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$212+ Cheap flights from Tulsa (TUL) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
TUL — SJU
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap flight deals from Tulsa to Caribbean

Keep the following information in mind while searching for Tulsa to Caribbean flight deals. Data was last updated August 17, 2025.

Round-trip from

$285
(American Airlines)

One-way from

$212
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$621
From Tulsa to Caribbean
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One-way flight from Tulsa to Caribbean
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Highest demand for flights based on searches. 16% potential increase in price ($105 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Tulsa to Caribbean

Cheapest flights from Tulsa to Caribbean
Explore the most affordable flight options available from Tulsa to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2025.

This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:37 pmTUL - SJU
2 stops15h 34mAmerican Airlines
Sat 10/43:55 pmSJU - TUL
2 stops17h 35mAmerican Airlines
Deal found 8/15$285
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/910:45 amTUL - SJU
1 stop8h 15mUnited Airlines
Fri 11/142:05 amSJU - TUL
2 stops14h 55mUnited Airlines
Deal found 8/16$328
This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:50 amTUL - SJU
1 stop12h 42mAmerican Airlines
Tue 12/98:09 amSJU - TUL
1 stop16h 42mAmerican Airlines
Deal found 8/15$365
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:00 amTUL - SJU
1 stop7h 42mUnited Airlines
Mon 9/291:05 amSJU - TUL
2 stops13h 38mUnited Airlines
Deal found 8/16$375
This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:35 amTUL - SJU
1 stop7h 30mAmerican Airlines
Tue 11/116:44 amSJU - TUL
1 stop17h 45mAmerican Airlines
Deal found 8/15$405
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:45 pmTUL - SJU
2 stops11h 10mSouthwest
Tue 11/118:55 amSJU - TUL
2 stops9h 25mSouthwest
Deal found 8/14$440
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/115:23 pmTUL - PUJ
2 stops18h 17mUnited Airlines
Tue 9/304:35 pmPUJ - TUL
2 stops29h 51mUnited Airlines
Deal found 8/13$449
This United Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:15 pmTUL - PUJ
2 stops17h 25mUnited Airlines
Mon 10/64:35 pmPUJ - TUL
2 stops17h 25mUnited Airlines
Deal found 8/15$461
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/26:00 amTUL - SJU
1 stop7h 25mAmerican Airlines
Thu 9/47:05 pmSJU - TUL
2 stops15h 19mAmerican Airlines
Deal found 8/14$465
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/98:45 pmTUL - NAS
2 stops14h 30mSouthwest
Sun 11/161:10 pmNAS - TUL
2 stops7h 35mSouthwest
Deal found 8/14$468
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:30 amTUL - SJU
2 stops11h 20mSouthwest
Sat 11/1510:50 amSJU - TUL
2 stops10h 50mSouthwest
Deal found 8/16$470
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/147:20 pmTUL - NAS
2 stops17h 00mSouthwest
Sun 9/212:15 pmNAS - TUL
2 stops10h 55mSouthwest
Deal found 8/16$475

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tulsa to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 17, 2025.
Use the filters below to find and compare flights from Tulsa to Caribbean that are best for you.

Fly from

Tulsa

Fly to

Caribbean

Route

Depart

Return

Price

TulsaSan Juan

TUL - SJU

TULSJU

Tulsa

Tue 9/30

9:47 am-11:57 pm

2 stops13h 10m

San Juan Luis Munoz Marin Intl

Fri 10/3

1:05 am-11:10 am

2 stops11h 05m

$285

TulsaSan Juan

TUL - SJU

TULSJU

Tulsa

Sun 2/1

10:05 am-8:30 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Wed 2/4

3:30 pm-10:26 pm

1 stop8h 56m

$285

TulsaSan Juan

TUL - SJU

TULSJU

Tulsa

Sun 9/21

6:00 am-6:15 pm

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Fri 9/26

6:10 am-10:27 pm

2 stops17h 17m

$285

TulsaSan Juan

TUL - SJU

TULSJU

Tulsa

Sun 2/1

6:25 pm-11:45 am

1 stop15h 20m

San Juan Luis Munoz Marin Intl

Wed 2/4

2:45 pm-11:49 pm

2 stops11h 04m

$285

TulsaSan Juan

TUL - SJU

TULSJU

Tulsa

Fri 10/24

5:00 am-2:25 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:45 am-7:22 pm

1 stop12h 37m

$285

TulsaSan Juan

TUL - SJU

TULSJU

Tulsa

Tue 9/30

5:00 am-6:14 pm

2 stops12h 14m

San Juan Luis Munoz Marin Intl

Sat 10/4

7:05 pm-9:24 am

2 stops15h 19m

$285

TulsaSan Juan

TUL - SJU

TULSJU

Tulsa

Fri 9/26

6:00 am-2:15 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Sat 10/4

7:05 pm-9:24 am

2 stops15h 19m

$285

TulsaPunta Cana

TUL - PUJ

TULPUJ

Tulsa

Thu 9/11

5:23 pm-12:40 pm

2 stops18h 17m

Punta Cana

Tue 9/30

4:35 pm-9:26 pm

2 stops29h 51m

$449

TulsaPunta Cana

TUL - PUJ

TULPUJ

Tulsa

Mon 9/29

6:15 pm-12:40 pm

2 stops17h 25m

Punta Cana

Mon 10/6

4:35 pm-9:00 am

2 stops17h 25m

$461

TulsaNassau

TUL - NAS

TULNAS

Tulsa

Sun 11/9

8:45 pm-12:15 pm

2 stops14h 30m

Nassau Intl

Sun 11/16

1:10 pm-7:45 pm

2 stops7h 35m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 51 results
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6

Best time to book a flight from Tulsa to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Tulsa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tulsa to Caribbean

What is the cheapest month to book a flight from Tulsa to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Tulsa to Caribbean (average of $254). Flying from Tulsa to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TUL to CB?

Find hourly flight availability from Tulsa to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2025.

When flying from Tulsa to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated August 17, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Tulsa to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,986 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,919 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Tulsa to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Tulsa to Caribbean?

    Located just 6.6 mi from the city center, Tulsa (TUL) is the airport most travelers will use when flying to Caribbean from Tulsa.

  • What are the most popular routes from Tulsa to Caribbean?

    The most popular route from Tulsa to Caribbean is Tulsa - Montego Bay Sangster Intl. You may also consider Tulsa - San Juan Luis Munoz Marin Intl or Tulsa - Oranjestad Reina Beatrix.

  • Can I find deals for flights from Tulsa to Caribbean that include hotel bookings?

    Yes. In addition to deals on Tulsa to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tulsa to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tulsa to Caribbean.

  • Can I find deals for business class flights from Tulsa to Caribbean?

    Yes. Cheapflights offers flight deals from Tulsa to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tulsa to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Tulsa to Caribbean (average of $254). Flying from Tulsa to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Tulsa to Caribbean

Discover the top 4 airlines that operate flights from Tulsa to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$259Average$738FlexibilityNo cancel feeOn-time69%
DeltaCheapest$284Average$664FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$306Average$685FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$450Average$639FlexibilityNo cancel feeOn-time63%

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