The Old Town Art Fair takes place on June in the heart of the charming Old Town Triangle Historic District. There will be 200+ nationally acclaimed artists, an estimated 35,000 art lovers, a Garden Walk, Live Music, Food Court and Children’s Corner. Rain or shine.

Live Music:
A little Jazz, a little Swing, some Folk, Fusion and Blues. Just the right backdrop for enjoying a bite and a beverage or two, strolling the Fair and hanging out with friends.

Schedule:

June 14, 2025

Plaza Stage: Wisconsin at Orleans
11:00 a.m - 12:30 p.m: Raviv    
1:00 p.m - 2:30 p.m: Donna Herula Trio
3:15 p.m - 4:45 p.m: Bossa Blue    
5:15 p.m - 6:45 p.m: Fifth Star Band

Food Court Stage: North Park at St. Paul
10:00 a.m - 11:15 a.m: Zfrank
11:45 a.m - 12:45 p.m: North Park Strummers
1:15 p.m - 2:15 p.m: Brad Cole and Friends    
3:00 p.m - 4:00 p.m: Mike Younger Blues
4:30 p.m - 5:30 p.m: Electric Brew
6:00 p.m - 7:00 p.m: Steve Gibons Jazz Violin

June 15, 2025

Plaza Stage: Wisconsin at Orleans
10:30 a.m - 12:00 p.m: Nikki O’Neill Band    
12:30 p.m - 2:00 p.m: Reverie Stone
2:30 p.m - 4:00 p.m: Soulbillys
4:30 p.m - 6:00 p.m: Chicken Dolphin

Food Court Stage: North Park at St. Paul
10:00 a.m - 10:45 a.m: Zfrank
11:00 a.m - 12:00 p.m: Roseloft    
12:30 p.m - 1:30 p.m: Soulbillys    
2:00 p.m - 3:00 p.m: I Guess So Band    
3:30 p.m - 4:30 p.m: Dad Rock    
5:00 p.m - 6:00 p.m: Brad Cole and Friends    

Date: June 14 - 15, 2025

Hours:

June 14, 2025 from 10:00am to 7:00pm
June 15, 2025 from 10:00am to 6:00pm

Location:

Old Town Triangle Association
1763 N. North Park Avenue
Chicago, IL 60614

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