$170 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 8/24. 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.
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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 Domingo2 stops$695
Montego Bay
Montego Bay2 stops$392
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$410
Providenciales
Providenciales1 stop$659
Bridgetown
Bridgetown2 stops$776
George Town
George Town1 stop$680
Willemstad
Willemstad2 stops$723
St. John's
St. John's2 stops$793
Punta Cana
Punta Cana2 stops$517
Santo Domingo
Santo Domingo2 stops$695
Montego Bay
Montego Bay2 stops$392
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$410
Providenciales
Providenciales1 stop$659
Bridgetown
Bridgetown2 stops$776
George Town
George Town1 stop$680
Willemstad
Willemstad2 stops$723
St. John's
St. John's2 stops$793

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

Fri, Oct 30 - Sat, Nov 7
United Airlines Logo
10:20 am - 8:00 pm
TUL
-
SJU
8h 40m
1 stop
United Airlines Logo
8:05 am - 9:39 pm
SJU
-
TUL
15h 34m
2 stops
$340United Airlines
Wed, Sep 2 - Fri, Sep 11
United Airlines Logo
9:00 am - 11:50 pm
TUL
-
SJU
13h 50m
2 stops
United Airlines Logo
7:00 am - 4:10 pm
SJU
-
TUL
10h 10m
1 stop
$340United Airlines
Fri, Oct 9 - Wed, Oct 14
American Airlines Logo
12:59 pm - 11:20 pm
TUL
-
SJU
9h 21m
1 stop
American Airlines Logo
12:13 pm - 8:13 pm
SJU
-
TUL
9h 00m
1 stop
$340American Airlines
Thu, Aug 20 - Thu, Aug 27
American Airlines Logo
7:44 am - 11:59 pm
TUL
-
SJU
15h 15m
1 stop
American Airlines Logo
3:44 pm - 11:57 pm
SJU
-
TUL
9h 13m
1 stop
$340American Airlines
Sun, Aug 9 - Sat, Aug 15
Multiple Airlines Logo
9:02 am - 11:43 am
TUL
-
SJU
25h 41m
1 stop
Multiple Airlines Logo
8:37 pm - 8:12 am
SJU
-
TUL
12h 35m
1 stop
$375Multiple Airlines
Thu, Aug 6 - Sat, Aug 15
Multiple Airlines Logo
9:02 am - 2:15 am
TUL
-
SJU
16h 13m
1 stop
Multiple Airlines Logo
12:13 pm - 8:12 am
SJU
-
TUL
20h 59m
1 stop
$382Multiple Airlines
Wed, Sep 2 - Fri, Sep 11
Southwest Logo
5:50 am - 4:25 pm
TUL
-
SJU
9h 35m
2 stops
Southwest Logo
2:35 pm - 10:35 pm
SJU
-
TUL
9h 00m
2 stops
$389Southwest
Wed, Sep 2 - Fri, Sep 11
Southwest Logo
12:15 pm - 10:00 pm
TUL
-
SJU
8h 45m
2 stops
Southwest Logo
11:35 am - 10:35 pm
SJU
-
TUL
12h 00m
2 stops
$389Southwest
Sat, Aug 15 - Sat, Aug 22
Delta Logo
12:41 pm - 10:29 pm
TUL
-
SJU
8h 48m
1 stop
Delta Logo
7:00 am - 4:57 pm
SJU
-
TUL
10h 57m
1 stop
$444Delta
Sat, Aug 15 - Thu, Aug 20
Delta Logo
12:41 pm - 10:29 pm
TUL
-
SJU
8h 48m
1 stop
Delta Logo
2:59 pm - 11:24 pm
SJU
-
TUL
9h 25m
1 stop
$466Delta
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 August, when tickets cost $560 (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

September

Cheapest flight

$170
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 5% 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 4228 reviews
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
Airline reviews

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

2.0 MediocreChristopher, Jul 2026
DEN - SJC
Read more Southwest reviews

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

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.

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!

My son’s suitcase was left behind at SFO and did not make the flight.

