agents to add me to the standby list, the agent said that he had added me, but I was not able to confirm that I was on the list in the app; as it turns out, I had NOT been added to the list after all. He had lied to me and/or failed to add me to the list. 3) I figured out I had not been added to the standby list when I spoke to the (rather rude, snippy, and dismissive) other gate agent, who finally did add me to the list after giving me some pretty unnecessary attitude. I understand that gate agents experience the worst of stressed travelers every day, so I appreciate that I was eventually able to make it onto the standby flight with their help. However, the app needs some SERIOUS attention!

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

Delays and multiple changes in gates. In accurate info sent to phone. Worst flight in years. With no apologies or recompense.

No AC, no beverage service and no explanation from the captain. 4 flight legs in 2 days with no internet service.

No service on New Orleans to DFW or DFW to San Antonio. Also no explanation from the captain why we had no AC. Unacceptable!

American Airlines is a great dependable airline, on time arrival and departure with polite crew and staff.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

There was no drink/snack service and the electric outlets were not powered so I couldn’t charge my phone.

Plane was filthy- food in the seat, on the floor, on the tray.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports