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Outdoor Events and Things to do in Winnetka, IL

La Casita En La Playa (Reggaeton Beach Fest 2026 on Oak Street Beach)
Sun, Jun 28, 3:00 PM
Chicago · Whispers at Oak Street Beach
La Casita En La Playa (Reggaeton Beach Fest 2026 on Oak Street Beach)
Sun, Jun 28, 3:00 PM
Chicago · Whispers at Oak Street Beach
Going fast
BLACK YACHT WEEKEND: THE FINALE PARTY — SOMETHING FOR THE SUMMER
Sun, Jun 21, 3:00 PM
Chicago · TBD
Going fast
BLACK YACHT WEEKEND: THE FINALE PARTY — SOMETHING FOR THE SUMMER
Sun, Jun 21, 3:00 PM
Chicago · TBD
2026 LCML Golf Outing
Mon, Jun 29, 10:30 AM
Buffalo Grove · The Arboretum Club
2026 LCML Golf Outing
Mon, Jun 29, 10:30 AM
Buffalo Grove · The Arboretum Club
The Juneteenth Experience at ROOF on the WIT
Fri, Jun 19, 3:00 PM
Chicago · ROOF on theWit
The Juneteenth Experience at ROOF on the WIT
Fri, Jun 19, 3:00 PM
Chicago · ROOF on theWit
13th Annual Mundelein Craft Beer Festival
Sat, Jun 6, 1:00 PM
Mundelein · 444 E Courtland St
13th Annual Mundelein Craft Beer Festival
Sat, Jun 6, 1:00 PM
Mundelein · 444 E Courtland St
Almost full
Fireworks Juneteenth Black Attire Yacht Party 3 Levels (Chicago)
Sat, Jun 20, 6:45 PM
Chicago · Anita Dee Yacht Charters
Almost full
Fireworks Juneteenth Black Attire Yacht Party 3 Levels (Chicago)
Sat, Jun 20, 6:45 PM
Chicago · Anita Dee Yacht Charters
Yoga Sundays: Summer Series | June 14, 2026
Sun, Jun 14, 11:00 AM
Chicago · Humboldt Park Boathouse
Yoga Sundays: Summer Series | June 14, 2026
Sun, Jun 14, 11:00 AM
Chicago · Humboldt Park Boathouse
Almost full
Pride Parade Viewing Party
Sun, Jun 28, 9:00 AM
Chicago · Buzzed By ZEA - Salon & Bar
Almost full
Pride Parade Viewing Party
Sun, Jun 28, 9:00 AM
Chicago · Buzzed By ZEA - Salon & Bar
Sounds of Summer 6/11: Veranda Pass at Metropolis Ballroom (Mac Attack)
Thu, Jun 11, 6:30 PM
Arlington Heights · Metropolis Ballroom
Sounds of Summer 6/11: Veranda Pass at Metropolis Ballroom (Mac Attack)
Thu, Jun 11, 6:30 PM
Arlington Heights · Metropolis Ballroom
Almost full
Urban Sketchers Chicago Sketch Seminar 2026
Chicago · Palette & Chisel Art Academy
Almost full
Urban Sketchers Chicago Sketch Seminar 2026
Chicago · Palette & Chisel Art Academy
Steps and Conversations: A Kidney Health Walk - Chicago Chapter
Sun, Jun 7, 9:00 AM
Chicago · 2601 N Cannon Dr
Steps and Conversations: A Kidney Health Walk - Chicago Chapter
Sun, Jun 7, 9:00 AM
Chicago · 2601 N Cannon Dr
Going fast
All White Affair Yacht Party
Sun, Jun 14, 1:00 PM
Chicago · 200 N Breakwater Access
Going fast
All White Affair Yacht Party
Sun, Jun 14, 1:00 PM
Chicago · 200 N Breakwater Access
5k Fun Run x Midwest Coast Brewing | 2026 IL Brewery Running Series
Sat, Jun 13, 11:00 AM
Chicago · Midwest Coast Brewing Company
5k Fun Run x Midwest Coast Brewing | 2026 IL Brewery Running Series
Sat, Jun 13, 11:00 AM
Chicago · Midwest Coast Brewing Company
Sales end soon
Legends Chicago Festival
Sun, Jun 14, 11:00 AM
Chicago · Butler Field
Sales end soon
Legends Chicago Festival
Sun, Jun 14, 11:00 AM
Chicago · Butler Field
Sounds of Summer 6/18: Veranda Pass Metropolis Ballroom (Heartache Tonight)
Thu, Jun 18, 6:30 PM
Arlington Heights · Metropolis Ballroom
Sounds of Summer 6/18: Veranda Pass Metropolis Ballroom (Heartache Tonight)
Thu, Jun 18, 6:30 PM
Arlington Heights · Metropolis Ballroom
Almost full
Fireworks Hip Hop Vs RNB Yacht Party 3 Levels (Chicago)
Saturday at 6:45 PM
Chicago · Anita Dee Yacht Charters
Almost full
Fireworks Hip Hop Vs RNB Yacht Party 3 Levels (Chicago)
Saturday at 6:45 PM
Chicago · Anita Dee Yacht Charters
Almost full
Juneteenth Takeoff w/ Odeal & Mannie Fresh
Fri, Jun 19, 6:00 PM
Chicago · Vertiport Chicago
Almost full
Juneteenth Takeoff w/ Odeal & Mannie Fresh
Fri, Jun 19, 6:00 PM
Chicago · Vertiport Chicago
Sales end soon
HOOKED — A Cliquebait Creator Experience at Shore Club Chicago
Tomorrow at 6:00 PM
Chicago · Shore Club
Sales end soon
HOOKED — A Cliquebait Creator Experience at Shore Club Chicago
Tomorrow at 6:00 PM
Chicago · Shore Club
2026 SIU Day at Wrigley Field
Sat, Aug 15, 11:00 AM
Chicago · The Cubby Bear Chicago
2026 SIU Day at Wrigley Field
Sat, Aug 15, 11:00 AM
Chicago · The Cubby Bear Chicago
Brunch and Beats with Mr. Dave
Sat, Jun 13, 10:00 AM
Chicago · Parson's Chicken & Fish
Brunch and Beats with Mr. Dave
Sat, Jun 13, 10:00 AM
Chicago · Parson's Chicken & Fish

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