$155 Find Cheap Flights from Tulsa to Caribbean Islands

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 Islands departing on 2/8. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tulsa to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tulsa to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Tulsa to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$363
Santo Domingo
Santo Domingo2 stops$522
Montego Bay
Montego Bay1 stop$496
Oranjestad
Oranjestad2 stops$550
Nassau
Nassau1 stop$525
Providenciales
Providenciales1 stop$503
Bridgetown
Bridgetown1 stop$601
George Town
George Town1 stop$653
Willemstad
Willemstad1 stop$570
St. John's
St. John's2 stops$745
Punta Cana
Punta Cana1 stop$363
Santo Domingo
Santo Domingo2 stops$522
Montego Bay
Montego Bay1 stop$496
Oranjestad
Oranjestad2 stops$550
Nassau
Nassau1 stop$525
Providenciales
Providenciales1 stop$503
Bridgetown
Bridgetown1 stop$601
George Town
George Town1 stop$653
Willemstad
Willemstad1 stop$570
St. John's
St. John's2 stops$745

Book Cheap Tulsa 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 Tulsa 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 Tulsa to Caribbean Islands

Tue, Nov 11 - Mon, Nov 17
United Airlines Logo
11:51 am - 9:26 pmTUL-SJU
7h 35m1 stop
United Airlines Logo
2:05 am - 3:00 pmSJU-TUL
14h 55m2 stops
$305United Airlines
Find Deal
Wed, Dec 3 - Tue, Dec 9
American Airlines Logo
4:44 pm - 10:09 amTUL-SJU
15h 25m2 stops
American Airlines Logo
8:20 am - 6:24 pmSJU-TUL
12h 04m1 stop
$344American Airlines
Find Deal
Wed, Nov 12 - Wed, Nov 19
American Airlines Logo
4:44 pm - 10:17 amTUL-SJU
15h 33m2 stops
American Airlines Logo
8:20 am - 7:24 pmSJU-TUL
13h 04m1 stop
$350American Airlines
Find Deal
Fri, Nov 28 - Fri, Dec 5
Delta Logo
6:00 am - 3:38 pmTUL-PUJ
7h 38m1 stop
Delta Logo
2:38 pm - 11:59 pmPUJ-TUL
11h 21m1 stop
$363Delta
Find Deal
Fri, Nov 28 - Fri, Dec 5
United Airlines Logo
6:50 pm - 4:14 pmTUL-PUJ
19h 24m1 stop
United Airlines Logo
5:20 pm - 11:06 amPUJ-TUL
19h 46m2 stops
$374United Airlines
Find Deal
Thu, Dec 4 - Wed, Dec 10
Southwest Logo
1:30 pm - 12:35 amTUL-SJU
9h 05m2 stops
Southwest Logo
8:55 am - 6:35 pmSJU-TUL
11h 40m2 stops
$425Southwest
Find Deal
Wed, Nov 12 - Wed, Nov 19
Southwest Logo
1:30 pm - 12:35 amTUL-SJU
9h 05m2 stops
Southwest Logo
5:45 am - 3:45 pmSJU-TUL
12h 00m2 stops
$443Southwest
Find Deal
Sun, Dec 14 - Mon, Dec 22
Delta Logo
10:09 am - 11:20 pmTUL-SJU
11h 11m1 stop
Delta Logo
7:30 am - 1:20 pmSJU-TUL
7h 50m1 stop
$456Delta
Find Deal
Sat, Nov 22 - Sat, Nov 29
Air Canada Logo
7:30 am - 12:05 pmTUL-PUJ
26h 35m2 stops
Air Canada Logo
11:00 pm - 3:00 pmPUJ-TUL
18h 00m2 stops
$2,120Air Canada
Find Deal
Sat, Nov 22 - Sat, Nov 29
Air Canada Logo
7:30 am - 12:05 pmTUL-PUJ
26h 35m2 stops
Air Canada Logo
11:00 pm - 11:04 amPUJ-TUL
14h 04m2 stops
$2,140Air Canada
Find Deal
Booking Insights

KAYAK's insights & trends for Tulsa to Caribbean Islands flights

Get data-powered insights and trends into flights from Tulsa 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 Tulsa 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 $338, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Tulsa to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tulsa 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 Tulsa to Caribbean Islands is April, when tickets cost $405 (return) on average. On the other hand, the most expensive months are December and January, when the average cost of round-trip tickets is $916 and $564 respectively.

What’s the cheapest day of the week to fly from Tulsa to Caribbean Islands?

The average price of all round-trip flights from Tulsa to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean Islands on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Tulsa to Caribbean Islands. For your return ticket, we recommend flying on a Saturday and avoiding Fridays for the best deals.

How far in advance should I book a flight from Tulsa 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 Tulsa 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 Tulsa to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$153
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Tulsa to San Juan

FAQs - booking Caribbean Islands flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Tulsa 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 Tulsa 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 Tulsa 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 Tulsa 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 Tulsa to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost $452 on average. Morning departures are around 8% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $534.

Reviews of the top 3 airlines serving from Tulsa to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Tulsa 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 Tulsa 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.
7.9
DeltaOverall score based on 7977 reviews
7.9Entertainment
7.9Comfort
8.5Crew
8.2Boarding
7.3Food
Airline reviews

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

6.0 GoodFernando, Oct 2025SAN - ATL
Read more Delta reviews

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The flight was great. The gate location was way to far away!!!

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

The entertainment available didn’t work for anyone on the flight. Long 6 hr flight with no entertainment option and the staff didn’t know until an hour into the flight when we made sure they knew about it. They had no way to fix it.

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

The worst landing I have ever had on a domestic flight. Thought we would lose the landing gear on landing in Newark. Then we spent 40 minutes trying to position the plane in the right place to be able to get the jet way to the plane. The plane arrived stopped. The announcer was that we were there. Everybody got up, then we were told to sit back down because they had to have us towed to a different position. We got towed and then everyone stood up and they told us we were in the wrong position to sit back down again, and then we got towed to a different position This did not happen immediately. It was 30 minutes while we wandered around a small section of the tarmac in Newark close to the gate, but apparently not close enough. Horrifying experience The CAB should be investigating that flight

Food was poorly timed and not good.. Hand held snacks, really. I kept asking for water and never got any. Service was rushed for a 7-hour flight.

Boarding was organized. Old plane. Seat fairly comfortable. Business Class much too large so you don’t receive as much attention as you should considering what you pay for the seat.

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Flight was delayed because of a bird strike. They had another plane available within 45 minutes.

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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