Discover the Magic of the Chicago Picasso Sculpture

Unveil the artistic soul of the Windy City at the legendary Chicago Picasso. As one of Chicago's most famous landmarks, this monumental sculpture offers a profound encounter with modern art and urban architecture. Whether you are embarking on a guided walking tour through Millennium Park or exploring the surrounding Magnificent Mile, witnessing this masterpiece is a must-do Chicago attraction. Immerse yourself in the cultural history of downtown Chicago, capture stunning photos of this architectural marvel, and discover why thousands of travelers rate this experience as a top-tier sightseeing adventure. Book your immersive Chicago art tour today!

4.98/5 avg ratingTours from $23.9915 unique experiencesFree cancellation included

At a glance

Rating

Rating

4.98★

Based on 1,329 pooled reviews with ~97% positive sentiment

Tour Price

Tour Price

$45 median

Most options range from $35 to $55

Tour Type

Tour Type

Walking Tours

93% of options are walking tours focused on culture

Tour Duration

Tour Duration

2 hours median

Typically lasts between 1.5 and 3 hours

Booking Info

Booking Info

Free cancellation

100% of tours offer free cancellation and instant confirmation

Pro Tip

Pro Tip

Book ahead

20% of tours are flagged as likely to sell out

15 Products

Chicago Architecture Tour: Underground Pedway and the Loop
$35
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Chicago Architecture Tour: Underground Pedway and the Loop
Summary

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mysterious Chicago Pedway, a system of underground tunnels connecting 40 ...

Inclusions
  • Local guide
Itinerary
  • Chicago Pedway
  • The Picasso
  • Macy's on State Street
  • Chicago Cultural Center
  • Block 37
  • New East Side
Good to know
  • Public transportation options are available nearby, Travelers should have at least a moderate level of physical fitness, Operates in all weather conditions, please dress appropriately
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour
$35
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Haunted Chicago: Crime, Ghosts, and Capone Walking Tour
Summary

Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy bars, sites of real life mob shootouts, and haunted tragedies that shape the city's legacy. This walking tour blends ghost stories, true cr...

Inclusions
  • Expert Tour Guide
  • Go Inside Famous Hotels
Exclusions
  • Tips and Gratuities for Tour Guide
Itinerary
  • Chicago River
  • River North
  • The Picasso
  • Chicago Pedway
  • Millennium Park
  • Chicago Cultural Center
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, This is a walking tour, 1.0 Miles over 1.5 Hours, Not recommended for travelers with a cold
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
$44
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Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
Summary

Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience! During our loop around "Da Loop" we will peel back the layers of this Great Big Onion Town, going in and out of extraordinary buildings, admiring amaz...

Inclusions
  • All Fees and Taxes
Itinerary
  • Chagall's Four Seasons
  • Marquette Building
  • Calder’s Flamingo
  • The Rookery Building
  • The Picasso
  • The Chicago Theatre
  • Macy's on State Street
  • Chicago Cultural Center
Good to know
  • Wheelchair accessible, Service animals allowed, Public transportation options are available nearby, All areas and surfaces are wheelchair accessible, Not recommended for travelers with spinal injuries, Not recommended for pregnant travelers, Not recommended for travelers with poor cardiovascular health, Travelers should have at least a moderate level of physical fitness, Please bear in mind that this tour is an adventurous 2-hour, 2-mile, indoor/outdoor, downstairs/upstairs, elevator/escalator experience.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago's Ultimate City Bike Tour of Top Downtown Attractions
$59
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Chicago's Ultimate City Bike Tour of Top Downtown Attractions
Summary

Get acquainted with Chicago’s most iconic landmarks on this riotous guided Chicago bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. Over the course of a 3-hour bike ride (traversed at a nice le...

