Lifestyle Events in Chicago

Check out happening lifestyle events all around Chicago, IL

INTL FESTIVAL OF LIFE( JSVFest- Click Here for EARLY BIRD SPECIALS

 Fri, 03 Jul at 12:00 pm Union Park USD 21 to 156

Mt. Joy

 Fri, 02 Oct at 06:00 pm Huntington Bank Pavilion at Northerly Island

Vintage Culture

 Sat, 04 Jul Lakefront Green at Theater on the Lake

Kim Gordon

 Wed, 24 Jun at 01:00 am Metro Chicago

Ina Garten

 Wed, 18 Nov at 06:00 pm Auditorium Theatre - IL

Black Yacht Weekend 2026

 Thu, 18 Jun at 12:00 pm Chicago's Downtown

ARC At The Lake: Chus & Ceballos

 Fri, 19 Jun at 06:00 pm Castaways

Golden Hour Society: A Private Sunset Experience

 Sat, 27 Jun at 07:00 pm 1 E Wacker Dr floor 41 USD 114 to 149

Fulton Market Makers Festival

 Fri, 12 Jun at 10:00 am 916 W Fulton Market Free

Fresa Fests - Pinterest IRL Market ✨ HUGE Trinket + Fashion Market

 Sun, 23 Aug at 12:00 pm 4325 N Ravenswood Ave USD 7

Broadway In Chicago - Chicago

 Wed, 01 Apr James M. Nederlander Theatre

Latina Expo 2026 – Chicago | Empowerment, Innovation & Community

 Fri, 23 Oct at 10:00 am Malcolm X College USD 23

International Festival of Life (IFOL)

 Fri, 03 Jul at 12:00 pm Union Park USD 21 to 743

Matchamé con Reggaeton

 Sat, 27 Jun at 12:00 pm Azul USD 23 to 29

Vintage Culture

 Sun, 05 Jul Lakefront Green

Sunset Picnic Club at Shore Club!

 Fri, 10 Jul at 06:00 pm Shore Club USD 89

Hot Girl Walk® x Lume | Chicago | July 12

 Sun, 12 Jul at 09:30 am Ping Tom Memorial Park Free

Daniel Orpi & Latmun

 Fri, 26 Jun at 06:00 pm SpyBar

The Play Hooky Experience Chicago Black Yacht Weekend Kickoff

 Fri, 19 Jun at 12:00 pm Utopian Tailgate USD 39 to 74

Summer Pop-Up Market & Elite Brands Experience 2026

 Fri, 24 Jul at 10:00 am Navy Pier Free

Sunday Service at Shore Club Chicago

 Sun, 07 Jun at 11:00 am Shore Club USD 31

Just Released - Chicago - Top Shelf Tequila and Whiskey Tasting Festival - September 26

 Sat, 26 Sep at 02:30 pm Downtown Chicago USD 10 to 76

ChiTribe July Happy Hour at Barcocina

 Thu, 09 Jul at 06:00 pm Barcocina USD 10 to 250

All Hands on Deck with Captain Sandy & Captain Kerry

 Sat, 18 Jul at 06:00 pm 600 E Grand Ave Chicago, IL

Sip & Savor: Sicilian Cheese and Wine Getaway

 Fri, 26 Jun at 06:00 pm Eataly Chicago USD 79

Wild Flower Forest - Paint and Sip in Chicago | Classpop!â„¢

 Sat, 27 Jun at 03:00 pm Pinot's Palette - Logan Square USD 56

Babes Golf Pop-Up — Chicago

 Fri, 12 Jun at 07:00 pm X-Golf Wrigleyville USD 66

Glowing Starry Night - Chicago - Paint and Sip in Chicago | Classpop!â„¢

 Thu, 23 Jul at 07:00 pm Pinot's Palette - Logan Square USD 49

Lincoln Park Artisan Festival

 Sat, 27 Jun at 10:00 am Oz Park Free

NATURAL HAIR FEST Kick-Off Celebration -Vendor Opportunity -Evening Event

 Sun, 28 Jun at 06:00 pm Courtyard by Marriott Chicago Downtown/River North USD 118

