Painting Events in Chicago

Check out happening painting events all around Chicago, IL

Gold Coast Art Fair (68th annual)

 Sat, 20 Jun at 10:00 am Grant Park

Moonlit Wave - Paint and Sip in Chicago | Classpop!™

 Sat, 11 Apr at 07:30 pm Pinot's Palette - Logan Square USD 56

Millennium Art Festival

 Sat, 27 Jun at 10:00 am Michigan Ave & E Lake St, Chicago

Lincoln Roscoe Art + Craft Fair

 Sat, 16 May at 10:00 am 3329 N Lincoln Ave Free

Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™

 Sat, 28 Feb Studio W.I.P. USD 62

Sip and Paint at 360 CHICAGO

Tue, 14 Apr at 07:00 pm 360 CHICAGO

Van Gogh Les Iris - Paint and Sip in Chicago | Classpop!™

 Sat, 11 Apr at 03:00 pm Pinot's Palette - Logan Square USD 56

Under the Moonlight - Paint and Sip in Chicago | Classpop!™

 Fri, 10 Apr at 08:00 pm Pinot's Palette - Logan Square USD 56

Rainy Day Shroom - Paint and Sip in Chicago | Classpop!™

 Wed, 08 Apr at 07:00 pm Pinot's Palette - Logan Square USD 49

Mystical Mountain View - Paint and Sip in Chicago | Classpop!™

 Fri, 03 Apr Pinot's Palette - Logan Square USD 56

Three Sunflowers - Paint and Sip in Chicago | Classpop!™

 Sun, 19 Apr at 01:00 pm Pinot's Palette - Logan Square USD 56

Starry Night Sunflower - Paint and Sip in Chicago | Classpop!™

 Sun, 19 Apr Pinot's Palette - Logan Square USD 56

Birch Grove at Sunset - Paint and Sip in Chicago | Classpop!™

 Wed, 08 Apr at 07:30 pm Pinot's Palette - Logan Square USD 32

Monet's Chicago Twilight - Paint and Sip in Chicago | Classpop!™

 Fri, 24 Apr Pinot's Palette - Logan Square USD 56

Van Gogh's Blue Irises - Paint and Sip in Chicago | Classpop!™

 Sat, 25 Apr at 03:30 pm Pinot's Palette - Logan Square USD 56

Art Battle Chicago - April 10, 2026

 Fri, 10 Apr at 07:00 pm SPIN Chicago USD 20 to 29

Sunflowers in a Glass - Paint and Sip in Chicago | Classpop!™

 Sat, 02 May at 03:30 pm Pinot's Palette - Logan Square USD 56

Simply Starry Night "Your City" - Paint and Sip in Chicago | Classpop!™

 Fri, 08 May at 08:00 pm Pinot's Palette - Logan Square USD 56

Galaxy Beach - Paint and Sip in Chicago | Classpop!™

 Sat, 16 May at 07:30 pm Pinot's Palette - Logan Square USD 56

Colorful Chicago - Paint and Sip in Chicago | Classpop!™

 Wed, 20 May at 07:00 pm Pinot's Palette - Logan Square USD 49

Northern Night Lights - Paint and Sip in Chicago | Classpop!™

 Fri, 22 May at 07:30 pm Pinot's Palette - Logan Square USD 56

Aurora Reflections - Paint and Sip in Chicago | Classpop!™

 Wed, 27 May at 07:00 pm Pinot's Palette - Logan Square USD 49

Sunset Waterfall - Paint and Sip in Chicago | Classpop!™

 Thu, 09 Apr at 07:30 pm Pinot's Palette - Logan Square USD 49

Glowing Starry Night - Chicago - Paint and Sip in Chicago | Classpop!™

 Fri, 10 Apr Pinot's Palette - Logan Square USD 56

Waterlilies, Monet Style - Paint and Sip in Chicago | Classpop!™

 Sun, 12 Apr Pinot's Palette - Logan Square USD 56

Galaxy Waterfall Forest - Paint and Sip in Chicago | Classpop!™

 Fri, 17 Apr at 08:00 pm Pinot's Palette - Logan Square USD 56

Monet’s Water Lilies II - Paint and Sip in Chicago | Classpop!™

 Sat, 18 Apr Pinot's Palette - Logan Square USD 56

A Moment of Peace - Paint and Sip in Chicago | Classpop!™

 Sat, 18 Apr at 07:30 pm Pinot's Palette - Logan Square USD 56

Galaxy Lake - Paint and Sip in Chicago | Classpop!™

 Fri, 05 Jun at 08:00 pm Pinot's Palette - Logan Square USD 56

Spring Waterfall - Paint and Sip in Chicago | Classpop!™

 Wed, 22 Apr at 07:00 pm Pinot's Palette - Logan Square USD 49

Simply A Starry Night - Paint and Sip in Chicago | Classpop!™

 Wed, 22 Apr at 07:30 pm Pinot's Palette - Logan Square USD 32

R&B 420 Roll & Paint Experience | Chicago

 Sat, 18 Apr at 08:00 pm 4803 N Milwaukee Ave USD 25 to 250

Cubist Portrait - Paint and Sip in Chicago | Classpop!™

 Thu, 23 Apr at 07:30 pm Pinot's Palette - Logan Square USD 49

Misty Mountain Galaxy - Paint and Sip in Chicago | Classpop!™

 Sat, 25 Apr at 07:30 pm Pinot's Palette - Logan Square USD 56

Goldentide - Paint and Sip in Chicago | Classpop!™

 Sun, 26 Apr at 05:00 pm Pinot's Palette - Logan Square USD 56

My Happiest Hour - Paint and Sip in Chicago | Classpop!™

 Sun, 26 Apr at 01:00 pm Pinot's Palette - Logan Square USD 56

Blossom Moon River - Paint and Sip in Chicago | Classpop!™

 Wed, 29 Apr at 07:00 pm Pinot's Palette - Logan Square USD 49

Glowing Starry Night - Chicago - Paint and Sip in Chicago | Classpop!™

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

Green Forest Falls - Paint and Sip in Chicago | Classpop!™

 Fri, 01 May at 08:00 pm Pinot's Palette - Logan Square USD 56

Moon Over the Pines - Paint and Sip in Chicago | Classpop!™

 Sat, 02 May at 07:30 pm Pinot's Palette - Logan Square USD 56

Moon Glow Forest - Paint and Sip in Chicago | Classpop!™

 Sun, 03 May at 05:00 pm Pinot's Palette - Logan Square USD 56

Van Gogh's Blue Vase - Paint and Sip in Chicago | Classpop!™

 Sat, 04 Apr Pinot's Palette - Logan Square USD 56

Japanese Rising Sun - Paint and Sip in Chicago | Classpop!™

 Wed, 29 Apr Pinot's Palette - Logan Square USD 32

Aurora Through the Trees - Paint and Sip in Chicago | Classpop!™

 Thu, 30 Apr at 07:30 pm Pinot's Palette - Logan Square USD 49

BYOB Sip & Paint Event - "Spring in Paris"

 Sat, 11 Apr at 07:00 pm Sip & Paint USD 43

BYOB Sip & Paint Event - “Northern Lights Reflections"

