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City & Landmark Tours in and near Winnetka, IL

70+ deals

Go Inside Chicago’s Secret Spaces – Tour for All Ages!

Go Inside Chicago’s Secret Spaces – Tour for All Ages!

Go Inside Chicago’s Secret Spaces – Tour for All Ages!

Chicago Architecture Tours

Go Inside Chicago’s Secret Spaces – Tour for All Ages!

255 S Clinton St, Chicago

$35.84$26.84-25%

Crazy Dash Walking Adventure for Families and Friends

Crazy Dash Walking Adventure for Families and Friends

Crazy Dash Walking Adventure for Families and Friends

Crazy Dash(368 Locations)

Crazy Dash Walking Adventure for Families and Friends

Chicago Loop, Chicago

Self-Guided City Scavenger Hunt Adventure for Up to Four Teams

Self-Guided City Scavenger Hunt Adventure for Up to Four Teams

Self-Guided City Scavenger Hunt Adventure for Up to Four Teams

Puzzling Adventures

Self-Guided City Scavenger Hunt Adventure for Up to Four Teams

Interactive Holiday Scavenger Hunt On Your Phone at Holly Jolly Hunt

Interactive Holiday Scavenger Hunt On Your Phone at Holly Jolly Hunt

Holly Jolly Hunt

Save up to 41% on One World Observatory Admissions

Save up to 41% on One World Observatory Admissions

Save up to 41% on One World Observatory Admissions

One World Observatory

Save up to 41% on One World Observatory Admissions

Manhattan, New York

Enjoy a Survival Scavenger Hunt Tour for One or Two Teams

Enjoy a Survival Scavenger Hunt Tour for One or Two Teams

Zombie Scavengers

Enjoy a Survival Scavenger Hunt Tour for One or Two Teams

Join a Chicago scavenger hunt adventure for up to 6 people

ScavengerHunt.com

Join a Chicago scavenger hunt adventure for up to 6 people

32 E Randolph St, Chicago

Admission to the Iconic Skydeck and The Ledge at Willis Tower

Admission to the Iconic Skydeck and The Ledge at Willis Tower

Admission to the Iconic Skydeck and The Ledge at Willis Tower

Skydeck at Willis Tower - Downtown Chicago

Admission to the Iconic Skydeck and The Ledge at Willis Tower

233 South Wacker Drive, Chicago

City quest tours for 1 to 6 people with scavenger hunt fun

City quest tours for 1 to 6 people with scavenger hunt fun

City quest tours for 1 to 6 people with scavenger hunt fun

Operation City Quest(328 Locations)

City quest tours for 1 to 6 people with scavenger hunt fun

Chicago Loop, Chicago

The Chicago Theatre Tour - Up to 33% Off

The Chicago Theatre Tour - Up to 33% Off

The Chicago Theatre Tour - Up to 33% Off

The Chicago Theatre Tour Experience 2025

The Chicago Theatre Tour - Up to 33% Off

175 North State St., Chicago

$29.78$20 /tk-33%

Explore with the 3Quest Challenge Scavenger Hunt

Explore with the 3Quest Challenge Scavenger Hunt

Explore with the 3Quest Challenge Scavenger Hunt

3Quest Challenge(332 Locations)

Explore with the 3Quest Challenge Scavenger Hunt

Chicago Loop, Chicago

Turn Every Occasion Into Unforgettable Memories: Groupon Gift Cards for Tickets, Events, and Thrilling Experiences!

Up to 50% Off on City Tour at Chicago Personal Neighborhood Tour

Up to 50% Off on City Tour at Chicago Personal Neighborhood Tour

Up to 50% Off on City Tour at Chicago Personal Neighborhood Tour

Up to 50% Off on City Tour at Chicago Personal Neighborhood Tour

Chicago Personal Neighborhood Tour

Gay History and Culture Bus Tour with Chicago Be Free Tours

Gay History and Culture Bus Tour with Chicago Be Free Tours

Gay History and Culture Bus Tour with Chicago Be Free Tours

Chicago Be Free Tours

Gay History and Culture Bus Tour with Chicago Be Free Tours

909 Michigan Avenue, Chicago

Private Shooting and Spinning DIY Painting Class in Chicago

Private Shooting and Spinning DIY Painting Class in Chicago

Private Shooting and Spinning DIY Painting Class in Chicago

Private Shooting and Spinning DIY Painting Class in Chicago

Shot of Art Chicago

Chicago Craft Brewery Barrel Bus Tour

Chicago Craft Brewery Barrel Bus Tour

Chicago Craft Brewery Barrel Bus Tour

Chicago Craft Brewery Barrel Bus Tour

Explore Laurel Caverns' Beauty with a Guided Virtual Tour

Explore Laurel Caverns' Beauty with a Guided Virtual Tour

Explore Laurel Caverns' Beauty with a Guided Virtual Tour

Virtual Game Nights for 16 or 8 People with Built-in Video Calls

Virtual Game Nights for 16 or 8 People with Built-in Video Calls

ScavengerHunt.com

$14.99$7.50-50%

Up to 60% Off on Photography Tour at Pamela L. King Photography

Up to 60% Off on Photography Tour at Pamela L. King Photography

Up to 60% Off on Photography Tour at Pamela L. King Photography

Pamela L. King Photography(2 Locations)

Up to 60% Off on Photography Tour at Pamela L. King Photography

Little Italy, Chicago

Up to 30% Off on Guided Tour at Global Eats Chicago

Up to 30% Off on Guided Tour at Global Eats Chicago

Global Eats Chicago

$299$209.30-30%

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