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 eight events to plan your weekend!
Step Right Up to Fall Fest
Fall Fest features a lively carnival atmosphere with rides, music, and games. Enjoy food from local vendors while exploring the Oak Park Conservatory, which will host live bats and skunks, pumpkin carving demonstrations, and other activities for all ages.
Date: September 22
Time: 11AM-2PM
Cost: Free
Location: Rehm Park & Pool, 515 Garfield St, Oak Park
More Info: pdop.org
Get Crafty at 2024 West End Arts Festival
Explore stunning works from local artists and engage with them to learn about their creative processes. Enjoy live jazz music performances throughout the festival and savor food and drinks from local vendors.
Date: September 21-22
Time: 10AM -5PM
Cost: Free
Location: Stone Ave Station, 701 W Burlington Ave, La Grange
More Info: cm.lgba.com
Raise Your Stein at Oktoberfest
Celebrate Oktoberfest with activities such as Bingo, a cornhole tournament, and bouncy houses. Enjoy live music from several bands, fresh food, and beer. Additional activities include face painting and a stein contest to keep everyone entertained.
Date: September 21
Time: 12PM-PM
Cost: Free
Location: Westwood Park, N/E corner of Fairview Ave & 75th St
More Info: patch.com
Rock Out at Riot Fest
Experience a music extravaganza with a lineup featuring punk, rock, and alternative bands from artists like Fall Out Boy and Sublime. In addition to the music, there are carnival rides and a variety of food vendors offering plenty of options. The festival grounds also include art installations and other unique attractions.
Date: September 20-22
Time: Fri 12PM-10PM; Sat 11:30AM-10PM; Sun 12PM-10PM
Cost: $110+
Location: Douglass Park, 1401 S Sacramento Dr
More Info: riotfest.org
Feel the Rhythm of Englewood Jazz Festival
Celebrate jazz with a series of performances showcasing local and national artists. This festival features Nicole Mitchell, Corey Wilkes and more, offering a mix of established and emerging jazz musicians. Attendees can enjoy the music while exploring vendor booths offering food and drinks. The event also includes educational workshops and activities related to jazz and its history.
Date: September 19-21
Time: Fri 6PM-8PM; Sat 12PM-6PM
Cost: Free
Location: Hamilton Park, 513 W 72nd St
More Info: englewoodjazzfestival.org
Enjoy Chicago Live!
With over 100+ performances, Chicago Live! Is the largest free performing arts festival in the Midwest! This event brings together a variety of live performances, including music, theater, and dance, offering something for everyone.
Date: September 21-22
Time: Sat 12PM-9PM; Sun 12PM-6PM
Cost: Free
Location: Navy Pier, 600 E Grand Ave
More Info: navypier.org
Experience Mid-Autumn Moon Festival
Celebrate an important Asian festival with a medley of multi-genre and multi-cultural performances. The event includes song singing, instrumental playing, folk dancing, and Peking opera episodes. Attendees can also enjoy fashion shows and other traditional activities.
Date: September 21
Time: 5PM-7PM
Cost: Free
Location: Burnham Wildlife Corridor, 3155 S Lake Shore Dr
More Info: chicagoparkdistrict.com
Celebrate Oktoberfest at Time Out Market
Enjoy a festive day filled with traditional German food and beverages, including pretzels, sausages, and a wide selection of beers. The event features live music with polka bands and other entertainment. Attendees can also participate in various games and contests.
Date: September 21
Time: 11AM-5PM
Cost: Free
Location: Time Out Market, 916 W Fulton Market
More Info: timeoutmarket.com
