Free Walking Sightseeing Tours in Chicago, United States

Legend

Self-guided Tours
Paid Tours & Activities

Explore Chicago in United States with one of our free walking tours. Click on a marker on the map to get started and view details about the tour. Below is an overview of the sightseeing tours. A total of 20 tours are available in Chicago, United States.

Individual Sights in Chicago

Self-guided Tour #1

Show tour on map
Number of sights 7 sights
Distance 1.9 km
Ascend 11 m
Descend 12 m

  • Beeson House
  • F. R. Schock House
  • Marie Schock House
  • Schlect House
  • Hitchcock House
  • Austin Town Hall Park
  • Third Unitarian Church
Details for Tour #1 in Chicago

Self-guided Tour #2

Show tour on map
Number of sights 9 sights
Distance 3.1 km
Ascend 460 m
Descend 498 m

  • The Drake Hotel
  • Palmolive Building
  • 360 Chicago
  • Broadway Playhouse at Water Tower Place
  • Chicago Sports Museum
  • Eli Schulman
  • Museum of Contemporary Art
  • 860 Lake Shore Drive
  • Milton Lee Olive Park
Details for Tour #2 in Chicago

Self-guided Tour #3

Show tour on map
Number of sights 10 sights
Distance 3.5 km
Ascend 90 m
Descend 91 m

  • Grant Park
  • Spirit of Music (Theodore Thomas Memorial)
  • 8th Street Fountain
  • Crane Company Building
  • John Alexander Logan Monument
  • Rosenberg Fountain (Hebe)
  • Hotel Roosevelt
  • Central Station
  • The Blues Trail: Mississippi to Chicago
  • Shedd Aquarium
Details for Tour #3 in Chicago

Self-guided Tour #4

Show tour on map
Number of sights 18 sights
Distance 7.6 km
Ascend 430 m
Descend 427 m

  • Saint Michael Roman Catholic Church
  • Hery Gerber House
  • Ulysses S. Grant Monument
  • Chicago History Museum
  • International Museum of Surgical Science
  • Marshall Hotel
  • Mark Twain Hotel
  • Church of the Ascension
  • Washington Square
  • Palette and Chisel
  • Mariano Park
  • Fortnightly of Chicago
  • The Drake Hotel
  • Fourth Presbyterian Church
  • Chicago Water Tower
  • Loyola University Museum of Art
  • St. James Episcopal Cathedral
  • Holy Name Cathedral
Details for Tour #4 in Chicago

Self-guided Tour #5

Show tour on map
Number of sights 11 sights
Distance 5 km
Ascend 40 m
Descend 41 m

  • Olivet Baptist Church
  • Camp Douglas
  • Carr Memorial Chapel
  • Overton Hygienic Building
  • Haymarket Police Memorial
  • Eighth Regiment Armory
  • Ida B. Wells Homes
  • Victory Monument
  • Bronzeville
  • The Great Migration Centennial
  • Stephen A. Douglas Tomb
Details for Tour #5 in Chicago

Self-guided Tour #6

Show tour on map
Number of sights 20 sights
Distance 9.3 km
Ascend 580 m
Descend 725 m

  • Coca-Cola Building
  • Fairbanks Morse Building
  • Crane Company Building
  • John Alexander Logan Monument
  • Central Station
  • Field Museum
  • Special Olympics Flame of Hope Monument
  • Clarence Buckingham Memorial Fountain
  • Sir Georg Solti Bust
  • Chicago Stock Exchange Arch
  • Cubi VII
  • Fountain of the Great Lakes
  • Chicago L
  • Fine Arts Building
  • Fisher Building
  • Ceres
  • Money Museum
  • Calder's Flamingo
  • CIBC Theatre
  • Four Seasons
Details for Tour #6 in Chicago

Self-guided Tour #7

Show tour on map
Number of sights 20 sights
Distance 9.5 km
Ascend 898 m
Descend 903 m

