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$223+ 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
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 October 20, 2025.

Round-trip from

$369
(United Airlines)

One-way from

$223
(Southwest)

Popular in

July

Cheapest in

April

Average price

$582
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. 3% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 20, 2025.

This Southwest deal was found by Cheapflights users on 10/19. 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 10/2310:50 amMAF - SJU
2 stops10h 05mSouthwest
Sat 10/2510:40 amSJU - MAF
2 stops12h 05mSouthwest
Deal found 10/19$665
This United Airlines deal was found by Cheapflights users on 10/19. 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 10/237:30 amMAF - SJU
1 stop9h 00mUnited Airlines
Fri 10/241:05 amSJU - MAF
2 stops16h 26mUnited Airlines
Deal found 10/19$755
This American Airlines deal was found by Cheapflights users on 10/17. 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 12/228:28 pmMAF - SJU
1 stop7h 06mAmerican Airlines
Sat 12/271:30 amSJU - MAF
1 stop10h 19mAmerican Airlines
Deal found 10/17$913
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 12/298:28 pmMAF - SJU
1 stop16h 31mAmerican Airlines
Sat 1/31:30 amSJU - MAF
1 stop9h 11mAmerican Airlines
Deal found 10/18$1,158
This Southwest deal was found by Cheapflights users on 10/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:35 amMAF - SJU
2 stops9h 45mSouthwest
Sun 1/45:35 amSJU - MAF
2 stops11h 45mSouthwest
Deal found 10/18$1,175

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 October 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

Tue 3/10

7:20 am-5:25 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:45 am-4:24 pm

1 stop10h 39m

$369

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 12/30

10:40 am-11:15 pm

2 stops10h 35m

$223

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 12/30

8:28 pm-2:59 pm

1 stop16h 31m

$303

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 12/25

11:00 am-9:30 pm

2 stops8h 30m

$498

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 12/22

5:00 am-11:22 pm

1 stop16h 22m

$593

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Thu 12/25

12:22 pm-9:23 pm

1 stop7h 01m

$711

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

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.

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 October 20, 2025.

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

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 October 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
4,239 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,991 reviews
Southwest
8.0
Very good
4,239 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,024 reviews
Southwest
8.0
Very good
4,239 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 United Airlines fly from Midland to San Juan in about 9h 05m. The time it takes to get you to your destination can typically vary by up to . The distance from Midland to San Juan is about 2432 mi.

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

    Flying on United Airlines is currently your cheapest option to San Juan, with prices starting at $370. Additional round-trip tickets that might be worth considering are offered by American Airlines and Southwest, with the lowest prices starting at $380 and $513, respectively. United Airlines is priced at 37% 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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$370Average$577FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$380Average$645FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$513Average$544FlexibilityNo cancel feeOn-time63%

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