Rooftop party Events and Things to do in Chicago, IL
TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars
Sat, Dec 12, 10:00 AM
Lakeview · Wrigleyville's Best Bars TBA
TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars
Sat, Dec 12, 10:00 AM
Lakeview · Wrigleyville's Best Bars TBA
Pink Peach Events Presents: Trick or Turn Up —Hip-Hop & R&B Halloween Party
Sat, Oct 31, 6:30 PM
Clyde · Town Hall Bowl Banquet
Pink Peach Events Presents: Trick or Turn Up —Hip-Hop & R&B Halloween Party
Sat, Oct 31, 6:30 PM
Clyde · Town Hall Bowl Banquet
Meet New People Chicago Riverwalk Bar Crawl
Saturday at 6:00 PM + 2 more
The Loop · Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk
Meet New People Chicago Riverwalk Bar Crawl
Saturday at 6:00 PM + 2 more
The Loop · Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk
Bryn Mawr Block Party 2026
Sun, Sep 20, 10:00 AM
Hollywood Park · Bryn Mawr Avenue (Between Kimball Ave & Sawyer Ave)
Bryn Mawr Block Party 2026
Sun, Sep 20, 10:00 AM
Hollywood Park · Bryn Mawr Avenue (Between Kimball Ave & Sawyer Ave)
2026 Chicago Riverwalk Bar Crawl
Saturday at 6:00 PM + 2 more
The Loop · Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk
2026 Chicago Riverwalk Bar Crawl
Saturday at 6:00 PM + 2 more
The Loop · Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk
CLUB SIÂN x COURTSIDE (Tennis Social Event)
Saturday at 10:00 AM
Dearborn Park · Grant Park Tennis Courts
CLUB SIÂN x COURTSIDE (Tennis Social Event)
Saturday at 10:00 AM
Dearborn Park · Grant Park Tennis Courts
TRICK OR DRINK: River North Adult Trick-or-Treating Bar
Sat, Oct 31, 3:00 PM
Near North Side · ROCBAR
TRICK OR DRINK: River North Adult Trick-or-Treating Bar
Sat, Oct 31, 3:00 PM
Near North Side · ROCBAR
Remix Rumble Presents: Chicago Wrestling Nightclub (21+)
Fri, Sep 25, 9:00 PM
Wicker Park · Emporium Wicker Park
Remix Rumble Presents: Chicago Wrestling Nightclub (21+)
Fri, Sep 25, 9:00 PM
Wicker Park · Emporium Wicker Park
Chicago Riverwalk Bar Crawl | Includes 2 Welcome Shots!
Saturday at 6:00 PM + 2 more
The Loop · Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk
Chicago Riverwalk Bar Crawl | Includes 2 Welcome Shots!
Saturday at 6:00 PM + 2 more
The Loop · Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk
Hispanic Heritage Fashion Show and Celebration
Tomorrow at 6:00 PM
Near North Side · Hotel 55 Chicago Downtown
Hispanic Heritage Fashion Show and Celebration
Tomorrow at 6:00 PM
Near North Side · Hotel 55 Chicago Downtown
Adults Night at the Trampoline Park | 21+ Only | Jump Then Enjoy a Beer!
Thu, Oct 15, 7:30 PM + 2 more
Lakeview · Altitude Trampoline Park (ROSCOE VILLAGE LOCATION)
Adults Night at the Trampoline Park | 21+ Only | Jump Then Enjoy a Beer!
Thu, Oct 15, 7:30 PM + 2 more
Lakeview · Altitude Trampoline Park (ROSCOE VILLAGE LOCATION)
Haunted Halloween Night River Cruise on Saturday, October 31st
Sat, Oct 31, 7:30 PM
Grant Park · Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
Haunted Halloween Night River Cruise on Saturday, October 31st
Sat, Oct 31, 7:30 PM
Grant Park · Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
Halloween at Old Crow Wrigleyville - Chicago's #1 Country Bar
Fri, Oct 30, 9:00 PM
Lakeview · Old Crow Smokehouse
Halloween at Old Crow Wrigleyville - Chicago's #1 Country Bar
Fri, Oct 30, 9:00 PM
Lakeview · Old Crow Smokehouse
