Free Walking Sightseeing Tours in Chicago, United States

Legend

Self-guided Tours
Paid Tours & Activities

Are you ready for an unforgettable time in Chicago, United States? Then you've come to the right place with our sightseeing tours. Whether you prefer a guided free walking tour with insider knowledge or enjoy the freedom of a self-guided route, you'll find exactly what you're looking for. Click on a tour and find out more about the highlights that await you!

Activities in ChicagoIndividual Sights in Chicago

Self-guided Tour #1

Show tour on map
Number of sights 8 sights
Distance 1.5 km
Ascend 8 m
Descend 10 m

  • Seth Warner House
  • Hitchcock House
  • Schlect House
  • Marie Schock House
  • F. R. Schock House
  • Beeson House
  • Greater Holy Temple Church of God in Christ
  • Austin Town Hall Park
Details for Tour #1 in Chicago

Self-guided Tour #2

Show tour on map
Number of sights 11 sights
Distance 2.4 km
Ascend 309 m
Descend 301 m

  • Washington Square
  • Chicago Sinai Congregation
  • Allow Me
  • 360 Chicago
  • Broadway Playhouse at Water Tower Place
  • Chicago Sports Museum
  • Museum of Contemporary Art
  • Chicago Avenue Pumping Station
  • Chicago Water Tower
  • Loyola University Museum of Art
  • Holy Name Cathedral
Details for Tour #2 in Chicago

Self-guided Tour #3

Show tour on map
Number of sights 10 sights
Distance 2.3 km
Ascend 57 m
Descend 43 m

  • Huntington Bank Pavilion at Northerly Island
  • America's Courtyard
  • Adler Planetarium
  • Man Enters The Cosmos
  • Nicolaus Copernicus Monument
  • Karel Havlíček Monument
  • Tadeusz Kościuszko Monument
  • Sue the Dinosaur
  • Field Museum
  • Brachiosaurus Replica
Details for Tour #3 in Chicago

Self-guided Tour #4

Show tour on map
Number of sights 23 sights
Distance 5.8 km
Ascend 438 m
Descend 437 m

  • Church of the Ascension
  • Annunciation Greek Orthodox Cathedral
  • Palette and Chisel
  • Washington Square
  • Chicago Sinai Congregation
  • Mariano Park
  • Fortnightly of Chicago
  • Allow Me
  • 360 Chicago
  • Broadway Playhouse at Water Tower Place
  • Chicago Sports Museum
  • Museum of Contemporary Art
  • Chicago Avenue Pumping Station
  • Chicago Water Tower
  • Loyola University Museum of Art
  • Holy Name Cathedral
  • St. James Episcopal Cathedral
  • Nickerson House
  • Richard H. Driehaus Museum
  • Ransom R. Cable House
  • Former Medinah Temple
  • Former Chicago Historical Society Building
  • National Public Housing Museum
Details for Tour #4 in Chicago

Self-guided Tour #5

Show tour on map
Number of sights 16 sights
Distance 4.3 km
Ascend 572 m
Descend 390 m

  • Seventeenth Church of Christ Scientist
  • Chicago Riverwalk
  • Heald Square Monument
  • Vietnam Veterans Memorial
  • Irv Kupcinet
  • Chicago Architecture Center
  • McCormick Bridgehouse & Chicago River Museum
  • Jack Brickhouse
  • Chicago Rising from the Lake
  • Ogden Plaza
  • Nicholas J. Melas Centennial Fountain
  • Polk Bros Park
  • Captain on the Helm
  • Chicago Children's Museum
  • Chicago Shakespeare Theater
  • Navy Pier
Details for Tour #5 in Chicago

Self-guided Tour #6

Show tour on map
Number of sights 21 sights
Distance 6.5 km
Ascend 453 m
Descend 452 m

