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

1449 photographs
Black-and-white photo of a streetcar numbered 1674 on a city street beneath an elevated train line with a car numbered 2535, located at the corner of Van Buren and Clinton streets in Chicago. A Chicago Surface Lines Birney streetcar, number 1674, operates under an elevated structure with a Chicago Rapid Transit Company 4000-series car, number 2535, above at Van Buren and Clinton streets. 1950 · Van Buren and Clinton, Chicago, IL A vintage wooden rapid transit car on an elevated track in a city, with tall buildings in the background. A Chicago Rapid Transit Company 4000-series rapid transit car, number 321, on an elevated structure. 1950 · Clark and Lake, Chicago, IL Side view of a vintage white and green Chicago Motor Coach Company bus, number 582, with advertisements, driving on a tree-lined street. A Chicago Motor Coach Company New Look bus, number 582, operates on the Boulevard Route in a suburban setting on an overcast summer day. 1950 · Columbus and Park, Chicago, IL A side view of a Chicago Motor Coach Company bus, numbered 1008, parked inside a large bus garage with its engine compartment open. A Chicago Motor Coach Company New Look bus, number 1008, inside a bus garage. 1950 · Diversey and Keeler, Chicago, IL A side view of a vintage Chicago Motor Coach Company bus, number 1008, with a streamlined body, parked inside a large, well-lit bus garage. A Chicago Motor Coach Company GMC TDH-3610 bus, number 1008, is shown in a bus garage, likely in the late 1930s or early 1940s. 1950 · Diversey and Keeler, Chicago, IL A red and cream Chicago Surface Lines streetcar numbered 1001 is shown from a three-quarter front view on a city street, with a large billboard for 'LEAF' cigarettes on a building behind it. A Chicago Surface Lines Master Unit streetcar, number 1001, travels along a cobblestone street under a 'LEAF' cigarette billboard. May 14, 1950 · Wells and Hubbard, Chicago, IL A red and cream interurban car numbered 699 with a destination sign reading 16 AUSTIN, traveling on an elevated wooden trestle with overhead wires. Chicago North Shore and Milwaukee Master Unit 699 on an elevated structure in Chicago. June 1950 · Roosevelt over Illinois Central Tracks, Chicago, IL A vintage red streetcar with the number 556 turns a corner on a city street, with brick buildings and a classic automobile in the background. A red Chicago Surface Lines Master Unit streetcar, number 556, rounds a corner on a sunny day in the late 1940s. June 1950 · Paulina and Madison, Chicago, IL A vintage red Chicago streetcar with the number 551 travels down a busy urban street lined with parked cars and a white delivery truck. A red and cream Chicago Surface Lines Master Unit streetcar, number 551, operates on a cobblestone street in Chicago. June 1950 · State and Roosevelt, Chicago, IL Elevated view of a green and cream streetcar on a cobblestone street with double tracks. People stand at its front beside a parked car, dark sedans pass in the next lane, and billboards and old buildings line the far side. A Chicago Transit Authority PCC streetcar signed for Broadway-Devon on State Street at Roosevelt Road, Chicago, in the 1950s. June 1950 · State and Roosevelt, Chicago, IL A street scene with a cream and green CTA bus and a red CTA streetcar under an elevated train structure, with pedestrians on the sidewalk and vintage cars parked alongside a brick-paved street. A Chicago Transit Authority GMC bus and a PCC streetcar share a sun-drenched street beneath an elevated structure on Washington & Wells in the late 1940s. June 8, 1950 · Washington and Wells, Chicago, IL A street scene in downtown Chicago featuring a red streetcar, green and yellow buses, and vintage automobiles on a cobblestone street, with an elevated train structure overhead and neon signs on surrounding buildings. A Chicago Surface Lines streetcar and motor buses operate on a downtown street under an elevated railway in the late 1940s. June 8, 1950 · Washington and Wells, Chicago, IL A side and front view of a vintage orange and maroon interurban streetcar with the number 1721 and a destination sign reading 'LAKE B' on a city street with overhead wires. Chicago North Shore and Milwaukee Master Unit 1721, in orange