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Chicago IRL

Where to meet people in Chicago

To meet people in Chicago, join a 606 Run Club outing, take an improv course or sign up for a singles skeeball team. Check the age limits on individual singles events.

Monday

Group runs, club socials and music trivia

8 options

  1. 6:00 PM · weeklyFitness

    South Loop Runners (opens in a new tab)

    A group run for different paces, with time to talk with other runners afterward.

    Where
    South Loop / lakefront; check the weekly route
    Cost
    Free
  2. 6:00 PM · weeklyFitness

    Fleet Feet Running Club — Old Town / South Loop (opens in a new tab)

    Group runs from Old Town and South Loop with pace groups for different abilities.

    Where
    Old Town or South Loop store; confirm the selected run
    Cost
    Free
  3. 6:35 PM · weeklyFitness

    Chicago Beer Runners (opens in a new tab)

    A non-competitive run of about 5K, followed by food and time at the bar with the group.

    Where
    Wild Goose, North Center; verify the Meetup event
    Cost
    Free; buy your own food or drinks
  4. Daytime or event nights · check calendarSocial

    Guild Row (opens in a new tab)

    A social club with food, music and member gatherings. Look for an open house or hosted activity if you are new.

    Where
    3130 N Rockwell St, Avondale
    Cost
    Event or membership pricing varies
  5. Rotating dates and venuesSocial

    Chicago Social Events Meetup (opens in a new tab)

    Happy hours, trivia, outings and co-ed recreational leagues aimed at people in their 20s and 30s.

    Where
    Chicago venues vary by event
    Cost
    Varies by event
  6. 8:00–10:00 PM · MondaysEvent

    aliveOne — All Music Trivia (opens in a new tab)

    Team trivia devoted to music at aliveOne. Bring friends to play together.

    Where
    2683 N Halsted St, Lincoln Park
    Cost
    No ticket price listed; food and drinks extra
  7. League seasons; schedules varySocial

    S3 Social Sports — coed indoor leagues (opens in a new tab)

    Co-ed indoor sports leagues with solo registration and team placement. Seasons last five to seven weeks; check the league's age range before signing up.

    Where
    Multiple Chicago venues; league dependent
    Cost
    Season fee; varies by league
  8. Multiple dates each week; check calendarSocial

    Three Cities Social (opens in a new tab)

    A membership social club with more than 30 group outings and gatherings a month.

    Where
    320 W Ohio St #7E, River North; event venues vary
    Cost
    Individual membership listed at $199–$249/month; verify current plan

Tuesday

Speed dating and beginner improv

7 options

  1. 6:30 PM · weeklyFitness

    606 Run Club (opens in a new tab)

    A free three-mile social run, usually followed by a drink. Check the weekly event for the meeting point and bar.

    Where
    The 606 / rotating neighborhood bar; see event details
    Cost
    Free; drinks optional
  2. Current events vary; check organizer calendarEvent

    Hot Potato Hearts — inclusive speed dating (opens in a new tab)

    Themed speed dating for people of all genders and sexualities. Pairings are not based on orientation; choose an event with an age range that fits you.

    Where
    Rotating Chicago venues
    Cost
    Varies by event; recent listings $13–$25
  3. 6:30 PM · weeklyFitness

    Lakeview Run Club (opens in a new tab)

    Group runs from Nettelhorst for a range of paces. Check the club's updates for the route and any gathering afterward.

    Where
    Nettelhorst Playground, Lakeview
    Cost
    Free
  4. Dates and age ranges vary; check ticketsEvent

    Meet IRL — singles speed dating and activity events (opens in a new tab)

    Singles mini-dates and activity mixers in age-specific groups, including ages 26–35 and 30–38.

    Where
    Rotating Chicago venues
    Cost
    Varies by event
  5. Tue Oct 27 · 6:30–9:00 PM · Eventbrite listing active Oct 7NewEvent

    Meet IRL — speed dating at Midwest Coast Brewing (ages 30–38) (opens in a new tab)

    Hosted speed dating for singles ages 30–38, with one-to-one mini-dates at Midwest Coast Brewing.

    Where
    Midwest Coast Brewing Company, 2137 W Walnut St, Chicago, IL 60612
    Cost
    Ticketed; price varies by ticket category
  6. Multi-week classes; schedules varyFitness

    Beginner improv — Second City, iO or Annoyance (opens in a new tab)

    Practice partner exercises and scenes in a multi-week beginner improv class.

