Flag Stop 4,614 transit photos from Chicago and beyond, mostly 1940s–2000s
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1449 photographs
Black-and-white photo of a streamlined streetcar with its trolley pole raised, on a snowy street in front of a brick factory lettered MACHINE CO., with overhead wires above. Chicago Transit Authority PCC streetcar 406[?] signed for route 20 Monroe-Dearborn, likely at Madison Street and Fifth Avenue on Chicago's West Side, in winter. c. 1948 to 1953 · Madison and 5th Av., Chicago, IL A green and cream streamlined streetcar with its trolley pole raised stands on a street beside utility poles, bare trees and brick buildings. Chicago Transit Authority streetcar 4119, likely at Austin and Madison, signed for route 20 Madison, in Chicago. 1948 · Austin and Madison, Chicago, IL A green and cream PCC streetcar numbered 4095 on a city street with pedestrians crossing, tall buildings in the background, and overhead trolley wires. Chicago Transit Authority PCC streetcar 4095 on route 20 at Madison and Wacker in 1948. 1948 · Madison and Wacker, Chicago, IL A black and white photo of a Chicago Transit Authority motor bus, number 1787, showing its front and side with route signs and advertisements, parked on a wet street with a house in the background. Chicago Transit Authority bus number 1787, a Flxible New Look, on the 82 Kimball-Foster route in a winter scene. 1948 · Kedzie and Foster, Chicago, IL A vintage black-and-white photo of a Chicago streetcar numbered 507 parked on a snowy street, with a large circular billboard above it advertising Blue Ribbon Beer. Chicago Surface Lines Master Unit streetcar number 507, likely in the early 1930s, standing on a snowy street beside a large Blue Ribbon Beer billboard. 1948 · Clark and Southport, Chicago, IL A vintage black-and-white photo of a Chicago Surface Lines streetcar, number 6180, with a trolley pole, running on a city street with cars and a building in the background. Chicago Surface Lines Master Unit streetcar 6180 operates on route 81, viewed from a three-quarter front angle on a summer street. 1948 · Lawrence and Cicero, Chicago, IL A vintage red streetcar with a destination arch is stopped on a snow-dusted street with bare trees in the background. Two people are near the car. A red Chicago Surface Lines Master Unit streetcar, fleet number 6[?]7, is shown on a snowy Chicago street, likely at the Bryn Mawr and Pulaski intersection. 1948 · Bryn Mawr and Pulaski, Chicago, IL A vintage black-and-white photo of a CTA bus driving down a street with trolley tracks, past storefronts and parked 1950s cars. A Chicago Transit Authority New Look bus, number 2371 on route 40 Lincoln-Southport, drives down a tree-lined street in Chicago. 1948 · Lincoln and Southport, Chicago, IL Black and white photo of a CTA bus on a city street with overhead wires, an overpass in the background, and vintage cars. A Chicago Transit Authority Flxible bus, number 3[?]1 on route 79 to North Ave. and Marquette, navigates a street corner under a railroad overpass, with a 1940s automobile blurred in motion nearby. 1948 · Montrose and Cicero, Chicago, IL Rear view of a 1950s CTA bus on a city street with old cars, a Sinclair gas station, and a church steeple in the background. A Chicago Transit Authority Flxible bus, number 2363, travels down a street with embedded trolley tracks on a summer day in the 1950s. 1948 · Southport, Chicago, IL A vintage black-and-white photograph of a Chicago Transit Authority bus from the 1950s on a city street, with embedded trolley tracks, classic cars, and a Sinclair gas station in the background. A Chicago Transit Authority bus, number 2358, serves the Lakeview-Ashland route on a street with embedded trolley tracks in the mid-1950s. 1948 · Southport and Diversey, Chicago, IL A red and cream streetcar from the Chicago Surface Lines, numbered 1592, is shown on a city street with a large industrial building and an automobile in the background. A Chicago Surface Lines Master Unit streetcar, number 1592, runs on a city street in the 1930s or 1940s, captured in a three-quarter front view. 1948 · Van Buren and Racine, Chicago, IL Black and white photo of a streetcar on a cobblestone street with an elevated railroad track above it, carrying a steam locomotive. A Chicago Rapid Transit Company streetcar, number 277, on a street under an elevated structure carrying a Chicago and North Western steam locomotive, number 1526. 