and maroon livery, is shown on the Lake Bluff line in Chicago. July 1, 1950 · Lake B and Harlem, Chicago, IL A vintage red and cream streetcar numbered 723, with a destination sign reading 'THE ISLAND', is shown on a cobblestone street with passengers visible through its windows, under overhead wires and next to a building with a 'FLOOR COVERINGS' sign. Chicago Surface Lines Master Unit 723, painted in red and cream, is seen on a street running route, likely near the Clinton and Harrison intersection, with passengers aboard and an advertisement for golf on its front. July 11, 1950 · Clinton and Harrison, Chicago, IL A vintage interurban streetcar with the number 25, in dark green and wood trim, runs on an elevated track through a city neighborhood with a 'Fox Deluxe Beer' billboard in the background. Chicago North Shore and Milwaukee Master Unit car #25 on the Lake Street Loop, circa 1920s. August 1950 · Lake and Paulina, Chicago, IL Front three-quarter view of a green and cream Chicago Transit Authority 2000-series rapid transit car with an 'A LOGAN SQUARE' destination sign, running on an elevated structure under an overcast sky. A Chicago Transit Authority 2000-series rapid transit car on the 'A' line to Logan Square, photographed on an elevated structure in the 1960s or 1970s. September 16, 1950 · Logan Square, Chicago, IL A three-quarter front view of a train of old, wood-bodied elevated cars on an elevated track in Chicago, with large brick and stone industrial buildings in the background under a clear sky. A train of vintage wood-bodied elevated cars on an embankment in Chicago, framed by industrial buildings on a sunny day. October 18, 1950 · Halsted St., Chicago, IL A green and cream streetcar numbered 4206, with a HALSTED-79 sign, travels on track laid over fresh ballast through a rubble-strewn lot, with overhead wires, wooden poles and brick industrial buildings behind it. Chicago Transit Authority PCC streetcar 4206, signed for Halsted-79, runs on temporary track through a cleared construction site at Halsted and Congress in Chicago. October 29, 1950 · Halsted and Congress, Chicago, IL A vintage orange and cream streetcar with the number 1746 and route 58 sign, moving down a city street lined with 1930s-era storefronts and billboards under a clear blue sky. A CSL Master Unit streetcar, number 1746, on route 58, traveling on a cobblestone street in Chicago. October 29, 1950 · Ogden and Van Buren, Chicago, IL A red and cream Chicago Surface Lines streetcar, number 436, is stopped on a city street with several passengers standing on its running board, surrounded by vintage 1940s automobiles and a Lay's potato chips billboard. A Chicago Surface Lines Master Unit streetcar, number 436, is packed with passengers on a fan trip in downtown Chicago, circa 1948-1950. October 29, 1950 · Roosevelt and Wabash, Chicago, IL A vintage orange streetcar on city streets at dusk, with a classic car and pedestrians nearby. A Chicago Surface Lines Master Unit streetcar, number 1786, is seen at the Ogden and Ashland intersection under dusk lighting. October 29, 1950 · Ogden and Ashland Blvd., Chicago, IL An elevated train of vintage wooden 'L' cars travels across a metal truss bridge above a river, with a large building visible behind it under a clear sky. A train of Chicago Rapid Transit Company 4000-series 'L' cars crosses an elevated truss bridge over a river, with a large building in the background. November 1, 1950 · Canal St. Union Sta., Chicago, IL An early 20th-century interurban car with a cream and maroon livery and an open front platform is parked on an elevated wooden structure. Snow is visible on the platform and the car's roof. A Chicago North Shore and Milwaukee Master Unit interurban car, likely in the 1950s, rests on an elevated wooden structure in a snowy, overcast setting. November 6, 1950 · Irving Pk, Chicago, IL Two green and cream streetcars, one approaching and one going away, on a brick street under trolley wires, with brick warehouses at left and a GMC Trucks sign at right. Two streetcars, the leader signed for Pulaski, run on a brick-paved street near 5th Ave and Harrison, likely on the Chicago Transit Authority. 