 Fri, 10 Apr at 07:00 pm Sip & Paint USD 43

Asian Pop-Up Cinema Film Screening: A Story About Fire (燃比娃) China

 Sat, 11 Apr at 02:30 pm AMC NEWCITY 14 USD 0 to 17

RE-CONNECT Chicago Cocktail Party

 Thu, 16 Apr at 06:00 pm Carnivale Chicago USD 135

Mesmerizing Beauty - Paint and Sip in Chicago | Classpop!™

 Thu, 16 Apr Pinot's Palette - Logan Square USD 49

Psychedelic Starry Night - Paint and Sip in Chicago | Classpop!™

 Thu, 16 Apr Pinot's Palette - Logan Square USD 49

Bridgeport Art Center Third Friday Open Studios APRIL 2026

 Fri, 17 Apr at 07:00 pm Bridgeport Art Center Chicago Free

R & Bling Thursdays

 Thu, 16 Apr at 06:30 pm KaLab Bronzeville USD 66 to 215

Copy of Alamo Kart & Craft @ Video Vortex Wrigleyville - 21+

 Fri, 10 Apr at 06:00 pm Alamo Drafthouse Cinema Wrigleyville USD 4 to 12

Thriller: Paint+Karaoke

 Sat, 25 Apr at 12:00 pm Strugglebeardbakery USD 39

Paint Bouquets & Sip - Awakenings Fundraiser

 Sat, 25 Apr at 06:00 pm Awakenings USD 45

Kintsugi Workshop: Repair and Reconnect

 Sat, 02 May at 10:30 am International Museum of Surgical Science USD 82

Code Together Day

 Sun, 03 May at 01:30 pm TeamWorking by TechNexus Free

Paint & Sip Brunch | Mother's Day Edition

 Sun, 10 May at 12:00 pm Chicago Sip & Paint USD 49 to 109

Soirée

Sun, 19 Apr at 03:00 pm 1814 W Chicago Ave

Nicole Stott with Sarah & Joseph Belknap on the Cosmos

 Mon, 18 May at 05:00 pm Smart Museum of Art Free

Puff & Paint Trap Karaoke Chicago | 420 Friendly Sip & Paint Party

 Sun, 19 Apr at 03:00 pm 3782 W 79th St USD 26 to 73

Sunday In The Park With George

 Thu, 13 Aug at 07:00 pm Chopin Theatre USD 25 to 109

Titanic Sip and Paint

 Sat, 11 Apr at 07:00 pm Toast To Paint USD 34 to 45

18+ Sober Opossum Paint & Sip

 Sat, 28 Feb at 06:00 pm The Insect Asylum USD 32 to 96

Tarnish’s Lucky 13 Anniversary Party and International Women’s Ride Day

 Sat, 02 May at 11:00 am 1948 W Chicago Ave, Chicago, IL

Open Paint Night Fridays

 Fri, 03 Apr at 06:00 pm Studio15 / TVP Tech Solutions LLC USD 34

Wine & Canvas

 Sat, 11 Apr at 03:00 pm Thrift LLC USD 35

Kintsugi for Beginners and Intermediate

 Sat, 02 May at 03:30 pm Japanese Culture Center USD 130

BYOB Paint & Sip: Tropical Moon Glow

 Sat, 11 Apr at 07:30 pm Lux Accents Studios USD 61

BYOB Sip & Paint Class “Pastel Petals”

 Sun, 12 Apr at 02:00 pm Sip & Paint USD 43

Family Painting Event - "Bee Happy" (Open to Adults and Kids 6+)

 Sun, 12 Apr at 12:00 pm Sip & Paint USD 39

Paint Your Date BYOB Paint & Sip

 Sat, 17 Jan at 06:00 pm Art City USD 55