1948 · Grand and Union, Chicago, IL An orange and black interurban car with the number 261 is stopped at a brick elevated station platform, with a large 'Beatrice Foods Co.' billboard visible on a building in the background. A Chicago Aurora and Elgin interurban car, number 261, is pictured on an elevated structure in Chicago, likely in the 1940s or 1950s. July 1948 · Wilson 18th St, Chicago, IL Two light green and cream Chicago Transit Authority PCC streetcars, numbered 4147, run on a street with overhead wires, near a brick building and a GMC Trucks sign, on a sunny day. Two Chicago Transit Authority PCC streetcars number 4147 on Route 20 at Fifth Avenue and Kedzie Avenue in Chicago, circa 1949. 1949 · Fifth Avenue and Kedzie Avenue, Chicago, IL A red Chicago Surface Lines streetcar, number 3074, travels down a city street with overhead wires, past a large billboard and older automobiles. Chicago Surface Lines Master Unit streetcar number 3074, running on route 55 to Elston, is captured in motion on a sunny day in the late 1930s. 1949 · 55 and Lawrence, Chicago, IL A black and white photograph of a vintage Chicago Surface Lines streetcar numbered 6180, showing its side and front with a trolley pole raised, parked on a street with cars and a building in the background. Chicago Surface Lines Master Unit streetcar 6180 on route 81, captured in a three-quarter front view on a street in Chicago. 1949 · Lawrence and Cicero, Chicago, IL A vintage black-and-white photo of a Chicago Surface Lines streetcar, number 6178, on a city street with a building labeled 'Commercial Wharf' behind it. Chicago Surface Lines Master Unit streetcar 6178 on a summer day, with the Commercial Wharf building in the background. 1949 · Western, Lincoln, Chicago, IL A vintage green and cream Chicago Motor Coach Company bus, number 1165, is parked on a street with bare trees in the background. The destination sign reads '26 Jackson Via Harmon'. Chicago Motor Coach Company bus 1165, a GM New Look, is shown on route 26 Jackson Via Harmon in a winter setting. 1949 · Columbus Park, Chicago, IL A vintage red streetcar with the number 606 on its front is stopped on a bridge surrounded by tall buildings and streetlights. A red Chicago Surface Lines Birney streetcar, number 606, is stopped on a bridge in downtown Chicago. 1949 · Franklin and Washington, Chicago, IL A vintage red streetcar with the number 227 on its front, turning at an intersection with 1940s cars and a brick building in the background. A red and cream Chicago Surface Lines Birney streetcar, number 227 on route 53, navigates an intersection at Pulaski and Lawrence in Chicago on a sunny day. 1949 · Pulaski and Lawrence, Chicago, IL A green and cream streamlined streetcar with its trolley pole raised crosses a granite-paved intersection, with cars, a yellow taxi, a large columned building and high-rise buildings around it. A Chicago Transit Authority PCC streetcar turns through the intersection at Madison and Clinton in Chicago. 1949 · Madison and Clinton, Chicago, IL A black and white photograph shows a vintage CTA bus at a street corner, with its destination sign reading '7 MONROE-STATE' and the number 1605 on the front bumper. A Chicago Transit Authority Flxible New Look bus, number 1605, on the 7 Monroe-State route in downtown Chicago, circa 1960s. 1949 · Monroe and Dearborn, Chicago, IL A red and cream Chicago Surface Lines streetcar, number 328, is stopped on a snowy street with bare trees in the background, as a few people wait to board. A Chicago Surface Lines Master Unit streetcar, number 328, is shown in winter at the intersection of Pulaski and