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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

In the 1960s, the population of Chicago shrank dramatically. White residents in several neighborhoods left the city for suburban areas, and the real estate industry made vast sums by blockbusting. Skilled workers and factory workers lost their jobs during the crisis. The living conditions of slum areas and ghettos were worst because the crime rates were high, shootings, robberies, rapes, fires, dreadful schools, and high dropout rates, joblessness were at its peak.

During the late 60s, the anti-war protesters disrupted the 1968 convention and ended up in a Daley-led police riot. The assassination of civil rights activist Martin Luther King led to violent riots and protest in the streets of Chicago. The unrest in Chicago led to eleven deaths and over a hundred destroyed buildings.

Take a look at these stunning historical photos of Chicago in the 1960s that shows the street, roads, transport, nightlife, and everyday life.

#1 Looking south on State Street, 1964

Looking south on State Street, 1964

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#2 Randolph Street theaters, 1967

Randolph Street theaters, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#3 California Zephyr silver solarium at Chicago trainyard, 1967

California Zephyr silver solarium at Chicago trainyard, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#4 Chicago and Northwestern train on bridge, 1967

Chicago and Northwestern train on bridge, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#5 Chicago view of skyline and parking lot, 1967

Chicago view of skyline and parking lot, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#6 Chicken man on Maxwell Street, 1967

Chicken man on Maxwell Street, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#7 Paperboy delivering of Chicago Tribune, 1967

Paperboy delivering of Chicago Tribune, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#8 Children looking at toy store,Chicago, 1967

Children looking at toy store,Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#9 Maxwell Street vendors, 1967

Maxwell Street vendors, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#10 Chicago city homes, 1967

Chicago city homes, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#11 Chicago River with Marina City and Equitable Building, 1967

Chicago River with Marina City and Equitable Building, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#12 City view from Prudential, Chicago, 1967

City view from Prudential, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#13 Dearborn Ave. and W. Burton Pl., Chicago, 1967

Dearborn Ave. and W. Burton Pl., Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#14 Shops on State Street at night, 1967

Shops on State Street at night, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#15 View from 333 North Michigan St., Chicago, 1967

View from 333 North Michigan St., Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#16 The Chicago Merchandise Mart, Christmas 1960

The Chicago Merchandise Mart, Christmas 1960

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#17 Woods Theater, Oriental Theatre, Sherman Hotel, Chicago, 1967

Woods Theater, Oriental Theatre, Sherman Hotel, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#18 Astor Street, Chicago, 1967

Astor Street, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#19 Casino Royale marquee on State Lake Theater, 1967

Casino Royale marquee on State Lake Theater, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#20 Chicago city skyline, 1967

Chicago city skyline, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#21 Chicago News building and Bertals store on State Street, 1967

Chicago News building and Bertals store on State Street, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#22 Dirty alley off Maxwell St., Chicago, 1967.

Dirty alley off Maxwell St., Chicago, 1967.

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#23 Eve Arden in Hello Dolly ticket window, Chicago, 1967

Eve Arden in Hello Dolly ticket window, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#24 Farmers Market, 1967

Farmers Market, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#25 Homeward Bound traffic, 1967

Homeward Bound traffic, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#26 Lake Street traffic and pedestrians, 1967

Lake Street traffic and pedestrians, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#27 Mark IV bus driving over bridge Chicago, 1967

Mark IV bus driving over bridge Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#28 Traffic on the Kennedy Expressway, 1967

Traffic on the Kennedy Expressway, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#29 View of Chicago from Prudential Building, 1967

View of Chicago from Prudential Building, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#30 View of Marina Towers from State Street, 1967

View of Marina Towers from State Street, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#31 Walgreens Drug drugstore on State Street, 1967

Walgreens Drug drugstore on State Street, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#32 Yellow cab and Marina Towers, Chicago, 1967

Yellow cab and Marina Towers, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#33 Chicago downtown, 1964

Chicago downtown, 1964

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#34 Railway station in Chicago, 1964

Railway station in Chicago, 1964

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#35 The Shangi-La, Chicago, 1964

The Shangi-La, Chicago, 1964

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#36 London House & Wrigley Building, 1965

London House & Wrigley Building, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#37 The Wrigley building, 1965

The Wrigley building, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#38 Tribune Tower, Chicago, 1965

Tribune Tower, Chicago, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#39 Water Tower and Palmolive Building, 1965

Water Tower and Palmolive Building, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#40 Wrigley Building & Chicago Tribune, 1967

Wrigley Building & Chicago Tribune, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#41 Apartment buildings along lake, Chicago, 1967

Apartment buildings along lake, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#42 Astor Street, Chicago, 1967

Astor Street, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#43 Federal Savings Bank Building on Michigan Ave., Chicago, 1967

Federal Savings Bank Building on Michigan Ave., Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#44 Terry’s on Roosevelt Rd. and Halsted St., Chicago, 1967

Terry's on Roosevelt Rd. and Halsted St., Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#45 Traffic near Damen and Armitage Ave., Chicago, 1967

Traffic near Damen and Armitage Ave., Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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  1. There’s something sad about this picture. Born and raised on the northwest side, I explored most of the north side of Chicago ages 10-12. I can picture walking south on Milwaukee and rather suddenly the hood changed from decent to semi scary. That would’ve been further southeast – which I’ve inferred was Armitage, Damen, and Milwaukee.

