Puerto Rico

$205+ Cheap flights from Midland (MAF) to Puerto Rico

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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Jun 18 — Jun 251
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Cheap flight deals from Midland to Puerto Rico

Cheapest flights from Midland to Puerto Rico
Explore the most affordable flight options available from Midland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.

This United Airlines deal was found by Cheapflights users on 5/14. 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 8/195:00 am
MAF
-
SJU
1 stop9h 42m
United Airlines
Tue 8/252:20 pm
SJU
-
MAF
1 stop8h 14m
United Airlines
Deal found 5/14$420
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/146:26 pm
MAF
-
SJU
2 stops17h 22m
American Airlines
Fri 8/213:44 pm
SJU
-
MAF
1 stop18h 07m
American Airlines
Deal found 5/14$436
This United Airlines deal was found by Cheapflights users on 5/14. 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 8/911:57 am
MAF
-
SJU
1 stop7h 41m
United Airlines
Sat 8/152:55 pm
SJU
-
MAF
1 stop7h 56m
United Airlines
Deal found 5/14$460
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/285:31 pm
MAF
-
SJU
2 stops18h 17m
American Airlines
Fri 9/43:44 pm
SJU
-
MAF
1 stop7h 50m
American Airlines
Deal found 5/14$461
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/216:26 pm
MAF
-
SJU
2 stops17h 22m
American Airlines
Fri 8/286:00 am
SJU
-
MAF
2 stops14h 37m
American Airlines
Deal found 5/14$488
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/125:00 am
MAF
-
SJU
1 stop8h 54m
American Airlines
Tue 8/186:00 am
SJU
-
MAF
2 stops17h 34m
American Airlines
Deal found 5/14$493
This United Airlines deal was found by Cheapflights users on 5/14. 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 7/267:13 pm
MAF
-
SJU
1 stop9h 16m
United Airlines
Sat 8/12:05 am
SJU
-
MAF
1 stop7h 47m
United Airlines
Deal found 5/14$500
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/275:31 pm
MAF
-
SJU
2 stops20h 07m
American Airlines
Thu 9/33:44 pm
SJU
-
MAF
1 stop18h 07m
American Airlines
Deal found 5/14$513
This United Airlines deal was found by Cheapflights users on 5/14. 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 8/77:00 am
MAF
-
SJU
1 stop7h 42m
United Airlines
Thu 8/137:00 am
SJU
-
MAF
1 stop7h 32m
United Airlines
Deal found 5/14$518
This Southwest deal was found by Cheapflights users on 5/16. 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.
Thu 11/125:30 am
MAF
-
SJU
2 stops10h 20m
Southwest
Tue 11/177:40 am
SJU
-
MAF
2 stops9h 55m
Southwest
Deal found 5/16$546
This United Airlines deal was found by Cheapflights users on 5/14. 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 7/317:13 pm
MAF
-
SJU
1 stop9h 16m
United Airlines
Sat 8/12:05 am
SJU
-
MAF
1 stop7h 47m
United Airlines
Deal found 5/14$554

Find flight deals from Midland to Puerto Rico

Keep the following information in mind while searching for Midland to Puerto Rico flight deals. Data was last updated May 19, 2026.

Round-trip from

$420
(United Airlines)

One-way from

$205
(Southwest)

Popular in

February

Cheapest in

October

Average price

$645
From Midland Intl to Puerto Rico
One-way flight from Midland Intl to Puerto Rico
Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midland to Puerto Rico 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 May 19, 2026.
Use the filters below to find and compare flights from Midland to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 11/12

5:30 am-5:50 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Tue 11/17

7:40 am-3:35 pm

2 stops9h 55m

$546

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 7/31

7:13 pm-5:29 am

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Sat 8/1

2:05 am-8:52 am

1 stop7h 47m

$555

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 8/18

7:00 am-3:42 pm

1 stop7h 42m

San Juan Luis Munoz Marin Intl

Mon 8/24

7:00 am-11:44 pm

1 stop17h 44m

$570

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 8/27

5:31 pm-9:43 am

2 stops15h 12m

San Juan Luis Munoz Marin Intl

Mon 8/31

3:44 pm-8:51 am

1 stop18h 07m

$585
Quickest round-trip

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 11/12

8:28 pm-5:30 am

1 stop7h 02m

San Juan Luis Munoz Marin Intl

Tue 11/17

3:59 pm-11:55 pm

1 stop9h 56m

$646

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 6/2

7:13 pm-5:29 am

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Fri 6/5

2:05 am-8:52 am

1 stop7h 47m

$646

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 7/28

7:13 pm-5:29 am

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Tue 8/4

7:20 am-9:48 pm

2 stops15h 28m

$650
Cheapest one-way

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 7/24

2:35 pm-12:30 am

1 stop8h 55m

$205

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 5/28

10:35 am-11:25 pm

2 stops11h 50m

$368

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 6/5

2:35 pm-12:25 am

1 stop8h 50m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/16

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

Best time to book a flight from Midland to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Midland 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 Midland to Puerto Rico

What is the cheapest month to book a flight from Midland to Puerto Rico?

Currently, May is the cheapest month in which you can book a flight from Midland to Puerto Rico (average of $232). Flying from Midland to Puerto Rico in April is currently the most expensive (average of $661). 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 Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated May 19, 2026.
Peruse reviews from past customers who have flown with Southwest,United Airlines, andAmerican Airlines from Midland to Puerto Rico to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Midland to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Midland to Puerto Rico?

    For a flight from Midland to Puerto Rico, you will be flying from Midland Intl. Midland Intl (MAF) is just 8.2 mi from the center of the city.

  • How long is the flight from Midland to Puerto Rico?

    A quick flight from Midland to Puerto Rico can take about 9h 16m. Southwest provides one of the quickest options available for as low as $555. Airlines will cover a distance of 2432 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Midland to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Midland to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midland to Puerto Rico?

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

  • Can I find deals for business class flights from Midland to Puerto Rico?

    Yes. Cheapflights offers flight deals from Midland to Puerto Rico 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 Midland to Puerto Rico?

    Currently, May is the cheapest month in which you can book a flight from Midland to Puerto Rico (average of $232). Flying from Midland to Puerto Rico in April is currently the most expensive (average of $661). 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 Midland to Puerto Rico

Discover the top 3 airlines that operate flights from Midland to Puerto Rico. 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 May 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$232Average$529FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$307Average$565FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$428Average$650FlexibilityNo cancel feeOn-time63%

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