If there ever was a summertimechi in visual form, this weekend would take the top spot. There just an abundance of events and experiences taking place over this weekend in Chicago that you should not have a want or need to be bored unless you choose to be. These 10 standout events in Chicago should have a spot on your social calendar. Scroll through to see our curated selection and send this to the groupchat! These are the top 10 things to do in Chicago this weekend.
LOVABLE REUNION LIVE
Thursday, July 16 | 6:30pm
Chicago Theatre | 175 N. State Street
The Lovable Reunion Live will come to The Chicago. Moderated by Boog Sciambi, the evening reunites Anthony Rizzo, David Ross, Joe Maddon, Jake Arrieta, Kyle Hendricks, Miguel Montero, Dexter Fowler, and more members of the 2016 Chicago Cubs team for a one-night-only celebration of the team that ended the 108-year championship drought.
CLICK HERE FOR DETAILS
ROSCOE VILLAGE BURGER FEST
July 17-19 | 5-10pm; 11am-10pm
2000 W. Belmont Avenue
Get ready for a burger-filled summer as Roscoe Village Burger Fest returns for its 19th mouthwatering year this July! This beloved Windy City tradition brings together Chicago’s top eateries, each serving up their juiciest, most creative takes on the classic burger. Trust us—these chefs pull out all the stops to impress even the most dedicated burger connoisseurs.
CLICK HERE FOR DETAILS
TASTE OF RIVER NORTH
July 17-18 | 5pm-10pm; 11am-10pm
Wells St. between Ontario & Chicago
Join us in River North for this annual food, music and fun fest! eats, local art, shopping, family fun, and live party bands!
CLICK HERE FOR DETAILS
TACOS Y TAMALES FESTIVAL 2026
July 17-19 | 5-10pm; 12-10pm
Blue Island Ave. between Wolcott + Ashland
The 10th annual Tacos y Tamales Festival, a massive outdoor Tianguis-style market celebrating Hispanic culture with 30+ food vendors, 3 live music stages, and street cantinas serving margaritas and micheladas.
CLICK HERE FOR DETAILS
RICK ROSS PORT OF MIAMI TOUR
July 17 | Doors 7pm; Show 8pm
Chicago Theatre | 175 N. State Street
Rick Ross will bring the Port of Miami 20th Anniversary Tour featuring Renaissance Orchestra and the Sainted Trap Choir with special guest Twista. A Black tie Experience.
CLICK HERE FOR DETAILS
NORDSTROM DOWNTOWN CHICAGO BLOCK PARTY
July 18 | 10am-4pm
Pioneer Court | 410 N. Michigan Avenue
Celebrate the start of the annual Nordstrom Anniversary Sale at Pioneer Court for a day of live entertainment, family fun, shopping, complimentary sips and bites PLUS delicious local food and beverage.
CLICK HERE FOR DETAILS
CHICAGO FIRE FC VS VANCOUVER WHITECAPS FC
July 16 | 1410 S. Museum Campus Drive 7:30pm
Soldier Field |
Coming back from the World Cup break, the Chicago Fire FC will take on the Vancouver Whitecaps FC and this could be the first game for newly acquired soccer legend Robert Lewandowski. Following the matchup, there will be a post game concert (presented by Cafe Bustelo) with Two Friends.
CLICK HERE FOR DETAILS
JOEFRESHGOODS BLOCK PARTY
July 17 | pull up
Every Now and Then store | 1843 W. Chicago Avenue
Designer Joe “Joefreshgoods” Robinson opened a new store Every Now and Then and their recent rollout is the Every Now and Then x New Balance 992. Come celebrate summer with the team.
CLICK HERE FOR DETAILS
ST. JAMES BOATHOUSE POP-UP
July 19 | 1-8pm
Shore Club Chicago | 1603 N Jean Baptiste Pointe du Sable Lake Shore Drive
Saint James, known for their organic iced-teas, is transforming Shore Club Chicago into the Saint James Boathouse, a one-day immersive experience celebrating the launch of Half & Half, the brand’s newest flavor blending brewed organic black tea with classic lemonade to capture the taste of blissful summer days.
CLICK HERE FOR DETAILS
SILVERROOM SOUND SYSTEM BLOCK PARTY
July 18 | 12pm-
The Salt Shed | 1357 N. Elston Avenue
Performers include: Big Daddy Kane, Jean Deaux, Natasha Diggs, Gilles Peterson. The 19th Annual Silver Room Sound System Block Party: Over 40 local and national artists take over indoor and outdoor stages for 10 hours straight. Live bands. DJs… afrobeat, hip hop, R&B, jazz and of course, house. Vendors, fashion, pop-ups, dance performances and pure culture. All ages, all community.
CLICK HERE FOR DETAILS
You can also find more events taking place in Chicago this week into the weekend in our weekly SLC Shortlist Substack HERE
*Cover image credit Navy Pier
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