$138 Find Cheap Flights from Tulsa to Caribbean - 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 Tulsa to Caribbean departing on 8/9. 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 Tulsa to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$517
Santo Domingo
Santo Domingo1 stop$690
Montego Bay
Montego Bay1 stop$392
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau2 stops$414
Providenciales
Providenciales2 stops$649
Bridgetown
Bridgetown2 stops$920
George Town
George Town1 stop$700
Willemstad
Willemstad2 stops$723
Punta Cana
Punta Cana2 stops$517
Santo Domingo
Santo Domingo1 stop$690
Montego Bay
Montego Bay1 stop$392
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau2 stops$414
Providenciales
Providenciales2 stops$649
Bridgetown
Bridgetown2 stops$920
George Town
George Town1 stop$700
Willemstad
Willemstad2 stops$723

Book Cheap Tulsa 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 Tulsa 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 Tulsa to Caribbean

Tue, Sep 1 - Tue, Sep 22
Southwest Logo
7:45 am - 6:10 pm
TUL
-
SJU
9h 25m
2 stops
Southwest Logo
8:20 am - 5:55 pm
SJU
-
TUL
10h 35m
2 stops
$340Southwest
Tue, Sep 1 - Tue, Sep 22
United Airlines Logo
7:00 am - 3:42 pm
TUL
-
SJU
7h 42m
1 stop
United Airlines Logo
3:56 pm - 11:22 pm
SJU
-
TUL
8h 26m
1 stop
$362United Airlines
Mon, Aug 24 - Fri, Aug 28
Southwest Logo
2:00 pm - 11:50 pm
TUL
-
SJU
8h 50m
2 stops
Southwest Logo
11:35 am - 9:20 pm
SJU
-
TUL
10h 45m
2 stops
$378Southwest
Tue, Sep 1 - Mon, Sep 21
United Airlines Logo
7:00 am - 3:42 pm
TUL
-
SJU
7h 42m
1 stop
United Airlines Logo
1:00 am - 11:03 am
SJU
-
TUL
11h 03m
2 stops
$384United Airlines
Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
6:00 am - 4:12 pm
TUL
-
MBJ
10h 12m
1 stop
American Airlines Logo
12:16 pm - 7:47 pm
MBJ
-
TUL
7h 31m
1 stop
$392American Airlines
Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
6:41 pm - 11:12 am
TUL
-
MBJ
16h 31m
2 stops
American Airlines Logo
5:13 pm - 10:24 am
MBJ
-
TUL
17h 11m
2 stops
$397American Airlines
Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
6:00 am - 4:12 pm
TUL
-
MBJ
10h 12m
1 stop
American Airlines Logo
12:16 pm - 10:24 am
MBJ
-
TUL
22h 08m
1 stop
$398American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
7:00 am - 3:52 pm
TUL
-
STT
7h 52m
1 stop
American Airlines Logo
1:49 pm - 9:58 pm
STT
-
TUL
9h 09m
1 stop
$414American Airlines
Thu, Aug 27 - Mon, Aug 31
Delta Logo
12:41 pm - 10:29 pm
TUL
-
SJU
8h 48m
1 stop
Delta Logo
2:59 pm - 10:18 pm
SJU
-
TUL
8h 19m
1 stop
$448Delta
Tue, Sep 15 - Tue, Sep 29
Delta Logo
6:00 am - 1:53 pm
TUL
-
NAS
6h 53m
1 stop
Delta Logo
3:18 pm - 11:54 pm
NAS
-
TUL
9h 36m
1 stop
$470Delta
Booking Insights

KAYAK's insights & trends for Tulsa to Caribbean flights

Get data-powered insights and trends into flights from Tulsa 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 Tulsa to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tulsa 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 Tulsa to Caribbean is October, when tickets cost $550 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $671 and $664 respectively.

How far in advance should I book a flight from Tulsa 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 Tulsa 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 Tulsa to Caribbean, you should book around 4 weeks before departure, which saves you about 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low season

January

Cheapest flight

$138
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Tulsa to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Tulsa 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 Tulsa to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Tulsa 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 Tulsa 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 Tulsa 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 Tulsa 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 Tulsa 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 4 airlines serving from Tulsa to Caribbean

 
Need help choosing which airline to fly with from Tulsa 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 4243 reviews
8.1Boarding
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

10.0 ExcellentTamara, Jul 2026
MCO - DEN
Read more Southwest reviews

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

It was good. Last flight was delayed but I always say that is in God's plan

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Overall good, just screaming kids in the area the whole flight.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

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!

Seat was too small for someone as tall as I am. I was behind an exit row making my leg room even less. There flights were delayed by multiple hours. Some weather related and others staff related. The plane was hot. Horrible experience.

