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San Juan

$297+ Cheap flights from Midland (MAF) to San Juan

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$297
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$565
From Midland Intl to San Juan
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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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 August 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/17. 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 9/86:01 amMAF - SJU
1 stop7h 14mAmerican Airlines
Mon 9/226:10 amSJU - MAF
2 stops17h 54mAmerican Airlines
Deal found 8/17$297
This Southwest deal was found by Cheapflights users on 8/17. 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 10/123:35 pmMAF - SJU
2 stops8h 15mSouthwest
Tue 10/215:05 amSJU - MAF
2 stops9h 10mSouthwest
Deal found 8/17$441
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Sun 10/128:21 pmMAF - SJU
2 stops15h 23mAmerican Airlines
Tue 10/217:00 amSJU - MAF
2 stops13h 10mAmerican Airlines
Deal found 8/18$445
This United Airlines deal was found by Cheapflights users on 8/17. 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 9/112:05 pmMAF - SJU
1 stop7h 33mUnited Airlines
Thu 9/41:05 amSJU - MAF
2 stops13h 57mUnited Airlines
Deal found 8/17$485
This United Airlines deal was found by Cheapflights users on 8/17. 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 9/812:05 pmMAF - SJU
1 stop7h 33mUnited Airlines
Sun 9/211:05 amSJU - MAF
2 stops23h 25mUnited Airlines
Deal found 8/17$507
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/25:00 amMAF - SJU
1 stop8h 25mAmerican Airlines
Sat 9/612:01 pmSJU - MAF
2 stops12h 03mAmerican Airlines
Deal found 8/16$564

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 August 20, 2025.
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 9/8

6:39 pm-12:50 pm

2 stops17h 11m

San Juan Luis Munoz Marin Intl

Mon 9/22

6:10 am-11:04 pm

2 stops17h 54m

$297

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sun 10/12

3:35 pm-12:50 am

2 stops8h 15m

San Juan Luis Munoz Marin Intl

Tue 10/21

5:05 am-1:15 pm

2 stops9h 10m

$441

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sun 10/12

8:21 pm-2:20 pm

1 stop16h 59m

San Juan Luis Munoz Marin Intl

Tue 10/21

3:34 pm-8:51 am

1 stop18h 17m

$445

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 9/1

12:05 pm-8:38 pm

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Thu 9/4

1:05 am-2:02 pm

2 stops13h 57m

$485

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 9/1

6:01 am-4:05 pm

2 stops9h 04m

San Juan Luis Munoz Marin Intl

Fri 9/5

3:05 pm-10:12 pm

1 stop8h 07m

$485

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Wed 11/26

5:00 am-9:26 pm

1 stop14h 26m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

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, September is the cheapest month in which you can book a flight from Midland to San Juan (average of $254). Flying from Midland to San Juan in June is currently the most expensive (average of $339). 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 MAF to SJU?

Find hourly flight availability from Midland to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2025.

It’s typically best to fly out from Midland to San Juan in the afternoon. Doing so could potentially save you 38% on the flight price compared to flying at noon, which is usually more expensive.

How much does it cost to fly round-trip from Midland to San Juan?

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 August 20, 2025.
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
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,928 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 Southwest fly from Midland to San Juan in about 8h 15m. The time it takes to get you to your destination can typically vary by up to 8h 56m. 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 $349. Additional round-trip tickets that might be worth considering are offered by United Airlines and Southwest, with the lowest prices starting at $370 and $513, respectively. American Airlines is priced at 42% 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, September is the cheapest month in which you can book a flight from Midland to San Juan (average of $254). Flying from Midland to San Juan in June is currently the most expensive (average of $339). 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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Alternative routes for Midland to San Juan

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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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$349Average$645FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$370Average$585FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$513Average$544FlexibilityNo cancel feeOn-time63%

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