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City & Landmark Tours in and near Chicago, IL

60+ deals

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

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 /ticket-33%

Secret Interiors Architecture Walking Tour for All Ages – Chicago

Secret Interiors Architecture Walking Tour for All Ages – Chicago

Secret Interiors Architecture Walking Tour for All Ages – Chicago

Chicago Architecture Tours

Secret Interiors Architecture Walking Tour for All Ages – Chicago

465 N McClurg Ct, Chicago

$35.84$26.84-25%

Guided Bilingual City Tour in a Luxurious Electric Golf Cart - Florida

Guided Bilingual City Tour in a Luxurious Electric Golf Cart - Florida

Guided Bilingual City Tour in a Luxurious Electric Golf Cart - Florida

Tourtuga Tours - St. Augustine, Florida

Guided Bilingual City Tour in a Luxurious Electric Golf Cart - Florida

330 Amber Sun Way, St. Augustine

$34.01-51%Limited time

Solve Mysteries with Augmented Reality Detective Self-Guided Game

Solve Mysteries with Augmented Reality Detective Self-Guided Game

$13.45-62%Limited time

LGBTQ History Bus Tour – Explore Chicago's Iconic Neighborhoods

LGBTQ History Bus Tour – Explore Chicago's Iconic Neighborhoods

Chicago Be Free Tours - Chicago, IL

LGBTQ History Bus Tour – Explore Chicago's Iconic Neighborhoods

909 Michigan Avenue, Chicago

$18.90-34%Limited time

Join a Chicago scavenger hunt adventure for up to 6 people

Join a Chicago scavenger hunt adventure for up to 6 people

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

$19.80-51%Limited time

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

$9-55%Limited time

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

Chicago Hauntings Original Ghost Bus Tour

Chicago Hauntings Original Ghost Bus Tour

Chicago Hauntings Original Ghost Bus Tour

Chicago Hauntings Original Ghost Bus Tour

Chicago Hauntings

Chicago Architecture Tour: Underground Pedway and the Loop

Chicago Architecture Tour: Underground Pedway and the Loop

Chicago Architecture Tour: Underground Pedway and the Loop

Chicago Architecture Tour: Underground Pedway and the Loop

Inside Chicago Walking Tours

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

Guided Tour of Dungeons & Dragons Birthplace – Lake Geneva

Guided Tour of Dungeons & Dragons Birthplace – Lake Geneva

Guided Tour of Dungeons & Dragons Birthplace – Lake Geneva

Birthplace of DND - Lake Geneva

Guided Tour of Dungeons & Dragons Birthplace – Lake Geneva

330 Center Street, Lake Geneva

$13.50-32%Limited time

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

$13.50-66%Limited time

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

$17.10-66%Limited time

Mobile-based interactive drinking games for adults only

Mobile-based interactive drinking games for adults only

Mobile-based interactive drinking games for adults only

Booze 'n' Brains

Mobile-based interactive drinking games for adults only

$11.24-55%Limited time

Join the Exciting Scavenger Hunt Game for One Group Adventure

Join the Exciting Scavenger Hunt Game for One Group Adventure

Join the Exciting Scavenger Hunt Game for One Group Adventure

It's A Scavenger Hunt!

Join the Exciting Scavenger Hunt Game for One Group Adventure

$8.95-80%Limited time

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

$9-55%Limited time

Adventure Walk for One or Group Scavenger Hunts Available

Adventure Walk for One or Group Scavenger Hunts Available

Adventure Walk for One or Group Scavenger Hunts Available

Wacky Walks(304 Locations)

Adventure Walk for One or Group Scavenger Hunts Available

Chicago Loop, Chicago

$9-55%Limited time

Citywide scavenger hunt adventure guided by smartphone

Citywide scavenger hunt adventure guided by smartphone

Citywide scavenger hunt adventure guided by smartphone

Citywide scavenger hunt adventure guided by smartphone

Urban Adventure Quest

$18-63%Limited time

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