The city is packed with exciting events and activities to enjoy as the leaves change and the weather cools. From outdoor festivals and farmers’ markets to cozy fall treats and pumpkin patches, there’s no shortage of ways to experience the season. Take a look at these five events to plan your weekend!
Explore Flavors at Lincoln Park Uncorked
Discover an array of wines at this event, featuring samples from local and international vineyards. Attendees can enjoy tastings while strolling through the neighborhood, with select restaurants offering small bites to complement the wines. The event also includes live entertainment and special promotions at nearby businesses.
Date: September 12
Time: 6PM-9PM
Cost: $55+
Location: Lincoln Ave from W Diversey Pkway to Webster Ave
More Info: lincolnparkchamber.com
Enjoy Lakeview East Festival of the Arts
Explore diverse artworks from talented local and national artists, ranging from paintings to sculptures. This festival offers a variety of artistic mediums on display, alongside live music and performances throughout the day. There will also be food vendors and interactive activities available to visitors of all ages.
Date: September 14-15
Time: 11AM-7PM
Cost: Free
Location: Broadway from W Stratford Pl to W Belmont Ave
More Info: lakevieweastfestivalofthearts.com
Dance Away at Grito Fest
Celebrate Mexican heritage with live music performances and traditional dances. This event features food stalls offering authentic cuisine, craft vendors showcasing handmade goods, and various activities for children and adults. Attendees can also enjoy a variety of workshops and demonstrations that highlight cultural traditions.
Date: September 14-15
Time: 2PM-10PM
Cost: $10+
Location: Grant Park, S Lake Shore Dr & E Monroe St
More Info: elgritochicago.com
Discover Talent at Ravenswood ArtWalk
Experience open studios, gallery exhibitions, and public art installations. Visitors can interact with artists, purchase unique pieces, and enjoy live music performances throughout the day as well. This event also includes food and drink options from local vendors.
Date: September 14-15
Time: 11AM-6PM
Cost: Free
Location: Ravenswood Ave from W Lawrenc Ave to Irving Park Rd
More Info: ravenswoodchicago.org
Sing Along at Englewood Music Fest
Enjoy live music performances from a diverse lineup of artists like Kelly Price and Waka Flocka. This festival also features local vendors, back-to-school programming and prizes, a community resource fair, art activations, and more.
Date: September 14
Time: 12PM-7PM
Cost: Free
Location: Kennedy King Baseball Field, near W 64th St & S Halsted St
More Info: englewoodmusicfest.com
