$134 Find Cheap Flights from Tulsa to Caribbean

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 8/24. 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

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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$660
Montego Bay
Montego Bay1 stop$372
Oranjestad
Oranjestad1 stop$666
Nassau
Nassau2 stops$414
Providenciales
Providenciales2 stops$636
Bridgetown
Bridgetown2 stops$787
George Town
George Town1 stop$680
Willemstad
Willemstad1 stop$728
St. John's
St. John's2 stops$753
Punta Cana
Punta Cana2 stops$517
Santo Domingo
Santo Domingo1 stop$660
Montego Bay
Montego Bay1 stop$372
Oranjestad
Oranjestad1 stop$666
Nassau
Nassau2 stops$414
Providenciales
Providenciales2 stops$636
Bridgetown
Bridgetown2 stops$787
George Town
George Town1 stop$680
Willemstad
Willemstad1 stop$728
St. John's
St. John's2 stops$753

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

Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
7:00 am - 3:42 pm
TUL
-
SJU
7h 42m
1 stop
United Airlines Logo
2:20 pm - 9:32 pm
SJU
-
TUL
8h 12m
1 stop
$268United Airlines
Wed, Aug 26 - Wed, Sep 2
American Airlines Logo
7:43 am - 9:55 pm
TUL
-
SJU
13h 12m
2 stops
American Airlines Logo
3:44 pm - 10:03 pm
SJU
-
TUL
7h 19m
1 stop
$273American Airlines
Wed, Aug 26 - Wed, Sep 2
Delta Logo
12:41 pm - 10:29 pm
TUL
-
SJU
8h 48m
1 stop
Delta Logo
12:56 pm - 10:18 pm
SJU
-
TUL
10h 22m
1 stop
$286Delta
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
9:51 am - 11:50 pm
TUL
-
SJU
12h 59m
2 stops
United Airlines Logo
7:00 am - 4:10 pm
SJU
-
TUL
10h 10m
1 stop
$288United Airlines
Sat, Oct 24 - Wed, Oct 28
United Airlines Logo
7:00 am - 3:42 pm
TUL
-
SJU
7h 42m
1 stop
United Airlines Logo
7:05 am - 5:49 pm
SJU
-
TUL
11h 44m
2 stops
$296United Airlines
Sat, Sep 19 - Fri, Sep 25
United Airlines Logo
7:00 am - 3:42 pm
TUL
-
SJU
7h 42m
1 stop
United Airlines Logo
2:55 pm - 9:59 pm
SJU
-
TUL
8h 04m
1 stop
$304United Airlines
Sat, Sep 26 - Fri, Oct 2
Delta Logo
12:45 pm - 10:19 pm
TUL
-
SJU
8h 34m
1 stop
Delta Logo
5:59 pm - 11:54 pm
SJU
-
TUL
6h 55m
1 stop
$313Delta
Fri, Oct 23 - Sat, Oct 31
American Airlines Logo
8:20 pm - 3:02 pm
TUL
-
SJU
17h 42m
1 stop
American Airlines Logo
6:00 am - 7:49 pm
SJU
-
TUL
14h 49m
1 stop
$332American Airlines
Wed, Aug 26 - Mon, Aug 31
Southwest Logo
2:35 pm - 1:50 pm
TUL
-
STT
22h 15m
2 stops
Southwest Logo
2:35 pm - 10:30 pm
STT
-
TUL
8h 55m
2 stops
$508Southwest
Sun, Sep 27 - Thu, Oct 1
Southwest Logo
6:55 pm - 1:40 pm
TUL
-
PUJ
17h 45m
2 stops
Southwest Logo
1:25 pm - 8:50 pm
PUJ
-
TUL
8h 25m
1 stop
$559Southwest
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 $151 (return) on average. On the other hand, the most expensive months are February and September, when the average cost of round-trip tickets is $336 and $318 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 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$134
Best time to beat the crowds with an average 12% 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.
7.9
SouthwestOverall score based on 4246 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

6.0 GoodAnonymous, Jun 2026
TPA - DAL
Read more Southwest reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

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 CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

FA was a bit strange and dodgy not very characteristic of Delta

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

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

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

I was very disappointed with my experience at the United Airlines baggage check. The representative was rude and unhelpful. I was required to remove approximately 1.5 pounds from my two checked bags, even though it was a very small amount over the limit. The interaction was unnecessarily unpleasant, and I expected much better customer service. I hope United will review this incident and provide additional customer service training to its staff.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

I needed internet for critical matters and it never worked.

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

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

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

Entertainment system did not function. USB ports did not function. Wi-Fi did not function. Terrible trifecta…

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

My flight was delayed twice. The first time because of “plane maintenance” and the second because the previous flight who supposedly “arrived early” took an obnoxiously long time to get off the plane. Total delay was over an hour for no reason. Not to mention your airline repeatedly changed our gate from one end of the terminal to the other. Not very happy about this experience. My previous flights with American haven’t had this many issues.

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.

Be wary very quick to cancel and no accommodating at all

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports