People playing pickleball on an outdoor court with city buildings in the background. Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background. Silly Pickles ladder league (the world's funnest pickleball league)People playing pickleball on an outdoor court with city buildings in the background. Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background. Silly Pickles ladder league (the world's funnest pickleball league)
Young woman holding a pickleball paddle on a court with a blurred background, playing in Silly Pickles (the world's funnest pickleball league)
 
Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background, playing in Silly Pickles ladder league (the world's funnest pickleball league)
 

WELCOME TO SILLY PICKLES

HOME TO THE WORLD'S FUNNEST LEAGUES.
ready to get silly?

PLAY AT YOUR LEVEL, ALWAYS.

THE BEST LADDER FORMAT IN THE GAME.
FIND LEAGUES NEAR YOU

NEW TO PICKLEBALL?

WE LOVE TO SEE IT. ALL LEVELS WELCOME.
Young woman holding a pickleball paddle on a court with a blurred background, playing in Silly Pickles (the world's funnest pickleball league)
 
Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background, playing in Silly Pickles ladder league (the world's funnest pickleball league)
 
People playing pickleball on an outdoor court with city buildings in the background. Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background. Silly Pickles ladder league (the world's funnest pickleball league)People playing pickleball on an outdoor court with city buildings in the background. Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background. Silly Pickles ladder league (the world's funnest pickleball league)

  • Young man playing pickleball on an outdoor court with palm trees in the background, Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background, playing in Silly Pickles pickleball ladder league (the world's funnest pickleball league)
     

    YOUR NEW FAVORITE NIGHT OF THE WEEK

    Recess vibes, grown-up calendar 😎 With our ladder league format, you'll always play at your level. Schedule sent + subs handled when needed. Just show up and play!

    SIGN UP
  • Two young, fun adults on a pickleball court with palm trees in the background. Young man playing pickleball on an outdoor court with palm trees in the background, Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background. They are playing in Silly Pickles pickleball ladder league (the world's funnest pickleball league)
     

    NO PARTNER? NO PROBLEM.

    Flying solo? Great! Most of our players are! We’ll match you with good humans and get you game-ready. Roll in with a friend or crew if you’d like... but fair warning: you might leave with a few more 🔥

    FAQS
  • Two pickleball players on a court with palm trees in the background. Young man playing pickleball on an outdoor court with palm trees in the background, Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background. Playing in Silly Pickles pickleball ladder league (the world's funnest pickleball league)
     

    WHERE WE PLAY

    We’re already in 50+ locations across the U.S. - and always expanding ❣ Find a league near you or let us know if you want one in your hometown. Either way, the silly is spreading 🤭

    MORE ABOUT US

FIND A LEAGUE NEAR YOU

Arizona California Colorado Delaware Florida Georgia Illinois Indiana Kansas Kentucky Nevada Minnesota Missouri Nevada New Jersey New York Ohio Oregon Pennsylvania Tennessee Texas
Four, young cute men posing together on a pickleball court with equipment. Young man playing pickleball on an outdoor court with palm trees in the background, Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background. From Silly Pickles pickleball ladder league (the world's funnest pickleball league)
Four young, fun people posing for a selfie with a pickleball court in the background. Four, young cute men posing together on a pickleball court with equipment. Young man playing pickleball on an outdoor court with palm trees in the background, Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background. From Silly Pickles pickleball ladder league (the world's funnest pickleball league)
Two men holding pickleball paddles in an indoor setting

WHAT'S A LADDER LEAGUE?

Our format ensures skill-based matching.

Never played pickleball? Perfect. Play every weekend and own six paddles? Also perfect 🤪 Our dynamic ladder league reranks players weekly, to make sure you’re playing against people at your level. Whether you’re here to win or just to be active and social, you're in the right place.

📣 HEAR FROM THE PPL

“I have been in a few other leagues and Silly Pickles is by far the best... I’ll definitely sign up again.”

SAN ANTONIO, TX

“Loved this league!!! Best one I have done so far!”

- CHICAGO, IL

“The league was so fun!! I met so many new people, and our host Holly was amazing"

ATLANTA, GA

"I just moved to Portland and didn’t know anyone. Silly Pickles made it so easy to meet new people and make friends. I really look forward to the games every week!"

PORTLAND, OR

  • Woman playing pickleball on an outdoor court with a clear sky.
  • Man playing pickleball on an outdoor court with city skyline in the background

  • #getsilly
  • Two young, fun men on a tennis court looking at a phone together, Four, young cute men posing together on a pickleball court with equipment. Young man playing pickleball on an outdoor court with palm trees in the background, Man playing pickleball on an outdoor court with a fence and trees in the background. Playing in Young woman holding a pickleball paddle on a court with a blurred background, after Silly Pickles pickleball ladder league (the world's funnest pickleball league)
  • Man playing pickleball on a court with palm trees in the background