The Atlanta airport had thunderstorms, which caused our flight to be delayed by multiple hours. Once we were able to board.the gate agent was rude and was trying to rush us onto the plane because the team in the plane was about to run out of hours once we were all aboard the plane they ran into an issue where the catering truck was filling up the back of the plane and they left and had to come back because they didn’t fill it up all the way, causing even more of a delay. My seat was very tight. I didn’t have a lot of legroom overall this was a miserable experience.

Flight delayed due to ground hold. Republic airways did a great job.

I missed the flight because the Minneapolis flight was 49 minutes LATE, and the Boise flight LEFT 24 minutes EARLY!

Our flight was delayed multiple times and then canceled at almost 1 in the morning. We are a family of 7, traveling with 5 young children. When the flight we were supposed to fly on finally arrived after waiting all day after an international flight into JFK we were informed our flight was in need of a copilot and once they located one we would take off. Then our flight was cancelled because the copilot was over his hours and they couldn't locate another. They knew before taking off from the previous location that the copilot would be unable to fly. They could have communicated the cancellation of the flight hours in advance. Once they cancelled and the pilot and copilot got off the flight, they joked about it. While there are understandably limits on flight time for pilots, they can still handle the situation in a professional manner. The late cancellation resulted in angry passengers that required police intervention in the airport. It also occurred so late and included other delta flights that after trying 15 different hotels, we were unable to secure a hotel room, they were all booked. No rental cars were available in the area either. We ended up staying in the airport with the 5 children. We made it home after 54 hours of travel with maybe 2 hours of sleep. Our luggage was lost and had to be claimed at the airport at our final destination. This was the worst trip I have ever taken and the worst airport I have ever spent time in. I met two individuals in the airport that were kind and helpful; Tonya Maingot Williams from the can we hel desk that worked to help get us rebooked and home, as well as provide us with care bags for our extended stay in the airport. The other individual was Danielle from Buffalo Wild Wings that was so very kind when we found a place to take our family we were traveling with to eat, all 11 of us and we were able to sit down together to enjoy a meal during such a stressful time.

My flight home from Knoxville, TN, included a layover in Atlanta. I boarded the aircraft in Zone 5 and although there was limited overhead space, I was able to put my 'backpack' style roller-bag above my seat. Unfortunately, due to continued bad weather, we had to deplane. There were many people who would have missed their connection, so they rebooked. When we were re-boarding, the gate agent welcomed zone 5 and then made an announcement: All roller-bags for zone 5 passengers and higher will need to be gate checked. I promptly pushed the telescoping handle in and held my bag like a backpack. I was able to bring it on board, which was a relief. Upon entering the aircraft it became apparent that there was easily 40% open overhead space. There were audible signs of angry passengers who felt duped into checking their bags when in fact there were noticeably LESS passengers on the aircraft and TONS of overhead space. I'm not sure what kinds of parameters are used to determine when to cut off roller-bags from being brought on board, but it seemed deceptive and underhanded to have so many people get stuck checking their bags when clearly there was ample room for at least one more zone.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

No Internet, no backseat screen, no nothing. I bought a Delta ticket and ended up on American Airlines. How did that happen?

Very good seat and service. No complaints about the food. Take off delayed due to airport traffic

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

It was extremely hot in the cabin the entire flight, vent air was worn

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

Comfortable seating POS to IAH. Food options were satisfactory. Good seat from IAH to ANC. Food options could be better.

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

Flight was delayed 5 hours. Updates kept changing. Sears were extremely cramped. Very little leg room. Flight attendant was rushing through with drinks and hit me in the knee either the cart and didn’t apologize. They gave a 15 dollar voucher in airport which doesn’t buy. Much and it was so late that choices were limited.

I bought this ticket for my daughter. She had to pay for her carry on bag to be checked. My understanding is that transatlantic flights included carry on and personal item The nickeling and diming fo legacy carriers has stooped to an all time low. So sad.

Worst service- attendants dont want to help and sat us in front of bathroom

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

Not one thing to like. Three flights all with “mechanical” delays. Never got to where I was going and spent additional $500 for a hotel room. American Airlines is the worst in the industry!

the seat was not padded at all - uncomfortable after a 3 hour flight

This flight was of course delayed because American cannot have flights that are not delayed.

Well, true to American Airlines, both of my flights were delayed. But it’s a good thing that American is so consistently incompetent because if the first flight was delayed in the second flight was on time then I might’ve had a problem..

I sat at the airport all night from 8 pm until midnight. The airline kept delaying the flight. They also kept moving us to different gates - 4 times. Then they told us we didn’t have a pilot so we had to wait. Then they cancelled the flight at midnight! I ended up having to rent a car to drive home. So i ended up not even being able to fly on the flight i paid for. Ridiculous, and no agents could help at all. I will not ever book this flight.

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

Information on your arrival and departure airports