1951 · 5th Ave and Harrison, Chicago, IL Side view of a dark green and cream streamlined streetcar with a red stripe, numbered 4020, on curving track in front of a brick building with a large painted sign reading Supply & Hardware Corp., beneath a dense web of overhead wires. Chicago Transit Authority streetcar 4020 on the turning loop at 63rd Place and Central, Chicago. 1951 · 63rd Pl and Central, Chicago, IL A green and cream streetcar numbered 4095 travels down a slushy city street past brick warehouses with The Fair billboards, while a red and green train passes on an elevated structure at right. Chicago Transit Authority PCC streetcar 4095 heads along State Street near 15th Street in winter, with The Fair billboards and an elevated train behind. 1951 · 15th and State, Chicago, IL A red and cream interurban car, number 1766, is stopped at a railroad crossing under a large bridge with the words 'Chicago and North Western System' on it; the street sign reads 'Pine Av' and the car's destination sign reads 'LAKE'. Chicago North Shore and Milwaukee interurban car 1766 at a grade crossing under a Chicago and North Western Railway bridge on a winter day. 1951 · Lake and Pine, Chicago, IL A vintage red and cream streetcar with the number 6296 and route 4 sign is moving down a street with overhead wires and a building labeled 'GUARDIT' in the background. A red Chicago Surface Lines Birney streetcar, number 6296, on route 4 to Cottage Grove 65, is seen on a street with a 'GUARDIT' building in the background. 1951 · Cottage Grove and 96th St., Chicago, IL Sepia street scene with a streamlined streetcar under trolley wires on a shop-lined street, while pedestrians cross the intersection and a crowd stands on the corner. A PCC streetcar signed 63-Stony Island, likely Chicago Transit Authority, at 63rd Street and Loomis Boulevard, Chicago, with pedestrians crossing in the foreground. 1951 · 63rd and Loomis Blvd, Chicago, IL A green and cream streetcar with its trolley pole raised sits on a curved track beside a covered shelter and a wooden fence. A longer, older streetcar and part of another car stand across a paved loop under overhead wires. A Chicago Transit Authority PCC streetcar signed for Western stands at an off-street loop with a passenger shelter, with older streetcars in the background. 1951 · Western and 49 and Berwyn, Chicago, IL A black-and-white photo shows a 1950s CTA bus numbered 5207 on a cobblestone street with trolley tracks, a dark streetcar behind it, and brick buildings lining the road. A Chicago Transit Authority Flxible New Look bus on route 73 at Armitage and Clark, with a vintage streetcar in the background. 1951 · Armitage and Campbell, Chicago, IL A vintage streetcar and a bus on a wide Chicago street lined with tall buildings and 1940s cars. A Chicago Surface Lines Peter Witt streetcar, number 629, on a downtown street in the 1940s, sharing the road with buses and vintage automobiles. 1951 · 4 and Washington, Chicago, IL A red Birney streetcar marked 351 travels down a busy State Street in Chicago, flanked by buildings with signs for 'BOND' and 'COLE JEWELERS', with vintage cars and pedestrians on the sidewalks. A Chicago Surface Lines Birney streetcar, number 351, operates on State Street in downtown Chicago, surrounded by mid-century traffic and pedestrians. 1951 · State and Jackson, Chicago, IL A black and white photo of a vintage wooden 'L' car with a clerestory roof, stopped at an elevated station. The front sign reads 'A LAKE', and a 'Del Monte Fruit Co.' ad is visible on the platform wall. A Chicago Rapid Transit Company Master Unit rapid transit car at an elevated station platform, with a destination sign reading 'A LAKE'. 1951 · Wells and Madison, Chicago, IL A vintage tan and cream interurban railcar with the number 268 and a 'LOCAL KENWOOD' sign, stopped on elevated tracks near a signal tower. A Chicago North Shore and Milwaukee interurban car, number 268, in its original tan and cream livery, stopped at an elevated station. 1951 · 40th and Indiana, Chicago, IL Two Chicago Aurora and Elgin interurban cars on an elevated track, surrounded by buildings. A Chicago Aurora and Elgin interurban car on an elevated structure in Chicago, with another car visible in the distance. 