Flag Stop 4,614 transit photos from Chicago and beyond, mostly 1940s–2000s
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1449 photographs
A red and white streetcar numbered 144 runs on tracks in a city street, with an elevated train station and vintage cars in the background. A red Chicago Transit Authority Peter Witt streetcar, number 144, navigates a city street beneath an elevated 'L' station in the 1950s. 1956 · Clark and Lake, Chicago, IL A green and cream PCC streetcar with the number 4382 and destination sign '22 HALSTED' is shown on a sunlit, cobblestone city street, surrounded by 1950s cars and storefronts under a clear blue sky. A Chicago Transit Authority PCC streetcar, number 4382, on the 22 Halsted route in 1956, running on cobblestone tracks in a bustling city street. 1956 · Clark and Schiller, Chicago, IL Front view of a dark-colored CTA bus with the number 2603 and route 49 A Western-79 displayed, stopped at an intersection with a stop sign and a street sign for W 119th St visible. A Chicago Transit Authority GM New Look bus, number 2603, on route 49 A Western-79 at the intersection of 119th Street and Western Avenue on an overcast winter day. 1956 · 119th and Western, Chicago, IL A green and cream streetcar comes toward the camera on a city street under a steel elevated structure carrying a two-car train, with neon signs, a yellow truck, a sedan and pedestrians in winter coats. A Chicago Transit Authority PCC streetcar runs under the Loop elevated at Clark and Van Buren while a two-car 'L' train passes overhead. April 19, 1956 · Clark and Van Buren, Chicago, IL A yellow CTA bus with floral decorations and a 'Make Chicago America's Cleanest City' slogan is parked on a city street, with a green and white bus and a yellow taxi cab visible in the background. A yellow Chicago Transit Authority bus, number 565, decorated with daisies and the slogan 'Make Chicago America's Cleanest City,' is seen on a city street. May 16, 1956 · Michigan and Jackson, Chicago, IL A green and cream streetcar comes toward the camera on a wide street, under a steel elevated railway bridge that carries a CTA 'Park and Ride' sign, with 1950s cars on both sides. Chicago Transit Authority PCC streetcar passing under the elevated line at Western and Leland, Chicago, mid-1950s. June 10, 1956 · Western and Leland, Chicago, IL A green and cream streetcar on a wide street passes an ornate red, white and blue amusement park gate with onion domes, flags and a roller coaster behind it, while pedestrians walk along the sidewalk. Chicago Transit Authority PCC streetcar 4060 passes the striped, onion-domed entrance of Riverview amusement park on Western Avenue near Roscoe, Chicago, in summer. June 10, 1956 · Western and Roscoe, Chicago, IL A green and cream PCC streetcar numbered 4060 travels down a street lined with power poles, passing a large red, white, and blue amusement park entrance with a roller coaster in the background. A Chicago Transit Authority PCC streetcar, number 4060, runs past the colorful entrance of Riverview Amusement Park on a sunny summer day. June 10, 1956 · Roscoe, Chicago, IL A vintage green and cream Chicago streetcar with number 4059 travels down a wide, sunlit street lined with 1950s cars and storefronts. A Chicago Transit Authority PCC streetcar, number 4059, runs on Western Avenue at Leland in the early 1950s under a clear sky. June 10, 1956 · Western and Leland, Chicago, IL A green and cream streetcar signed 36 Broadway-Devon turns across a brick-paved intersection, with 1950s cars, a corner drug store and an overpass behind it. Chicago Transit Authority streetcar 7148 on route 36 Broadway turns through the intersection at Broadway and Devon in Chicago. August 14, 1956 · Broadway and Devon, Chicago, IL A green and cream streetcar sits under an elevated railway station that carries red and cream CTA banners, with a second streetcar beside it and traffic going off into the distance. Two Chicago Transit Authority PCC streetcars on State Street under the Loop 'L' station at Van Buren Street in Chicago, likely in the mid-1950s. August 24, 1956 · State and Van Buren, Chicago, IL A green and cream streetcar on a wide downtown street lined with theater marquees, with an elevated railway crossing the street in the distance. Chicago Transit Authority PCC streetcar 7174 on State Street at Randolph, Chicago, with the State Lake and Chicago theaters and the Lake Street 'L' behind it, likely summer 1956. August 24, 1956 · State and Randolph, Chicago, IL A green and cream streetcar approaches on double track in a busy downtown street lined with tall buildings, with 1950s cars, a Jim Beam wall sign and a movie marquee behind it. A green and cream Chicago Transit Authority PCC streetcar on State Street near Madison in Chicago, likely in 1956. August 24, 1956 · State and Madison, Chicago, IL A light-colored streamlined streetcar stops at a busy downtown corner under tall buildings, with many pedestrians crossing the tracks in the foreground. A Chicago Transit Authority PCC streetcar on State Street near Jackson, as pedestrians cross in front of it, likely in the 1950s. August 24, 1956 · State and Jackson, Chicago, IL Two green and cream interurban cars, numbered 7210 and 7201, sit on tracks in a gravel yard with a clear sky and leafless trees in the background. Two Chicago North Shore and Milwaukee Master Unit interurban cars, numbered 7210 and 7201, are parked in a yard in 1957. 