    Where
    Old Town, Lakeview or Lincoln Park; school dependent
    Cost
    Paid classes; varies by school and session
  7. Daytime café hours; check current scheduleCafé

    The Wormhole Coffee (opens in a new tab)

    A neighborhood coffee shop with communal seating.

    Where
    1462 N Milwaukee Ave, Wicker Park
    Cost
    Buy a drink or food

Wednesday

Group dinners and outdoor workouts

9 options

  1. 7:00 PM · select WednesdaysSocial

    Timeleft dinners (opens in a new tab)

    Dinner with a small group of strangers. Book through the app for dates and table details.

    Where
    Restaurant revealed after booking
    Cost
    Meal and any applicable booking fee
  2. First Wednesday monthly · upcoming dates varyEvent

    Skip the Small Talk — guided conversation night (opens in a new tab)

    Guided one-to-one conversations with rotating partners and question prompts. Guests are often in their 20s and 30s.

    Where
    Kibbitznest, 2212 N Clybourn Ave; verify each event
    Cost
    Ticketed; current price varies by event
  3. 6:06 AM · weeklyFitness

    November Project Chicago (opens in a new tab)

    A free outdoor group workout. The location and exercises change each week, so check the meeting point before leaving.

    Where
    Outdoor location rotates; check the weekly post
    Cost
    Free
  4. Evenings · gym hours / classes varyFitness

    Movement Wrigleyville — bouldering (opens in a new tab)

    Bouldering, fitness classes and community events. Work on routes alongside other climbers or join a group class.

    Where
    1115 W Addison St, Wrigleyville
    Cost
    Day pass or membership; verify current rate
  5. 6:15 PM · weeklyFitness

    South Loop Runners (opens in a new tab)

    A weekly run for different paces, sometimes followed by a social stop. Check the club's route before heading out.

    Where
    South Loop / lakefront; check the weekly route
    Cost
    Free
  6. 7:00 PM · weeklyFitness

    Venados Running Club (opens in a new tab)

    Choose a 3- or 5-mile run, then meet the group at the brewery. All paces welcome.

    Where
    Monochrome Brewing, 2102 S Carpenter St, Pilsen
    Cost
    Free; buy your own drinks
  7. League schedules vary by seasonSocial

    Chicago Sport & Social Club — coed leagues (opens in a new tab)

    Adult co-ed sports leagues with free-agent registration for players who need a team.

    Where
    Chicago-wide; sport and venue vary
    Cost
    Season fee; varies by league
  8. Wednesdays · 4:00–10:00 PMEvent

    Adler at Night (opens in a new tab)

    An evening at the planetarium with exhibits and telescope programs. Illinois residents can reserve free admission.

    Where
    1300 S DuSable Lake Shore Dr, Museum Campus
    Cost
    Free for Illinois residents on listed Wednesdays with reservation; otherwise varies
  9. Seasonal Wednesdays · 7:00 AM–1:00 PMSocial

    Green City Market — Lincoln Park (opens in a new tab)

    A seasonal market with produce, prepared food and public events.

    Where
    Lincoln Park; see the current market map
    Cost
    Free entry; purchases optional

Thursday

Singles skeeball and board-game nights

8 options

  1. Weekly events; date and format varyEvent

    Thursday — Chicago singles events (opens in a new tab)

    In-person singles events with changing venues and activities. Check the event's age range before buying a ticket.

    Where
    Rotating Chicago bars and activity venues
    Cost
    Varies by event
  2. 6:30 PM · weeklyFitness

    606 Run Club (opens in a new tab)

    A free three-mile group run followed by a drink. Check the weekly route and meeting point.

    Where
    The 606 / rotating neighborhood bar; see event details
    Cost
    Free; drinks optional
  3. Thursdays · check current scheduleEvent

    Snakes & Lattes — Social Game Night (opens in a new tab)

    A host helps guests join tables and learn board games.

    Where
    1965 N Milwaukee Ave, Chicago, IL 60647
    Cost
    Ticket or cover varies by event
  4. Classes and tastings · dates varySocial

    Uvae — wine classes, tastings and dinners (opens in a new tab)

    Ticketed wine classes, tastings and dinners.

    Where
    5553 N Clark St, Andersonville
    Cost
    Varies by event
  5. Rotating social events; check current postsSocial

    Let's Be Friends Chicago (opens in a new tab)

    Speed-friending and group activities for people in their 20s and 30s.