Southwest Creative Studio's First Annual Fundraiser

 Sat, 18 Apr at 05:00 pm Cork & Kerry USD 82

April Showers - A Sip and Paint at Eris Brewery

 Wed, 22 Apr at 06:30 pm ERIS Brewery and Cider House USD 31

R&Bling Thursdays- Sip, Paint, Bling (BYOB)

 Thu, 09 Apr at 06:30 pm Ka'Lab: The Creative Space USD 50 to 269

Musical Chairs Painting

 Fri, 10 Apr at 07:30 pm Moksha Yoga Center USD 29

Paint your Own Permanent Flowers: A Paper Mâché Floral Workshop

 Thu, 23 Apr at 06:30 pm Design at 329 USD 104

Tote Bag Paint Event

 Sat, 16 May at 01:00 pm Millennium Park USD 29

Kintsugi for Beginners and Intermediate

 Fri, 24 Apr at 06:00 pm Japanese Culture Center USD 130

Issy Wilson: Boundary Layer - Opening at PAGODA RED

 Fri, 10 Apr at 06:00 pm PAGODA RED Free

Pup & Paint: Spring Edition

 Wed, 08 Apr at 04:30 pm Pup Social USD 50

Puff & Paint Ceramic BONG Painting Night

 Sun, 19 Apr at 05:00 pm 3849 N Lincoln Ave, Chicago, IL 60613

Acrylic Landscape Painting

 Thu, 16 Apr at 07:00 pm AponteART Gallery USD 45

May Flowers Sip & Paint Night at Eris Brewery!

 Wed, 20 May at 06:30 pm ERIS Brewery and Cider House USD 31

Olga Alexopoulou & Vanja Malloy on Quantum Color

 Tue, 12 May at 05:00 pm Smart Museum of Art Free

Customer Service

 Sat, 23 May at 07:30 pm Ruth Page Center for the Arts USD 40

Wings & Wine Glass Painting

 Wed, 08 Apr at 04:00 pm KaLab Bronzeville USD 29

Suminagashi: Meditative Marbling Workshop at Dovetail Brewery

 Thu, 16 Apr at 06:30 pm Dovetail Brewery USD 90

diy greeting cards with Lovergirl Creates

 Wed, 15 Apr at 07:00 pm The Understudy Coffee and Books USD 7 to 30

Community Canvas Autism Awareness Event

 Sat, 25 Apr at 02:00 pm Legler Regional Library, Chicago Public Library Free

Paint & Sip

 Fri, 24 Apr at 07:00 pm RLM Studio Free

BYOB Paint & Sip: Tulips

 Fri, 01 May at 07:30 pm Lux Accents Studios USD 61

BYOB Paint & Sip: Dream Catcher

 Fri, 10 Apr at 07:30 pm Lux Accents Studios USD 61

Art City Open Studios

 Fri, 27 Mar at 06:00 pm Art City USD 28

Conditions of Encounter

 Fri, 10 Apr at 05:00 pm 301 W Ohio St Free

Your Photo, Your Painting - Paint and Sip in Chicago | Classpop!™

 Fri, 20 Mar KaLab USD 46

Spring Fling Paint n Sip Workshop

 Sat, 18 Apr at 06:00 pm Studio15 / TVP Tech Solutions LLC USD 55 to 87

Kintsugi for Beginners

 Fri, 20 Mar Japanese Culture Center USD 130

Artisan Painted Bread Sip n' Paint + Baking Class

 Sat, 04 Apr Bettie's Chicago USD 125

Kids Art Workshop: Slime & Paint at Nitro Nostalgia

 Sun, 12 Apr at 12:00 pm Nitro Nostalgia Free