1957 · 77th and Vincennes, Chicago, IL A black-and-white, high-angle shot of a busy Chicago street, showing a line of Drewry's buses and vintage cars at a bus stop. A Drewry's bus line at the Washington and Wabash terminal in Chicago, with a GMC New Look bus number 5329 front and center. 1957 · Washington and Wabash, Chicago, IL A green and cream streetcar seen from above runs on cobblestone tracks between a red Budweiser truck and parked cars, with neon store signs on the left and a large red brick warehouse in the background. A Chicago Transit Authority PCC streetcar on a busy downtown Chicago street, likely near Clark and Wacker, with the Central Cold Storage Company building behind it. 1957 · Clark and Wacker, Chicago, IL A black and white photo of a Chicago Transit Authority bus with the number 1181 and destination '63 STONEY ISLAND' driving on a multi-lane expressway filled with 1950s cars and surrounded by bare trees. A Chicago Transit Authority Flxible bus, number 1181, heads down an expressway median lane with 1950s traffic in the late 1950s. 1957 · North Ave and Outer Drive, Chicago, IL A three-quarter rear view of a vintage brown and yellow interurban car, numbered 2858, sitting on tracks in a yard with a building and a blue car visible in the background. Chicago North Shore and Milwaukee Interurban car 2858 is shown in a yard on a clear winter day, its brown and yellow livery intact, likely in the 1950s. April 14, 1957 · Kimball, Chicago, IL An old, light-colored wooden interurban car with many windows travels on elevated tracks alongside buildings and trees under an overcast sky. A Chicago North Shore and Milwaukee Master Unit interurban car, lettered with an 'A' for the Skokie Valley route, travels on an elevated structure on a summer day in the 1950s. June 1957 · Diversey, Chicago, IL A green and cream streetcar signed 22 81-HALSTED comes up a downtown street under bright neon signs for Borden's Milk, the Blue Note and Wimpy, while a traffic officer directs a crowd of pedestrians. Chicago Transit Authority streetcar 7194 on Route 22 to 81st-Halsted on Clark Street in downtown Chicago, likely at Madison Street. August 2, 1957 · Clark and Madison, Chicago, IL 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 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 vintage Chicago Transit Authority bus, number 6571, is parked under a brick archway, displaying route 62 Archer-Harlem on its front sign and advertisements for Drewry's and Blatz beer on its bumper and side. A Chicago Transit Authority New Look bus, number 6571, is shown parked under a brick underpass with its route sign reading 62 Archer-Harlem. March 1958 · Archer and Pershing, Chicago, IL A dark blue and cream CTA bus, number 2704, with a Vincennes-78 route sign and Drewry's Beer advertisement on the front, parked on a paved lot with a building in the background. A CTA Flxible New Look bus, number 2704, on the Vincennes-78 route, parked on a street in Chicago. May 1958 · 77th and Vincennes, Chicago, IL 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 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 black and white photo shows a CTA trolleybus with the number 9418 and route 47 to Lake Park, stopped on a street with a trolley pole raised, with another CTA bus nearby and a person boarding. A Chicago Transit Authority Flxible trolleybus, No. 9418, on route 47 to Lake Park, stands on a street with a CTA motor bus in the background. 1959 · 47th and Archer, Chicago, IL A vintage black-and-white photo shows a CTA motor bus, number 1792, on route 82 to Logan Square, parked on a street with a person waiting nearby. A Chicago Transit Authority Flxible New Look bus, number 1792, on route 82 to Logan Square, captured on a sunny day at Devon and Kedzie. 1959 · Devon and Kedzie, Chicago, IL A green and cream Chicago Transit Authority trolleybus marked with route 36 and fleet number 9417 moves down a sunlit street lined with 1950s cars and pedestrians, with storefronts for Hyde Park Bible Church and Florsheim visible on either side. A Chicago Transit Authority trolleybus, number 9417, travels down a busy street at 51st and Calumet in Chicago during the 1950s. June 1959 · 51st and Calumet, Chicago, IL A green and cream trolleybus with the number 9417 is driving down a wide city street lined with 1950s cars and pedestrians on the sidewalks. A Chicago Transit Authority trolleybus, number 9417, travels down a bustling city street in the 1950s. June 1959 · 51 St and Calumet, Chicago, IL A green and cream trolleybus with the number 9417 and destination sign reading '51 ST-LOUIS' travels down a city street lined with 1950s cars and pedestrians, with storefronts