Flag Stop 4,614 transit photos from Chicago and beyond, mostly 1940s–2000s
Seasons

Autumn

918 photographs
A green and yellow single-ended streetcar with a trolley pole comes down a wide street with crossing tracks, a dense web of overhead wire, storefronts, and 1950s cars and a red pickup truck. A green and yellow streetcar, likely Los Angeles Transit Lines car 14[?]8, approaches an intersection under heavy overhead wire at what the note gives as Washington and Vermont in Los Angeles. November 15, 1956 · Washington and Vermont, Los Angeles, CA A vintage brown and cream Chicago transit train runs on an elevated track above a street lined with classic 1950s cars and a lone pedestrian. A Chicago Transit Authority 4000-series rapid transit car crosses an elevated structure over a parking lot filled with 1950s automobiles. September 3, 1957 · Stock Yards, Chicago, IL A green and cream streetcar on a cobbled street under trolley wires. A truck and a bus follow it, a gray diesel passenger train runs on an embankment behind parked 1950s cars, and brick warehouses stand at right. A Chicago Transit Authority PCC streetcar crosses a cobblestone intersection near Archer Avenue, Chicago, as a New York Central passenger train passes behind. October 8, 1957 · Chicago, IL A black and white photo of a Chicago Transit Authority bus, number 1353, with a 'Shuttle Service' sign, driving down a city street lined with 1950s cars and tall buildings in the background. A Chicago Transit Authority New Look bus, number 1353, operates a shuttle service on a downtown street in the mid-1950s, with the Chicago skyline in the background. 1958 A black and white photograph shows a Chicago Transit Authority bus at a busy street corner with Walgreens and Woolworth's stores, and a billboard advertising a 1962 Pontiac Tempest. A Chicago Transit Authority New Look bus, number 1346, is seen on a street corner with a Walgreens and a Woolworth's store in the background, under a billboard for a 1962 Pontiac Tempest. 1958 · 59th and Pulaski, Chicago, IL A green and cream Chicago Transit Authority bus, number 3557, on a city street with tall buildings in the background. A Chicago Transit Authority New Look bus, number 3557, on route 60 26-Kenton, navigating a city street. October 1958 · Adams J Canal A vintage orange and cream streetcar, numbered 531, runs down a city street under an elevated railway, with 1940s cars in the background. A Chicago Surface Lines Master Unit streetcar, number 531, on the 'JU CENTRAL' route near the North Western Station in the 1940s. October 17, 1958 · Clinton and Lake, Chicago, IL A white and green Chicago Transit Authority bus, number 9657, is stopped at a curb with passengers nearby, under an overcast sky with autumn trees in the background. Chicago Transit Authority Flxible New Look bus 9657 on route 53 to Komensky, likely in the 1960s. c. 1959 to 1970 A vintage black and white photo of a Chicago Transit Authority bus, number 1430, on a street in front of a stone church with arched windows and a statue on its steps. A Chicago Transit Authority GMC New Look bus, number 1430, is captured in motion on a city street in front of a large church building. 1959 · Webster and Sheffield, Chicago, IL A row of yellow interurban railroad cars with black diagonal stripes on the front, parked on tracks in a yard under a clear blue sky. A three-car consist of yellow Chicago North Shore and Milwaukee interurban cars, likely built by Niles, sits in a rail yard. October 1959 A green and white Milwaukee Road bus, number 5171, is parked on a city street with its destination sign reading '56 MILWAUKEE - DOWNTOWN' and passengers visible inside. A Milwaukee Road GM New Look bus, number 5171, on route 56 to Downtown, captured on a street in an urban setting. c. 1960 to 1978 A silver Chicago 'L' car, numbered 2275, is stopped at an elevated station platform; a sign overhead reads 'Evanson Express trains North to Linden-Wilmette'. A Chicago Transit Authority 2200-series rapid transit car, numbered 2275, is at a station platform on the Dan Ryan line, with a sign for the Evanston Express visible in the background. c. 1960 to 