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$235+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
May 3 — May 101
Sun 5/3
Sun 5/10
1 adult, Economy
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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 April 3, 2026.

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.
Wed 4/298:26 pm
MAF
-
SJU
1 stop7h 06m
American Airlines
Wed 5/611:59 pm
SJU
-
MAF
1 stop14h 46m
American Airlines
Deal found 3/30$375
This American Airlines deal was found by Cheapflights users on 4/2. 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 5/266:00 am
MAF
-
SJU
1 stop16h 39m
American Airlines
Fri 5/2912:44 am
SJU
-
MAF
1 stop9h 07m
American Airlines
Deal found 4/2$400
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:00 am
MAF
-
SJU
2 stops15h 50m
United Airlines
Thu 4/307:00 am
SJU
-
MAF
1 stop10h 17m
United Airlines
Deal found 3/30$420
This Southwest deal was found by Cheapflights users on 4/1. 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 7/91:30 pm
MAF
-
SJU
2 stops9h 35m
Southwest
Mon 7/1310:20 pm
SJU
-
MAF
2 stops15h 15m
Southwest
Deal found 4/1$470
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2912:35 pm
MAF
-
SJU
2 stops10h 05m
Southwest
Wed 5/68:10 am
SJU
-
MAF
2 stops10h 30m
Southwest
Deal found 3/30$493
This Southwest deal was found by Cheapflights users on 4/1. 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 5/110:35 am
MAF
-
SJU
2 stops11h 50m
Southwest
Mon 5/46:50 am
SJU
-
MAF
2 stops10h 15m
Southwest
Deal found 4/1$506
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.
Sun 4/2612:25 pm
MAF
-
SJU
2 stops10h 10m
Southwest
Sun 5/35:35 am
SJU
-
MAF
2 stops10h 30m
Southwest
Deal found 3/31$513
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.
Thu 6/252:40 pm
MAF
-
SJU
2 stops9h 40m
Southwest
Tue 6/306:30 am
SJU
-
MAF
1 stop9h 10m
Southwest
Deal found 3/31$543
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Tue 5/267:13 pm
MAF
-
SJU
1 stop9h 16m
United Airlines
Fri 5/291:00 am
SJU
-
MAF
2 stops12h 59m
United Airlines
Deal found 4/2$549

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 April 3, 2026.

Round-trip from

$375
(American Airlines)

One-way from

$235
(Southwest)

Popular in

February

Cheapest in

April

Average price

$395
From Midland Intl to Puerto Rico
Search Deals
One-way flight from Midland Intl to Puerto Rico
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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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 April 3, 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

Tue 4/28

7:00 am-11:50 pm

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Thu 4/30

7:00 am-4:17 pm

1 stop10h 17m

$420

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Wed 4/29

5:00 am-6:10 pm

2 stops12h 10m

San Juan Luis Munoz Marin Intl

Wed 5/6

11:59 pm-9:42 am

1 stop10h 43m

$468

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 7/9

1:30 pm-12:05 am

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Mon 7/13

10:20 pm-12:35 pm

2 stops15h 15m

$470
Quickest round-trip

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Wed 4/29

12:35 pm-11:40 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Wed 5/6

8:10 am-5:40 pm

2 stops10h 30m

$493
Cheapest one-way

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 5/1

10:35 am-11:25 pm

2 stops11h 50m

$235

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 5/1

8:26 pm-4:32 am

1 stop7h 06m

$235
Quickest one-way

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 6/13

8:23 pm-4:25 am

1 stop7h 02m

$298

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 6/13

5:13 pm-9:24 pm

2 stops27h 11m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Sorted by cheapest first

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, April is the cheapest month in which you can book a flight from Midland to Puerto Rico (average of $247). Flying from Midland to Puerto Rico in July is currently the most expensive (average of $637). 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 April 3, 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.
Southwest
8.0
Very good
4,344 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

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.
Southwest
8.0
Very good
4,344 reviews
Southwest
8.0
Very good
4,344 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

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.
United Airlines
7.4
Good
9,538 reviews
Southwest
8.0
Very good
4,344 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

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.
American Airlines
7.1
Good
11,551 reviews
Southwest
8.0
Very good
4,344 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

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 15h 50m. United Airlines provides one of the quickest options available for as low as $420. Airlines will cover a distance of 2432 mi.

  • 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, April is the cheapest month in which you can book a flight from Midland to Puerto Rico (average of $247). Flying from Midland to Puerto Rico in July is currently the most expensive (average of $637). 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 April 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$232Average$465FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$307Average$565FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$461Average$633FlexibilityNo cancel feeOn-time63%

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