Flag Stop 4,614 transit photos from Chicago and beyond, mostly 1940s–2000s
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1334 photographs
A red and cream Chicago Transit Authority trolleybus, number 61, on route 85, is driving on a city street with vintage cars and storefronts, under clear skies. A red and cream Chicago Transit Authority trolleybus, number 61, on route 85, is seen on a city street in the late 1940s or early 1950s, with vintage automobiles and storefronts in the background. 1949 A vintage red streetcar, number 734, is turning a corner on a city street lined with brick buildings and parked cars from the 1930s. A red and cream Chicago Surface Lines Master Unit streetcar, number 734, navigates a city street corner in front of a large brick building. 1949 · 60 and Callerton A vintage red and cream streetcar, number 6205, marked with route 93-95, stands on a tree-lined street under an overcast sky, with a Coca-Cola sign visible in the background. A red and cream Chicago Surface Lines Master Unit streetcar, number 6205, on a street running route. 1949 · 95th, IN A vintage red and cream streetcar, number 556, is parked on a street with a sign for 'NORTH WESTERN STATION' on its front, a trolley pole reaching to overhead wires, and a 'LUNCH' sign on a building in the background. A red and cream Chicago Surface Lines Birney streetcar, number 556, is shown parked on a street with 'NORTH WESTERN STATION' on its destination sign. 1949 · 56 and Imlay 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 CTA trolleybus with the number 113 on the front and route 86 to Central-Lexington displayed, driving down a street lined with brick buildings and vintage cars. A Chicago Transit Authority trolleybus, number 113, operates on route 86 Central-Lexington on a city street in summer. 1949 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 streetcar with the number 6267 on its front is parked on a city street next to a large industrial building with a sign reading 'Steel Warehouse & Terminal.' A yellow truck and other vehicles are visible in the background. A Chicago Surface Lines Master Unit streetcar, number 6267, operates on a street in Chicago on a sunny day in the 1940s. 1949 · 43 and Normal 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 An orange and brown interurban railcar on an elevated track, with a sign reading 'LOGAN SQ' and 'LOGAN SQUARE', set against a backdrop of 1940s Chicago buildings and parked cars. A Chicago North Shore and Milwaukee Jewett interurban car on an elevated structure near Logan Square in Chicago. 1949 · Marshfield Jct. 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 Color photo looking down a long, straight street lined with poles and a dense web of overhead wires. A yellow-and-green streetcar comes up the center tracks toward the camera, with 1940s cars around it and a group of people on the corner at left. A yellow-and-green streetcar climbs a long hill on double track past the Sunbury Food Stores building, likely at 9th and Hoover in Los Angeles. August 1949 · 9th and Hoover, Los Angeles, CA A vintage green and cream streetcar on a city street with 1940s cars, pedestrians, and a Sunbury Food Stores sign visible in the background. A green and cream Chicago Surface Lines Peter Witt streetcar, number 30[?]3, travels down a bustling city street lined with 1940s cars and a Sunbury Food Stores. August 1949 · 9th and Hoover A black steam locomotive with the number 473 on its tender moves along a paved road next to a steep, tree-covered hillside on a sunny day. Steam locomotive 473 of the Denver and Rio Grande Western Railroad runs along a paved road against a backdrop of forested hills. c. 1950 to 1967 A red and white diesel locomotive with the number 202 and 'CHICAGO & NORTH WESTERN' lettering is shown in a three-quarter front view in a rail yard. A red Chicago and North Western SW1200 diesel locomotive, number 202, is parked in a yard. c. 1950 to 1970 A yellow and cream Pacific Electric PCC streetcar with the number 28 on its front is driving down a busy street lined with 1950s cars and businesses like Sinclair Paints and Downtown Bakery. A Pacific Electric PCC streetcar, number 28, travels down a Los Angeles street in the early 1950s, surrounded by automobiles and storefronts. c. 1950 to 1953 A vintage maroon and white Chicago Great Western caboose, numbered 522, photographed from a three-quarter rear angle on a grassy trackside. A Chicago Great Western caboose, number 522, in maroon and white livery, parked on a private right-of-way. c. 1950 to 1960 A vintage color photograph of two red Chicago streetcars on a street with a large brick building and billboards in the background. Two red and cream Chicago Surface Lines Master Unit streetcars, numbered 218 and 219, operate on a city street lined with brick buildings under a clear blue sky. 1950 · 81 and Broadway 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 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 An orange and white interurban railcar on tracks beside a gravel road, with trees and utility poles in the background. An orange and white Chicago Aurora and Elgin interurban car is captured on a private right-of-way in Glen Ellyn, Illinois, likely in the 1950s. 1950 · Prospect St, Glen Ellyn, IL A vintage brown interurban car numbered 2817 is parked on a private right-of-way next to a white building, with a trolley pole overhead and a 'LOOP.' destination sign. An Illinois-based interurban car, likely from the Chicago Aurora and Elgin, sits on a private right-of-way with its number 2817 and destination 'LOOP.' clearly visible. 1950 · Oak Park Ave., Garfield Park A green and orange streamlined electric train at a station with people on the platform and overhead wires above. A South Shore Line Highliner electric multiple-unit car, number 4098, is shown at a station platform in 1950. 1950 · Kenosha, WI 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 trolleybus on a sunny day, with overhead wires, passengers inside, and vintage cars and buildings in the background. A Chicago Surface Lines Brill T-44 trolleybus, number 834, on the 85 Central-Lexington route, captured in a summer street scene. 1950 · 85 and Central 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 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 vintage motor bus with number 582 and Chicago Motor Coach Company lettering is driving down a tree-lined street. A Chicago Motor Coach Company New Look bus, number 582, in service on The Boulevard Route. 1950 · Columbus Park A vintage wooden interurban train car numbered 1237 is parked on tracks in a rail yard, with a dark green and wood-trim livery, under clear skies. Interurban car 1237 of the Chicago North Shore and Milwaukee sits in a yard on a sunny day. June 1950 · Lower Wilson 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 busy city street at dusk with vintage cars, a red trolleybus, and green-and-cream double-decker buses under an elevated train structure, with neon signs for 'Hardin's' and 'Schroder Paints' in the background. A bustling Chicago street scene from the mid-1950s featuring Chicago Transit Authority double-decker buses, a trolleybus, and 1950s automobiles under an elevated structure with neon signs. June 8, 1950 · Washington and J Wells High-angle view of a bustling city street with multiple streetcars, cars, and pedestrians under a clear sky. Several streetcars operate on a busy city street lined with tall buildings and vintage automobiles. June 27, 1950 A high-angle, sunlit street scene in Chicago with multiple yellow and cream streetcars running on tracks between rows of cars and pedestrians on the sidewalks. High-angle view of several vintage streetcars and 1940s automobiles navigating a busy downtown Chicago street. June 27, 1950 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 An elevated view of a street in Chicago with two trolleybuses on tracks, surrounded by classic cars and onlookers on the sidewalks. Two Chicago Surface Lines trolleybuses, one in orange and cream and one in cream and green, navigate a busy cobblestone street lined with pedestrians and 1950s automobiles. July 3, 1950 · Calumet 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 A green and cream Chicago Transit Authority rapid transit train, car number 6150, travels on an elevated track with a destination sign reading 'JACKSON PARK', set against an urban skyline with water towers. A CTA 6000-series rapid transit car, number 6150, heads toward Jackson Park on an elevated structure in Chicago, likely in the 1950s or 1960s. 1951 · Racine Ave 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