Inclusions
  • Named Top 20 Tour in the World by TripAdvisor—experience why guests rave about Bobby’s Bike Hike!
  • Bikes, helmets, child equipment, and all gear included on your Chicago Bike Tour
  • Fun, local guides share insider tips, history, food, & hidden gems for an unforgettable experience.
  • See the best of Chicago's downtown attractions & architecture on this scenic, culture-packed ride.
Exclusions
  • $10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
  • Food and drinks
Itinerary
  • Millennium Park
  • Clarence F. Buckingham Fountain
  • Lakefront Trail
  • Museum Campus
  • Navy Pier
  • Northerly Island
  • Soldier Field
  • Chicago Riverwalk
  • The Chicago Theatre
  • Shedd Aquarium
  • Grant Ulysses Park
  • Field Museum
  • Cloud Gate
  • Jay Pritzker Pavilion
  • Crown Fountain
  • Adler Planetarium
  • Daley Bicentennial Plaza
Good to know
  • Public transportation options are available nearby, Suitable for all physical fitness levels, This Chicago Bike Tour is appropriate for most ages and fitness levels. Professional guides blend quality information, group interaction, and most of all, fun, to create an unforgettable Chicago experience. Bikes are provided, TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002., Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund., Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund., Please note: children must be strong, capable riders and be able to bike for 9 miles, All equipment included: Bicycles, Helmets, and Child Equipment
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Crime and Movies Tour
1.5 hrsEco-FriendlyFree cancellation
$35
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Chicago Crime and Movies Tour
Summary

Mobsters and Movies takes you through the real haunts of Capone, Dillinger, and The Outfit—then shows you how the very same streets turned into movie magic. Walk the same corners seen in 'The Untouchables' and 'Public Enemies,' and hear how Chicago wrote the script for American gangster history. Thi...

Inclusions
  • Souvenir Photos
Exclusions
  • Tip/Gratuity for Tour Guide
Itinerary
  • River North
  • The Picasso
  • The Rookery Building
  • The Art Institute of Chicago
  • The Chicago Theatre
  • Chicago Cultural Center
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels, This is a walking tour—no vehicles are provided. The route is fully accessible, and we welcome all guests who can comfortably join at a walking pace.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

History and Architecture of Chicago Loop Walking Tour
$30
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History and Architecture of Chicago Loop Walking Tour
Summary

Discover the rich history and architecture of downtown Chicago with local expert Dave Lineal. Walking underneath the soaring buildings, we will learn how Chicago grew to become a global force in culture, commerce, and architecture. How did this roaring city come to be? We will hear the tales of Chic...

Itinerary
  • Chicago River
  • Cloud Gate
  • The Picasso
  • Chicago Pedway
  • City of Chicago - City Hall
  • Palmer House Hilton Historic Lobby
  • Chicago Cultural Center
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Art Deco Madness Walking Tour
1.5 hrsEco-FriendlyFree cancellationLikely to sell out
$45
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Chicago Art Deco Madness Walking Tour
Summary

Chicago’s Loop is home to some of the city’s most perfectly preserved Art Deco architecture designed during the Roaring 20s. See 7 stunning Art Deco buildings, all masterpieces in their unique & individual ways, as well as 4-5 other notable properties and outdoor sculptures on this fun and fabulous ...

Inclusions
  • Historical photos on a private web page
Itinerary
  • Chicago Board Of Trade Building
  • Calder’s Flamingo
  • 135 South Lasalle Street
  • One North Lasalle Street
  • Miro's Chicago
  • The Picasso
  • Macy's on State Street
  • Carbide and Carbon Building
Good to know
  • Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Travelers should have at least a moderate level of physical fitness
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Walking Tour of Highlights with Free Bike or Kayak Rental
$45
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Chicago Walking Tour of Highlights with Free Bike or Kayak Rental
Summary

This tour is ideal for first-time visitors or anyone eager to discover the city’s most iconic Top Attractions and Highlights on a guided Chicago Walking Tour. During this 2-hour Walking Tour of Chicago, stroll through downtown’s beautiful streets as expert local guides share rich history, colorful c...

