Flag Stop 4,614 transit photos from Chicago and beyond, mostly 1940s–2000s
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1449 photographs
A white and green CTA bus labeled '9207' is stopped on a wet city street, surrounded by 1970s cars and pedestrians in winter coats, with tall buildings in the background. A Chicago Transit Authority New Look bus, number 9207, on a wet winter day at the intersection of Wacker Drive and LaSalle Street in Chicago. January 2, 1976 · Wacker and Lasalle, Chicago, IL Two diesel locomotives in Rock Island livery, numbered 271 and 253, are pictured on multiple tracks in a rail yard with a hazy background. Two Rock Island GP38-2 diesel locomotives, numbered 271 and 253, lead a freight train through a rail yard under an overcast sky. April 24, 1976 · Clark and Roosevelt Rd, Chicago, IL A blue and white diesel locomotive with the number 48 and 'Illinois Central' lettering pulls a train on tracks in a city, with an elevated train and tall buildings in the background. An Illinois Central EMD F40PH #48 pulls a passenger train on the railroad main line in Chicago in 1977, with a Chicago Transit Authority 2000-series train on an elevated structure in the background. 1977 · Canal and Lake, Chicago, IL A dark green CTA bus, number BW134, parked on a street in front of a brick building, viewed from a three-quarter front angle. A green Chicago Transit Authority Flxible bus, fleet number BW134, parked on a city street with a 'WORK P' destination sign. August 28, 1977 · Winona and Winthrop, Chicago, IL A green and white CTA bus, model Flxible New Look, number BW-51, is parked on a street with a 'STATE-CERMAK' street sign visible in the background. A Chicago Transit Authority Flxible New Look bus, number BW-51, is parked on a city street at the State and Cermak intersection on an overcast autumn day. September 18, 1977 · Cermak and State, Chicago, IL A vintage motor bus with a green and silver livery and the number BW-51 on its front, parked on an urban street with a sign reading 'STATE-CERMAK' in the background. A Chicago Transit Authority Flxible New Look bus, fleet number BW-51, is parked on a city street. September 18, 1977 · CERMak and STATE, Chicago, IL A green and white CTA motor bus, number 3418, on route 23, with a Cutty Sark ad on its side, parked on a city street. A Chicago Transit Authority Flxible New Look bus, number 3418, on route 23, photographed on a sunny day in the 1970s. October 21, 1977 · 38th Pl and Morgan, Chicago, IL Front view of a white and black Chicago Transit Authority bus with the number 9310, driven by a man dressed as Santa Claus, on a city street lined with cars and decorated for Christmas. A Chicago Transit Authority GMC New Look bus, number 9310, operates a 'Free State Street Ride' during a snowy winter day, with the driver dressed as Santa Claus. November 25, 1977 · State and Adams, Chicago, IL A silver and orange electric train car, number 317, is stopped at a station platform next to a white building with a 'For Sale' sign, under an overcast sky in 1978. A Chicago South Shore and South Bend Railroad electric multiple-unit car, number 317, at a station platform in Chicago in 1978. 1978 · Exchange and 77th St., Chicago, IL A front view of a cream-colored Chicago Transit Authority motor bus, number 9633, driving down a snowy residential street with parked cars on both sides and bare, snow-laden trees. A Chicago Transit Authority New Look bus, number 9633, travels down a snow-covered street on route 82 Kimball-Ravenswood. January 1, 1978 · Argyle and Kimball, Chicago, IL A Chicago Transit Authority New Look bus, number 384, is shown on route 153 at night, traveling down a street past storefronts and a parked car. CTA New Look bus #384 on route 153 to Wilson and Ravenswood, captured at night on a Chicago street. January 6, 1978 · State and Lake, Chicago, IL Front three-quarter view of a red, white, and blue Chicago Transit Authority bus, number 3444, on a city street at night with its headlights on and a driver visible. A Chicago Transit Authority Flxible New Look bus, number 3444, operating route 157 to Streeterville at night in downtown Chicago. January 6, 1978 · Randolph and Dearborn, Chicago, IL A vintage dark green and orange electric train with the words ILLINOIS CENTRAL on its side, running on tracks next to a street in a winter scene. An Illinois Central Electric multiple-unit train, numbered 1802, moves along a street-level track in Chicago under overhead wires. March 12, 1978 · 76th and Exchange, Chicago, IL A Chicago Transit Authority 2000-series rapid transit car with gray body and red and blue stripes is stopped at an elevated station with wooden platforms and metal canopies on an overcast day. A Chicago Transit Authority 2000-series rapid transit car stands at an elevated station platform under an overcast sky. April 16, 1978 · Milwaukee 18th St., Chicago, IL A silver CTA rapid transit train with red, white, and blue stripes, numbered 305, is stopped at an elevated station platform under a clear sky. A CTA 2600 series rapid transit car, numbered 305, is shown at a station platform with its destination sign reading 'Douglas Milwaukee B'. April 22, 1978 · 18th and Paulina, Chicago, IL An orange and dark brown interurban train on elevated tracks with snow on the ground and a city skyline in the