including 'Hyde Park Bible Church' and 'Florsheim' visible. A Chicago Transit Authority trolleybus, number 9417, runs on a busy 51st Street in the 1950s, surrounded by period automobiles and pedestrians. June 1959 · 51st, Chicago, IL Four green and cream streamlined streetcars without their trucks, two lying on their sides and two upright, in a yard full of scrap metal, with a crane and a wooden shed behind them under an overcast sky. Stripped Chicago Transit Authority PCC streetcars awaiting scrapping, likely at 69th and Cicero in Chicago. June 21, 1959 · 69th and Cicero, Chicago, IL A green and cream streetcar signed 22 Clark-Howard runs along a street under a rust-colored steel elevated structure, with a train of light-colored double-deck commuter coaches on top and parked cars and storefronts beyond. Chicago Transit Authority streetcar 7175 on route 22 Clark-Howard passes under an elevated railroad structure while bi-level commuter coaches cross overhead, likely at Clark and Roscoe in Chicago, in the mid-1950s. July 1, 1959 · Clark and Roscoe, Chicago, IL Three green and cream PCC streetcars, numbered 7218, 4378, and 2218, are parked nose-to-nose in a yard under an overcast sky, with overhead wires visible above. Three Chicago Transit Authority PCC streetcars, numbered 7218, 4378, and 2218, are parked side by side in a yard, showcasing the fleet's prewar and postwar models. August 1959 · 77th and Vincennes, Chicago, IL A vintage Chicago Transit Authority bus numbered 72 is driving on a city street, surrounded by 1960s-era cars and a large stone building in the background. A Chicago Transit Authority New Look bus numbered 72 is shown in street traffic at the corner of Monroe and Michigan in downtown Chicago. December 1959 · Monroe and Michigan, Chicago, IL A green and cream motor bus, number 571, drives down a city street with snow on the sidewalks and classic cars parked in the background. A Chicago Transit Authority Flxible New Look bus, number 571, is captured on a city street in winter. December 1959 · Michigan and Harrison, Chicago, IL A black and white photo of a mid-1950s Chicago bus driving down a snowy street lined with parked cars and bare trees. A Chicago Transit Authority New Look bus, number 1242, travels down a snow-covered street in the mid-1950s. February 10, 1960 · Cicero and Addison, Chicago, IL Black and white photo of a line of buses on a snow-covered city street, with one bus in the foreground showing the number 1242 and a Braumeister ad. A Chicago Transit Authority New Look bus, number 1242, navigates a snow-covered street, with a second CTA bus following behind. February 10, 1960 · Addison and Cicero, Chicago, IL A black and white photo of a Chicago Transit Authority bus number 1242 driving down a snow-covered street lined with parked cars and bare trees. A Chicago Transit Authority New Look bus, number 1242, navigates a snow-covered street at Addison and Cicero in Chicago during the winter. February 10, 1960 · Addison and Cicero, Chicago, IL A black and white photo of a standard bus with number 49 at a street corner, with several people on the sidewalk. A Standard bus, number 49, is shown at the corner of W Belmont Ave, likely in the late 1950s or 1960s. April 1960 · Central Park and Belmont, Chicago, IL A black and white photograph of a street scene with a CTA PCC streetcar, a bus, a C&NW truck, and a Pontiac car, surrounded by people on a sunny day. A Chicago Transit Authority PCC streetcar and a bus share a street with a Chicago and North Western maintenance truck and a 1950s Pontiac, surrounded by onlookers near a Standard Oil station in the late 1950s. April 1960 · Central Park and Belmont, Chicago, IL Side view of a white Chicago Transit Authority bus numbered 1621, showing an AIDS awareness ad on its side, parked on a wet street under an overcast sky. A Chicago Transit Authority New Look bus, number 1621, is parked on a street on an overcast winter day, displaying an early 1990s AIDS prevention advertisement. July 1960 · Armstrong Near Elston, Chicago, IL 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 black and white nighttime photograph of a CTA bus numbered 5288 with destination sign reading 'MILWAUKEE LIMITED MILWAUKEE - DEVON', as passengers board from a sidewalk. A Chicago Transit Authority bus numbered 5288 at a stop on the Milwaukee Limited route, with passengers boarding at night. December 5, 1960 · Logan Square, Chicago, IL Two green and cream buses from the Chicago Transit Authority are on a multi-lane road, with the distinctive circular Marina City towers visible behind them under a clear sky. Two Chicago Transit Authority New Look buses drive on a city street with the newly completed Marina City towers in the background. 1961 · State and Wacker, Chicago, IL Nighttime street scene with a CTA bus on State Street in Chicago, surrounded by holiday lights, pedestrians, and other traffic. A CTA Flxible New Look bus, number 5968, on route 36 119 MORGAN, navigates a festively lit State Street at night in the mid-1960s. 1961 · State and Van Buren, Chicago, IL