  • Rosenberg Fountain (Hebe)
  • Ludington Building
  • Fairbanks Morse Building
  • John Alexander Logan Monument
  • 8th Street Fountain
  • Merle Reskin Theatre
  • Spirit of Music (Theodore Thomas Memorial)
  • Magdalene
  • Fine Arts Building
  • Symphony Center
  • Lion “in an attitude of defiance”
  • Fountain of the Great Lakes
  • Hector Guimard Metro entrance
  • Equestrian Indians (The Bowman)
  • Sir Georg Solti Bust
  • Abraham Lincoln: The Head of State
  • Chicago Stock Exchange Trading Room
  • James C. Petrillo Music Shell
  • Clarence Buckingham Memorial Fountain
  • Grant Park
  • Maggie Daley Park
Details for Tour #6 in Chicago

Self-guided Tour #7

Show tour on map
Number of sights 40 sights
Distance 12.3 km
Ascend 1026 m
Descend 1018 m

  • National Hellenic Museum
  • Greektown
  • Chicago Union Station
  • Civic Opera House
  • I Am Temple
  • Cadillac Palace Theatre
  • Monument With Standing Beast
  • James M. Nederlander Theatre
  • Chicago Theatre
  • Page Brothers Building
  • Owen Bruner Goodman Theatre
  • Albert Ivar Goodman Theatre
  • Chicago Picasso
  • Miro's Chicago
  • St. Peter's Church
  • Loop Synagogue
  • Four Seasons
  • CIBC Theatre
  • Calder's Flamingo
  • Money Museum
  • San Marco II
  • Auditorium Theatre
  • Fine Arts Building
  • Chicago L
  • Symphony Center
  • Historical Route 66 Starting Place
  • Begin Route 66
  • Lion on the prowl
  • Cubi VII
  • Pritzker Military Museum & Library
  • Chicago Stock Exchange Arch
  • Lurie Garden
  • Millennium Park
  • Cloud Gate
  • We Will Chicago
  • Cow
  • Jay Pritzker Pavilion
  • Joan W. and Irving B. Harris Theater for Music and Dance
  • Maggie Daley Park
  • Grant Park
Details for Tour #7 in Chicago

Self-guided Tour #8

Show tour on map
Number of sights 28 sights
Distance 8.9 km
Ascend 953 m
Descend 773 m

  • Chicago Architecture Center
  • Chicago Riverwalk
  • Chicago Picasso
  • Miro's Chicago
  • Four Seasons
  • CIBC Theatre
  • Calder's Flamingo
  • Money Museum
  • Chicago L
  • Symphony Center
  • Historical Route 66 Starting Place
  • Begin Route 66
  • Fountain of the Great Lakes
  • Lion on the prowl
  • Cubi VII
  • Pritzker Military Museum & Library
  • Chicago Stock Exchange Arch
  • Lurie Garden
  • Millennium Park
  • Cloud Gate
  • Cow
  • Jay Pritzker Pavilion
  • Joan W. and Irving B. Harris Theater for Music and Dance
  • Maggie Daley Park
  • James C. Petrillo Music Shell
  • Sir Georg Solti Bust
  • Abraham Lincoln: The Head of State
  • Grant Park
Details for Tour #8 in Chicago

Self-guided Tour #9

Show tour on map
Number of sights 7 sights
Distance 2.3 km
Ascend 51 m
Descend 44 m

  • Soka Gakkai International Buddhist Center
  • Coca-Cola Building
  • Hotel Roosevelt
  • Big Beaver Totem Pole
  • Olmec Head
  • Field Museum
  • Man with Fish
Details for Tour #9 in Chicago

Self-guided Tour #10

Show tour on map
Number of sights 6 sights
Distance 2.2 km
Ascend 18 m
Descend 20 m

  • Briar Street Theatre
  • Legacy Walk Rainbow Pylon
  • The Playground Theater
  • Anshe Sholom Bnai Israel Congregation
  • Temple Sholom
  • Kwa-Ma-Rolas
Details for Tour #10 in Chicago

Self-guided Tour #11

Show tour on map
Number of sights 12 sights
Distance 4.5 km
Ascend 125 m
Descend 113 m

  • Seward Park
  • Church of the Ascension
  • Annunciation Greek Orthodox Cathedral
  • Washington Square
  • Palette and Chisel
  • Mariano Park
  • Fortnightly of Chicago
  • Charnley-Pesky House Museum
  • International Museum of Surgical Science
  • Abraham Lincoln: The Man
  • Chicago History Museum
  • The Second City
Details for Tour #11 in Chicago

