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Caribbean

$362+ Cheap flights from Odessa, TX to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$362
(United Airlines)

Popular in

December

Cheapest in

April

Average price

$526
From Odessa to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 9/247:00 amMAF - SJU
2 stops15h 57mUnited Airlines
Wed 10/12:00 pmSJU - MAF
1 stop8h 58mUnited Airlines
Deal found 9/10$362
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 9/244:12 pmMAF - SJU
2 stops17h 59mAmerican Airlines
Wed 10/13:55 pmSJU - MAF
2 stops18h 02mAmerican Airlines
Deal found 9/10$424
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 9/257:00 amMAF - SJU
2 stops15h 57mUnited Airlines
Mon 9/292:00 pmSJU - MAF
1 stop8h 58mUnited Airlines
Deal found 9/10$485
This Southwest deal was found by Cheapflights users on 9/9. 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.
Mon 9/2210:30 amMAF - SJU
2 stops12h 20mSouthwest
Wed 9/2411:50 amSJU - MAF
2 stops10h 55mSouthwest
Deal found 9/9$502
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/85:11 pmMAF - SDQ
2 stops19h 30mDelta
Wed 10/152:56 pmSDQ - MAF
2 stops21h 57mDelta
Deal found 9/10$539
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:11 pmMAF - SDQ
2 stops19h 30mDelta
Wed 11/58:49 pmSDQ - MAF
2 stops21h 42mDelta
Deal found 9/11$562
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/178:21 pmMAF - SJU
1 stop17h 04mAmerican Airlines
Mon 10/207:00 pmSJU - MAF
2 stops15h 43mAmerican Airlines
Deal found 9/10$578
This American Airlines deal was found by Cheapflights users on 9/9. 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 9/226:01 amMAF - SJU
2 stops11h 14mAmerican Airlines
Wed 9/241:37 pmSJU - MAF
2 stops10h 27mAmerican Airlines
Deal found 9/9$585
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/2212:05 pmMAF - SJU
1 stop7h 33mUnited Airlines
Tue 9/231:05 amSJU - MAF
2 stops13h 57mUnited Airlines
Deal found 9/9$592
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 9/256:01 amMAF - SJU
2 stops11h 14mAmerican Airlines
Mon 9/297:05 pmSJU - MAF
2 stops16h 42mAmerican Airlines
Deal found 9/10$595

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 September 11, 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

Wed 9/24

7:00 am-11:57 pm

2 stops15h 57m

San Juan Luis Munoz Marin Intl

Wed 10/1

2:00 pm-9:58 pm

1 stop8h 58m

$362

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Wed 9/24

4:12 pm-11:11 am

2 stops17h 59m

San Juan Luis Munoz Marin Intl

Wed 10/1

3:55 pm-8:57 am

2 stops18h 02m

$424

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 9/25

7:00 am-11:57 pm

2 stops15h 57m

San Juan Luis Munoz Marin Intl

Mon 9/29

2:00 pm-9:58 pm

1 stop8h 58m

$485

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 3/10

8:33 pm-3:55 am

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Wed 3/11

3:30 pm-9:56 pm

1 stop7h 26m

$498

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 9/22

10:30 am-11:50 pm

2 stops12h 20m

San Juan Luis Munoz Marin Intl

Wed 9/24

11:50 am-9:45 pm

2 stops10h 55m

$502

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 3/10

6:00 am-5:25 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Tue 3/10

1:05 am-1:39 pm

2 stops13h 34m

$504

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Wed 10/8

5:11 pm-1:41 pm

2 stops19h 30m

Santo Domingo Las Americas

Wed 10/15

2:56 pm-11:53 am

2 stops21h 57m

$539

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Sun 11/2

5:11 pm-2:41 pm

2 stops19h 30m

Santo Domingo Las Americas

Wed 11/5

8:49 pm-4:31 pm

2 stops21h 42m

$562

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Tue 3/10

7:02 am-1:00 pm

1 stop5h 58m

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

$655

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 19 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, September is the cheapest month in which you can book a flight from Odessa to Caribbean (average of $254). Flying from Odessa 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 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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Odessa to Caribbean as you normally would.

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 September 11, 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
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

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 15h 57m. 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 cheapest airlines to fly from Odessa to Caribbean one-way?

    The cheapest airlines for a one-way flight from Odessa to Caribbean are American Airlines ($443), United Airlines ($465), and Southwest ($468).

  • 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 - Montego Bay Sangster Intl and Midland Intl - Oranjestad Reina Beatrix.

  • 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, September is the cheapest month in which you can book a flight from Odessa to Caribbean (average of $254). Flying from Odessa 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$370Average$577FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$380Average$958FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$513Average$544FlexibilityNo cancel feeOn-time63%

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