Lifestyle Events in Chicago
Check out happening lifestyle events all around Chicago, IL
Waves Of Bollywood All White Glam Night
Sat, 13 Sep at 08:00 pm
900 S Wells St
USD 55
2025 Chicago Top Shelf Tequila and Whiskey Tasting Festival (Sept 27) AE
Sat, 27 Sep at 02:30 pm
Downtown Chicago
USD 25 to 89
Flamenco and Fashion: A Legacy in Motion – World Fashion Festival
Thu, 18 Sep at 07:00 pm
Macys Chicago
USD 50 to 150
Chicago St Patty Day Exotic Paintings BYOB Wine and Paint Male Model
Fri, 10 Oct
5425 W Lawrence Ave
USD 34
Wine Crawl Chicago - Be a Tourist In Your Own Town
Sat, 13 Sep at 01:00 pm
TBD
Free
Jerk, Seafood & Vegan Fest (JSVFest)
Sat, 20 Sep
Union Park (outside)- Chicago West Loop
USD 10 to 65
Single N Minglin “Speed Dating Event “ (AGE: 50 Plus Event)
Sat, 13 Sep at 09:00 pm
Privilege Restaurant Bar
USD 26 to 38
Adults Night Out: The Rewilding�
Sat, 06 Sep at 06:30 pm
N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614
SATURDAYZ @ MASADA - Afrobeats, Amapiano, Dancehall
Sat, 06 Sep at 10:00 pm
Masada
USD 0 to 189
Half Magic x Ulta Beauty in Chicago, IL
Sat, 25 Oct at 11:00 am
Ulta Beauty
Free
2025 Chicago Top Shelf Tasting Festival: Tequila vs Whiskey (Sept 20)
Sat, 20 Sep at 02:30 pm
Downtown Chicago
USD 0 to 440
JSVFest (Jerk, Seafood & Vegan Festival)
Sat, 20 Sep at 12:00 pm
West Washington Boulevard
USD 12 to 535
Green City Market's 2025 Chef BBQ
Thu, 04 Sep at 06:30 pm
South End of Lincoln Park
USD 37 to 659
JAM Dance with The Ray Meyer Fitness & Recreation Center
Sat, 06 Sep at 10:30 am
Lincoln Common
Free
Spa Day at TaskForce Prevention and Community Services
Fri, 19 Sep at 05:30 pm
TaskForce Prevention and Community Services
Free
Latina Expo 2025 – Chicago | Empowerment, Innovation & Community
Fri, 03 Oct at 09:00 am
Malcolm X College
USD 14 to 26
Single N Minglin “Speed Dating Event “
Sat, 27 Sep at 09:00 pm
Privilege Restaurant Bar
USD 26 to 38
Uncle Charlies R&B Cookout at Huntington Bank Pavilion at Northerly Island
Sat, 06 Sep
Huntington Bank Pavilion at Northerly Island
Gettin' Grown Podcast Live
Sat, 06 Sep
City Winery - Chicago
BXVL Market - Slider Fest
Wed, 10 Sep at 04:00 pm
Boxville
Free
Sapori Presents Benzinger Wine Dinner
Wed, 10 Sep at 06:30 pm
Sapori Trattoria
USD 109
Southside Critical Mass Chicago Bicycle Ride
Fri, 05 Sep at 05:45 pm
1300 E 55th St, Chicago, IL 60615-5302, United States
Satin Jackets
Fri, 05 Sep at 06:00 pm
Subterranean
CHICAGO'S FASHION MIXER FOR SINGLES WHO LOVE FASHION
Sat, 13 Sep at 05:00 pm
Water Tower Place ( Level 3 at FASHIONBAR)
USD 23
Hands-On: Gnocchi al Pesto
Fri, 12 Sep at 06:00 pm
Eataly Chicago
USD 103
Salsa & Style: The Rhythm of Fashion – World Fashion Festival Night 2
Fri, 19 Sep at 08:00 pm
Macy's
USD 50 to 150
BRESH at Radius
Sat, 06 Sep at 10:00 pm
Radius Chicago
Chicago Speed Dating (Ages 25-39) | Speed Chicago | Saturday Night
Sat, 13 Sep at 07:30 pm
Time Out Market Chicago
USD 44
Speed Dating in Chicago (Ages 25-39) | Speed Chicago | Saturday Night
Sat, 06 Sep at 07:30 pm
Tabu
USD 44
Brother John Hosts The Jam
Tue, 23 Sep
Buddy Guys Legends
Colony House VIP Experience // Chicago, IL Sept 19
Fri, 19 Sep at 05:30 pm
Thalia Hall
USD 66 to 189
Store Tour: Eat, Shop, Learn
Sat, 06 Sep at 12:00 pm
Eataly Chicago
USD 55