Self-guided Tour #12

Show tour on map
Number of sights 10 sights
Distance 3.7 km
Ascend 74 m
Descend 72 m

  • Café Brauer (South Pond Refectory)
  • Ulysses S. Grant Monument
  • Benjamin Franklin
  • Robert Cavalier de LaSalle
  • Chicago History Museum
  • Abraham Lincoln: The Man
  • International Museum of Surgical Science
  • The Second City
  • Hery Gerber House
  • Saint Michael Roman Catholic Church
Details for Tour #12 in Chicago

Self-guided Tour #13

Show tour on map
Number of sights 6 sights
Distance 2.3 km
Ascend 20 m
Descend 22 m

  • Henry Crown Space Center
  • U-505 Submarine
  • Pioneer Zephyr
  • Griffin Museum of Science and Industry
  • Jackson Park
  • Midway Plaisance
Details for Tour #13 in Chicago

Self-guided Tour #14

Show tour on map
Number of sights 7 sights
Distance 2.7 km
Ascend 36 m
Descend 36 m

  • Pulaski Park
  • Saint Stanislaus Kostka Roman Catholic Church
  • Holy Trinity Catholic Church
  • Chopin Theatre
  • Peabody School Apartments
  • Polish Museum of America
  • Holy Innocents Catholic Church
Details for Tour #14 in Chicago

Self-guided Tour #15

Show tour on map
Number of sights 8 sights
Distance 3.1 km
Ascend 26 m
Descend 26 m

  • DuSable Black History Museum and Education Center
  • Nuclear Energy
  • Court Theatre
  • David and Alfred Smart Museum of Art
  • First Unitarian Church of Chicago
  • Midway Plaisance
  • Frederick C. Robie House
  • Saint Thomas the Apostle Catholic Church
Details for Tour #15 in Chicago

Self-guided Tour #16

Show tour on map
Number of sights 7 sights
Distance 3 km
Ascend 30 m
Descend 33 m

  • Frederick C. Robie House
  • First Unitarian Church of Chicago
  • Saint Thomas the Apostle Catholic Church
  • David and Alfred Smart Museum of Art
  • Nuclear Energy
  • Midway Plaisance
  • Fountain of Time
Details for Tour #16 in Chicago

Self-guided Tour #17

Show tour on map
Number of sights 5 sights
Distance 2.3 km
Ascend 16 m
Descend 16 m

  • Emanuel Congregation
  • Church of the Atonement
  • Edgewater Presbyterian Church
  • Saint Ita's Roman Catholic Church
  • Epworth United Methodist Church
Details for Tour #17 in Chicago

Self-guided Tour #18

Show tour on map
Number of sights 5 sights
Distance 2.3 km
Ascend 22 m
Descend 22 m

  • Saint John Cantius Roman Catholic Church
  • Intuit: The Center for Intuitive and Outsider Art
  • Polish Museum of America
  • Peabody School Apartments
  • Holy Innocents Catholic Church
Details for Tour #18 in Chicago

Self-guided Tour #19

Show tour on map
Number of sights 5 sights
Distance 2.4 km
Ascend 10 m
Descend 9 m

  • Harold Washington Cultural Center
  • Ebenezer Missionary Baptist Church
  • The Forum
  • First Church of Deliverance
  • Al Sadiq Mosque
Details for Tour #19 in Chicago

Self-guided Tour #20

Show tour on map
Number of sights 11 sights
Distance 5.3 km
Ascend 71 m
Descend 78 m

  • St. Vincent de Paul Catholic Church
  • Biograph Theatre
  • Saint Clement Roman Catholic Church
  • Reebie Storage & Moving Co
  • The Peggy Notebaert Nature Museum
  • Richard Oglesby Monument
  • Alexander Hamilton Monument
  • John Peter Altgeld Momument
  • Lincoln Park
  • A Signal of Peace
  • The Alarm
Details for Tour #20 in Chicago

Share

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

How likely are you to recommend us?


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.