1990 Black and white photo of two white Chicago Transit Authority buses on a city street under an elevated train track, with pedestrians and storefronts nearby. A Chicago Transit Authority Flxible New Look bus, number 5268 on route 56 Milwaukee-Central, navigates a street under an elevated structure in Logan Square, with a second bus, number 5214, visible behind it. October 18, 1960 · Logan and Square, Chicago, IL A vintage city bus at night, with its destination sign reading 16-Cicero and fleet number 3605 visible on the side and front. A Chicago Transit Authority New Look bus, number 3605, is shown at night on the 16-Cicero route. 1961 · 16th and Cicero, Chicago, IL An elevated view of a green and red electric train on a steel viaduct in a city, with 1950s cars on the street below. A Chicago North Shore and Milwaukee electric multiple-unit train, car 716 leading, travels on its elevated structure in Chicago on a clear day. September 5, 1961 · State and 8th, Chicago, IL A vintage cream and green CTA bus with the number 1743 on its front is driving down a road lined with trees showing fall colors. A bus stop sign for Peterson is visible on the left. A Chicago Transit Authority Flxible New Look bus, number 1743, on route 84 Caldwell-Central, is pictured driving on a tree-lined street in autumn. October 6, 1962 · Peterson and Oakley, Chicago, IL A green and cream Chicago Transit Authority bus with the number 1732 is turning a corner on a city street, with storefronts and a large billboard for Miller beer in the background. A Chicago Transit Authority Flxible New Look bus, number 1732, on route 04 Caldwell - Cinkal, driving past Heine mann's store on a street corner in Chicago during the 1960s. October 6, 1962 · Ridge and Broadway, Chicago, IL A red and cream interurban railcar, numbered 420, is shown from the rear three-quarter view, sitting on tracks with a decaying caboose labeled 'CHICAGO' in the background under an overcast sky. A derelict Chicago Aurora and Elgin interurban car, numbered 420, sits on overgrown tracks in a yard, its windows broken and paint faded. October 19, 1962 · Wheaton, IL A black and white photo of a Chicago Transit Authority bus, number 5240, elevated on a lift inside a large garage, with its destination sign reading 'ELSTON-ARMSTRONG' and an ad for Drewry's beer on the front. Chicago Transit Authority bus 5240, a Flxible New Look, suspended for maintenance inside the Forest Glen Garage in the 1950s. 1963 · Forest Glen Garage, Chicago, IL A dark New York Central diesel locomotive with white striped nose and lit headlight leads two more units and a freight train under a steel signal bridge with searchlight signals on an overcast day. New York Central diesel 1828 leads a three-unit freight under a signal bridge, likely near Cleveland, Ohio. November 1963 · Cleveland, OH Looking down the aisle of an empty CTA 2000-series 'L' car, number 3204, at an elevated station with a passenger on the platform visible through the window. The interior of Chicago Transit Authority rapid transit car 3204, a Budd-built 2000-series car, showing its distinctive gray and green livery and seating while stopped at an elevated station. c. 1964 to 1993 A black and white photo of a CTA 2000-series rapid transit car, number 2002, stopped at an elevated station platform with its destination sign reading 'LAKE B'. Chicago Transit Authority 2000-series car 2002 at an elevated station on the Lake Street line. 1964 · Lake B Clinton A white and green CTA rapid transit car, number 2004, sits on a flatcar in front of a brick building, with an orange forklift and a man nearby. A Chicago Transit Authority 2000-series rapid transit car, numbered 2004, is spotted on a flatcar in a yard, with a 'SKOKIE SWIFT' cab attached. 1964 · Skokie, IL A green and cream streetcar numbered 1144 turns on curving street track beneath overhead wires, with the Terminal Drugs store and downtown office buildings behind it. San Francisco Municipal Railway PCC streetcar 1144, signed for Judah, rounds the loop at what appears to be the Transbay Terminal, likely in 1964. October 5, 1964 · Bridge Terminal, Chicago, IL A two-toned CTA train car with the destination 'HOWARD' displayed, stopped at a wooden platform on an elevated track under an overcast sky. A Chicago Transit Authority 2000-series electric multiple-unit car, numbered 324, heading to Howard station on an elevated line in Evanston, Illinois. 