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Events and Things to do in Winnetka, IL

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Sales end soon
Chicago Singles Speed Dating & Happy Hour | Ages 28–49
Sunday at 5:00 PM
Chicago · Gio's Bar & Grill
Sales end soon
Chicago Singles Speed Dating & Happy Hour | Ages 28–49
Sunday at 5:00 PM
Chicago · Gio's Bar & Grill
Book Event: The Maidenheads by Benny B. Peterson
Wed, Jun 17, 7:00 PM
Chicago · Women & Children First
Book Event: The Maidenheads by Benny B. Peterson
Wed, Jun 17, 7:00 PM
Chicago · Women & Children First
Freelance vs The World XII - LIVE PRO WRESTLING
Fri, Jun 26, 8:00 PM
Chicago · Logan Square Auditorium
Freelance vs The World XII - LIVE PRO WRESTLING
Fri, Jun 26, 8:00 PM
Chicago · Logan Square Auditorium
Sales end soon
Saturday Night Stand Up Comedy at Laugh Factory Chicago
Saturday at 9:15 PM
Chicago · Laugh Factory Chicago
Sales end soon
Saturday Night Stand Up Comedy at Laugh Factory Chicago
Saturday at 9:15 PM
Chicago · Laugh Factory Chicago
Summer Celebration with City Kids Outdoors
Sun, Jun 14, 10:30 AM
Chicago · Gompers Lagoon and Wetland
Summer Celebration with City Kids Outdoors
Sun, Jun 14, 10:30 AM
Chicago · Gompers Lagoon and Wetland
Just added
Salsa Speed Dating (ages 30-45)
Sat, Jun 20, 7:30 PM
Chicago · The Rooted Space
Just added
Salsa Speed Dating (ages 30-45)
Sat, Jun 20, 7:30 PM
Chicago · The Rooted Space
Doom Yoga
Fri, Jun 12, 6:30 PM
Chicago · Wildlight Yoga
Doom Yoga
Fri, Jun 12, 6:30 PM
Chicago · Wildlight Yoga
Kickback at Kit Kat (Loft Party) Pridefest Weekend
Sat, Jun 20, 3:00 PM
Chicago · Kit Kat Club
Kickback at Kit Kat (Loft Party) Pridefest Weekend
Sat, Jun 20, 3:00 PM
Chicago · Kit Kat Club
Going fast
The Best Worst Drag Padge
Tomorrow at 8:30 PM
Chicago · The Newport Theater
Going fast
The Best Worst Drag Padge
Tomorrow at 8:30 PM
Chicago · The Newport Theater
Sales end soon
The BRA's Present: Uplift. Support. DANCE! An all women's dance party
Saturday at 5:00 PM
Evanston · American Legion
Sales end soon
The BRA's Present: Uplift. Support. DANCE! An all women's dance party
Saturday at 5:00 PM
Evanston · American Legion
Original Lowrider Chicago Classic Supershow
Sun, Aug 9, 11:00 AM
Rosemont · Donald E. Stephens Convention Center
Original Lowrider Chicago Classic Supershow
Sun, Aug 9, 11:00 AM
Rosemont · Donald E. Stephens Convention Center
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Northshore Concert Band: American Dreams
Friday at 7:30 PM
Skokie · Niles North High School
Sales end soon
Northshore Concert Band: American Dreams
Friday at 7:30 PM
Skokie · Niles North High School
Trash People of Uptown: Community Clean-Up!
Sun, Jun 14, 10:00 AM
Chicago · Clarendon Community Center Park
Trash People of Uptown: Community Clean-Up!
Sun, Jun 14, 10:00 AM
Chicago · Clarendon Community Center Park
Malt Row on Damen Beer Stroll
Wed, Jun 24, 5:30 PM
Chicago · A variety of Damen Ave businesses
Malt Row on Damen Beer Stroll
Wed, Jun 24, 5:30 PM
Chicago · A variety of Damen Ave businesses
Brickworld Chicago 2026
Schaumburg · Renaissance Schaumburg Convention Center Hotel
Brickworld Chicago 2026
Schaumburg · Renaissance Schaumburg Convention Center Hotel
Almost full
Montrose Beach: Eat the Parks Morning Foraging Walk
Sun, Jun 14, 10:00 AM
Chicago · Wilson Skate Park
Almost full
Montrose Beach: Eat the Parks Morning Foraging Walk
Sun, Jun 14, 10:00 AM
Chicago · Wilson Skate Park
Chicago | Industry Roundup...Unfiltered & Unscripted
Wed, Jun 10, 5:00 PM
Chicago · Seven Star Venue
Chicago | Industry Roundup...Unfiltered & Unscripted
Wed, Jun 10, 5:00 PM
Chicago · Seven Star Venue
Whispers at Oak Street Beach | Juneteenth Day Party | 3PM–10PM
Fri, Jun 19, 3:00 PM
Chicago · Whispers at Oak Street Beach
Whispers at Oak Street Beach | Juneteenth Day Party | 3PM–10PM
Fri, Jun 19, 3:00 PM
Chicago · Whispers at Oak Street Beach
Sales end soon
Whinny City Pony Con 2026: Ren Faire
Friday at 11:00 AM
Schaumburg · Hyatt Regency Schaumburg, Chicago
Sales end soon
Whinny City Pony Con 2026: Ren Faire
Friday at 11:00 AM
Schaumburg · Hyatt Regency Schaumburg, Chicago
Sales end soon
Pink Heat Pride: Electric Body x Haus of Cage | Chicago Nightlife Exp
Sunday at 4:00 PM
Chicago · Kit Kat Club
Sales end soon
Pink Heat Pride: Electric Body x Haus of Cage | Chicago Nightlife Exp
Sunday at 4:00 PM
Chicago · Kit Kat Club

Trends in Winnetka

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Frequently asked questions about Winnetka

What are the best events to attend?

According to Eventbrite, the best events are:

Chicago Singles Speed Dating & Happy Hour | Ages 28–49

Book Event: The Maidenheads by Benny B. Peterson

Freelance vs The World XII - LIVE PRO WRESTLING

Saturday Night Stand Up Comedy at Laugh Factory Chicago

Which events are currently trending in Winnetka?

The trending searches this month in Winnetka are:

northshore moms

spring rummage sale

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

The Best Worst Drag Padge

Whinny City Pony Con 2026: Ren Faire

Northshore Concert Band: American Dreams

The BRA's Present: Uplift. Support. DANCE! An all women's dance party