HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$148+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Odessa to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/10. 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 12/157:30 amMAF - SJU
1 stop8h 55mUnited Airlines
Mon 12/223:46 pmSJU - MAF
1 stop9h 39mUnited Airlines
Deal found 12/10$592
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Sun 12/142:34 pmMAF - SJU
1 stop12h 45mAmerican Airlines
Wed 12/172:36 pmSJU - MAF
2 stops9h 58mAmerican Airlines
Deal found 12/10$620
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/278:28 pmMAF - SJU
1 stop16h 31mAmerican Airlines
Tue 12/301:30 amSJU - MAF
1 stop9h 11mAmerican Airlines
Deal found 12/11$705
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/215:15 pmMAF - SJU
2 stops24h 54mUnited Airlines
Thu 12/257:45 amSJU - MAF
1 stop9h 19mUnited Airlines
Deal found 12/10$771
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Sun 12/218:28 pmMAF - SJU
1 stop16h 45mAmerican Airlines
Thu 12/257:00 amSJU - MAF
1 stop17h 37mAmerican Airlines
Deal found 12/10$835
This American Airlines deal was found by Cheapflights users on 12/11. 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 stops15h 48mAmerican Airlines
Sat 1/106:00 amSDQ - MAF
2 stops18h 54mAmerican Airlines
Deal found 12/11$1,124
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Sat 12/205:00 amMAF - SJU
1 stop23h 11mUnited Airlines
Sun 1/47:45 amSJU - MAF
1 stop17h 40mUnited Airlines
Deal found 12/10$1,621

Find flight deals from Odessa to Caribbean

Keep the following information in mind while searching for Odessa to Caribbean flight deals. Data was last updated December 12, 2025.

Round-trip from

$409
(United Airlines)

One-way from

$148
(American Airlines)

Popular in

February

Cheapest in

April

Average price

$731
From Odessa to Caribbean
Search Deals
One-way flight from Odessa to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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 1/6

9:41 am-12:36 am

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Tue 1/13

3:46 pm-9:54 pm

1 stop8h 08m

$409

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Sun 3/15

6:20 pm-11:24 am

2 stops17h 04m

Montego Bay Sangster Intl

Wed 3/25

3:04 pm-10:49 pm

1 stop7h 45m

$480

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Sat 1/24

12:41 pm-11:33 am

2 stops21h 52m

Montego Bay Sangster Intl

Sat 1/31

4:14 pm-10:54 pm

1 stop7h 40m

$510

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Fri 2/27

5:00 pm-1:41 pm

2 stops18h 41m

Santo Domingo Las Americas

Fri 3/6

6:00 am-6:15 pm

2 stops14h 15m

$532

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Fri 2/27

5:00 pm-1:41 pm

2 stops18h 41m

Santo Domingo Las Americas

Sat 3/7

6:00 am-6:15 pm

2 stops14h 15m

$542

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Sat 1/17

1:45 pm-1:41 pm

2 stops21h 56m

Santo Domingo Las Americas

Wed 1/21

6:00 am-9:54 pm

2 stops17h 54m

$642

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 12/27

8:28 pm-2:59 pm

1 stop16h 31m

San Juan Luis Munoz Marin Intl

Tue 12/30

1:30 am-8:41 am

1 stop9h 11m

$705

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sun 1/18

6:00 am-10:26 pm

1 stop14h 26m

$148

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 1/19

10:37 am-10:26 pm

1 stop9h 49m

$151

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Sun 3/15

6:20 pm-11:24 am

2 stops17h 04m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 14 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 December 12, 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 December 12, 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
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,050 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 12h 55m. 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 - Santo Domingo Las Americas, Midland Intl - San Juan Luis Munoz Marin Intl 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Odessa to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to Las Vegas flights
Dallas/Fort Worth to Newark flights
Dallas/Fort Worth to Orlando flights
Dallas/Fort Worth to Los Angeles flights
Dallas/Fort Worth to O'Hare Intl flights
Dallas/Fort Worth to Denver flights
Hobby to LaGuardia flights
Dallas/Fort Worth to Cancún flights
Hobby to John F Kennedy Intl flights
Dallas/Fort Worth to Seattle flights
Dallas/Fort Worth to Miami flights
Hobby to Newark flights
Dallas/Fort Worth to Fort Lauderdale flights
George Bush Intcntl to Cancún flights
Dallas/Fort Worth to Baltimore flights
Dallas/Fort Worth to Mexico City flights
Hobby to Las Vegas flights
Dallas/Fort Worth to San Francisco flights
George Bush Intcntl to John F Kennedy Intl flights
Hobby to Denver flights
George Bush Intcntl to Newark flights
Austin to Las Vegas flights
Dallas/Fort Worth to Dulles Intl flights
Dallas/Fort Worth to Ontario flights
Dallas/Fort Worth to Midway flights
George Bush Intcntl to Las Vegas flights
Hobby to Cancún flights
Austin to John F Kennedy Intl flights
George Bush Intcntl to LaGuardia flights
Hobby to Los Angeles flights
Hobby to Mexico City flights
Dallas/Fort Worth to Sky Harbor Intl flights
Dallas/Fort Worth to Narita flights
Dallas/Fort Worth to Santa Ana flights
Hobby to Seattle flights
Dallas/Fort Worth to Haneda flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Love Field to Las Vegas flights
Dallas/Fort Worth to Salt Lake City flights
George Bush Intcntl to Denver flights
Dallas/Fort Worth to San Diego flights
Dallas/Fort Worth to Atlanta flights
Hobby to Orlando flights
Dallas/Fort Worth to Reagan-National flights
George Bush Intcntl to Mexico City flights
Love Field to LaGuardia flights
Dallas/Fort Worth to Hobby flights
George Bush Intcntl to Los Angeles flights

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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$652FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$370Average$558FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$520Average$552FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.