Free social events in Chicago

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Social

Casual Saturday (Recreational Ride)

Sat 24 Oct, 11:00

Kwa-Ma-Rolas

Welcome to Casual Saturday, our weekly lakefront ride to Hyde Park. Looking forward to seeing you! WAIVER & MEMBERSHIP Anyone who’s not a paid member of Windy City Cycling Club must complete and submit a Liability Waiver before riding.…

Free

Social

Let’s Fly a Kite? 🍃🍂🪁✨

Sat 24 Oct, 12:00

Foster Beach

🌟 All I wanna do is get high by the beach 🌳🌬️ Plan: What will happen?we will be making kites at TBD location (indoors for obvious reasons 🌬️ ) And flying outside at the beach, try to avoid trees (learned that the hard way 🥲 RIP Machlee)…

Free

Social

Hoop Social Chicago: WNBA Finals Watch Party | Game 4

Sat 24 Oct, 12:00

Level Sporting Club

GAME 4. THE FINALS. THE ENERGY IS DIFFERENT! 🏀🔥 We’re running it back for another WNBA Finals Watch Party as the Atlanta Dream take on the Golden State Valkyries! 🏆 Pull up, rep your squad, talk your trash, and experience playoff…

Free

Social

The Fall Shawl Crawl 2026!

Sat 24 Oct, 12:30

Little Bad Wolf

Our Fall Shawl Crawl is BACK!!! Saturday, October 24, 2026. We'll hit a couple bars along North Clark Street and visit The Dropped Stitch! This will be a great opportunity to show off your favorite shawl. Here is the general map with…

Free

Social

Speak Spanish Chicago (Near West Side Spanish Meetup)

Sat 24 Oct, 15:00

West Loop Branch, Chicago Public Library

This is a laid-back space for casual Spanish conversation. Picture multiple small-group conversations happening rather than one structured discussion. No lessons, no agenda. Just people hanging out and speaking Spanish. Who it’s for: If…

Free

Social

The Gift of Receiving - A Pop Up Event

Sat 24 Oct, 15:30

Strugglebeard Bakery

Hello my Chicago Sisters! Imani is coming to town, and we’re planning a last-minute YANASISTERS pop-up gathering next Saturday, October 24! We’re getting together for a little sweetness, sisterhood, and joy before the holiday season…

Free

Social

Sketchy Saturday at the Lucky Horseshoe Lounge

Sat 24 Oct, 16:30

Lucky Horseshoe Lounge

October, 4:30pm-6:30pm Model: MATT Suggested donation: $10 cash. But pay what you can! Bring your own supplies to draw. No experience needed. All welcome. Arrive and leave when you like. Poses start at 4:30pm with 5-minute poses, then…

Free

Social

30Somethings Bar Crawl: Bridgeport Edition!

Sat 24 Oct, 20:00

Electric Funeral

Calling all 30somethings who'd rather shoot pool than wait in line at a club. Join me for a chill dive bar crawl through Bridgeport, the perfect excuse to meet some new people over cheap drinks. The route: 🍺 8 PM: Electric Funeral (3529 S…

Free

Social

Hashtom's Birthday Party

Sat 24 Oct, 22:00

HIDE+SEEK

A little last-minute birthday celebration! Taking over a spot this saturday with some music, drinks, and friends:) Everyone’s welcome! Feel free to bring your friends, just make sure everyone RSVPs. Space is limited, so please only RSVP…

Free

Social

Pickleball Outside

Sun 25 Oct, 08:00

Independence Park

There are 4 courts so up to 16 people can play at a time. The courts are not reserved but typically they are all available on Sunday mornings. This is a fun, welcoming group playing at the Advanced Beginner - Intermediate level. All are…

Free

Social

Walking History: Exploring Chicago Parks at Palmisano

Sun 25 Oct, 09:00

Palmisano (Henry) Park

Equiticity presents Walking History: Exploring Chicago Parks, a series of six monthly walks, as part of Equiticity’s 2026 Community Mobility Rituals – regularly scheduled mobility events promoting social cohesion and collective trust in…

Free

Social

Pop-Up Brompton Ride to the Leland Greenway

Sun 25 Oct, 09:30

AIDS Garden Chicago

Join us on a Pop-up (last minute) Brompton ride this Sunday, October 25 to the new Leland Greenway in Lincoln Square. We’ll meet at the AIDS Garden by the Lakefront Trail at 9:30 am and roll out at 9:45 am. We will make our way through…

