UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's exclusively offered interiors-themed tours in Chicago for more than a decade, and that's INSIDE CHICAGO WALKING TOURS. Our "World Within: Dazzling I...

• Chicago Board Of Trade Building
• Downtown / The Loop
• Chicago Cultural Center

• Wheelchair accessible, Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels, Operates in all weather conditions, please dress appropriately

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

Discover the hidden interiors of Chicago's most iconic buildings on a guided architecture tour. Explore the Rookery, Chicago Cultural Center, Marquette Building, and Chicago Board of Trade Building.

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the most memorable buildings, many of which are featured on this tour. After the World's Columbian Exposition of 1893, Chicago was determined t...

• Wrigley Building
• Palmer House Hilton Historic Lobby
• Carbide and Carbon Building
• Reliance Building
• Chicago Cultural Center

• 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, Access to building interiors featured on this tour may be subject to change, due to weekend and holiday schedules or unforeseen closures., Pets are not allowed.

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

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 ...

• Chicago Pedway
• The Picasso
• Macy's on State Street
• Chicago Cultural Center
• Block 37
• New East Side

• 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

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

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...

• Chicago River
• River North
• The Picasso
• Chicago Pedway
• Millennium Park
• Chicago Cultural Center

• 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

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

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...

• 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

• 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.

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

Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions. Cruise along Lake Michigan and enjoy stunning views of Chicago's renowned skyscrapers from a unique vantage point. This tour offers an amazing opportunity to admire the city's bre...

• Lake Michigan
• Chicago Skyline
• Skydeck Chicago - Willis Tower
• Navy Pier
• Clarence F. Buckingham Fountain
• Millennium Park
• Chicago Cultural Center
• Historic Water Tower

• Public transportation options are available nearby, Suitable for all physical fitness levels, Cruises are dog friendly, Beginning November 11th, 2024 through April 2025, cruises will be 30 minutes in length

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

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...

• River North
• The Picasso
• The Rookery Building
• The Art Institute of Chicago
• The Chicago Theatre
• Chicago Cultural Center

• 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.

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

Take a tour of Chicago's Pedway system (a network of underground tunnels that allows pedestrians to pass from one end of the Loop to the other) and enjoy seasonal holiday decorations and sights along the way. Our tour begins in the lobby of the Swissotel where we descend into the Pedway. After a to...

• Chicago Pedway
• Chicago Cultural Center
• Macy's on State Street
• Block 37
• Route 66
• Cloud Gate

• Not recommended for travelers with spinal injuries, Not recommended for travelers with poor cardiovascular health, Public transportation options are available nearby, Travelers should have at least a moderate level of physical fitness, Should be able to climb stairs as not all train stations are equipped with elevators.

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

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...

• Chicago River
• Cloud Gate
• The Picasso
• Chicago Pedway
• City of Chicago - City Hall
• Palmer House Hilton Historic Lobby
• Chicago Cultural Center

• 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

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