Seats were not bad enough and uncomfortable good legroom in the emergency exit row we were in, but we were forbidden to hold my grandson on my lap for a little while, and the stewardess passed us saying it was against regulations which makes little or no sense when you’re 36,000 feet. The food snacks were really bad. Tasteless tasted like wallpaper, but we’re supposed to be protein bars, and the announcements were all completely incoherent because of the noise of the airplane and the lowness and crackly nature of the PA system.. this was disgraceful. No one in our party could understand a word of what the captain or the flight attendant were saying —not a word! The landing was a little hairy in a pretty stiff crosswind -we bounced before the plane stabilized on the runway

Chaotic boarding at these gates, multiple gates squeezed in at the very end of a concourse, behind a restaurant. Agents gave up on boarding by individual zones. Flight itself was uneventful, which is all we hope for any more.

Unprepared to rebook a flight of people. Uncommunicative. When I received updates in the app it was well after the announcement in the hold room. Offered a single $12 meal voucher, not enough for a sandwich at DEN, for a 17 hour delay. No one was able to explain their meal or hotel reimbursement policy for this cancellation, just handed a card to call the Help desk. My previous flight went through several delays and was finally cancelled, without explanation. The customer help desk closed while there was a long line. I then waited in line for a gate agent almost an hour while simultaneously on hold and trying to text with a remote Delta agent. Communicating with the text agent was almost impossible; they could not find any flights that got me back to my original city before the following evening. Kept offering itineraries that did not get me back to my origin airport or involved additional layovers. In 50 minutes on hold, never got through to an agent by phone. Finally spoke to one of the gate agents who was able to rebook on a red eye that had only one stop and got me back in the afternoon the next day, rather than late evening. Later by email, Delta offered 10,000 loyalty points for the inconvenience of the cancellation. The crew on the red eye flight were delightful. I don’t remember any food or entertainment on that flight.

Flight team was great and we even arrived ahead of plan!

It was good delayed again but once on board the flight crew were very good the entertainment and wifi worked on this plane and we were offered snacks and drinks

The boarding agent guy in Lexington on 7/23 that boarded the flights to Atlanta is very rude for working in customer service. I know there were delays but he was dismissive rude and arrogant. Most native Kentucky residents are nice and very cordial he needs to eat a big ole piece of humble pie. I watched him be rude to several people and as much as he could of filled up a delayed flight to save you money and he was so rude to people it was ridiculous. Next no water or snacks on short flights is awful 1st you delay a flight then do not even offer water on the flight.. No thanks I like delta better but I travel ever week and to be treated like this might as well fly American at least they offer water and have better rewards.

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

The second half of terminal C at Hartsfield was 80 something degrees. I was sweating just sitting at the gate.

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

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

Gluten free snack options and meals that offer both gluten free and dairy free.

The pilot was late so we didn’t take off til almost 2 hours late.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

Not a bad flight but a long delay boarding and taking off due to the pilot not arriving on time.

The experience with United Airlines was excellent; however, the experience with Houston Intercontinental Airport (IAH) was horrible. Although our flight departed from Terminal B, we had to go through security in Terminal C and then get on a train for travel to Terminal B. Additionally, there was significant walking required to get to the boarding location.

Delayed 2 hours while stuck on the aircraft. If the luggage was properly loaded the first time we probably wouldn’t have been delayed at all

The international portion was good. Food and beverage options were good. The sustainable wooden eatery was less than desirable. Your Star Alliance partner ANA provided real silverware. I'm 6'3" & 198 lbs and felt cramped in the exit row. How can that be? Flight attendant all had a pleasant disposition which is always good.

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

Patrons with larger bags were asked to check the bags when boarding. Seems like the most effective, and least costly way, way to successfully use the cramped space.

Like all planes recently, entertainment is achieved by giving the patron free WiFi and letting them stream shows via the screen on a phone or tablet.

Worst communication. Delayed boarding for two hours without a single announcement until hour 1 had passed - on time status showing until our flight was supposed to takeoff and the crew had already walked away. No one was boarding. Disgusting part of DFW overcrowded with no AC on a 97 degree day. Then the first app update is that we’d take off in 15 mins… but again no one had boarded a full flight. No announcement in the terminal so everyone is just crowded around a disgusting place with no info for over an hour which turned into two. This was an overfill flight and a disgrace to passenger decency all while likely just trying to fix their own issue of overbooking. The worst airline at the worst airport.

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

The flight was delayed almost three hours. I understand delays happen from time to time, but this flight was delayed no less than 10 times. I wish the amount of time of the delay was more accurate, versus delaying in 10 or 20 minute increments many, many times.

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