Free

Social

Chicago: Perelel — Stroller Walk

Sun 25 Oct, 10:00

Dearborn (Henry) Park

Join me for a Perelel Stroller Walk! Come Moms, dads, parents, or expecting parents, join me for a Stroller Walk!! Come connect with others in this same stage in life and their little ones. Grab a coffee from our coffee cart sponsored by…

Free

Social

Muppies Meetup: Caffeine & Connections

Sun 25 Oct, 10:30

Qamaria Yemeni Coffee

Join Muppies for a relaxed morning of coffee, conversation, and meaningful connections! Caffeine & Connections is a casual networking meetup bringing Muslim urban professionals together to meet new people, reconnect with fellow Muppies,…

Free

Social

USGP LIVE watch Party

Sun 25 Oct, 15:00

The Reveler

Back to Austin, Texas, for the United States Grand Prix! 🇺🇸🏎️ Max Verstappen has the boys at Mercedes looking a little nervous! With two consecutive wins and a series of upgrades to his Red Bull, Max is turning up the heat as the…

Free

Social

Walk Group

Mon 26 Oct, 18:30

Wilson Turf Field

Come join me for a nice walk, good conversation. Hopefully we can get a few good people looking for more friends in the city while doing something active.

Free

Social

Scratchpad Chicago: Session 70

Tue 27 Oct, 18:00

mHUB

Scratchpad is a collective which hosts weekly co-working sessions for builders working on their passion projects (robotics, design, writing, art, coding). The concept is inspired by Socratica - a co-working collective started a few years…

Free

Social

NSCoder Night

Tue 27 Oct, 18:00

Expedia

NSCoder is back again! Whether you started on WebObjects or you just opened Swift Playgrounds... All are welcome! We'll have pizza, conversation, and a presentation. Expedia has kindly agreed to host us. Please register with your real…

Free

Social

The Status Game: Our Social Position and How We Use It (Will Storr)

Tue 27 Oct, 18:30

Kimball Arts Center Chicago

Book Blurb: What drives our political and moral beliefs? What makes us like some things and dislike others? What shapes how we behave, and misbehave, in groups? What makes you, you? For centuries, philosophers and scholars have described…

Free

Social

Real Estate & Construction Networking Event with Elevator Pitch

Tue 27 Oct, 19:00

Easy Bar

Please Note: RSVP on Meetup does not guarantee entry. To attend, you must register through the official ticket link here: https://www.eventbrite.com/e/chicago-real-estate-construction-pitch-networking-event-tickets-2001530370217 Join us…

Free

Social

Casual Saturday (Recreational Ride)

Sat 24 Oct, 11:00

Kwa-Ma-Rolas

Free

Social

Let’s Fly a Kite? 🍃🍂🪁✨

Sat 24 Oct, 12:00

Foster Beach

Free

Social

Hoop Social Chicago: WNBA Finals Watch Party | Game 4

Sat 24 Oct, 12:00

Level Sporting Club

Free

Social

The Fall Shawl Crawl 2026!

Sat 24 Oct, 12:30

Little Bad Wolf

Free

Social

Speak Spanish Chicago (Near West Side Spanish Meetup)

Sat 24 Oct, 15:00

West Loop Branch, Chicago Public Library

Free

Social

The Gift of Receiving - A Pop Up Event

Sat 24 Oct, 15:30

Strugglebeard Bakery

Free

Social

Sketchy Saturday at the Lucky Horseshoe Lounge

Sat 24 Oct, 16:30

Lucky Horseshoe Lounge

Free

Social

30Somethings Bar Crawl: Bridgeport Edition!

Sat 24 Oct, 20:00

Electric Funeral

Free

Social

Hashtom's Birthday Party

Sat 24 Oct, 22:00

HIDE+SEEK

Free

Social

Pickleball Outside

Sun 25 Oct, 08:00

Independence Park

Free

Social

Walking History: Exploring Chicago Parks at Palmisano

Sun 25 Oct, 09:00

Palmisano (Henry) Park

Free

Social

Pop-Up Brompton Ride to the Leland Greenway

Sun 25 Oct, 09:30

AIDS Garden Chicago

Free

Social

Chicago: Perelel — Stroller Walk

Sun 25 Oct, 10:00

Dearborn (Henry) Park

Free

Social

Muppies Meetup: Caffeine & Connections

Sun 25 Oct, 10:30

Qamaria Yemeni Coffee

Free

Social

USGP LIVE watch Party

Sun 25 Oct, 15:00

The Reveler

Free

Social

Walk Group

Mon 26 Oct, 18:30

Wilson Turf Field

Come join me for a nice walk, good conversation. Hopefully we can get a few good people looking for more friends in the city while doing something active.

Free

Social