Guided Tasting Tour of Campania
Sat, 13 Sep at 03:00 pm
Eataly Chicago
USD 60
Picnic & Paddle w/ Lathrop Ambassadors (Fall Session)
Sat, 27 Sep at 03:30 pm
Lathrop Boathouse
Free
Arcy Drive at Metro Chicago
Sat, 25 Oct at 07:30 pm
Metro Chicago
Ky Newman at The Outset
Sat, 20 Sep at 10:00 pm
The Outset
Dorothy
Tue, 16 Sep at 06:00 pm
House Of Blues - Chicago
Rogers Park Walking Tour
Sat, 13 Sep at 10:00 am
Sister Jean Dolores Schmidt, BVM, Plaza
USD 0 to 45
Hispanic Heritage with Jewel-Osco - Narrangansett Ave, Chicago
Sat, 06 Sep at 12:00 pm
Jewel-Osco
Romance in the Studio - A date night at the Gallery
Fri, 12 Sep at 06:00 pm
5504 West Lawrence Avenue, Chicago, IL, USA
Free
Bez Obmezhen
Sat, 11 Oct at 06:00 pm
Copernicus Center
Rooftop Yoga on Tap
Sat, 13 Sep at 10:00 am
Open Outcry Brewing Company
USD 28
Wellness Wednesday with Rise Pilates Club 9/10
Wed, 10 Sep at 06:00 pm
Shore Club
USD 39
The Hellp at Vic Theatre
Tue, 16 Sep
Vic Theatre
The Sunday Sip in the Avondale Neighborhood
Sun, 14 Sep at 03:00 pm
3642 W Belmont Ave
USD 45
Rose' on the Rooftop
Sun, 07 Sep at 03:00 pm
Wicker Park Chicago, IL 60622
Will Paquin
Sat, 18 Oct at 06:00 pm
Schubas
Dan Pelosi "Let's Party" at Everybody's Coffee
Fri, 05 Sep at 07:00 pm
Everybody's Coffee (Wilson Abbey)
USD 52
YAM Starved Rock Hike
Sat, 06 Sep at 09:00 am
1429 W Wellington Ave, Chicago, IL
Tween Esteem Gallery Show
Sun, 07 Sep at 03:00 pm
NYCH Gallery
USD 66 to 82
Elevation Rhythm
Thu, 11 Sep at 06:00 pm
Vic Theatre
NO SOMMS ALLOWED: Spain Series--Coastal Spain and Sherry
Sat, 20 Sep at 02:00 pm
Rogers Park Social
USD 45
Make Recycled Glass Suncatchers & Jewelry
Sat, 20 Sep at 01:00 pm
Andersonville Galleria
USD 73
Lazy River Social Club Chicago BBQ
Wed, 01 Oct at 06:00 pm
Goose Island Salt Shed Pub
Free
Speed Dating Chicago | In-Person | Cityswoon | Ages 29-49
Sat, 06 Sep at 06:00 pm
Bar Moxy
USD 43
Masculine & Feminine Energetics in Relationship
Sat, 06 Sep at 05:00 pm
SolFlo Life
USD 120
The Social Chef - Tour of Italy
Sun, 14 Sep at 01:00 pm
215 W Washington St
USD 85 to 160
Hippies and Cowboys
Thu, 11 Sep at 06:00 pm
Reggie's Music Joint
Weekly Wine Tasting
Thu, 11 Sep at 06:00 pm
WineStyles Chicago
USD 13
The Ultimate Latino Singles Cruise!
Fri, 05 Sep at 07:00 pm
Chicago Lakefront Cruises
USD 43 to 66
DILF: Men at Work
Sat, 06 Sep at 09:00 pm
The SoFo Tap
Paint & Sip at Passages Wine and Books September 14
Sun, 14 Sep at 03:00 pm
Passages Wine and Books
USD 44 to 132
McKinley Dixon
Wed, 03 Sep at 06:00 pm
Schubas
Skinshape
Sun, 28 Sep
Thalia Hall
WEDNESDAY OCT 1: LAVELLE DONTAE
Wed, 01 Oct at 07:30 pm
The Comedy Bar - Chicago Main Stage
USD 45 to 64
Singles Events (Ages 36-48) | Chicago Speed Dating | Speed Chicago
Sun, 21 Sep at 06:00 pm
Tabu
USD 39
Mommy's Day Out
Sun, 07 Sep at 02:00 pm
Iron Lab Event Space
USD 29 to 429
Yeule
Sun, 14 Sep at 06:00 pm
Outset
SUMMER VIBES 2 - Yacht Party
Sun, 07 Sep at 01:00 pm
Anita Dee Yacht Charters
USD 61 to 269
A Day Party @ the Diamond
Sun, 07 Sep at 03:00 pm
Rate Field
USD 0 to 173
Gen X Dance Party
Sat, 20 Sep at 06:00 pm
Biagio Events "Jada" Room
USD 44
Speed Dating in Chicago (Ages 24-36) | Speed Chicago | Singles Events
Thu, 11 Sep at 07:00 pm
Untitled Supper Club
USD 39
14th Pharaoh Apparel R.A.W.