Inclusions
  • Explore Millennium Park’s iconic art and architecture with stories that reveal its deeper meaning.
  • Stroll the Magnificent Mile as your guide shares the history, style, and stories behind every block.
  • Discover Cloud Gate’s reflective magic as your guide reveals the meaning behind the iconic sculpture
  • Enjoy a FREE 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting)
  • See Chicago’s top sights up close, with rich stories that deepen every landmark you visit.
  • See the Art Institute through a new lens as your guide reveals the stories behind its masterpieces.
  • Walk the Riverwalk’s scenic edge as history, architecture, and culture come to life around you.
  • Walking Tour of Chicago's Top Highlights and Attractions
  • Your local guide brings Chicago’s stories to life with personality, insight, and charm.
  • Step beneath the Chicago Theatre marquee as your guide shares the dazzling history behind its glow.
  • Marvel at the Wrigley Building’s stunning architecture as your guide unveils its rich history.
Itinerary
  • Millennium Park
  • The Magnificent Mile
  • Chicago Riverwalk
  • Crown Fountain
  • The Chicago Theatre
  • Historic Water Tower
  • Cloud Gate
  • The Art Institute of Chicago
  • Holy Name Cathedral
  • Jay Pritzker Pavilion
  • Daley Bicentennial Plaza
  • Palmer House Hilton Historic Lobby
Good to know
  • Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002., Our groups have exclusive VIP access to locations we visit., Operates in all weather conditions, please dress appropriately
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Chicago Seasonal Stroll Walking Tour of Holiday Attractions
$45
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Chicago Seasonal Stroll Walking Tour of Holiday Attractions
Summary

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through the Chicago Loop, Millennium Park, & the Magnificent Mile with an internationally recognized tour company proudly headquartered right here in Chicag...

Inclusions
  • Walk beneath millions of glittering lights as the Magnificent Mile glows for the season.
  • Skip the Lines—enjoy festive, VIP front-of-line access to Christkindlmarket’s holiday magic.
  • Stroll through Millennium Park as it sparkles with lights and joyful holiday energy.
  • Watch skaters glide under the skyline as Millennium Park transforms into a holiday wonder.
  • Experience State Street’s festive shops bursting with lights, décor, and holiday cheer.
  • See Chicago’s soaring Christmas tree glowing with festive lights—pure holiday magic.
  • See the Wrigley Building glow with festive lights—an elegant icon shining bright for Christmas.
  • Join a lively local guide who brings Chicago’s holiday spirit to life with every story.
  • Marvel at Macy’s iconic holiday windows—sparkling scenes that capture pure Christmas joy.
Exclusions
  • Optional gratuity: $6 per person (or more) suggested guide gratuity (via Cash, Venmo and PayPal)
  • Hotel pickup and drop-off
  • This is purely a walking tour, no food or drink offered on this tour
Itinerary
  • Christkindlemarket
  • Cloud Gate
  • Macy's on State Street
  • The Magnificent Mile
  • Millennium Park
  • Michigan Avenue Bridge
  • Daley Bicentennial Plaza
  • Jay Pritzker Pavilion
  • The Chicago Theatre
  • Palmer House Hilton Historic Lobby
Good to know
  • Service animals allowed, Public transportation options are available nearby, Infants and small children can ride in a pram or stroller, All areas and surfaces are wheelchair accessible, Transportation options are wheelchair accessible, Wheelchair accessible, Suitable for all physical fitness levels, All of our walking tours at the present moment do allow for ADA compliant and wheelchair accessible., Operates in all weather conditions, please dress appropriately, TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002., Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund., Our groups have exclusive VIP access to locations we visit, including VIP access to Christkindlmarket.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck
$240
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Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck
Summary

On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicago life together with an in-depth knowledge of its character. As you jo...

Inclusions
  • Plenty of time to take photos of your favourite places
  • Hancock Tower Observation Deck admission tickets
  • A friendly, professional tour guide for your own private group
Exclusions
  • Food and drink
  • Gratuities
  • Transportation
  • Hotel pickup/drop-off
Itinerary
  • Daley Bicentennial Plaza
  • The Magnificent Mile
  • 360 Chicago Observation Deck
Good to know
  • Wheelchair accessible, Public transportation options are available nearby, Travelers should have at least a moderate level of physical fitness
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Pairs well with

Landmarks travelers visit on the same route as Chicago Picasso (The Picasso).