ChiTribe Millennial and Gen X Happy Hour at Hubbard Inn

 Tue, 16 Jun at 06:00 pm Hubbard Inn USD 18 to 250

Summer Wine Tasting with Winebow Importers at Spirits & Spice Chicago

 Sun, 05 Jul at 02:00 pm Spirits & Spice Chicago Free

Relationship to Table: A Private Market Tour with Chef Jake Potashnick

 Sat, 27 Jun at 07:30 am Green City Market Lincoln Park USD 100

Solemate Run Club: Fulton Market

 Sat, 27 Jun at 09:00 am Beyond Yoga Free

Copy of Hands-On: Pesto alla Genovese

 Sat, 11 Jul at 03:00 pm Eataly Chicago USD 79

9 VENDOR SPACES LEFT– NATURAL HAIR FEST® KICK-OFF CELEBRATION | BUY NOW

 Sun, 28 Jun at 10:00 am Courtyard by Marriott Chicago Downtown/River North USD 31 to 293

Bloom & Pour - Fragrance/Candle Making +Bloom Bar

 Fri, 08 May at 01:00 pm 3414 W Foster Ave USD 71 to 141

Island Soul Dining: Summer Soirée

 Sat, 27 Jun at 06:00 pm Dining Room At Kendall College USD 135

Sip & Savor: Summer Wine & Cheese

 Fri, 19 Jun at 03:00 pm Eataly Chicago USD 73

Chicago Urban Makers Fair & Contemporary Brands Showcase 2026

 Fri, 12 Jun at 10:00 am Morgan MFG Free

Chicago Summer Pop-Up Market & Curated Brands Festival 2026

 Fri, 26 Jun at 10:00 am Artifact Events Free

Shaboozey with Kashus Culpepper

 Sat, 10 Oct Byline Bank Aragon Ballroom

Elite Luxury Pop-Up Market & Vendor Showcase

 Fri, 17 Jul at 10:00 am McCormick Place Free

How to Walk In Heels Chicago, IL

 Fri, 12 Jun at 06:00 pm Chicago Dance USD 95

Jessica Baio

 Mon, 22 Jun Outset

Interior Design Panel Presented by Rejuvenation and Benjamin Moore

 Wed, 17 Jun at 05:00 pm 1000 W North Ave suite a10 Free

Ally Nicholas

 Sat, 20 Jun at 06:00 pm Schubas

Fashion & Beauty Expo

 Sat, 18 Apr 3430 N Lincoln Ave USD 20 to 592

Ultimate Summer Market & Creative Brands Expo 2026

 Fri, 17 Jul at 10:00 am Rockwell on the River Free

5th Annual Queens In The City Picnic

 Sun, 19 Jul at 01:00 pm 3858 S Cottage Grove Ave USD 23 to 87

Straight Outta Ballroom 11 - Luxury Liberation & Latex

 Sun, 12 Jul at 06:00 pm The Loop

D'Lai

 Fri, 07 Aug at 06:00 pm City Winery - Chicago

Sol, Ritmo, y Comunidad

 Sat, 13 Jun at 01:00 pm 4432 S Ashland Ave Free

Syrup-making class: Create your own coffee syrups from start to finish

 Sun, 28 Jun at 01:30 pm Sip Society Coffee Education Center USD 77

Dominique Sachse

 Mon, 15 Jun Lincoln Hall

Soft Blk Girl Summer: Featuring Mira Raven & Anais Chance

 Sat, 20 Jun at 07:00 pm Apricot Vintage Free

8 COUNT STUDIOS: NADI LOVE EXPERIENCE HEELS CLASS

 Fri, 12 Jun at 07:30 pm 8617 S Ashland Ave USD 19 to 25

Sundress Photoshoot - Galore HQ

 Sun, 14 Jun at 01:00 pm 2255 S Michigan Ave floor 3 USD 34

Beyond the Facial: A Luxury Skin Wellness Experience

 Thu, 11 Jun 606 W Roosevelt Rd suite 8 USD 50 to 66

Create Your Own Custom Waistbead Workshop

 Sat, 28 Mar Designs By Anna J USD 10 to 39

Tea Time at the Tip Top Tap

 Sun, 14 Jun at 11:00 am Warwick Allerton - Chicago USD 60

Premier Fashion, Beauty & Artisan Market 2026

 Fri, 26 Jun at 10:00 am North Paulina Street Free

DevOUT: Losing My Faith to Find Myself - by David Archuleta

Tue, 18 Aug at 07:00 pm Center on Halsted

Marie|Wesley Consignment Shop's 5th Annual Street Fashion Show.