Thu, 16 Oct at 07:00 pm
The DuSable Museum
USD 43 to 90
Sunday Funday Lake Cruise - September
Sun, 21 Sep at 12:30 pm
Island Party Hut, Chicago Riverwalk, Chicago, IL, USA
USD 51 to 101
Hands-On: Fettuccine “Alfredo”: Burro e Parmigiano
Sun, 14 Sep at 03:00 pm
Eataly Chicago
USD 98
Master the Runway with Supermodel Sharaun (Beginner & Advanced Classes)
Sat, 20 Sep at 11:00 am
FashionBar The Showroom & Consulting
USD 135 to 269
Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Sat, 04 Oct at 08:30 pm
Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
USD 20
Homemade Pasta Cooking Class - Cacio e Pepe
Fri, 12 Sep at 06:30 pm
Bettie's Chicago
USD 151
Moodboards & Margaritas
Mon, 08 Sep at 05:00 pm
Shore Club
Magnolia Bakery - Cupcake Decorating Class (Chicago)
Mon, 08 Sep at 05:30 pm
Magnolia Bakery - Chicago
USD 20 to 98
Cake Decorating Class
Sun, 28 Sep at 01:00 pm
Studio15
USD 45
CHICAGO HALLOWEEN BAR CRAWL - 10+ Bars - Nov 1st
Sat, 01 Nov at 07:00 pm
Wrigleyville
USD 19 to 35
Singles Events (Ages 24-36) | Chicago Speed Dating | Speed Chicago
Thu, 25 Sep at 07:00 pm
Untitled Supper Club
USD 39
Totally Lit Speed Dating - LGTBQ edition
Wed, 10 Sep at 06:30 pm
Volumes Bookcafe
USD 25
2025 Lincoln Park Uncorked: A Lincoln Avenue Wine Stroll
Thu, 18 Sep at 06:00 pm
2468 N. Lincoln, Chicago, IL, United States, Illinois 60614
The Northman Riverwalk Cider Cruise-SEPT 7 2025
Sun, 07 Sep at 06:30 pm
The Northman Beer & Cider Garden on the Riverwalk
USD 111
The Haus of Feratu Presents: Vampyre En Dammar | Chicago 2025
Fri, 24 Oct at 08:00 pm
Stan Mansion
USD 55 to 1,080
Ceramadicks: DIY Dildo Workshop
Fri, 26 Sep at 07:00 pm
Pink Giraffe Art Studio
USD 32
Leisure at Vic Theatre
Sat, 25 Oct at 07:30 pm
Vic Theatre
Bryce Crawford
Sat, 15 Nov at 06:00 pm
Park West
Christmas Wonderland Mini Photoshoots | Chicago, IL
Sat, 27 Sep at 10:00 am
Chicago, IL
Geordie Greep
Sat, 13 Sep
Metro Chicago
Scorpion Hearts: Pinning Date for 2 with RIP Repurposed
Sat, 25 Oct at 02:00 pm
The Insect Asylum
USD 191 to 214
Christian Supper Club - Chicago
Sat, 11 Oct at 07:00 pm
Prāzbar
USD 65
Hands-On: Mozzarella
Sat, 06 Sep at 03:00 pm
Eataly Chicago
USD 93
Plant Swap and Kokedama Bar
Wed, 10 Sep at 04:30 pm
Demo Brewing Company
USD 0 to 55
The California Honeydrops
Sat, 27 Sep
Thalia Hall
Hands-On: Tiramisù
Sat, 06 Sep at 12:00 pm
Eataly Chicago
USD 87
3238 WINE TASTING CLASS-BECOME A WINE CONNOISSEUR:
Fri, 10 Oct at 07:00 pm
Discovery Center
USD 42
Joyful Muse: Summer Series September
Sat, 06 Sep at 10:00 am
Sonder Exchange Inc.
USD 20 to 26
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Events in Chicago
Lifestyle Events in Chicago