Outdoor Events and Things to do in Winnetka, IL
Chicago Entrepreneurs Networking Event @ The Gwen Rooftop
Thu, Jun 18, 6:30 PM
Chicago · Upstairs at The Gwen
Chicago Entrepreneurs Networking Event @ The Gwen Rooftop
Thu, Jun 18, 6:30 PM
Chicago · Upstairs at The Gwen
Margarita Fest on the Beach - Margarita Tasting at North Ave. Beach
Thu, Jun 25, 6:00 PM
Chicago · Shore Club Chicago
Margarita Fest on the Beach - Margarita Tasting at North Ave. Beach
Thu, Jun 25, 6:00 PM
Chicago · Shore Club Chicago
Nights in Mykonos - Apollo Awakens - All White Attire Party
Sunday at 4:00 PM
Chicago · Avli on The Park
Nights in Mykonos - Apollo Awakens - All White Attire Party
Sunday at 4:00 PM
Chicago · Avli on The Park
Woodwind Serenades in the Park Featuring the Elgin Symphony Orchestra
Wed, Jun 10, 6:30 PM
Barrington · Citizens Park
Woodwind Serenades in the Park Featuring the Elgin Symphony Orchestra
Wed, Jun 10, 6:30 PM
Barrington · Citizens Park
Reggaeton Beach Fest 2026 on Oak Street Beach
Sun, Jun 28, 3:00 PM + 2 more
Chicago · Whispers at Oak Street Beach
Reggaeton Beach Fest 2026 on Oak Street Beach
Sun, Jun 28, 3:00 PM + 2 more
Chicago · Whispers at Oak Street Beach
Sunday FUNday Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Sunday at 4:30 PM + 16 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Sunday FUNday Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Sunday at 4:30 PM + 16 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Saturday Happy Hour Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Saturday at 4:30 PM + 18 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Saturday Happy Hour Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Saturday at 4:30 PM + 18 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Bottomless Margaritas & Fireworks on the Riverwalk - Every Weds & Sun!
Wed, Jun 3, 6:30 PM + 31 more
Chicago · Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk)
Bottomless Margaritas & Fireworks on the Riverwalk - Every Weds & Sun!
Wed, Jun 3, 6:30 PM + 31 more
Chicago · Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk)
Saturday Night Fireworks Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Saturday at 8:30 PM + 15 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Saturday Night Fireworks Cruise on Lake Michigan | 21+ | Live DJ | Full Bar
Saturday at 8:30 PM + 15 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Saturday Afternoon Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Saturday at 12:30 PM + 14 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
Saturday Afternoon Cruises on Lake Michigan | 21+ | Live DJ | Full Bar
Saturday at 12:30 PM + 14 more
Chicago · Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location)
The SuperBack's Double Nickel Linen Birthday Celebration
Sat, Jul 25, 4:30 PM
Chicago · Summer Of George
The SuperBack's Double Nickel Linen Birthday Celebration
Sat, Jul 25, 4:30 PM
Chicago · Summer Of George
Marcellous 6th Annual Kickback at the Playpen
Sat, Jun 20, 10:00 AM + 3 more
Chicago · The Playpen Chicago
Marcellous 6th Annual Kickback at the Playpen
Sat, Jun 20, 10:00 AM + 3 more
Chicago · The Playpen Chicago
2026 Chicago Riverwalk Bar Crawl & Fireworks Show
Saturday at 6:00 PM + 18 more
Chicago · Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk
2026 Chicago Riverwalk Bar Crawl & Fireworks Show
Saturday at 6:00 PM + 18 more
Chicago · Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk
League of American Bicyclists - League Cycling Advocate Workshop - Chicago
Thu, Sep 17, 8:30 AM
Chicago · Illinois Medical District
League of American Bicyclists - League Cycling Advocate Workshop - Chicago
Thu, Sep 17, 8:30 AM
Chicago · Illinois Medical District
Elevated Sound-bath Meditation in the Park
Sat, Jun 13, 10:30 AM
Chicago · Chicago Women's Park & Garden
Elevated Sound-bath Meditation in the Park
Sat, Jun 13, 10:30 AM
Chicago · Chicago Women's Park & Garden
