Sip & Paint events in Chicago

Check out happening sip & paint events all around Chicago, IL

2026 Gold Coast Art Fair

 Sat, 20 Jun at 10:00 am Grant Park's Butler Field USD 13

Chicago BYOB Sip and Paint with Male Models

 Sun, 03 Mar at 08:00 pm 5425 W Lawrence Ave USD 39

Chicago BYOB Exotic Paintings Sip and Paint with Male Models

 Fri, 13 May at 07:30 pm 5425 W Lawrence Ave USD 38

Painting Poppies - Paint and Sip in Chicago | Classpop!™

 Sun, 14 Jun at 01:00 pm Pinot's Palette - Logan Square USD 56

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

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

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

 Thu, 25 Jun at 01:00 pm Pinot's Palette - Logan Square USD 49

Monet Inspired Flower Beds - Paint and Sip in Chicago | Classpop!™

 Sun, 21 Jun at 01:00 pm Pinot's Palette - Logan Square USD 56

Blossoming Charm - Paint and Sip in Chicago | Classpop!™

 Sun, 28 Jun Pinot's Palette - Logan Square USD 56

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

 Thu, 25 Jun at 07:30 pm Pinot's Palette - Logan Square USD 49

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

 Fri, 03 Jul at 08:00 pm Pinot's Palette - Logan Square USD 56

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

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

Golden Peace - Paint and Sip in Chicago | Classpop!™

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

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

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

Dinosaurs in the Mist - Paint and Sip in Chicago | Classpop!™

 Wed, 01 Jul at 07:00 pm Pinot's Palette - Logan Square USD 49

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

 Sat, 11 Jul at 03:30 pm Pinot's Palette - Logan Square USD 56

Japanese Crimson Moon - Paint and Sip in Chicago | Classpop!™

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

Glow River - Paint and Sip in Chicago | Classpop!™

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

Navy Pier Rooftop Paint and Sip!

 Thu, 11 Jun at 06:00 pm Offshore-Navy Pier

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

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

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

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

Stardust River - Paint and Sip in Chicago | Classpop!™

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

Seas the Day - Paint and Sip in Chicago | Classpop!™

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

Chicago Exotic Paintings BYOB Sip and Paint with Male Models

 Fri, 26 Feb at 08:00 pm 5425 W Lawrence Ave USD 43

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

 Wed, 22 Apr Pinot's Palette - Logan Square USD 32

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

 Sat, 25 Jul Studio W.I.P. USD 62

Bad Bunny Sip and Paint

 Sat, 13 Jun at 07:00 pm Toast To Paint USD 34 to 45

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

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

Paint Bouquets & Sip - Awakenings Fundraiser

 Wed, 17 Jun at 06:00 pm Awakenings USD 55 to 75

PRIDE Drag Paint & Sip: Studio 54

 Thu, 18 Jun at 07:00 pm Pinot's Palette USD 7 to 47

Father's Day 21+ BYOB Opossum Paint & Sip

 Sun, 21 Jun at 06:00 pm The Insect Asylum USD 96

Starry Southwest Galaxy - Paint and Sip in Chicago | Classpop!™

 Sun, 14 Jun at 05:00 pm Pinot's Palette - Logan Square USD 56

Moonshine - Paint and Sip in Chicago | Classpop!™

 Sat, 20 Jun at 07:30 pm Pinot's Palette - Logan Square USD 56

Celestial City - Paint and Sip in Chicago | Classpop!™

 Sun, 21 Jun at 05:00 pm Pinot's Palette - Logan Square USD 56

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

 Fri, 26 Jun at 07:30 pm Pinot's Palette - Logan Square USD 56

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

 Wed, 17 Jun at 07:00 pm Pinot's Palette - Logan Square USD 49

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

 Wed, 24 Jun at 07:00 pm Pinot's Palette - Logan Square USD 49

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

 Thu, 02 Jul at 07:30 pm Pinot's Palette - Logan Square USD 49

Summer’s Point - Paint and Sip in Chicago | Classpop!™

 Sun, 05 Jul at 01:00 pm Pinot's Palette - Logan Square USD 56

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

 Wed, 15 Jul at 07:00 pm Pinot's Palette - Logan Square USD 49

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

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

18+ Sober Opossum Paint & Sip

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

R & Bling Thursdays

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

Paint Your Date BYOB Paint & Sip

 Sat, 17 Jan at 06:00 pm Art City USD 59

R&B Night Paint & Sip: Sunset Over the City

 Sat, 13 Jun at 07:30 pm Lux Accents Studios USD 66 to 109

CHRIS BROWN VS USHER SIP & PAINT

 Sun, 02 Aug at 03:00 pm Event space USD 67 to 120

Chicago Exotic Paintings BYOB Wine and Paint Male Model

 Fri, 10 Mar at 09:00 pm 5425 W Lawrence Ave USD 44

Bad & Boujee Exotic Paint & Sip – BYOB Edition! CHICAGO

 Fri, 14 Mar at 09:00 pm 5425 W Lawrence Ave USD 45

BYOB Sip & Paint Event - "Blooming Bridge"

 Wed, 10 Jun at 07:00 pm Sip & Paint USD 43

Paint & Sip at El Azteca - Armitage Thursday June 18

 Thu, 18 Jun at 06:30 pm El Azteca USD 49

Juneteenth Sip and Paint

 Fri, 19 Jun at 07:00 pm Toast To Paint USD 45

June Book Club & Paint by Numbers Picnic: My Friends

 Sat, 27 Jun at 03:00 pm Belmont Harbor USD 20 to 27

SUMMERTIME Remedy Bar Paint and Sip!!

 Tue, 30 Jun at 06:30 pm Remedy USD 71

Dragonflies & Florals A Sip and Paint At Eris Brewery and Cider House

 Wed, 24 Jun at 06:30 pm ERIS Brewery and Cider House USD 17 to 31

Doormat Paint, Sip & Karaoke Night

 Sat, 11 Jul at 07:00 pm 4803 N Milwaukee Ave USD 10 to 474

Paint & Sip at Su Taqueria Thaly's THURSDAY JUNE 11 6:30pm to 8:30pm

 Thu, 11 Jun at 06:30 pm Su Taqueria Thaly's USD 49

Artisan Painted Bread Sip n' Paint + Baking Class

 Sat, 11 Jul at 03:00 pm Bettie's Chicago USD 125

Chicago Exotic Paintings BYOB Paint n Sip

 Sat, 10 Aug at 04:00 pm 5425 W Lawrence Ave USD 35

Chicago Exotic Paintings BYOB Wine & Paint Male Models

 Fri, 29 Jul at 07:00 pm 5425 W Lawrence Ave USD 44

Free Street's Open Hours: Arts & Healing

 Tue, 10 Feb at 06:00 pm 4625 S Ashland Ave Free

Chicago Bad & Boujee Exotic Paint & Sip – BYOB Edition!

 Fri, 11 Jul at 08:00 pm 5425 W Lawrence Ave USD 45

Paint Your Pet BYOB Paint & Sip

 Sun, 18 Jan at 02:00 pm Art City USD 59

Yoga BYOB Paint & Sip

 Sun, 18 Jan at 10:00 am Art City USD 90

Art City BYOB Paint & Sip

 Tue, 10 Feb at 01:00 pm Art City USD 59

TAKEOVER TUESDAYS SIP & PAINT PARTY

 Tue, 17 Mar at 07:00 pm 8022 S Cottage Grove Ave Free