Bryn Mawr. 1949 · Pulaski and Bryn Mawr, Chicago, IL A red and cream streetcar with the number 1608 on its front is stopped on a paved street next to a stone wall and a multi-story building. A Chicago Surface Lines Master Unit streetcar, number 1608, on a city street in the 1930s or 1940s. 1949 · Van Buren and Franklin, Chicago, IL A red and cream wooden streetcar runs down a city street under overhead wires, with a large gas holder and industrial buildings in the background. A Chicago Surface Lines Master Unit streetcar, likely number [?]2544, operates on a street with overhead wires, passing a street sign for Kilbourn Avenue and industrial buildings including Rissman Lumber Co. 1949 · Kilbourn and Milwaukee, Chicago, IL A vintage motor bus from the 1940s, marked with route 34 Diversey and fleet number 1411, is stopped on a busy Chicago street with pedestrians and period cars nearby. A Chicago Surface Lines bus, number 1411, operates on the 34 Diversey route on a city street in the early 1940s. 1949 · Michigan and Washington, Chicago, IL A vintage red and cream streetcar with the number 3152 on its side and front, running on city streets with tall buildings and a water tower in the background. A Chicago Surface Lines Birney streetcar, number 3152, runs on a city street near the C&EI tracks in the 1930s. 1949 · Roosevelt and Clark, Chicago, IL A red and cream streetcar numbered 1046 is shown from a three-quarter front view, running on a street with bare trees and a gasoline pump in the background. A Chicago Surface Lines Birney streetcar, number 1046, captured in winter on a street-running route. 1949 · Southport and Clark, Chicago, IL A black-and-white photo of a Chicago Rapid Transit Company rapid transit train at an elevated station, showing the front of the lead car with a destination sign and a person in the cab. A Chicago Rapid Transit Company 4000-series rapid transit car, number 4[?]71, at an elevated station in 1949, with an 'EXPRESS HOWARD SKOKIE' destination sign. 1949 · North and Halsted, Chicago, IL A red and cream streetcar, number 1693, is shown on a city street in front of a building, with tracks visible on the ground. A Chicago Surface Lines Master Unit streetcar, number 1693, on a city street. May 10, 1949 · Franklin and Van Buren, Chicago, IL A vintage Chicago streetcar, number 6015, is shown on a city street with passengers visible inside and a trolley pole connecting to overhead wires. Chicago Surface Lines streetcar 6015, a Perley A. Thomas Master Unit, on route 55 at Randolph and Franklin Streets. June 11, 1949 · Randolph and Franklin, Chicago, IL A vintage black-and-white photo of a streetcar with the number 6015 on its front and side, showing passengers inside, on a cobblestone street with buildings and other vehicles in the background. A Chicago Surface Lines Peter Witt streetcar, number 6015, on route 55 at the corner of Randolph and Franklin streets. June 11, 1949 · Randolph and Franklin, Chicago, IL Black-and-white photo of a streamlined streetcar numbered 4087 with the sign 20 MADISON-DOWNTOWN, running on street tracks past office buildings while men in suits walk along the sidewalk. Chicago Transit Authority streetcar 4087 on route 20 Madison-Downtown in downtown Chicago, likely near Madison and Franklin. October 1, 1949 · Madison and Franklin, Chicago, IL A black and white photo of a Chicago Transit Authority bus number 2503, a GM New Look model, parked on a cobblestone street with a destination sign reading DU46 KUSTNER. CTA New Look bus 2503, likely from the 1960s, is stopped on a cobblestone street in Chicago with its destination sign reading 'DU46 KUSTNER'. 1950 · Monroe and Dearborn, Chicago, IL A green and cream streetcar with its trolley pole raised stands beside a covered shelter, and a green and cream bus is parked on a dirt lane on the shelter's other side, under a cloudy blue sky. Chicago Transit Authority streetcar 7010 and bus 3077 at the covered transfer shelter, likely at 63rd Place and Narragansett in Chicago. 