1965 · Main St., Evanston, IL A dark green diesel locomotive with a white stripe and a CENTRAL herald on its nose leads a line of units and cars along a double-track line past a black ACY hopper car, with a white grain elevator and a pole line under a gray sky. New York Central 4057 leads a passenger train past Akron, Canton and Youngstown hopper 7306, likely at Fort Wayne, Indiana. September 1965 · Fort Wayne, IN Two dark gray New York Central diesel passenger locomotives with a white side stripe, 4010 leading with its headlight on, pull a long passenger train past empty tracks under an overcast sky. New York Central diesel locomotives 4010 and 4054 head a passenger train beside a signal mast, probably in Toledo, Ohio. September 1966 · Toledo, OH A green and cream CTA bus, number 7279, is stopped on a city bridge with a 1950s car beside it and skyscrapers in the background under a clear blue sky. Chicago Transit Authority bus #7279 on route 42 Halsted-79, captured on a bridge with the city skyline in the background on a clear summer day. September 6, 1966 · Clark and Roosevelt, Chicago, IL Front three-quarter view of a green and cream Chicago Transit Authority bus, number 7279, on a city street bridge with 1950s cars and skyscrapers behind it. A Chicago Transit Authority GM New Look bus, number 7279, operates on route 42 Halsted-79 on a bridge with a city skyline in the background. September 6, 1966 · 42 and Roosevelt Front three-quarter view of a green and cream Chicago Transit Authority bus, number 7279, on route 42 Halsted-79, driving on a bridge with city buildings behind it. A Chicago Transit Authority Flxible New Look bus, number 7279, on route 42 Halsted-79, captured in action on a bridge with the Chicago skyline in the background during the late 1950s or early 1960s. September 6, 1966 · Clark and Roosevelt, Chicago, IL A vintage green and cream Chicago Transit Authority bus, number 7279, is shown on a city street with a 1950s car nearby and skyscrapers in the distance. A Chicago Transit Authority Flxible bus, number 7279, on route 42 Halsted-79, captured on a bridge with the city skyline in the background. September 6, 1966 · Clark and Roosevelt, Chicago, IL A dark green and cream CTA bus with the number 7279 on its front is stopped on a bridge with a city skyline in the background. A Chicago Transit Authority bus, number 7279, operates on route 42 Halsted at a busy city intersection on a sunny day. September 6, 1966 · Clark and Roosevelt, Chicago, IL A green and cream trolleybus with the number 9408 and destination sign '78 MONTROSE-BROADWAY' is driving down a tree-lined street, sharing the road with cars and a cyclist. Overhead wires power the bus. A Chicago Transit Authority trolleybus, numbered 9408, operates on route 78 Montrose-Broadway on a sunny day, with classic cars and a cyclist sharing the street. September 3, 1967 · Montrose Hermitage A green and cream trolleybus numbered 9408 is driving down a tree-lined city street in summer, with a cyclist and several cars nearby. A Chicago Transit Authority trolleybus, number 9408, operates on route 78 Montrose-Broadway in summer, surrounded by 1960s automobiles and a cyclist. September 3, 1967 · Montrose and Hermitage, Chicago, IL A dark gray New York Central streamlined diesel locomotive numbered 4031, with a white band and an oval CENTRAL herald, stands with a second unit and a train of passenger cars beside a station platform on an overcast day. New York Central 4031 heads a passenger train at a station platform, likely in Erie, Pennsylvania. November 1969 · Erie, PA A European city street with tram tracks running down the center, flanked by buildings with signs for a pizzeria and an art gallery, and people walking on the sidewalks. A street scene in Amsterdam with tram tracks, pedestrians, and storefronts including a pizzeria and an art gallery. c. 