Late Fall/Early Winter Leagues

Be Active & Get Social!

We've got the most fun leagues in Chicago.

All of our upcoming Indoor Leagues are now SOLD OUT!.

Registration Opens Soon for our Jan-Mar Winter Seasons!

[Get on the Priority Contact List Here]

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 coed league that include other players around the same age. These teams aren’t made until all spots are filled, so sign up and request to play with friends while there’s space! Then you’re guaranteed to get in and play together. Or join solo! That’s common too.


Our full team fees are $150-$300 less for a season than other leagues out there. Free agent players save $20-$35 too! As an independently run organization, we’re proud to offer the lowest prices while still providing the best overall league experience 🙂

What are YOU gonna play?

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


Indoor Volleyball

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!

Matball (Indoor Kickball)

Family Feud Trivia


The lowest team fees for the best overall league experience

As an independently run and locally focused league organization, we’re proud to offer the cheapest team prices in Chicago while still providing the best overall league experience! Our full team fees are $200-$350 less for a season than other leagues out there. Free agent players save $25-$40 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!

First-time groups of 3+ also get an additional hook up!

Email to save your team spot with a small deposit or register your group at reduced fees.

What People Are Saying

  • 5 star review  Been playing S3 summer and fall softball for ~7 years now and every one has been great. The league is super organized and management is very accessible and prompt at answering questions, helping out, etc. Unlike other leagues, S3 is a perfect mix of competitive and fun -- 99% of people who play S3 are good people and the league feels more like a family than some giant faceless softball corporation.

    thumb Quinn Myers
    October 29, 2020
  • 5 star review  Highly recommend! Not knowing anyone in Chicago when I first moved, this was the best way to meet people. I joined a random kickball team in 2016 and today those people are still some of my best friends!

    thumb Sophia Kassam
    September 18, 2020
  • 5 star review  S3 is a great league! It is inexpensive, and Ben has been more than accommodating and flexible in helping with getting my teams signed up every year. Solid competition, and you can't beat the bar deals--no other league I've played in offers them!

    thumb MaryClaire Cieply
    August 12, 2020
  • 5 star review  I have been playing in S3 Leagues for a few years. A number of different sports during different times of the year. Always a fun way to stay active with sports and meet new people. They also do a tubing float trip a couple times during the summer and that is a blast! If you’re new to the city, enjoy playing sports, and want to meet new people who share that interest, definitely give S3 Leagues a chance!!

    thumb Mark Elg
    July 8, 2020
  • 5 star review  Joining S3, Simply Sport and Social, has been a great way to grow my community in Chicago.I've been in Chicago for 4 years and have played sports my whole life, but found most other sports leagues here to be more exclusionary. I would rarely hang out with my teammates outside of games and rarely found other events hosted by those leagues to be very fun.When I found S3, I signed up because the times and locations were convenient to my schedule. The BIG difference between S3 and other leagues is the people. I quickly developed friendships with my teammates and competitors and have since gone on to develop great relationships with these people. Where as other leagues could often feel exclusionary S3 feels inclusive. I still have a great time with playing the sports (volleyball, kickball) with some nights being very competitive. At the end of the night we all go to the bars to hang out having a great time laughing about the games. Also I have done many of the other activities such as float trips in the summer which are fun and relaxing.Ben the organizer of S3 is very organized and friendly which just adds to the experience.

    thumb Cash DeWitt
    March 8, 2020

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 crazy fun, every time.