Pickleball Leagues San Antonio, TX

San Antonio is an easy place to stay active and meet people, and pickleball is a big part of that. Silly Pickles brings organized, social leagues to the city that are simple to join and hard not to enjoy.

Our leagues are for people who want a weekly reason to get out of the house and play. You show up, get matched with others at your level, and spend an hour hitting good shots and meeting new people. No pressure, no tryouts, and no need to bring a partner. Just a fun way to play, move, and connect each week.

Upcoming Pickleball Leagues in San Antonio

Where We Play

Our San Antonio leagues take place at well-known pickleball venues that combine great courts with an easygoing, social league-night vibe.

📍 Chicken N Pickle

5215 UTSA Boulevard, San Antonio, TX 78249

You will find dedicated indoor and outdoor pickleball courts designed for organized games, along with a full restaurant, bar, and plenty of space to hang out before or after league night. Indoor courts provide a comfortable, climate controlled environment for play, making league nights easier to attend throughout the year. Chicken N Pickle is open to both members and non members, making access simple for league players.

Why People Love Playing in Our San Antonio Leagues

We’ve struck the right balance between organized play and low-pressure fun, making each season simple to join and even easier to enjoy.


✔ A comfortable place to learn or return

New players feel supported with on-site intro lessons, and returning rec players feel right at home.


✔ A community vibe without any awkwardness

Rotating partners makes it easy to meet people naturally, without forced socializing. If you’re new to the area, or just looking to make new friends, this league is perfect for you.


✔ Active, engaging games

Our games are a great way to move and stay active — so fun, you forget it’s a workout.


✔ A weekly ritual that fits real life

Most players join because our leagues are simple, consistent, and easy to build into their routine. Can’t make it to game day? No problem — our system enables you to find a sub with just one click.

What To Expect Each Week

  • Regular Season Play

    Most seasons run 6–8 weeks. Details, dates, and times are listed on each league page.

  • Our Ladder Format

    Each week, you’ll play with a new group for one hour at your skill level. Mix and match teammates and opponents each game!

  • Easy Scheduling

    If you need to miss a week, no problem! 📅 Just use our weekly RSVP to let us know. Need a sub? Just click through our system to request one.

  • Weekly scoring

    Submit your points after each league week, and we’ll update your ranking so matchups stay fun and fair. 

  • All Skill Levels Welcome

    Our ladder format means leagues can accommodate all skill levels. All are welcome, whether you’ve never played or are more advanced!

  • Social and Happy Hours

    Every San Antonio league has its own happy hours and socials throughout the league 🍻

FAQs - San Antonio, Texas Pickleball Leagues

Do I need to sign up with a partner or team?

Nope! Players register individually, and partners rotate throughout the season. This makes it easy to meet new people and removes the pressure of finding a partner ahead of time. 
How does the weekly league format work?

Each week, players are grouped with others at a similar level and play a series of short games during a one-hour time block. Partners rotate, and scores are submitted afterward. We host everyone from beginners to more advanced players, and the ladder naturally sorts people into the right spot!
How do you determine skill level?

You enter your approximate skill level during checkout (beginner, intermediate, rec player, etc.). It doesn’t need to be perfect; the ladder system will place you where you belong after game days.
How long is the season?

Most San Antonio seasons run for 8 weeks. Each league page lists the exact schedule, start date, and end date.
What if I can’t make a week?

Just RSVP ahead of time using the link in the weekly reminder. We won’t put you in the schedule if you can’t be there. Easy, peasy!
Do you offer open play or drop-ins?

We keep things simple and stick to leagues. If you want to play pickleball with Silly Pickles, you sign up once, show up each week, and jump right into organized games with rotating partners.