Chicago

Berghoff Restaurant
Berghoff Restaurant – The Sears Tower (Willis Tower) can be partially seen in the background behind the sign and light pole

10. Old Route 66 – Illinois old Route 66 – Chicago old Route 66

      • Historic Route 66 Begin Sign
      • Berghoff Restaurant
      • W Chicago – City Center W Hotel (former Midland Hotel)
      • Chicago River bridge
      • Union Station (Beaux-Arts)
      • Lou Mitchell’s Restaurant
      • Hotel Chicago (former Rosemoor Hotel)
      • Ogden Avenue
      • Former Mercury Oil gas station
      • Castle Car Wash

9. Pullman National Monument (Pullman Neighborhood)

      • Pullman Administration Building
      • North Wing Factory
      • Rear Erecting Shops
      • Hotel Florence
      • Market Hall
      • Stable Building
      • Greenstone United Methodist Church
      • Pullman Fire Station
      • Pullman Wheel Works
      • A. Philip Randolph Pullman Porter Museum
Museum of Science and Industry
Museum of Science and Industry (site of the 1893 World’s Columbian Exposition/Chicago World’s Fair – Jackson Park in the Hyde Park Neighborhood)

8. Chicago neighborhoods

      • The Loop (see below)
        1. Most of Chicago’s highest buildings (see Chicago Skyline below)
        2. Early Chicago Skyscrapers (World Heritage Tentative List)
        3. Millennium Park
        4. Grant Park
        5. Art Institute of Chicago
      • River North-Streeterville
        1. Michigan Avenue’s Magnificent Mile
        2. Navy Pier
        3. John Hancock Center (875 North Michigan Avenue)
        4. The Wrigley Building
        5. Historic Water Tower
      • Hyde Park
        1. Site of the 1893 World’s Columbian Exposition (Chicago World’s Fair – Jackson Park, including the Museum of Science and Industry)
        2. Frank Lloyd Wright’s Frederick C. Robie House (see below)
        3. University of Chicago (Oriental Institute Museum, Smart Museum of Art, and the Joe and Rika Mansueto Library)
        4. Former residence of President Barack Obama and 53rd Street-Dorchester Avenue (where Barack and Michelle Obama shared their first kiss)
        5. Powell’s Books Chicago
      • Old Town
        1. The Second City
        2. The Spice House
        3. The Fudge Pot
      • Bronzeville
        1. Louis Armstrong Home
        2. Ida B. Wells-Barnett House
        3. Harold Washington Cultural Center
      • Chinatown
        1. Chinatown Square
        2. Old Chinatown
        3. Chinese-American Museum of Chicago
      • Pilsen (Mexican-American neighborhood)
        1. National Museum of Mexican Art
        2. Thalia Hall
        3. 16th Street Murals
      • Logan Square
        1. Logan Square Park
        2. Kedzie Boulevard
        3. Palmer Square Park
      • Edgewater
        1. Bryn Mawr Historic District
        2. Chicagoland Games: Dice Dojo
        3. Raven Theatre
      • Rogers Park
        1. Lifeline Theatre
        2. Loyola Park
        3. Loyola Beach
Navy Pier, Chicago
Navy Pier

7. Chicago Lakefront and Chicago River

      • Navy Pier
      • Chicago Architecture Boat Tour
      • Chicago Riverwalk
      • Chicago Portage National Historic Site
      • Illinois and Michigan Canal National Heritage Corridor
      • Chicago Harbor Lighthouse
      • Chicago Water Taxi
      • Northerly Island
      • Lake Michigan harbors
      • Lake Michigan beaches

6. Frank Lloyd Wright Architecture (World Heritage Site)

      • Oak Park Home and Studio (Oak Park; part of World Heritage Site)
      • Unity Temple (Oak Park; part of World Heritage Site)
      • Frederick C. Robie House (Hyde Park; part of World Heritage Site)
      • The Rookery Building’s Light Court (The Loop)
      • Emil Bach House (Rogers Park)
      • Wright Around Chicago Tour
      • Wright Around Oak Park Tour
      • Pedal Oak Park Tour
      • Wright Plus Architectural Housewalk Special Tour
      • Wright in the Region Day Trip (Milwaukee)
Field Museum, Chicago
Field Museum