    The “sad part” is “what were the hoods like BEFORE the Eden’s was built. I’ll bet it was as lively and a really cool place to grow up.

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#46 Chinatown, Chicago, 1964

Chinatown, Chicago, 1964

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#47 Chicago at night, 1966

Chicago at night, 1966

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#48 The Kansas City Chief awaiting departure from Dearvborn Station, Chicago,February 2, 1968

The Kansas City Chief awaiting departure from Dearvborn Station, Chicago,February 2, 1968

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#49 The United Artist’s Theater, Chicago, 1969

The United Artist's Theater, Chicago, 1969

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#50 Chicago and Northwestern train passing alongside, 1967

Chicago and Northwestern train passing alongside, 1967

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#51 Chicago from top of building, 1967

Chicago from top of building, 1967

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#52 Hubcaps for sale on Maxwell Street, 1967

Hubcaps for sale on Maxwell Street, 1967

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#53 Melody Freeze ice cream truck, Chicago, 1967

Melody Freeze ice cream truck, Chicago, 1967

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3 Comments

  1. Do I ever remember running out after these ice cream trucks in the summer. I only ever wanted to have a banana split other than a vanilla cone. That truck’s music was like the Pied Piper calling out to all kids to follow. Best memories of summer besides getting wet at an open fire hydrant on a hot August day!

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#54 Lincoln Park, Chicago, 1964

Lincoln Park, Chicago, 1964

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#55 The Woods Theatre, Chicago, 1964

The Woods Theatre, Chicago, 1964

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#56 Chicago at night, 1965

Chicago at night, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#57 Chicago at night, 1965

Chicago at night, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#58 Chicago at night, 1965

Chicago at night, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#59 Coca Cola Sign on Michigan Avenue, 1965

Coca Cola Sign on Michigan Avenue, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#60 Sun-Times Daily News Building (now the site of the Trump Tower), 1965

Sun-Times Daily News Building (now the site of the Trump Tower), 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#61 Randolph Street, 1967

Randolph Street, 1967

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#62 Randolph Street, 1967

Randolph Street, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#63 State Street, Chicago, 1967

State Street, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#64 Rush Street, Chicago, circa 1960

Rush Street, Chicago, circa 1960

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#65 State Street, Chicago, 1962

State Street, Chicago, 1962

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#66 Chicago downtown, 1964

Chicago downtown, 1964

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#67 Chicago downtown, 1964

Chicago downtown, 1964

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#68 Rush Street at night, Chicago, 1964

Rush Street at night, Chicago, 1964

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#69 Marina City, Chicago, 1965

Marina City, Chicago, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#70 Michigan Avenue, Chicago, 1965

Michigan Avenue, Chicago, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#71 Michigan Avenue, Chicago, 1965

Michigan Avenue, Chicago, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#72 Chicago in winter, 1969

Chicago in winter, 1969

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#73 Astor Street, Chicago, 1967

Astor Street, Chicago, 1967

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#74 El Cap, Chicago, 1967

El Cap, Chicago, 1967

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#75 Pipes on a train, 1967

Pipes on a train, 1967

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#76 Coca Cola Sign on Michigan Avenue, 1965

Coca Cola Sign on Michigan Avenue, 1965

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#77 London House, Chicago, 1965

London House, Chicago, 1965

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#78 CSS&SB Pullman 5 at Randolph Street in Chicago, June 29, 1966

CSS&SB Pullman 5 at Randolph Street in Chicago, June 29, 1966

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Stunning Vintage Historical Photos Show What Chicago Looked Like In The 1960s

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#79 Rush Street, Chicago, 1967

Rush Street, Chicago, 1967

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Written by Aung Budhh

Husband + Father + librarian + Poet + Traveler + Proud Buddhist. I love you with the breath, the smiles and the tears of all my life.

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11 Comments

  1. My grandfather was a construction worker on the Marina Towers. He mentioned that he and his colleagues used to enjoy their lunch on the balconies, with their legs hanging over the edge. However, they had to stop doing so when one of his friends accidentally fell off.

  2. Well, my grandparents were living in the city during that time, and they always talked about how lively it was. There were so many different neighborhoods with their own unique cultures and traditions. They would often take my mom and her siblings to visit Chinatown, which was always a fun adventure. They would try new foods and see the beautiful architecture of the area.

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