Fall Leagues

Be Active & Get Social This Fall!

We've got the most fun leagues in Chicago.

Sign Up A Full Team, Join With Friends or By Yourself

Full teams join all the time, plus we create free agent teams in each league that include coed players around the same age. Sign up and request to play with friends and you’re guaranteed to play together. Or join solo! That’s common too.

We pride ourselves in running the most organized & SOCIAL leagues that you’ll ever play in. And we’re the ONLY leagues where after games ALL teams walk to the same nearby bar for post-game parties and exclusive specials!

As an independently run and Chicago based league organization, we’re proud to offer the lowest prices while still providing the best overall league experience! Our full team fees are $100-$200 less for a season than other leagues in the city. Free agent players save $25-$35 too! And first time groups of 3+, email us for a special discount!

What are YOU gonna play?

We only run coed, recreational leagues! ALL skill levels are welcome!

NOTE: Some fall leagues start right after a summer season playing before them ends, so fall start dates may be delayed due to summer rainouts. If there is a delay in your start date, we will email you with that update as soon as it happens.


16" Softball


Singles Skeeball

What is Singles Skeeball? We’re glad you asked! This league is for singles looking to mingle! Sign up by yourself or with friends and get teamed up with others around your age for the season, half guys half girls! There’s 6 different teams made for ages 21-42. Whether you meet someone to date or make a new single friend, it’s super easy to create lasting relationships over our 5-week skeeson. This is easily our most laid back, social league. It fills up FAST so register right away!

Family Feud Trivia

Beach Volleyball

What People Are Saying

  • My experience with S3 has been absolutely wonderful! Over four years ago, I joined a kickball team as a free agent, not knowing anyone. Everyone meshed so well that we've been signing up together as a team ever since. It's evident that Ben, who manages the league, is deeply committed to S3 and goes above and beyond to ensure that everyone has a great time. The league is well-organized, fostering a friendly environment that makes every game something to look forward to. If you're looking for a way to meet new people and stay active, I can't recommend S3 enough.

    Chris Avatar Chris
    May 28, 2024
  • We’ve been partnering with S3 for years now and it’s always a great experience working with Ben and the team! Constant communication and great location options to pick from for the various sports. We look forward to partnering with them every season!

    Jillian Duffy Avatar Jillian Duffy
    May 28, 2024
  • S3 Leagues are SO FUN, and a really great way to meet people who want to meet people… New to the city? Still not feeling like your pre-COVID social self? Well-established but just want to expand your social circle? People join for so many different reasons but prioritizing connection is a common theme. Come join us!

    Jarrett James Avatar Jarrett James
    March 28, 2024
  • My wife and I recently moved to Chicago and we signed up for a S3 kickball league. The process we simple and we were matched with other free agents. The league itself was fun (we opted for a less competitive bracket) and we enjoyed hanging at the sponsor bar afterwards with the various teams. We played at Stanton Park and the fields were in solid condition and there was plenty of parking near by. Looking forward to signing up for another league soon!

    Stevann Waithe Avatar Stevann Waithe
    February 28, 2024
  • I've met most of my close friends by playing in the S3 leagues. This is despite the fact that I lack any athletic talent. Unlike other leagues, they match you with people in the same age range, ensuring that you meet people who you have things in common with.

    April Samuelson Avatar April Samuelson
    December 28, 2023
  • I joined the S3 bowling league on a whim a few years ago and now I can't imagine getting through a Chicago winter without bowling on Sundays. Everybody in the league are really friendly and if you join a team by yourself you are sure to make a few new friends during the season. I've done kickball and softball as well which are also a lot of fun. All the leagues are pretty laid back and are geared towards making new friends instead of being super competitive. Ben makes everything really easy and does a great job putting the teams and leagues together

    Matt Johnson Avatar Matt Johnson
    November 28, 2023
  • I'm currently participating in my third league this year with S3 Leagues, and it's been a fantastic experience. With a large number of combinations available and the added fun of a partner bar, S3 truly offers an engaging sports and social experience. I'd highly suggest S3 Leagues to anyone eager to join and make new friends.

    Elle Bennett Avatar Elle Bennett
    October 21, 2023
  • 3 years ago I joined a group of random people for kickball at S3, and now they're some of my closest friends, and we've still been playing kickball 3 years later! Ben is always extremely responsive if you ever need anything, and great at organizing all of these sports. Have had nothing but the best of experiences at S3!

    umang kapadia Avatar umang kapadia
    September 28, 2023
  • My friend and I joined this league the summer we moved here from the east coast and in that first random team we made 5 best friends that we still play with today and we were all at my friends wedding last weekend! this is an impeccably ran, fun and efficient league that leads you to finding your best friends in surprising places. HIGHLY recommend.

    Elizabeth Gamache Avatar Elizabeth Gamache
    September 21, 2023
  • To start off, Ben is super organized and clearly knows what he is doing. I have played in his S3 leagues multiple times and every time it's a positive experience. Volleyball (indoor and outdoor) are a great time to not only play but to meet new friendly people. Communication is on point, answers all my questions in a timely manner and whoever his Umps are, they are the best!

    Al-Rahim Jiwani Avatar Al-Rahim Jiwani
    August 28, 2023

Join S3 to find out why we are "More than just a league"!

Countless new friendships, relationships, champions & great memories made --- plus tons of S3 weddings and babies!

S3 by the numbers

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Every league is crazy fun, every time.