Free Walking Sightseeing Tours in Chicago, United States

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Self-guided Tours
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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
Price 0$
Languages English
Duration 2 hours 30 minutes
Reviews 5/5 stars, 19 ratings

Free tour - highlights of Chicago’s famous Loop
Show on GuruWalk*
Price 0$
Languages English
Duration 2 hours
Reviews 4.8/5 stars, 46 ratings

JUST CALL ME BRUCE Walking tour.
The Loop tour starts at our historic Chicago Theatre, then south one block to Macy's, but Chicago peeps still call this store Marshall Field's. This store had the first modern aluminum-faced,...
Show on GuruWalk*
Price 0$
Languages English
Duration 2h 30m
Reviews 9.3/10 stars, 1870 ratings

Free Walking Tour of Chicago
Explore Chicago's most iconic landmarks on a free walking tour, including a stunning park on Lake Michigan. Uncover fascinating facts and hidden gems in the heart of the Windy City!
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Self-guided Tour #1

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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.