    Where
    Chicago-area venues; exact location varies
    Cost
    Varies by event
  6. 7:30–10:00 PM · Thursdays, except Cubs home gamesEvent

    Murphy's Bleachers — pub trivia (opens in a new tab)

    Team pub trivia at Murphy's Bleachers. No games on Cubs home-game days.

    Where
    3655 N Sheffield Ave, Wrigleyville
    Cost
    No ticket price listed; food and drinks extra
  7. Oct 29 · 7:00–9:00 PM · organizer page listed waitlist Oct 7NewEvent

    Chicago First Dates — 20s/30s speed dating (opens in a new tab)

    Hosted speed dating with five-minute rounds for women ages 24–37 and men 25–38. The October 29 event is waitlisted.

    Where
    Marriott Residence Inn – The Loop, 11 S LaSalle St, Chicago, IL 60603
    Cost
    $35 for the checked event; verify current ticket price
  8. Starts Thu Nov 5 · 6:50, 7:40 or 8:30 PM (rotates) · 5 weeksNewEvent

    S3 Singles Skeeball — Sluggers Wrigleyville (opens in a new tab)

    A five-week singles skeeball league with co-ed teams and social time after games. Register solo to join teammates near your age; confirm eligibility, as pages list different upper age limits.

    Where
    Sluggers Wrigleyville, 3540 N Clark St
    Cost
    $65 per player on the current listing

Friday

Monthly tastings and gallery nights

8 options

  1. First Friday monthly · 5:30 PMEvent

    BottlesUp! — free in-store tasting (opens in a new tab)

    Free walk-in wine tastings at a shared counter, plus classes and winemaker events.

    Where
    Lakeview; verify current store address
    Cost
    Free for listed walk-in tastings; other events vary
  2. First Friday monthly · 6:00–8:00 PM minimumEvent

    West Town First Fridays (opens in a new tab)

    A free neighborhood art walk through participating galleries and venues. Use the event map to plan your stops.

    Where
    Participating West Town galleries and businesses
    Cost
    Free; purchases optional
  3. Second Friday monthly · 5:00–9:00 PMEvent

    Fine Arts Building — Second Fridays (opens in a new tab)

    Open studios inside working artists' spaces, with performances and other activities throughout the building.

    Where
    410 S Michigan Ave, Loop
    Cost
    Free
  4. Second Friday monthly · 6:00–10:00 PMEvent

    Pilsen Second Friday Gallery Night (opens in a new tab)

    An evening of gallery visits and exhibitions across the Chicago Arts District.

    Where
    Chicago Arts District, around 18th and Halsted, Pilsen
    Cost
    Generally free; individual events may vary
  5. Public tastings and events · dates varyEvent

    Perman Wine — in-store tastings (opens in a new tab)

    Public wine tastings and ticketed wine events.

    Where
    West Loop; see event listing
    Cost
    Varies by event
  6. Irregular · next listed gathering Oct 9, 6:00–9:00 PMSocial

    Chicago Run Collective (opens in a new tab)

    A pre-marathon gathering, with other runs and social events announced throughout the year. Future dates vary.

    Where
    Expat, 1434 W Chicago Ave; verify current post
    Cost
    Varies by event
  7. Friday open hours and scheduled events varySocial

    Kibbitznest Books, Brews & Blarney (opens in a new tab)

    A book bar with games, readings and hosted activities.

    Where
    2212 N Clybourn Ave, Lincoln Park
    Cost
    Buy a drink or food; event costs vary
  8. Open daily; event and game-room hours varyBar

    Chicago Athletic Association — Game Room (opens in a new tab)

    Billiards, shuffleboard and other games in a hotel game room, with food and drinks available.

    Where
    12 S Michigan Ave, Loop
    Cost
    Food and drinks; game access varies

Saturday

Cooking and ceramics classes

8 options

  1. 8:00 AM · weeklyFitness

    South Loop Runners (opens in a new tab)

    A group run for different paces, sometimes followed by coffee. Check the route and coffee stop before joining.

    Where
    South Loop / lakefront; check the weekly route
    Cost
    Free
  2. Multi-week beginner classes; schedule variesFitness

    Penguin Foot Pottery — beginner ceramics (opens in a new tab)

    Beginner ceramics courses, including four-week sessions, with shared tools and the same group of classmates.

