Chicago things to do this weekend are genuinely some of the most fun options of the entire summer. The Savannah Bananas bring Banana Ball to Wrigley Field for three games, and yes, tickets are technically sold out but resale is available. Benson Boone’s Wanted Man Tour plays Allstate Arena in Rosemont both Friday and Saturday…
Chicago Things To Do This Weekend: Burger Fest, West Fest and What’s Happening in the Market Now
Chicago things to do this weekend cover every corner of the city and a solid range of neighborhood flavors. Roscoe Village crowns its best burger. West Town throws one of Chicago’s great house music street festivals. River North brings its best restaurants out to the street for two days. The Cubs host the Twins at…
Chicago things to do this Weekend: Square Roots, Taste of Chicago, Windy City Smokeout and a Market Shift
Chicago things to do this weekend are running three of the best festivals of the entire summer simultaneously. Square Roots fills Lincoln Square with live music and local food. Taste of Chicago brings decades of tradition back to Grant Park with free live performances from Common, Babyface and Beach Bunny. Windy City Smokeout closes out…
Things To Do in Chicago this Weekend: Obama Center Opens, Pride Fest turns 25, and We Made the WSJ/RealTrends List
Things to do in Chicago this weekend include one of the most historic moments our city has seen in years. The Obama Presidential Center officially opens to the public on Juneteenth weekend with free community celebrations across the South Side. Chicago Pride Fest celebrates its 25th anniversary in Northalsted. Taste of Randolph takes over the…
June in Chicago: Blues Fest, Pokémon GO Fest and a Real Estate Market Update
This weekend in Chicago, June 5-7, various festivals kick off the season, including Pokémon GO Fest at Grant Park, the free Chicago Blues Festival at Millennium Park, Ribfest in North Center, and the 57th Street Art Fair in Hyde Park. A real estate market update indicates changing buyer dynamics.
Crosstown Classic, Mayfest and Teen Birthday Ideas: Things to Do in Chicago this Weekend May 15-17
Things to do in Chicago this weekend include some of my favorite things about this city all landing at once. The Crosstown Classic is here and yes, the whole city has picked a side. Lincoln Park Mayfest finally kicks off after we teased it last week. Renegade Craft Fair takes over Andersonville. And I have a…
Things To Do in Chicago This Weekend: May 1-3, 2026
Things to do in Chicago this weekend are nothing short of spectacular as May finally arrives. First and foremost, welcome to the first weekend of the month that changes everything in this city. The weather is warm, the energy is up and Chicago is fully in its feelings about spring. This weekend we have a…
Things To Do in Chicago This Weekend: March 6–8, 2026
CSO storytelling concerts, the last weekend on the Maggie Daley skating ribbon, Matisse opening weekend at the Art Institute, and a slow Saturday morning at Green City Market in Avondale. This is your Chicago weekend guide for March 6 to 8 and it is a good one.
Top Picks for a Fun-Filled Weekend in Chicago
Juliana Yeager Disney On Ice Presents Let’s Dance! Mickey and his pals are spinning Disney hits like you’ve never heard before, and you’re on the guest list! Get ready to dance, sing, and soak up the electric vibes as they remix your favorite Disney tunes into a colorful, high-energy party. Perfect for all ages, this…
Honoring the Dream: Chicago’s Inspiring MLK Day Weekend
Juliana Yeager Martin Luther King Jr. Day at Chicago History Museum Celebrate the enduring legacy of Dr. Martin Luther King Jr. and his transformative impact on the civil rights movement in the United States. This family-focused event invites visitors of all ages to engage in a variety of enriching activities, including interactive hands-on workshops, inspiring…
