Events · Chicago & Suburbs · October 2026
Allie Payne Group at Compass · Chicago, IL
Get set for a weekend packed with diverse activities across Chicago and its suburbs! From architectural discoveries to festive fall outings, there’s something for everyone to enjoy.
October 17–18 | Times Vary | Locations Vary
Explore architectural gems across more than 30 Chicago neighborhoods. Hosted by the Chicago Architecture Center, Open House Chicago opens the doors to over 200 places throughout the city.
October 17 | 10:00 AM–1:00 PM
Lincoln Park Zoo · 2001 N Clark St, Chicago
Enjoy a free, festive outing with learning activities, a scavenger hunt, kid-friendly entertainment, free carousel rides, and more.
October 17 | 11:00 AM–7:00 PM
Gallagher Way · 3635 N Clark St, Chicago
Explore local brews, including nonalcoholic options, and enjoy mini golf, college football, and a relaxed Saturday at Gallagher Way.
October 17 | Noon–6:00 PM
State Street, Jackson to Madison · Chicago
Discover Chicago creativity along State Street with local artists, arts and culture organizations, food vendors, and businesses. Every block offers something different to experience.
October 17 | 1:00–3:00 PM
American Writers Museum · 180 N Michigan Ave, Chicago
Celebrate the contributions of Black poets and writers on National Black Poetry Day, observed on the birthday of Jupiter Hammon, the first Black poet published in the United States.
October 18 | 2:00 PM
The Vic Theater · 3145 N Sheffield Ave, Chicago
Amy Poehler brings her hit podcast, Good Hang with Amy Poehler, to the live stage for a special event performance.
October 16–18 | Times Vary
Schaumburg Boomers · 1999 S Springinsguth Rd, Schaumburg
Visit during the day for family-friendly carnival fun, or arrive after dark when the midway lights turn on and the Creeps roam the stadium grounds.
October 16 | 5:15–7:45 PM
Cosley Zoo · 1356 N Gary Ave, Wheaton
Take an evening stroll through the zoo with seasonal decorations and family activities. Finish by decorating a pumpkin, or take one home. Costumes are welcome; register early to secure a spot.
October 16 | 5:30–7:30 PM
Gilson Park and Lakeview Center · 800 Gilson Park Dr, Wilmette
Enjoy inflatables, face painting, hayrides, and Spooky Stations with treats and giveaways. Stop by the pumpkin patch and decorating station for more fall fun.
October 17 | 10:00–11:30 AM
Oasis Fun Center · 7877 N Milwaukee Ave, Niles
Families can stroll past decorated Park District, Village, and local business vehicles to collect treats and enjoy a festive Halloween morning.
October 17 | 10:00 AM–4:00 PM
Riverwalk District · 1202 Riverside Dr, McHenry
Celebrate fall with a pumpkin carving contest, pop-up vendors, live demonstrations, seasonal activities, and shopping at the McHenry Riverwalk Shoppes.
October 18 | 2:00 PM
Wirtz Center for the Performing Arts · 20 Arts Circle Dr, Evanston
Sandra Oh stars in a reimagining of Molière’s dark comedy. A brilliant novelist challenges the carefully constructed lies of modern society and confronts the consequences of speaking her truth.
Allie Payne Group at Compass
Whether you’re exploring a new neighborhood this weekend or thinking about what comes next, we’re here to help you navigate it.
