$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$645
Montego Bay
Montego Bay1 stop$392
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau1 stop$410
Providenciales
Providenciales2 stops$492
Bridgetown
Bridgetown2 stops$776
George Town
George Town2 stops$652
Willemstad
Willemstad2 stops$747
St. John's
St. John's2 stops$865
Punta Cana
Punta Cana2 stops$517
Santo Domingo
Santo Domingo2 stops$645
Montego Bay
Montego Bay1 stop$392
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau1 stop$410
Providenciales
Providenciales2 stops$492
Bridgetown
Bridgetown2 stops$776
George Town
George Town2 stops$652
Willemstad
Willemstad2 stops$747
St. John's
St. John's2 stops$865

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
9:00 am - 11:50 pm
TUL
-
SJU
13h 50m
2 stops
United Airlines Logo
3:56 pm - 11:27 pm
SJU
-
TUL
8h 31m
1 stop
$340United Airlines
Wed, Sep 2 - Fri, Sep 11
American Airlines Logo
1:00 pm - 11:59 pm
TUL
-
SJU
9h 59m
1 stop
American Airlines Logo
3:35 pm - 8:18 am
SJU
-
TUL
17h 43m
1 stop
$345American Airlines
Wed, Aug 26 - Wed, Sep 2
American Airlines Logo
5:00 am - 6:33 pm
TUL
-
SJU
12h 33m
2 stops
American Airlines Logo
10:33 am - 10:03 pm
SJU
-
TUL
12h 30m
2 stops
$345American Airlines
Mon, Nov 9 - Fri, Nov 13
Southwest Logo
7:00 am - 5:50 pm
TUL
-
SJU
8h 50m
2 stops
Southwest Logo
7:30 am - 5:45 pm
SJU
-
TUL
12h 15m
2 stops
$350Southwest
Mon, Nov 9 - Fri, Nov 13
United Airlines Logo
7:00 am - 10:22 pm
TUL
-
SJU
13h 22m
2 stops
United Airlines Logo
3:46 pm - 9:39 pm
SJU
-
TUL
7h 53m
1 stop
$350United Airlines
Wed, Sep 23 - Mon, Sep 28
Southwest Logo
12:15 pm - 10:05 pm
TUL
-
SJU
8h 50m
2 stops
Southwest Logo
5:00 am - 2:50 pm
SJU
-
TUL
10h 50m
2 stops
$373Southwest
Tue, Aug 25 - Tue, Sep 1
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
$416Delta
Mon, Sep 14 - Thu, Sep 24
Delta Logo
6:00 am - 4:49 pm
TUL
-
SJU
9h 49m
1 stop
Delta Logo
2:59 pm - 11:54 pm
SJU
-
TUL
9h 55m
1 stop
$416Delta
Thu, Jan 21 - Tue, Jan 26
Multiple Airlines Logo
5:00 am - 3:16 pm
TUL
-
MBJ
9h 16m
1 stop
Multiple Airlines Logo
4:16 pm - 9:58 am
MBJ
-
TUL
18h 42m
2 stops
$1,310Multiple Airlines
Mon, Nov 2 - Thu, Nov 5
WestJet Logo
6:00 am - 2:50 pm
TUL
-
UVF
30h 50m
2 stops
WestJet Logo
3:40 pm - 10:39 pm
UVF
-
TUL
32h 59m
2 stops
$3,719WestJet
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 4229 reviews
8.1Boarding
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

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.

10.0 ExcellentDenis, Aug 2026
MDW - ATL
Read more Southwest reviews

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.

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

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!

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.

The flight was done by SkyWest only WIFI no entertainment center are available on the CRJ

Your survey needs a N/A option. I didn’t use the entertainment or eat food.

The flight was over 2 hours late.. once we finally got boarded things were fine

Poor communication, we sat on the plane for an hour before pushing back. They were oversold and with a full plane kept looking for someone to step off for someone else to board. So after an hour wait at the gate we missed our departure window and proceeded to spend an additional hour on the tarmac waiting for a refiled flight plan according to the pilots. Occasional updates, somewhat insensitive crew to passengers needing to use the lavatory (it was 2 hrs beyond what anyone expected). Overall just poor execution...especially when the flight was listed as "arriving early" up until about 30 minutes past our departure time.

No tv. No free wifi. They need to ipgrade these planes - especially on a 2 hour flight.

Flight was delayed for about an hour but overall good experience

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

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

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

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

Everything was done like clockwork and I find no fault with the airline.

This flight 1810 on 7/30 from EWR to DFW got 4 hours delay. this round trip experience is bad, my AA flight 618 from DFW to EWR on 7/28 was redirected to PIT and totally delayed about 9 hours due to mixed of weather and AA IT outage and then on the way back delayed for 4 hours. Lucky, i changed my flight to UA on the way back. i don't like AA anymore. i will consider other airline options in the future.

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

IT issues created a mess had you change my flight and your system never changed it

Horrible experience flying with American. Flight was delayed due to inbound flight delay. Fine, it happens. Then, we were delayed an additional almost 30 minutes due to the paperwork for departure having a "clerical error." Then, upon landing at the destination airport we were stuck on the plane for an HOUR after we landed and pulled up to the gate because apparently there was another plane. An hour waiting for the gate 12:30 AM when the flight has already been delayed due to operational error feels like a complete failure of the ability to do the one thing they need to do apart from actually have the plane takeoff and land. Very disappointing.

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