    Where
    Logan Square
    Cost
    $145 for the listed four-week class; verify current session price
  3. Weekend classes; schedule variesFitness

    The Chopping Block — hands-on cooking classes (opens in a new tab)

    Prepare food with other students in a hands-on cooking class.

    Where
    Lincoln Square
    Cost
    Varies by class
  4. Seasonal; next beach season dates not postedFitness

    S3 North Avenue Beach volleyball (opens in a new tab)

    Seasonal co-ed beach volleyball with individual registration. Outdoor play is off-season. Next summer's dates have not been announced.

    Where
    North Avenue Beach; seasonal league venue
    Cost
    Season fee; varies by league
  5. Nov 14 · 10:00 AM–7:00 PM; Nov 15 · 10:00 AM–5:00 PMEvent

    Randolph Street Holiday Market (opens in a new tab)

    An indoor holiday market with vintage goods, artisan stalls, food, DJs and a bar.

    Where
    1341 W Randolph St, West Loop; confirm event entrance
    Cost
    $19 online general admission for both days ($20 at gate); check current ticket options
  6. Dates vary; latest listing is for ages 37–49Event

    CitySwoon Chicago — app-assisted speed dating (opens in a new tab)

    Speed dating in age-specific groups. The latest listed Chicago event is for ages 37–49.

    Where
    Rotating Chicago venues
    Cost
    Varies by event
  7. Dates, age ranges and ticket availability varyEvent

    Jigsaw Dating Chicago (opens in a new tab)

    Speed dating in age-specific groups. The October 10 coffee-shop event for ages 22–30 is sold out; the October 24 event is for ages 30–45.

    Where
    Rotating Chicago venues
    Cost
    Varies by event
  8. Weekend brunch; reservation and seating varyBar

    Bandit / Aba — West Loop brunch (opens in a new tab)

    West Loop brunch with bar seating at both venues and a rooftop patio at Aba.

    Where
    Bandit: 841 W Randolph St; Aba: 302 N Green St, 3rd floor
    Cost
    Food and drinks; varies

Sunday

Sunday runs, markets and climbing

8 options

  1. 8:30 AM · weeklyFitness

    South Loop Runners — coffee run (opens in a new tab)

    A Sunday group run with a coffee stop. Check the route and meeting point before joining.

    Where
    South Loop / lakefront; check the weekly route
    Cost
    Free; coffee optional
  2. Sundays · 8:30 AM–3:00 PM through Oct 25, 2026Social

    Logan Square Farmers Market (opens in a new tab)

    An outdoor market with food vendors and music. The 2026 season runs through October 25.

    Where
    2620 N Milwaukee Ave, Logan Square
    Cost
    Free entry; purchases optional
  3. Date-specific singles activity eventsEvent

    Meet IRL — singles pickleball and mixers (opens in a new tab)

    Singles pickleball, activity mixers and mini-date nights. Choose an event with an age range that fits you.

    Where
    Rotating courts and event venues
    Cost
    Varies by event
  4. Daytime gym hours; classes varyFitness

    First Ascent Climbing — open climbing and classes (opens in a new tab)

    Open climbing, classes and community events at several Chicago gyms. Join a class or work on routes with other climbers.

    Where
    Chicago locations including Avondale, Uptown and West Loop
    Cost
    Day pass, class or membership; verify current rate
  5. 10:00 AM · Sundays; confirm weeklyFitness

    Tortugas Run Club (opens in a new tab)

    Sunday group runs welcoming a range of paces and body types. Check the route and any plans to gather afterward.

    Where
    Harrison Park, Pilsen
    Cost
    Free
  6. Weekend group volunteer shifts; project schedule variesSocial

    One Brick Chicago (opens in a new tab)

    Volunteer together on setup, service and event staffing. The group also holds social events.

    Where
    Volunteer sites across Chicago; project dependent
    Cost
    Usually free; event dependent
  7. Weekend brunch; reservation and seating varyBar

    The Hampton Social / Summer House (opens in a new tab)

    Weekend brunch with bar seating at both restaurants. Check their calendars for scheduled events.

    Where
    Hampton Social: 353 W Hubbard St; Summer House: 1954 N Halsted St
    Cost
    Food and drinks; varies
  8. Author talks and book clubs · dates varyEvent

    The Book Cellar (opens in a new tab)

    Author talks and book-club meetings at a neighborhood bookstore. Check whether your chosen event requires registration.

    Where
    4736 N Lincoln Ave, Lincoln Square
    Cost
    Usually free; event dependent

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