background. A South Shore Line interurban train, led by car 103, sits on the elevated tracks in downtown Chicago during winter. April 23, 1978 · Randolph and Michigan, Chicago, IL A silver rapid transit train with red and blue stripes, numbered 121, is stopped at an elevated station platform on a wet, overcast day. A Chicago Transit Authority 2000-series rapid transit car, number 121, at an elevated station on a rainy winter day. May 5, 1978 · Milwaukee and Kedzie, Chicago, IL A silver CTA train with red underframe, led by car 207, on an elevated track next to a brick building. A CTA 2000-series rapid transit train, led by car 207, on an elevated track in Chicago. May 29, 1978 · Lake and Clinton, Chicago, IL A silver Chicago Transit Authority rapid transit car, number 2177, is stopped at an elevated station platform on a clear day, with city buildings in the background. A CTA 2000-series rapid transit car, number 2177, is shown at an elevated station platform in Chicago. May 29, 1978 · Lake and Clark, Chicago, IL A side-view of a Chicago Transit Authority train, marked cta 2486, running on an elevated concrete structure above a highway, with construction equipment visible in the background. A Chicago Transit Authority 2400-series rapid transit car, number 2486, travels along an elevated expressway median on a sunny summer day. May 29, 1978 · Jefferson Park Yds., Chicago, IL A green and cream CTA bus with route 6 Jeffery Exp is on a city street, with other buses and the Marina City towers visible in the background. A Chicago Transit Authority bus, number 9200, a New Look TDH-5303, runs on a city street with the distinctive Marina City towers in the background. June 2, 1978 · State and Lake, Chicago, IL A green and white Chicago Transit Authority training bus, number BT2, is parked under a concrete underpass. A Chicago Transit Authority New Look training bus, numbered BT2, is pictured under an underpass. June 23, 1978 · Cermak and Ogden, Chicago, IL A vintage red streetcar with the number 460 on its rear is being carried on a flatbed tow truck outside a brick building, with a few people standing nearby and a car parked in the background. A red Chicago Surface Lines Birney streetcar, number 460, is loaded onto a flatbed tow truck in a yard at dusk. July 16, 1978 · Cermak, Chicago, IL A blurry nighttime photo of a multi-lane highway in Chicago, with a red-fronted bus and several cars, lights streaking across the dark scene. A nighttime view of a busy Chicago expressway with buses and cars in traffic, illuminated by streetlights and headlights. July 16, 1978 · Adams and Kennedy, Chicago, IL A vintage red and cream streetcar numbered 460 is stopped on a city street at night, with people standing nearby and a car parked on the right. A Chicago Transit Authority Master Unit streetcar, number 460, on the 21 Cedar Prairie route at night, with people gathered on the sidewalk. July 16, 1978 · Lincoln and Wrightwood, Chicago, IL A silver electric train with a red and blue stripe, marked 'Not in service,' is stopped at a station platform with a wooden work car and two workers behind it. A sign reads 'EVANSTON.' A South Shore Line Highliner train, number 587, is shown at a station platform with a 'Not in service' sign in the front window, accompanied by a work car with two workers on board. August 13, 1978 · Howard St., Chicago, IL A green and white Chicago Transit Authority bus drives on a snow-covered street, with storefronts in the background and another bus partially visible behind it. A Chicago Transit Authority bus, number 3542, drives through falling snow on a city street. September 6, 1978 · State and Randolph, Chicago, IL A long, one-story brown brick building with many closed roll-up doors and one boarded-up bay, graffiti on the doors, a wet street in the foreground and an overcast sky. A shuttered brick building with a long row of overhead doors, likely a former streetcar carbarn, near Lincoln and Wrightwood in Chicago. September 17, 1978 · Lincoln and Wrightwood, Chicago, IL A side view of a yellow CTA bus parked on a snowy street next to a modern concrete building. A yellow Chicago Transit Authority Flxible New Look bus, number BW-50, is parked at the Wacker and Dearborn street corner on a winter day. December 18, 1978 · Wacker and Dearborn, Chicago, IL Front view of a white Chicago Police bus, number 007, parked on a snowy Chicago street with buildings and a Pepsi truck in the background. A white Flxible New Look bus marked "CHICAGO POLICE" with fleet number 007 is parked on a snowy city street. December 29, 1978 · State and Randolph, Chicago, IL A white Chicago Police bus with the number 007 on its front sign is parked on a snowy city street, with buildings and a Pepsi delivery truck visible in the background. A white Chicago Police bus, number 007, parked on a snowy Chicago street in the late 1970s. December 29, 1978 · State and Randolph, Chicago, IL A white and dark-colored CTA bus with the number 3314 is driving down a wet city street with tall buildings in the background, including one with a sign for The Prudential. A Chicago Transit Authority New Look TDH-5303 bus, number 3314, operates on a wet, winter day in downtown Chicago. December 29, 1978 · Randolph Michigan, Chicago, IL A green and white Chicago Transit Authority motor bus, number 825, is parked on