5. Chicago’s museums

      • Field Museum
      • Art Institute of Chicago
      • Museum of Science and Industry (former Palace of Fine Arts – 1893 World’s Columbian Exposition)
      • Shedd Aquarium
      • Adler Planetarium
      • Chicago Water Tower Art Gallery
      • National Museum of Mexican Art
      • Chinese-American Museum of Chicago
      • Oriental Institute Museum
      • DuSable Museum of African American History
Abraham Lincoln statue, Grant Park, Chicago
Abraham Lincoln: The Head of State, Grant Park, Chicago – Sculptor: Augustus Saint-Gaudens

4. Grant Park

      • President’s Court – Abraham Lincoln: The Head of State (Illinois is the Land of Lincoln), Art on the Farm Urban Agriculture Potager Kitchen Garden, and Artists and Automobiles
      • Congress Plaza – Sir Georg Solti Garden, Eagle Fountains, Daphne sculpture, The Bowman sculpture, The Spearman sculpture, and Spirit of Music Garden
      • Buckingham Fountain (the eastern terminus of old Route 66)
      • Petrillo Music Shell and Butler Field
      • North and South Rose Gardens
      • Formal Gardens, Grant Bark Park, and Grant Skate Park
      • Hutchinson Fields and Statue of Christopher Columbus
      • Lakefront Park and Queen’s Landing
      • Monroe Harbor and Chicago Yacht Club
      • Maggie Daley Park – Rock Climbing, Skating Ribbon, Children Playground, Cancer Survivors’ Garden, Peanuts Park Tennis Courts
Crown Fountain, Millennium Park
Crown Fountain, Millennium Park, Chicago
Cloud Gate ("The Bean"), Millennium Park
Cloud Gate (“The Bean”), Millennium Park, Chicago, with the Six North Michigan Avenue (The Tower Building/Montgomery Ward & Company Building) on the left

3. Millennium Park

      • Millennium Monument and Wrigley Square
      • Boeing Gallery
      • Chase Promenade
      • Harris Theater
      • McCormick Tribune Plaza (seasonal ice rink)
      • Cloud Gate “The Bean” in AT&T Plaza
      • Jay Pritzker Pavilion and Great Lawn
      • Crown Fountain
      • Lurie Garden
      • BP Pedestrian Bridge
Buckingham Fountain
Buckingham Fountain, Grant Park, with Chicago skyline

2. Early Chicago Skyscrapers (World Heritage Tentative List)

      • Auditorium Theatre Building
      • Second Leiter Building
      • Marquette Building
      • Rookery Building
      • Monadnock Building
      • Old Colony Building
      • Ludington Building
      • Fisher Building
      • Schlesinger & Mayer Building (Sullivan Center)
Chicago Skyline at Millennium Park
Chicago skyline at Millennium Park – The Legacy at Millennium Park (right, foreground) and Willis (Sears) Tower (background)

1. Chicago Skyline

      • Sears Tower (Willis Tower – The Loop)- 1,451′; 3rd-tallest building in the United States; 26th-tallest building in the world; tallest building in the world: 1974-1998)
      • Tribune East Tower (Streeterville – under construction – 2023)- 1,422′
      • International Hotel and Tower (Streeterville) – 1,388′
      • St. Regis Chicago (Vista Tower – The Loop) – 1,191′
      • Aon Center (The Loop) – 1,136′; formerly known as the Standard Oil Building; tallest building in Chicago: 1973-1974
      • John Hancock Center (875 North Michigan Avenue – Streeterville) – 1,127′; tallest building in Chicago: 1969-1973
      • One Chicago Square (River North) – 1,011′
      • Franklin Center (AT&T Corporate Center – The Loop) – 1,007′
      • Richard J. Daley Center (The Loop) – 648′; tallest building in Chicago: 1965-1969
      • Chicago Board of Trade Building (The Loop) – 605′; tallest building in Chicago: 1930-1965
      • Chicago Temple Building (The Loop) – 568′; tallest building in Chicago: 1924-1930
      • The Wrigley Building (Streeterville) – 425′; tallest building in Chicago: 1922-1924
      • Six North Michigan Avenue (The Tower Building; Montgomery Ward & Company Building – The Loop) – 282′; tallest building in Chicago: 1899-1922

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