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$165+ Cheap flights from Odessa, TX 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Odessa to Caribbean

Cheapest flights from Odessa to Caribbean
Explore the most affordable flight options available from Odessa to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 12/29:13 amMAF - SJU
2 stops13h 31mAmerican Airlines
Tue 12/166:00 amSJU - MAF
2 stops16h 23mAmerican Airlines
Deal found 10/28$532
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/212:03 pmMAF - SJU
1 stop7h 23mUnited Airlines
Wed 12/102:25 pmSJU - MAF
1 stop9h 36mUnited Airlines
Deal found 10/27$592
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/212:03 pmMAF - SJU
1 stop7h 23mUnited Airlines
Tue 12/163:46 pmSJU - MAF
1 stop9h 27mUnited Airlines
Deal found 10/28$620
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 10/299:39 amMAF - SJU
1 stop9h 47mUnited Airlines
Wed 11/57:45 amSJU - MAF
2 stops16h 18mUnited Airlines
Deal found 10/28$627
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 11/138:28 pmMAF - SJU
2 stops15h 15mAmerican Airlines
Mon 11/173:51 pmSJU - MAF
1 stop18h 50mAmerican Airlines
Deal found 10/29$715
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/127:56 amMAF - SJU
1 stop8h 29mUnited Airlines
Sat 11/152:05 amSJU - MAF
2 stops12h 40mUnited Airlines
Deal found 10/28$815
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Fri 10/315:00 pmMAF - MBJ
2 stops18h 30mUnited Airlines
Sun 11/23:20 pmMBJ - MAF
1 stop8h 55mUnited Airlines
Deal found 10/27$871
This American Airlines deal was found by Cheapflights users on 10/27. 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 10/318:10 amMAF - MBJ
1 stop6h 05mAmerican Airlines
Sun 11/24:02 pmMBJ - MAF
1 stop7h 36mAmerican Airlines
Deal found 10/27$876
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 12/208:28 pmMAF - SDQ
2 stops17h 21mAmerican Airlines
Sat 1/106:00 amSDQ - MAF
2 stops18h 54mAmerican Airlines
Deal found 10/29$1,004
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 12/298:28 pmMAF - SJU
1 stop7h 06mAmerican Airlines
Sat 1/31:30 amSJU - MAF
1 stop10h 19mAmerican Airlines
Deal found 10/28$1,158

Cheap flight deals from Odessa to Caribbean

Keep the following information in mind while searching for Odessa to Caribbean flight deals. Data was last updated October 29, 2025.

Round-trip from

$532
(American Airlines)

One-way from

$165
(United Airlines)

Popular in

July

Cheapest in

April

Average price

$582
From Odessa to Caribbean
Search Deals
One-way flight from Odessa to Caribbean
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Odessa 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 October 29, 2025.
Use the filters below to find and compare flights from Odessa to Caribbean that are best for you.

Fly from

Odessa

Fly to

Caribbean

Route

Depart

Return

Price

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 12/2

9:13 am-12:44 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Tue 12/16

6:00 am-8:23 pm

2 stops16h 23m

$532

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 12/2

9:13 am-12:44 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Wed 12/10

3:45 pm-8:38 am

1 stop18h 53m

$532

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 12/2

12:03 pm-9:26 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Wed 12/10

2:25 pm-10:01 pm

1 stop9h 36m

$592

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 12/2

12:03 pm-9:26 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Tue 12/16

3:46 pm-11:13 pm

1 stop9h 27m

$620

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Tue 3/10

5:00 am-1:05 pm

1 stop8h 05m

Montego Bay Sangster Intl

Wed 3/11

2:20 pm-11:30 pm

1 stop9h 10m

$651

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Tue 3/10

5:59 am-1:44 pm

1 stop7h 45m

Montego Bay Sangster Intl

Wed 3/11

5:00 pm-10:28 pm

2 stops29h 28m

$656

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Mon 4/6

4:55 pm-11:55 am

2 stops18h 00m

Santo Domingo Las Americas

Wed 4/8

1:10 pm-11:27 am

2 stops23h 17m

$672

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 11/13

8:28 pm-1:43 pm

2 stops15h 15m

San Juan Luis Munoz Marin Intl

Mon 11/17

3:51 pm-8:41 am

1 stop18h 50m

$715

MidlandSimpson Bay

MAF - SXM

MAFSXM

Midland Intl

Mon 4/6

4:34 pm-1:10 pm

2 stops19h 36m

Simpson Bay Princess Juliana

Thu 4/9

2:25 pm-8:49 am

2 stops19h 24m

$720

MidlandOranjestad

MAF - AUA

MAFAUA

Midland Intl

Tue 3/31

8:33 pm-3:15 pm

2 stops17h 42m

Oranjestad Reina Beatrix

Thu 4/2

5:10 pm-11:27 am

2 stops19h 17m

$720

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 17 results
1
2

Best time to book a flight from Odessa to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Odessa 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 Odessa to Caribbean

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

Currently, April is the cheapest month in which you can book a flight from Odessa to Caribbean (average of $247). Flying from Odessa to Caribbean in July is currently the most expensive (average of $666). 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 OD3 to CB?

Find hourly flight availability from Odessa 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 October 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Odessa to Caribbean in the evening. If you’re flexible enough to do this you can expect to save up to 23% on your trip compared to booking a flight at noon.

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 October 29, 2025.
Read through reviews of airlines operating flights from Odessa to Caribbean, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,999 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Odessa to Caribbean?

    Departing from Odessa to Caribbean will take you 7h 23m. There are 2432 mi between Odessa and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The most popular flight routes from Odessa to Caribbean are Midland Intl - San Juan Luis Munoz Marin Intl, Midland Intl - Santo Domingo Las Americas and Midland Intl - Montego Bay Sangster Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Odessa 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 Odessa to Caribbean?

    Currently, April is the cheapest month in which you can book a flight from Odessa to Caribbean (average of $247). Flying from Odessa to Caribbean in July is currently the most expensive (average of $666). 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 3 airlines flying from Odessa to Caribbean

Discover the top 3 airlines that operate flights from Odessa 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$370Average$577FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$380Average$915FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$513Average$544FlexibilityNo cancel feeOn-time63%

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