Leagues Played April - October
16" Softball
| Day | Where We Play | When We Play | Length | Game Start Times | League Info |
|---|---|---|---|---|---|
| FALL - Sundays | Wrightwood Park | Sept - Oct | 5 weeks | 12:00 - 3:20 PM | Now Registering! |
| FALL - Wednesdays | Stanton Park | Aug - Oct | 7 weeks | 6:00 - 9:20 PM | Now Registering! |
| FALL - Wednesdays | Jonquil Park | Aug - Oct | 7 weeks | 6:30 - 9:00 PM | Now Registering! |
| FALL - Thursdays | Wrightwood Park | Aug - Oct | 7 weeks | 6:00 - 9:20 PM | Now Registering! |
| FALL - Thursdays | McGuane Park (Bridgeport) | Sept - Oct | 6 weeks | 6:50 - 9:20 PM | Now Registering! |
| FALL - Fridays | Wrightwood Park | Sept - Oct | 5 weeks | 6:30 - 9:00 pm | Now Registering! |
| SPRING - Sundays | Wrightwood Park | April - June | 7 weeks | 12:00 - 2:30 PM | Returns April 2027! |
| SPRING - Sundays | Oz Park | April - June | 7 weeks | 1:00 - 2:40 PM | Returns April 2027! |
| SPRING - Sundays | Stanton Park | April - June | 7 weeks | 1:00 - 3:30 PM | Returns April 2027! |
| SPRING - Tuesdays | Wrightwood Park | April - June | 7 weeks | 6:30 - 9:00 PM | Returns April 2027! |
| SPRING - Wednesdays | Wrightwood Park | April - June | 7 weeks | 6:30 - 9:00 PM | Returns April 2027! |
| SPRING - Thursdays | Lincoln Park South Fields | April - June | 7 weeks | 6:30 - 9:00 PM | Returns April 2027! |
| SPRING - Thursdays | McGuane Park (Bridgeport) | April - June | 8 weeks | 6:50 - 9:20 PM | Returns April 2027! |
| SUMMER - Sundays | Stanton Park | June - Aug | 7 weeks | 1:00 - 3:30 PM | Returns June 2027! |
| SUMMER - Sundays | Wrightwood Park | June - Aug | 7 weeks | 12:00 - 3:30 PM | Returns June 2027! |
| SUMMER - Sundays | Oz Park | June - Aug | 7 weeks | 1:00 - 2:40 PM | Returns June 2027! |
| SUMMER - Tuesdays | Wrightwood Park | June - Aug | 7 weeks | 6:30 - 9:00 PM | Returns June 2027! |
| SUMMER - Wednesdays | Wrightwood Park | June - Aug | 7 weeks | 6:30 - 9:00 PM | Returns June 2027! |
| SUMMER - Wednesdays (Coed Mushball) | Oz Park | June - Aug | 8 weeks | 6:00 - 7:00 PM | Returns June 2027! |
| SUMMER - Thursdays | Lincoln Park South Fields | June - Aug | 7 weeks | 6:30 - 9:00 PM | Returns June 2027! |
| SUMMER - Thursdays | McGuane Park (Bridgeport) | June - Aug | 8 weeks | 6:50 - 9:20 PM | Returns June 2027! |
| SUMMER - Thursdays (Men's 16") | Oz Park | June - Aug | 9 weeks | 6:00 - 7:40 PM | Returns June 2027! |
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 play together. Or join solo! That’s common too.
As an independent, local organization running leagues only in Chicago, we’re proud to offer the cheapest team fees in the city while still providing the best overall league experience! Our full team fees are $200-$300 less 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 hang outs and exclusive hookups!
Email teams@s3leagues.com to save your team spot with a small deposit or register your group at reduced fees.
What People Are Saying
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S3 is honestly the way to go if you want to join a fun sports league in Chicago. I have made so many friends through S3 and I keep coming back to play in more leagues!!
Cecilia Falco
November 13, 2025 -
We love playing S3 sports and have made great friends through the kickball league! Ben is a great organizer and has made the whole S3 experience easygoing and fun! It has been a great way to meet people and stay active year round!
Julianna McKenna
October 1, 2025 -
S3 is a great recreational sports league for those who want to be competitive or just want to have casual fun. The founder Ben, put together a wonderful experience.
Kevin Grind
September 22, 2025 -
S3 is the best social league in town! I have been playing with S3 for 5+ years. I have made lifelong friends and memories. Highly recommend!
Adam
September 20, 2025 -
Out of all of the rec sports leagues in the city, S3 has some of the lowest league fees, yet somehow they're some of the best organized leagues. I've done at least one S3 league every year I've lived in Chicago. It's an amazing way to meet people and make friends.
Seth Pae
September 8, 2025 -
Highly recommend S3! I have organized and participated in multiple kickball leagues with them over the past few years - both with coworkers and friends! Always a good time
Jacey Kolker
September 8, 2025 -
Our team loves playing in the S3 Oz Park Co-ed Softball Wednesday night 16 inch softball league. Great times among friends! Well organized with good league website.
Matthew Blecha
September 7, 2025 -
Best league organization in the city, hands down! Can't beat having so many different options for days and times to play sports with your friends (and with strangers!!)
Frost Pearson
July 17, 2025 -
If you want to have a fun active summer, join the S3 volleyball league. I've been playing in this league for over 3 years and have met some of my now best friends because of it. Great way to get active and socialize after at a local bar that sponsors the league.
Alli Dunklau
July 17, 2025 -
I've been in several S3 Leagues- it's been great! The Leagues are fun, well run, and a good mix of competitive nature and chill vibes. And you're guaranteed to make life long friends!
Alex Lair
March 29, 2025
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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17+ years, 1,418+ leagues, and 137,856+ alumni — and counting.
Every league is crazy fun, every time.