 Sun, 12 Jul at 04:00 pm 1122 W 63rd St Free

Shallowater

 Fri, 26 Jun at 06:00 pm Beat Kitchen

Baddie Beach Day

 Sun, 14 Jun at 11:00 am Foster Beach Free

Dinner Time

 Fri, 19 Jun at 06:00 pm Subterranean - Downstairs

Jamal Roberts

 Thu, 25 Jun at 06:00 pm City Winery - Chicago

Loc'd Life Expo

 Sat, 12 Sep at 11:00 am Kennedy-King College, Building U Great Hall, 740 W. 63rd Street USD 14

Step Into Summer: A Styling Soirée

 Sat, 20 Jun at 12:00 pm 111 N State St Free

Sludgeworth

 Fri, 28 Aug Cobra Lounge

Black Girls, Breath & Beach Sundays

 Sun, 14 Jun at 10:00 am Oakwood Beach USD 15

Coffee Fest Walk Club

 Fri, 12 Jun at 08:00 am Northerly Island Park Free

Brunch Therapy

 Sun, 19 Jul at 12:00 pm Row 24 Chicago USD 26 to 420

LOCAL SNACK TASTING

 Sun, 14 Jun at 11:00 am The Center of Order and Experimentation Free

Bayonne

 Tue, 29 Sep at 06:00 pm Lincoln Hall

Summer Festival Sanitation Certification Class. Fee $45.00

 Tue, 07 Jul at 09:00 am The Auburn Gresham Healthy Lifestyle Hub Free

Lelo

 Mon, 27 Jul at 06:00 pm Avondale Music Hall

Ben Lapidus

 Thu, 25 Jun at 06:00 pm Beat Kitchen

Bernard Terrell Cigars Presents Sister. Stories. & Smoke.

 Sun, 14 Jun at 02:00 pm Bernard Terrell Cigars USD 37

Bebe Stockwell

 Wed, 07 Oct Schubas

Bloom Into Summer: A Floral Experience

 Sun, 28 Jun at 12:00 pm La Chiquita Scoops INC. USD 50

Don't Buy Trouble: From Low Score To Front Door

 Wed, 01 Jul at 06:30 pm FACETS of Chicago Free

Strong Towns Chicago picnic

 Sat, 13 Jun at 04:00 pm Hamlin Park Free

Lucky 13 Feast

 Sat, 27 Jun at 07:00 pm Sauce & Bread Kitchen USD 82 to 103

Natural Hair Fest® KICK-OFF Celebration for the NATIONAL TOUR de Naturelle’

 Sun, 28 Jun at 10:00 am Courtyard by Marriott Chicago Downtown/River North USD 31 to 5,884

Summertime Chi!

 Fri, 07 Aug at 02:30 pm Sable at Navy Pier Chicago, Curio Collection by Hilton Free

2026 Operation Change Chicago

 Sat, 18 Apr at 09:00 am 5500 S Woodlawn Ave Free

Meet Up & Read: Silent Book Club at Heritage Bikes & Coffee

 Wed, 03 Jun at 05:30 pm Heritage Bikes & Coffee Free

Dice

 Wed, 21 Oct Schubas

Mostly Mondays

 Mon, 22 Jun at 01:00 pm Charnley-Persky House Museum Foundation

Conscious Creation: Imagination To Reality

 Sat, 06 Dec at 10:00 am The Chakra Shoppe USD 39

Summer Wellness Fair

 Sun, 28 Jun at 06:30 am 6400 S Promontory Dr, Chicago, IL, United States, Illinois 60649

The Last Revel

 Sat, 25 Jul at 01:00 am Garcias Chicago

Meal with Strangers-Saturday Brunch Series (Chicago)

 Sat, 24 May at 11:00 am A Restaurant in Chicago USD 13

Mommy & Me Saturdays

 Sat, 07 Feb at 09:00 am Mochinut Lincoln Park

Annual International Anti-Procreation Holiday: June 17th (2026)

 Wed, 17 Jun at 06:00 am International

Show & Tell for Grown-Ups - Snakes & Lattes Chicago

 Tue, 08 Apr at 07:00 pm Snakes & Lattes Chicago USD 20

DND - Tuesdays Are For Drake

 Tue, 07 Jan at 10:00 pm Bar Tabu USD 0 to 58

Reclaim Your Calm: Your Path to Breaking Free from Overwhelm

 Thu, 11 Sep at 11:00 am Hybrid Event: Chicago USD 75