1951 · Wells St. Terminal, Chicago, IL A vintage electric work car with the number W 205 on its front, parked on a snow-covered track in a rail yard with overhead wires and other cars in the background. A Chicago Surface Lines electric work car, number W 205, stands in a snow-covered yard, its dual control cabs and flatcar body clearly visible under overhead wires. January 1951 · 77th and Vincennes, Chicago, IL A red Birney streetcar, number 277, travels on a snowy city street under trolley wires, with large brick and white factory buildings behind it. A Chicago Surface Lines Birney streetcar, number 277, is shown on a winter day at the intersection of State and Wacker, with the Steele-Wedeles and Central Cold Storage buildings in the background. March 1951 · State and Wacker, Chicago, IL Two red streetcars and vintage cars on a cobblestone street in Chicago, Illinois, in June 1951, with overhead wires and buildings in the background. A street scene in Chicago, Illinois, circa June 1951, featuring two red streetcars and several automobiles on a cobblestone street with streetcar tracks and overhead wires. June 1951 · Ogden and Roosevelt, Chicago, IL A green and cream streetcar with a red stripe, signed 63-CENTRAL PARK, rounds a curve on a brick street with streetcar tracks; a brick hotel building is at left, trees and parked 1940s cars are behind it, and a dark storm sky is overhead. Chicago Transit Authority streetcar 4023 on route 63 to Central Park on the brick pavement at 64th Street and Stony Island Avenue, likely about 1949 to 1953. July 1, 1951 · 64th and Stony Island, Chicago, IL A white, orange, and blue streetcar with the number 1023 on its front is stopped at an intersection on a cobblestone street, with vintage cars and a brick building in the background. A Chicago Transit Authority PCC streetcar, number 1023, heads toward 63-Central Park on a cobblestone street lined with 1950s cars and a brick hotel. July 1, 1951 · 64th and Stony Island, Chicago, IL An overhead view of a red and cream Peter Witt streetcar on a wide city street with vintage automobiles and crowds of pedestrians on the sidewalks. A Chicago Surface Lines Peter Witt streetcar, number 3, travels down a busy downtown street, likely State Street, in the late 1940s. July 17, 1951 · State and Van Buren, Chicago, IL A black-and-white photo showing two trolleybuses on a city street with multiple vintage automobiles and a Sears store in the background. Two Chicago Transit Authority trolleybuses, including number 788, operate on a city street lined with 1950s-era buildings and automobiles. 1952 · Lawrence and Ravenswood, Chicago, IL A two-story brick carbarn lettered Chicago City Railway Company with numbered open bays. Three streamlined streetcars are parked inside, with curving tracks and overhead wires in front. Three Chicago Transit Authority PCC streetcars stand in the bays of the old Chicago City Railway carbarn at 38th Street and Cottage Grove Avenue. 1952 · 38th and Cottage Grove, Chicago, IL A black-and-white photo of a long two-story brick carbarn lettered CHICAGO CITY RAILWAY COMPANY and dated 1907, with five streamlined two-tone streetcars nosed out of its numbered bays under trolley wires. PCC streetcars, including car 4004, rest in the bays of the 1907 Chicago City Railway Company carbarn at 38th Street and Cottage Grove in Chicago. 1952 · 38th and Cottage Grove, Chicago, IL Sepia photo of a streetcar numbered 7180 entering an indoor car wash, between tall rotating brushes on a wet floor with track, under a steel-beamed roof with brick walls and tall windows. Chicago Transit Authority streetcar 7180 passes through the brushes of a car washer, likely at Devon carbarn, Chicago. 1952 · 7180 Devon, Chicago, IL A green and cream streetcar with snow on its roof travels toward the camera on a slushy street lined with bare trees and snow-covered lawns, with another streetcar farther back. Chicago Transit Authority PCC streetcar 7154, signed for route 22 Vincennes-80th, on snowy Clark Street, likely near Chase Avenue. 1952 · Clark and Chase, Chicago, IL Black-and-white photo of a streamlined two-tone streetcar numbered 4008 with its trolley pole raised, moving past a tall brick building and a Y.M.C.A. billboard. Chicago Transit Authority PCC streetcar 4008 at Wabash and 8th in Chicago, with a Y.M.C.A. hotel billboard behind it. 1952 · Wabash and 8th, Chicago, IL