  • Chicago and North Western Railway Power House
  • Civic Opera House
  • Cadillac Palace Theatre
  • Chicago Picasso
  • First United Methodist Church of Chicago
  • Chicago Building
  • Cow
  • Chicago Theatre
  • Chicago Riverwalk
  • McCormick Bridgehouse & Chicago River Museum
  • Jack Brickhouse
  • Chicago Rising from the Lake
  • Nicholas J. Melas Centennial Fountain
  • Ransom R. Cable House
  • Richard H. Driehaus Museum
  • Chicago Water Tower
  • Eli Schulman
  • Chicago Sports Museum
  • The Drake Hotel
  • Church of the Ascension
Details for Tour #7 in Chicago

Self-guided Tour #8

Show tour on map
Number of sights 19 sights
Distance 9.5 km
Ascend 660 m
Descend 678 m

  • Grant Park
  • Lurie Garden
  • Millennium Park
  • Cloud Gate (The Bean)
  • Gage Building
  • Jewelers Building
  • CIBC Theatre
  • Chagall's Four Season
  • Loop Synagogue
  • Chicago Riverwalk
  • Chicago Architecture Center
  • Harris Theater For Music And Dance
  • Jay Pritzker Pavilion
  • Maggie Daley Park
  • Columbia Yacht Club (Q.S.M.V. Abegweit)
  • Captain on the Helm
  • Chicago Children's Museum
  • Chicago Shakespeare Theater
  • Milton Lee Olive Park
Details for Tour #8 in Chicago

Self-guided Tour #9

Show tour on map
Number of sights 19 sights
Distance 10 km
Ascend 830 m
Descend 824 m

  • Chicago Shakespeare Theater
  • Chicago Children's Museum
  • Captain on the Helm
  • Nicholas J. Melas Centennial Fountain
  • Chicago Rising from the Lake
  • Jack Brickhouse
  • Chicago Architecture Center
  • Chicago Riverwalk
  • Chicago Theatre
  • Chicago Building
  • CIBC Theatre
  • Chicago Picasso
  • Cadillac Palace Theatre
  • Chicago Union Station
  • Ceres
  • Chicago L
  • Chicago Stock Exchange Arch
  • Sir Georg Solti Bust
  • Clarence Buckingham Memorial Fountain
Details for Tour #9 in Chicago

Self-guided Tour #10

Show tour on map
Number of sights 19 sights
Distance 10.5 km
Ascend 172 m
Descend 161 m

  • Chinese American Museum of Chicago
  • Leonard M. Louie
  • Second Presbyterian Church
  • Chess Studio
  • Henry B. Clarke House
  • Soka Gakkai International Buddhist Center
  • Coca-Cola Building
  • Hotel Roosevelt
  • Field Museum
  • Special Olympics Flame of Hope Monument
  • Gold Star Families Park
  • Huntington Bank Pavilion at Northerly Island
  • Man Enters The Cosmos
  • Nicolaus Copernicus Monument
  • Karel Havlíček Monument
  • Shedd Aquarium
  • Man with Fish
  • Olmec Head
  • Grant Park
Details for Tour #10 in Chicago

Self-guided Tour #11

Show tour on map
Number of sights 8 sights
Distance 4.4 km
Ascend 55 m
Descend 55 m

  • Frederick C. Robie House
  • Rockefeller Memorial Chapel
  • Midway Plaisance
  • Jackson Park
  • Museum of Science and Industry
  • Pioneer Zephyr
  • U-505 Submarine
  • Harold Washington Park
Details for Tour #11 in Chicago

Self-guided Tour #12

Show tour on map
Number of sights 13 sights
Distance 7.4 km
Ascend 88 m
Descend 84 m

  • Saint Stanislaus Kostka Roman Catholic Church
  • Pulaski Park
  • Holy Trinity Catholic Church
  • Chopin Theatre
  • Elizabeth Peabody School
  • Polish Museum of America
  • Saint John Cantius Roman Catholic Church
  • Intuit: The Center for Intuitive and Outsider Art
  • Holy Innocents Catholic Church
  • Union Park
  • Chicago Stadium
  • Chicago Blackhawks 75th Anniversary Sculpture
  • Metropolitan Missionary Baptist Church
Details for Tour #12 in Chicago

