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San Juan

$165+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — SJU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Round-trip from

$342
(Southwest)

One-way from

$165
(United Airlines)

Popular in

July

Cheapest in

April

Average price

$603
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 ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 6, 2025.

This Southwest deal was found by Cheapflights users on 11/4. 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.
Tue 12/911:00 amMAF - SJU
2 stops8h 30mSouthwest
Fri 12/125:40 amSJU - MAF
2 stops12h 50mSouthwest
Deal found 11/4$342
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/97:30 amMAF - SJU
2 stops12h 52mUnited Airlines
Fri 12/127:45 amSJU - MAF
1 stop8h 12mUnited Airlines
Deal found 11/5$417
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/96:54 pmMAF - SJU
2 stops13h 15mAmerican Airlines
Fri 12/126:42 pmSJU - MAF
2 stops15h 56mAmerican Airlines
Deal found 11/5$420
This United Airlines deal was found by Cheapflights users on 11/6. 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 11/259:39 amMAF - SJU
1 stop9h 47mUnited Airlines
Sat 11/292:05 amSJU - MAF
2 stops21h 37mUnited Airlines
Deal found 11/6$1,335
This United Airlines deal was found by Cheapflights users on 11/6. 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 12/235:00 amMAF - SJU
1 stop14h 26mUnited Airlines
Sun 1/47:45 amSJU - MAF
1 stop12h 34mUnited Airlines
Deal found 11/6$1,625
This American Airlines deal was found by Cheapflights users on 11/6. 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 11/256:05 amMAF - SJU
2 stops9h 47mAmerican Airlines
Sun 11/306:00 amSJU - MAF
2 stops9h 54mAmerican Airlines
Deal found 11/6$1,693
This United Airlines deal was found by Cheapflights users on 11/6. 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.
Sat 12/205:00 amMAF - SJU
1 stop14h 26mUnited Airlines
Sun 1/47:45 amSJU - MAF
1 stop12h 34mUnited Airlines
Deal found 11/6$1,775
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/238:28 pmMAF - SJU
1 stop16h 31mAmerican Airlines
Sat 1/31:30 amSJU - MAF
1 stop12h 21mAmerican Airlines
Deal found 11/6$1,795
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Sat 12/208:28 pmMAF - SJU
1 stop7h 06mAmerican Airlines
Sat 1/31:30 amSJU - MAF
1 stop9h 11mAmerican Airlines
Deal found 11/5$1,903

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 November 6, 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 12/9

7:30 am-10:22 pm

2 stops12h 52m

San Juan Luis Munoz Marin Intl

Fri 12/12

7:45 am-1:57 pm

1 stop8h 12m

$417

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Tue 12/9

6:54 pm-10:09 am

2 stops13h 15m

San Juan Luis Munoz Marin Intl

Fri 12/12

6:42 pm-8:38 am

2 stops15h 56m

$420

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

Tue 3/10

1:05 am-1:39 pm

2 stops13h 34m

$552

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 12/8

9:39 am-9:26 pm

1 stop9h 47m

$165

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 12/8

6:54 pm-10:09 am

2 stops13h 15m

$190

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 11/29

5:45 am-6:25 pm

2 stops10h 40m

$230

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Sat 12/13

5:50 am-5:15 pm

2 stops9h 25m

$254

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Fri 12/12

10:45 am-10:20 pm

2 stops9h 35m

$254

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 12/15

2:25 pm-12:35 am

2 stops8h 10m

$254

MidlandSan Juan

MAF - SJU

MAFSJU

Midland Intl

Mon 12/15

12:25 pm-9:25 pm

1 stop7h 00m

$351

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 12 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.

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 November 6, 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 November 6, 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
4,241 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

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
4,241 reviews
Southwest
8.0
Very good
4,241 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

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
9,007 reviews
Southwest
8.0
Very good
4,241 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

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
11,040 reviews
Southwest
8.0
Very good
4,241 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

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 and American Airlines fly from Midland to San Juan in about 12h 52m. The time it takes to get you to your destination can typically vary by up to 23m. 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 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 36% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Midland to San Juan one-way?

    The cheapest airlines for a one-way flight from Midland to San Juan are United Airlines ($165), American Airlines ($190), and Southwest ($230).

  • 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$370Average$544FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$380Average$645FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$513Average$544FlexibilityNo cancel feeOn-time63%

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