1970 to 1990 A green and tan diesel locomotive with "PRECISION" and number 3634 on its side, parked on a railway track next to other railcars. A Precision SW1200 diesel locomotive, number 3634, is parked in a yard, with other railcars visible nearby. c. 1970 to 1985 A green and cream CTA bus numbered 3706 is parked under a large steel elevated train structure. A person walks in front of the bus, and a black steam locomotive is visible in the background. A Chicago Transit Authority New Look bus, number 3706, marked 'Not in Service', is parked under an elevated structure, with a person walking nearby and a historic steam locomotive on display in the background. c. 1970 to 1980 · Wells and Quincy, Chicago, IL A green and white city bus with the number S287 on its front and side, parked on a paved street with trees and overhead wires in the background, displaying 'NORTH LIMITED NORTH-GRAND' on its destination sign. A green and white Chicago Transit Authority Flxible New Look bus, number S287, is parked on a street under overhead wires, displaying 'NORTH LIMITED NORTH-GRAND' on its destination sign. September 1970 · North and Clark, Chicago, IL Front three-quarter view of a vintage CTA bus 5287, showing its green and white livery and destination sign 'North Limited North-Grand', parked beside a grassy area with trees and overhead wires in the background. A green and white Chicago Transit Authority Flxible New Look bus, number 5287, on the North-Grand route, parked on a tree-lined street on a summer day. September 1970 · North and Clark, Chicago, IL A green and white CTA motor bus numbered 8287 is parked on a tree-lined street on a clear summer day, with its destination sign reading 'NORTH LIMITED NORTH-GRAND'. A Chicago Transit Authority New Look bus, number 8287, on the North-Grand route in summer. September 1970 · North and Clark, Chicago, IL A green and white CTA bus, number 8287, is parked on a city street under a clear sky, with trees and overhead wires in the background. A Chicago Transit Authority Flxible Metro bus, number 8287, operating on the Limited North-Grand route during the 1970s. September 1970 · North and Clark, Chicago, IL A green and cream trolleybus with the number S287 and destination sign reading 'NORTH LIMITED NORTH-GRAND' is parked on a paved street next to trees, with overhead wires above. A Chicago Surface Lines trolleybus, S287, on the North Grand route, parked on a sunny day with overhead wires visible. September 1970 · North 72 Clark A green and cream Chicago Transit Authority bus, number 9657, is parked on a street corner with people on the sidewalk and a telephone booth in the background. A Chicago Transit Authority Flxible New Look bus, number 9657, is shown on a street corner with its destination sign reading '53 31 - KOMENSKY'. 1972 · Polaski and Peterson A front three-quarter view of a trolleybus at night on a city street, with its destination sign reading '80 IRVING PK-KEENAN' and fleet number 9745 visible. A Chicago Surface Lines trolleybus, number 9745, operates at night on route 80 Irving Park-Keenan, with its headlights illuminating the wet street. 1972 · Irving Pk and Bosworth A red and yellow Rock Island F7 locomotive numbered 660 pulls a line of passenger cars on railroad tracks under an overpass, with a tall skyscraper visible in the hazy background. A Rock Island F7 locomotive numbered 660 leads a train of gallery cars along a railroad main line with the Willis Tower in the background on an overcast winter day. November 21, 1972 · 18th and Clark, Chicago, IL A row of green and cream Chicago Transit Authority buses parked behind a chain-link fence on an asphalt lot under a blue sky with trees in the background. A line of Chicago Transit Authority GM New Look TDH-5303 buses, including fleet numbers 9644 and 9613, parked in a yard on a clear autumn day. c. 1973 to 1990 A cream and green CTA bus numbered 8499 is stopped under a steel bridge truss with two men walking nearby. A Chicago Transit Authority New Look bus, number 8499, is parked under an elevated structure, displaying route 80A to Kennedy Rapid Transit. c. 1973 to 1978 · Wells/Quincy, Chicago, IL