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 Exotic Paintings Sip and Paint with Male Models
Fri, 13 May at 07:30 pm
5425 W Lawrence Ave
USD 38
Chicago BYOB Sip and Paint with Male Models
Sun, 03 Mar at 08:00 pm
5425 W Lawrence Ave
USD 39
Chicago Exotic Paintings BYOB Wine and Paint Male Model
Fri, 10 Mar at 09:00 pm
5425 W Lawrence Ave
USD 39
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, 29 May at 07:30 pm
Pinot's Palette - Logan Square
USD 56
PRIDE Sip & Paint
Tue, 02 Jun at 07:00 pm
360 CHICAGO
Paris in Moonlight - Paint and Sip in Chicago | Classpop!™
Sun, 07 Jun 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
Cubist Portrait - Paint and Sip in Chicago | Classpop!™
Thu, 23 Apr
Pinot's Palette - Logan Square
USD 49
Eventide - Paint and Sip in Chicago | Classpop!™
Sat, 23 May at 07:30 pm
Pinot's Palette - Logan Square
USD 56
BYOB Sip & Paint Class “Paws and Petals”
Thu, 21 May at 07:00 pm
Sip & Paint
USD 43
Do Chicago-Style Street Art - Paint and Sip in Chicago | Classpop!™
Wed, 05 Aug at 06:00 pm
Studio W.I.P.
USD 62
R&B Night Paint & Sip
Sat, 23 May at 07:30 pm
Lux Accents Studios
USD 66 to 109
Japanese Rising Sun - Paint and Sip in Chicago | Classpop!™
Fri, 22 May at 08:00 pm
Pinot's Palette - Logan Square
USD 32
Pink Pantheress x Zara Larsson: Drag Paint and Sip
Thu, 28 May at 07:00 pm
Pinot's Palette
USD 10 to 39
Serene Sunrise - Paint and Sip in Chicago | Classpop!™
Sun, 24 May at 01:00 pm
Pinot's Palette - Logan Square
USD 56
Paint Bouquets & Sip - Awakenings Fundraiser
Wed, 17 Jun at 06:00 pm
Awakenings
USD 55 to 75
Van Gogh's Gladioli - Paint and Sip in Chicago | Classpop!™
Sun, 31 May at 01:00 pm
Pinot's Palette - Logan Square
USD 56
Lilacs in a Glass - Paint and Sip in Chicago | Classpop!™
Sat, 30 May at 03:30 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
Moonshine - Paint and Sip in Chicago | Classpop!™
Sat, 20 Jun at 07:30 pm
Pinot's Palette - Logan Square
USD 56
Candy Beach - Paint and Sip in Chicago | Classpop!™
Wed, 24 Jun at 07:00 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
Father's Day 21+ BYOB Opossum Paint & Sip
Sun, 21 Jun at 06:00 pm
The Insect Asylum
USD 96
Simply A Starry Night - Paint and Sip in Chicago | Classpop!™
Wed, 22 Apr
Pinot's Palette - Logan Square
USD 32
Dream Island - Paint and Sip in Chicago | Classpop!™
Wed, 06 May
Pinot's Palette - Logan Square
USD 32
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
BYOB Sip & Paint Class “Starry Night Skyline”
Sun, 24 May at 07:00 pm
Sip & Paint
USD 43
BYOB Sip & Paint Event - "Spring in Paris"
Sun, 24 May at 01:00 pm
Sip & Paint
USD 43
Galaxy Waterfall Forest - Paint and Sip in Chicago | Classpop!™
Thu, 25 Jun at 07:30 pm
Pinot's Palette - Logan Square
USD 49
Dinosaurs in the Mist - Paint and Sip in Chicago | Classpop!™
Wed, 01 Jul at 07:00 pm
Pinot's Palette - Logan Square
USD 49
May Flowers Sip & Paint Night at Eris Brewery!
Wed, 20 May at 06:30 pm
ERIS Brewery and Cider House
USD 17 to 31
African Sunset Sip and Paint
Sat, 23 May at 07:00 pm
Toast To Paint
USD 34 to 45
BYOB Paint and Sip Event - "Mystic Waterfalls"
Fri, 22 May at 07:00 pm
Sip & Paint
USD 43
BYOB Paint & Sip: Tiki Moonlight
Sun, 24 May at 03:30 pm
Lux Accents Studios
USD 61
Doormat Paint, Sip & Karaoke Night
Fri, 29 May at 07:00 pm
4803 N Milwaukee Ave
USD 10 to 474
18+ Sober Opossum Paint & Sip
Sat, 28 Feb at 06:00 pm
The Insect Asylum
USD 32 to 96
Drink & Draw May
Mon, 25 May at 06:00 pm
Beermiscuous
Free
Artisan Painted Bread Sip n' Paint + Baking Class
Sat, 04 Apr
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
Bad & Boujee Exotic Paint & Sip – BYOB Edition! CHICAGO
Fri, 14 Mar at 09:00 pm
5425 W Lawrence Ave
USD 45
Free Street's Open Hours: Arts & Healing
Tue, 10 Feb at 06:00 pm
4625 S Ashland Ave
Free
Chicago Exotic Paintings BYOB Wine & Paint Male Models
Fri, 29 Jul at 07:00 pm
5425 W Lawrence Ave
USD 44
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
Meet and Create! - The Black Light Experience
Fri, 16 Jul at 06:30 pm
1438 E 52nd St
USD 39
2026 BATES HALL FAMILY REUNION (CHICAGO, IL)
Thu, 25 Jun at 10:00 am
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USD 0 to 25
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Events in Chicago
Sip & Paint events in Chicago