Self-guided Tour #13

Show tour on map
Number of sights 16 sights
Distance 9.4 km
Ascend 69 m
Descend 69 m

  • Stephen A. Douglas Tomb
  • Bronzeville
  • Victory Monument
  • Eighth Regiment Armory
  • Camp Douglas
  • Olivet Baptist Church
  • Dunbar Park
  • Carr Memorial Chapel
  • Haymarket Police Memorial
  • Overton Hygienic Building
  • S.R. Crown Hall
  • Armour Square Park
  • Comiskey Park Home Plate
  • Nativity of Our Lord Catholic Church
  • Union Stock Yards Gate
  • Union Stock Yards Fire Memorial
Details for Tour #13 in Chicago

Self-guided Tour #14

Show tour on map
Number of sights 7 sights
Distance 4.3 km
Ascend 28 m
Descend 29 m

  • The Great Migration Centennial
  • The Light of Truth Ida B. Wells National Monument
  • Ida B. Wells Homes
  • The Forum
  • Hadiya Pendleton Park
  • First Church of Deliverance
  • Roberts Temple Church of God in Christ
Details for Tour #14 in Chicago

Self-guided Tour #15

Show tour on map
Number of sights 7 sights
Distance 4.4 km
Ascend 45 m
Descend 49 m

  • Apollo Theater
  • Legacy Walk Rainbow Pylon
  • Briar Street Theatre
  • The Playground Theater
  • Anshe Sholom Bnai Israel Congregation
  • Temple Sholom
  • AIDS Garden Chicago
Details for Tour #15 in Chicago

Self-guided Tour #16

Show tour on map
Number of sights 6 sights
Distance 3.8 km
Ascend 41 m
Descend 36 m

  • Maxwell Street
  • Holy Family Church
  • Thalia Hall
  • Pilsen
  • Saint Vitus Roman Catholic Church
  • National Museum of Mexican Art
Details for Tour #16 in Chicago

Self-guided Tour #17

Show tour on map
Number of sights 5 sights
Distance 3.2 km
Ascend 39 m
Descend 38 m

  • Eternal Silence
  • Metro
  • Anshe Emet Synagogue
  • Kwa-Ma-Rolas (Totem Pole)
  • Temple Sholom
Details for Tour #17 in Chicago

Self-guided Tour #18

Show tour on map
Number of sights 12 sights
Distance 7.9 km
Ascend 57 m
Descend 57 m

  • Welles Park
  • Krause Music Store
  • All Saints Episcopal Church
  • Black Ensemble Theater
  • Riviera Theatre
  • Byline Bank Aragon Ballroom
  • Uptown Theatre
  • Neofuturists
  • Swedish American Museum
  • Saint Ita's Roman Catholic Church
  • Edgewater Presbyterian Church
  • Church of the Atonement
Details for Tour #18 in Chicago

Self-guided Tour #19

Show tour on map
Number of sights 9 sights
Distance 5.9 km
Ascend 88 m
Descend 89 m

  • Madonna Della Strada Chapel
  • Berger Park
  • Emanuel Congregation
  • Church of the Atonement
  • Edgewater Presbyterian Church
  • Saint Ita's Roman Catholic Church
  • Swedish American Museum
  • Neofuturists
  • Young Lincoln Statue
Details for Tour #19 in Chicago

Self-guided Tour #20

Show tour on map
Number of sights 8 sights
Distance 5.3 km
Ascend 82 m
Descend 84 m

  • Batcolumn
  • Haymarket Memorial
  • Union Park
  • Chicago Stadium
  • Chicago Blackhawks 75th Anniversary Sculpture
  • Michael Jordan
  • Mortar & Pestle
  • West Side Grounds
Details for Tour #20 in Chicago

Share

Spread the word! Share this page with your friends and family.

Why Visit Sights? Self-guided sightseeing tours are a free and safe alternative to bus tours. You can explore Chicago at your own pace, any time! Do something good for your health by walking.