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$288+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Round-trip from

$495
(Delta)

One-way from

$288
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$694
From Odessa to Caribbean
Search Deals
One-way flight from Odessa to Caribbean
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($99 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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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 March 31, 2025.

This Delta deal was found by Cheapflights users on 3/31. 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.
Fri 7/185:30 amMAF - SJU
2 stops13h 14mDelta
Tue 7/297:30 amSJU - MAF
2 stops17h 22mDelta
Deal found 3/31$495
This United Airlines deal was found by Cheapflights users on 3/31. 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 4/277:00 amMAF - SJU
1 stop7h 40mUnited Airlines
Sat 5/31:05 amSJU - MAF
2 stops14h 08mUnited Airlines
Deal found 3/31$504
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/228:26 pmMAF - SJU
1 stop7h 34mAmerican Airlines
Sun 4/276:05 amSJU - MAF
1 stop17h 42mAmerican Airlines
Deal found 3/30$564
This Delta deal was found by Cheapflights users on 3/31. 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 5/285:29 amMAF - MBJ
2 stops10h 01mDelta
Wed 6/41:02 pmMBJ - MAF
2 stops11h 00mDelta
Deal found 3/31$570
This Southwest deal was found by Cheapflights users on 3/31. 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 7/113:25 pmMAF - SJU
2 stops8h 30mSouthwest
Tue 7/227:00 amSJU - MAF
1 stop9h 05mSouthwest
Deal found 3/31$595
This American Airlines deal was found by Cheapflights users on 3/31. 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 5/228:26 pmMAF - AUA
2 stops18h 44mAmerican Airlines
Thu 5/294:50 pmAUA - MAF
2 stops17h 57mAmerican Airlines
Deal found 3/31$670
This American Airlines deal was found by Cheapflights users on 3/31. 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 5/286:55 amMAF - MBJ
1 stop7h 40mAmerican Airlines
Wed 6/43:40 pmMBJ - MAF
2 stops17h 14mAmerican Airlines
Deal found 3/31$740
This United Airlines deal was found by Cheapflights users on 3/31. 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 5/281:58 pmMAF - MBJ
2 stops25h 12mUnited Airlines
Wed 6/44:12 pmMBJ - MAF
3 stops29h 42mUnited Airlines
Deal found 3/31$745
This United Airlines deal was found by Cheapflights users on 3/31. 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 5/225:00 amMAF - AUA
2 stops30h 40mUnited Airlines
Thu 5/293:10 pmAUA - MAF
1 stop21h 07mUnited Airlines
Deal found 3/31$952
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/235:00 amMAF - SDQ
2 stops16h 40mAmerican Airlines
Mon 6/25:00 amSDQ - MAF
2 stops18h 24mAmerican Airlines
Deal found 3/30$957

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 March 31, 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

Fri 7/18

5:30 am-7:44 pm

2 stops13h 14m

San Juan Luis Munoz Marin Intl

Tue 7/29

7:30 am-11:52 pm

2 stops17h 22m

$495

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sun 4/27

7:00 am-3:40 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Sat 5/3

1:05 am-2:13 pm

2 stops14h 08m

$504

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 4/22

8:26 pm-5:00 am

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Sun 4/27

6:05 am-10:47 pm

1 stop17h 42m

$564

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Wed 5/28

5:29 am-3:30 pm

2 stops10h 01m

Montego Bay Sangster Intl

Wed 6/4

1:02 pm-12:02 am

2 stops11h 00m

$570

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 7/11

3:25 pm-12:55 am

2 stops8h 30m

San Juan Luis Munoz Marin Intl

Tue 7/22

7:00 am-3:05 pm

1 stop9h 05m

$595

MidlandOranjestad

MAF - AUA

MAFAUA

Midland Intl

Thu 5/22

8:26 pm-4:10 pm

2 stops18h 44m

Oranjestad Reina Beatrix

Thu 5/29

4:50 pm-9:47 am

2 stops17h 57m

$670

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Wed 5/28

6:55 am-2:35 pm

1 stop7h 40m

Montego Bay Sangster Intl

Wed 6/4

3:40 pm-8:54 am

2 stops17h 14m

$740

MidlandMontego Bay

MAF - MBJ

MAFMBJ

Midland Intl

Wed 5/28

1:58 pm-3:10 pm

2 stops25h 12m

Montego Bay Sangster Intl

Wed 6/4

4:12 pm-9:54 pm

3 stops29h 42m

$745

MidlandOranjestad

MAF - AUA

MAFAUA

Midland Intl

Thu 5/22

5:00 am-12:40 pm

2 stops30h 40m

Oranjestad Reina Beatrix

Thu 5/29

3:10 pm-11:17 am

1 stop21h 07m

$952

MidlandSanto Domingo

MAF - SDQ

MAFSDQ

Midland Intl

Fri 5/23

5:00 am-10:40 pm

2 stops16h 40m

Santo Domingo Las Americas

Mon 6/2

5:00 am-10:24 pm

2 stops18h 24m

$957

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 12 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 December is currently the most expensive (average of $336). 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 March 31, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 March 31, 2025.
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,275 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,614 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,275 reviews

Overall

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • 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 - Santa Clara.

  • 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 December is currently the most expensive (average of $336). 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$358Average$745FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$370Average$726FlexibilityNo cancel feeOn-time69%
DeltaCheapest$384Average$495FlexibilityNo cancel feeOn-timeN/A
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