a street with other buses visible in the background. A water tower stands in the distance under a clear sky. Chicago Transit Authority bus number 825, a Flxible New Look, is shown at Howard and Hermitage in Chicago during the 1960s. May 15, 1979 · Howard and Hermitage, Chicago, IL A white, yellow and green articulated CTA bus on a city street with people on the sidewalk and movie theater marquees in the background. A Chicago Transit Authority articulated bus, number 7019, is shown on State Street at Randolph in the late 1970s, with the State-Lake Theater advertising the movie 'Alien'. May 28, 1979 · State and Randolph, Chicago, IL A close-up of the front and side of the Pioneer Zephyr train, showing its sleek, curved stainless steel body and 'BURLINGTON' lettering, parked beside a platform with a chain-link fence and buildings in the background. The Pioneer Zephyr, a stainless steel streamlined train built by the Budd Company for the Chicago, Burlington and Quincy Railroad, is pictured at a station platform. June 3, 1979 · Chicago, IL The interior of a passenger train car with rows of upholstered seats, a central aisle, and overhead luggage racks under a curved ceiling. Interior view of a vintage passenger train car with rows of seats, patterned curtains, and overhead luggage racks. June 3, 1979 · Chicago, IL A silver and red Gray Line sightseeing bus, number 509, is parked on a city street with 1970s cars in the background. A Gray Line Tour bus, number 509, a GM New Look TDH-5303, parked on a Chicago street in the 1970s. June 3, 1979 · 57th and Museum Dr, Chicago, IL A blue and silver Chicago Transit Authority train, number 2419, labeled 'Ravenswood All stops', is stopped at a wooden platform under construction on an elevated track on a sunny day. A Chicago Transit Authority 2400-series rapid transit car, number 2419, on the Ravenswood line with its destination sign reading 'Ravenswood All stops', pictured at a station platform under construction. July 2, 1979 · Ravenswood, Chicago, IL A white and green CTA bus with number 1248 on the front, driving across a bridge with another bus alongside. A Chicago Transit Authority GMC New Look bus, number 1248, is seen on a bridge, heading toward the 95th and 79th/Exchange route, in the 1970s. July 8, 1979 · 95th, Chicago, IL A green and cream Chicago Transit Authority bus, number 7680, is parked on a street with its driver visible and a 'Greensleeves' advertisement on its side. A Chicago Transit Authority GMC New Look bus numbered 7680, displaying route 29 State Grand, parked on a street under an overcast sky. July 8, 1979 · 95th, Chicago, IL A silver CTA rapid transit car with red and blue stripes, numbered 2415, is stopped at an elevated station platform with a 'Kimball Belmont' sign on the front, and a brick building labeled 'THE VIC-THEATRE' in the background. A Chicago Transit Authority 2400-series rapid transit car, number 2415, at an elevated station with a 'Kimball Belmont' destination sign. July 8, 1979 · Sheffield and Belmont, Chicago, IL A silver Chicago Transit Authority train car, number 2275, is stopped at an elevated station platform on a cloudy day. A Chicago Transit Authority 2200-series rapid transit car, number 2275, is shown at a station platform on the Dan Ryan line. July 8, 1979 · Lake and Wabash, Dan Ryan and Randolph, Chicago, IL A yellow and white bus with the number BW 56 on its front is parked on a city street next to a brick building, with two people standing under an elevated railway. A Chicago Surface Lines GM New Look bus, number BW 56, is parked on a street next to a brick building with an elevated railway overhead. July 14, 1979 · Fullerton and Sheffield, Chicago, IL Front view of a green and cream Chicago Transit Authority bus with the destination '40 O'Harexpress | Airport' displayed, parked on a street with trees and a building in the background. A Chicago Transit Authority AM General New Look bus, number 7017, is shown at the Jefferson Park terminal on route 40 O'Harexpress to the airport. September 2, 1979 · Jefferson Park, Chicago, IL A dark green motor bus with fleet number BW 49 drives down a street lined with buildings and bare trees under an overcast sky. A Chicago Transit Authority New Look bus, fleet number BW 49, travels down a city street on a cloudy winter day. December 6, 1979 · University, Chicago, IL A silver CTA train with red and blue stripes travels on an elevated track next to a highway with cars and trucks, with brick apartment buildings in the background. A CTA 2000-series rapid transit train travels on an elevated structure alongside a multi-lane highway in Chicago. December 14, 1979 · Lake and Dairy Ave, Chicago, IL A silver CTA rapid transit train numbered 3302 moves along an elevated track next to a highway with multiple cars and trucks, set against a backdrop of brick buildings and a clear winter sky. A Chicago Transit Authority 2600-series rapid transit train, number 3302, travels on its elevated track alongside a busy highway in winter. December 14, 1979 · 33rd St, Chicago, IL A silver and blue Chicago 'L' train travels along an expressway median with cars driving on the highway beside it. A Chicago Transit Authority 2000-series rapid transit train, number 2026, travels through an expressway median on a clear day. December 14, 1979 · 33rd St, Chicago, IL