1950 · 63rd Pl and Narragansett, Chicago, IL A vintage black and white photograph of a Chicago Surface Lines streetcar on route 67, number 6259, moving along a street under an elevated railroad bridge with an 'Illinois Central West' sign. Chicago Surface Lines Master Unit streetcar no. 6259 on route 67, passing under the Illinois Central elevated structure. 1950 · 67th and Harper, Chicago, IL A vintage black-and-white photo of a dark, riveted steel streetcar with the number 3359 and signs for route 4 and Lincoln Park Zoo, stopped on a cobblestone street with a Coca-Cola sign in the background. Chicago Surface Lines Master Unit streetcar 3359 on route 40, bound for Lincoln Park Zoo, at Wabash & 9th Street in the late 1930s or early 1940s. 1950 · Wabash and 9TH ST., Chicago, IL A black-and-white photo of a vintage Birney streetcar, number 3359, from Chicago Surface Lines, running on a city street with a Coca-Cola sign visible on a building behind it. Chicago Surface Lines Birney streetcar 3359 on route 4, displayed with a Lincoln Park Zoo advertisement, at an urban street intersection. 1950 · Wabash and 18th St., Chicago, IL A vintage black-and-white photo of a wooden rapid transit car on an elevated track, with a destination sign reading 'A LAKE' and city buildings in the background. A wooden Chicago Rapid Transit Company rapid transit car on an elevated structure, showing its 'A LAKE' destination sign. 1950 · Madison and Wells, Chicago, IL A vintage red streetcar with the number 6152 travels down a cobblestone street lined with brick buildings, including a Studebaker dealership and a Drewrys Beer billboard. A red and cream Chicago Surface Lines Master Unit streetcar, number 6152, runs on a cobblestone street past a Studebaker dealership and a Drewrys beer billboard. 1950 · Lawrence and Clark, Chicago, IL A vintage black-and-white photo of a Chicago Transit Authority bus with fleet number 2503, showing its front and side on a paved street with embedded track. A Chicago Transit Authority Flxible New Look bus, number 2503, on a city street in the 1960s. 1950 · Monroe and Dearborn, Chicago, IL A red and green streetcar and a green and cream bus are on a city street with tall buildings, neon signs for 'SPIEGEL' and 'the COTTON shop', and mid-1950s cars. A woman in a coat is crossing the street. A Chicago Transit Authority Birney streetcar and a New Look bus share the street in downtown Chicago, likely on State Street, in the mid-1950s. 1950 · State Madison, Chicago, IL A red and cream vintage streetcar with the number 7 on its front, running on city streets with old buildings and a 1940s car in the background. A Chicago Surface Lines Master Unit streetcar, number 7, on the 66 Michigan route in downtown Chicago. 1950 · 66 Michigan, Chicago, IL A red and cream streetcar with the number 3111 turns on a street corner, with a brick building and trees in the background. A Chicago Surface Lines Master Unit streetcar, number 3111, turns a corner on a sunny autumn day, with passengers visible inside. 1950 · Cottage Grove and 111th, Chicago, IL A vintage black-and-white photo of a Chicago Surface Lines streetcar numbered 177, with an elevated railroad bridge labeled 'Englewood Union' behind it, and parked cars nearby. A Chicago Surface Lines Master Unit streetcar, number 177, on a street under the Englewood Union Station bridge. 1950 · 63rd and State, Chicago, IL A vintage black-and-white photo of a streetcar numbered 127 running on a city street under a railway bridge marked 'Englewood Union'. A Chicago Surface Lines Master Unit streetcar, number 127, on a Chicago street near the Englewood Union Station underpass. 1950 · 63rd and State, Chicago, IL A red and cream streetcar marked 'LAKE' and number 1758 is stopped on a city street with a red work vehicle beside it and two men on its roof, with tall buildings in the background. A Chicago Surface Lines Birney streetcar, number 1758, on the Lake route, is attended by a work vehicle and two workers on its roof on a city street in the late 1940s. 1950 · Franklin and Randolph, Chicago, IL