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$231+ 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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
feb. 28 — mar. 71
sáb. 2/28
sáb. 3/7
1 adult, Economy
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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 enero 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/27. 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.
lun. 5/412:02 pm
MAF
-
SJU
1 stop7h 36m
United Airlines
vie. 5/87:20 am
SJU
-
MAF
2 stops16h 35m
United Airlines
Deal found 1/27$260
This United Airlines deal was found by Cheapflights users on 1/27. 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.
lun. 3/212:07 pm
MAF
-
SJU
1 stop7h 19m
United Airlines
mié. 3/48:30 am
SJU
-
MAF
2 stops15h 33m
United Airlines
Deal found 1/27$280
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/22:55 pm
MAF
-
SJU
2 stops7h 45m
Southwest
mié. 3/45:40 am
SJU
-
MAF
2 stops12h 35m
Southwest
Deal found 1/27$352
This United Airlines deal was found by Cheapflights users on 1/28. 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.
vie. 6/127:11 pm
MAF
-
SJU
1 stop9h 18m
United Airlines
mié. 6/172:05 am
SJU
-
MAF
1 stop7h 48m
United Airlines
Deal found 1/28$363
This Southwest deal was found by Cheapflights users on 1/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/41:00 pm
MAF
-
SJU
2 stops9h 25m
Southwest
vie. 5/86:50 am
SJU
-
MAF
2 stops15h 55m
Southwest
Deal found 1/27$373
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/122:35 pm
MAF
-
SJU
1 stop8h 50m
Southwest
jue. 6/185:00 am
SJU
-
MAF
2 stops11h 20m
Southwest
Deal found 1/28$464
This United Airlines deal was found by Cheapflights users on 1/27. 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.
sáb. 2/145:00 am
MAF
-
MBJ
1 stop8h 00m
United Airlines
sáb. 2/213:20 pm
MBJ
-
MAF
1 stop7h 24m
United Airlines
Deal found 1/27$524
This American Airlines deal was found by Cheapflights users on 1/27. 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.
vie. 2/278:29 pm
MAF
-
SJU
1 stop16h 44m
American Airlines
lun. 3/27:01 pm
SJU
-
MAF
2 stops15h 47m
American Airlines
Deal found 1/27$596
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/133:25 pm
MAF
-
SJU
2 stops8h 10m
Southwest
mar. 2/175:35 am
SJU
-
MAF
2 stops10h 15m
Southwest
Deal found 1/28$631
This American Airlines deal was found by Cheapflights users on 1/27. 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.
sáb. 5/306:00 am
MAF
-
SDQ
2 stops15h 59m
American Airlines
sáb. 7/187:00 am
SDQ
-
MAF
2 stops18h 12m
American Airlines
Deal found 1/27$689
This United Airlines deal was found by Cheapflights users on 1/27. 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.
sáb. 3/145:25 pm
MAF
-
MBJ
1 stop19h 40m
United Airlines
lun. 3/304:12 pm
MBJ
-
MAF
2 stops31h 03m
United Airlines
Deal found 1/27$709
This American Airlines deal was found by Cheapflights users on 1/27. 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.
sáb. 2/149:18 am
MAF
-
MBJ
2 stops23h 49m
American Airlines
sáb. 2/212:33 pm
MBJ
-
MAF
2 stops20h 09m
American Airlines
Deal found 1/27$712

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 enero 29, 2026.

Round-trip from

$260
(United Airlines)

One-way from

$231
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$480
From Odessa to Caribbean
Search Deals
One-way flight from Odessa to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 enero 29, 2026.
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

lun. 5/4

12:02 pm-8:38 pm

1 stop7h 36m

San Juan Luis Munoz Marin Intl

vie. 5/8

7:20 am-10:55 pm

2 stops16h 35m

$260

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

lun. 5/4

8:24 pm-4:32 am

1 stop7h 08m

San Juan Luis Munoz Marin Intl

vie. 5/8

11:59 pm-9:42 am

1 stop10h 43m

$260

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

lun. 3/2

7:40 am-6:25 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

mié. 3/4

3:46 pm-9:44 pm

1 stop7h 58m

$260

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

lun. 3/2

2:55 pm-12:40 am

2 stops7h 45m

San Juan Luis Munoz Marin Intl

mié. 3/4

5:40 am-4:15 pm

2 stops12h 35m

$352

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

vie. 6/12

7:11 pm-5:29 am

1 stop9h 18m

San Juan Luis Munoz Marin Intl

mié. 6/17

2:05 am-8:53 am

1 stop7h 48m

$363

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

lun. 5/4

1:00 pm-11:25 pm

2 stops9h 25m

San Juan Luis Munoz Marin Intl

vie. 5/8

6:50 am-9:45 pm

2 stops15h 55m

$373

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

vie. 6/12

1:30 pm-12:05 am

2 stops9h 35m

San Juan Luis Munoz Marin Intl

jue. 6/18

5:00 am-3:20 pm

2 stops11h 20m

$464

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

sáb. 2/14

5:00 am-2:00 pm

1 stop8h 00m

Montego Bay Sangster Intl

sáb. 2/21

3:20 pm-9:44 pm

1 stop7h 24m

$524

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

sáb. 5/30

6:00 am-10:59 pm

2 stops15h 59m

Santo Domingo Las Americas

sáb. 7/18

7:00 am-12:12 am

2 stops18h 12m

$689

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

sáb. 3/14

5:25 pm-1:05 pm

1 stop19h 40m

Montego Bay Sangster Intl

lun. 3/30

4:12 pm-11:15 pm

2 stops31h 03m

$709

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 $668). 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.

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 enero 29, 2026.
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
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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 7h 08m. 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 - Montego Bay Sangster Intl and Midland Intl - Simpson Bay Princess Juliana.

  • 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 $668). 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

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Alternative routes for Odessa to Caribbean

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 enero 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$657FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$353Average$532FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$520Average$590FlexibilityNo cancel feeOn-time63%

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