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San Juan

$134+ Cheap flights from Midland (MAF) to San Juan

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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Feb 15 — Feb 221
Sun 2/15
Sun 2/22
1 adult, Economy
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Cheap flight deals from Midland to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Midland (MAF) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 16, 2026.

Round-trip from

$330
(American Airlines)

One-way from

$134
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$480
From Midland Intl to San Juan
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One-way flight from Midland Intl to San Juan
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Highest demand for flights based on searches. 6% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Midland to San Juan

Cheapest flights from Midland to San Juan
Explore the most affordable flight options available from Midland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2026.

This American Airlines deal was found by Cheapflights users on 1/15. 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 2/235:00 am
MAF
-
SJU
1 stop16h 31m
American Airlines
Fri 2/274:01 pm
SJU
-
MAF
1 stop18h 47m
American Airlines
Deal found 1/15$330
This United Airlines deal was found by Cheapflights users on 1/13. 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 3/212:07 pm
MAF
-
SJU
1 stop7h 19m
United Airlines
Wed 3/43:46 pm
SJU
-
MAF
1 stop9h 29m
United Airlines
Deal found 1/13$350
This Southwest deal was found by Cheapflights users on 1/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/211:45 am
MAF
-
SJU
2 stops10h 50m
Southwest
Fri 2/65:35 am
SJU
-
MAF
2 stops11h 20m
Southwest
Deal found 1/14$445
This Southwest deal was found by Cheapflights users on 1/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2011:00 am
MAF
-
SJU
2 stops10h 40m
Southwest
Sun 5/245:45 am
SJU
-
MAF
2 stops17h 25m
Southwest
Deal found 1/14$457
This American Airlines deal was found by Cheapflights users on 1/14. 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.
Mon 2/29:11 am
MAF
-
SJU
1 stop11h 15m
American Airlines
Fri 2/63:54 pm
SJU
-
MAF
1 stop9h 00m
American Airlines
Deal found 1/14$463
This Southwest deal was found by Cheapflights users on 1/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/611:35 am
MAF
-
SJU
2 stops11h 05m
Southwest
Tue 2/102:35 pm
SJU
-
MAF
2 stops9h 40m
Southwest
Deal found 1/14$497
This Southwest deal was found by Cheapflights users on 1/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/3011:45 am
MAF
-
SJU
2 stops10h 50m
Southwest
Mon 2/22:35 pm
SJU
-
MAF
2 stops9h 40m
Southwest
Deal found 1/14$506
This United Airlines deal was found by Cheapflights users on 1/14. 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 1/257:20 am
MAF
-
SJU
1 stop9h 05m
United Airlines
Tue 1/273:46 pm
SJU
-
MAF
1 stop8h 08m
United Airlines
Deal found 1/14$540
This American Airlines deal was found by Cheapflights users on 1/14. 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 5/208:24 pm
MAF
-
SJU
1 stop7h 08m
American Airlines
Sat 5/2312:39 am
SJU
-
MAF
1 stop9h 23m
American Airlines
Deal found 1/14$544

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midland to San Juan 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 January 16, 2026.
Use the filters below to find and compare flights from Midland to San Juan that are best for you.

Fly from

Midland

Fly to

San Juan

Route

Depart

Return

Price

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 2/23

5:51 pm-10:00 am

2 stops14h 09m

San Juan Luis Munoz Marin Intl

Fri 2/27

7:00 am-5:21 pm

2 stops12h 21m

$330

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 3/2

12:07 pm-9:26 pm

1 stop7h 19m

San Juan Luis Munoz Marin Intl

Wed 3/4

3:46 pm-11:15 pm

1 stop9h 29m

$350

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 2/2

11:45 am-12:35 am

2 stops10h 50m

San Juan Luis Munoz Marin Intl

Fri 2/6

5:35 am-2:55 pm

2 stops11h 20m

$445

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 2/3

6:40 am-7:05 pm

2 stops10h 25m

San Juan Luis Munoz Marin Intl

Fri 2/6

5:35 am-2:55 pm

2 stops11h 20m

$445

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Wed 5/20

11:00 am-10:40 pm

2 stops10h 40m

San Juan Luis Munoz Marin Intl

Sun 5/24

5:45 am-10:10 pm

2 stops17h 25m

$457

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 2/23

5:00 am-9:34 pm

2 stops14h 34m

$134

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 6/13

8:27 pm-4:32 am

1 stop7h 05m

$200

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 6/26

8:27 pm-4:32 am

1 stop7h 05m

$233

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sun 2/1

12:41 pm-10:26 pm

1 stop7h 45m

$253

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 6/13

5:00 am-9:24 pm

2 stops15h 24m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 11 results
1
2

Best time to book a flight from Midland to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

What is the cheapest month to book a flight from Midland to San Juan?

Currently, April is the cheapest month in which you can book a flight from Midland to San Juan (average of $247). Flying from Midland to San Juan in July is currently the most expensive (average of $776). 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 San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated January 16, 2026.
Read through reviews of airlines operating flights from Midland to San Juan, 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
4,260 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

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
4,260 reviews
Southwest
8.0
Very good
4,260 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

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
9,165 reviews
Southwest
8.0
Very good
4,260 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

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
11,144 reviews
Southwest
8.0
Very good
4,260 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

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 Midland to San Juan. 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 San Juan?

    Most people fly from Midland Intl (MAF) if they book a flight from Midland to San Juan. On average, Midland Intl has 0 outbound flights to San Juan per day from 3 airlines. Midland Intl is conveniently located just 8.2 mi from Midland’s city center.

  • How long is the flight from Midland to San Juan?

    Airlines like American Airlines and United Airlines fly from Midland to San Juan in about 7h 19m. The time it takes to get you to your destination can typically vary by up to 6h 50m. The distance from Midland to San Juan is about 2432 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Midland to San Juan round-trip?

    Flying on American Airlines is currently your cheapest option to San Juan, with prices starting at $307. Additional round-trip tickets that might be worth considering are offered by United Airlines and Southwest, with the lowest prices starting at $353 and $520, respectively. American Airlines is priced at 46% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Midland to San Juan that include hotel bookings?

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

  • How can I find direct flights from Midland to San Juan?

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

  • Can I find deals for business class flights from Midland to San Juan?

    Yes. Cheapflights offers flight deals from Midland to San Juan 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 San Juan?

    Currently, April is the cheapest month in which you can book a flight from Midland to San Juan (average of $247). Flying from Midland to San Juan in July is currently the most expensive (average of $776). 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 San Juan

Discover the top 3 airlines that operate flights from Midland to San Juan. 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 January 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$637FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$353Average$532FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$520Average$590FlexibilityNo cancel feeOn-time63%

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