Flag Stop 4,614 transit photos from Chicago and beyond, mostly 1940s–2000s
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1334 photographs
An orange and green interurban train labeled CNS&M 183 travels down a street with visible trolley wires, passing a brick station and a stop sign, with a person standing on the sidewalk and cars parked nearby. Chicago North Shore and Milwaukee interurban car 183, a Master Unit, on Central Avenue in Highland Park, Illinois, in the 1950s. 1954 · Central Ave, Highland Pk A green and cream streetcar comes down a cobbled street with rails, past parked 1940s and 1950s cars and storefronts with Hotel, Tally Ho and Schlitz signs, with a green and cream taxicab in the foreground. A Chicago Transit Authority streetcar on Clark Street near Adams, passing hotels, taverns and clothing stores in the Loop, early 1950s. 1954 · Clark and Adams, Chicago, IL A vintage photo show a CTA bus on a city street with people boarding and various store signs including 'HOT PEANUTS' and 'GREYHOUND' in the background. A Chicago Transit Authority Flxible New Look bus, number 2724, on route 27 in a street scene with storefronts and pedestrians. 1954 · 27 and Stony Island A red-tinted photograph of a vintage streetcar on a city street, with storefronts and other cars in the background. A Chicago Surface Lines PCC streetcar, number 3890, runs on a city street with its destination sign reading 'JBS STATE 04'. 1954 · State and Madison, Chicago, IL A vintage motor bus with the number 1366 and 'SHUTTLE SERVICE' on its roof sign, traveling on a city street with visible trolley tracks. A Chicago South Shore and South Bend Railroad bus, number 1366, on a shuttle route in the 1950s. 1954 · 149 and Van Buren A yellow and green streetcar numbered 1394 crosses an intersection on curved track under trolley wire, while two pedestrians cross the street beside brick buildings with bail bond signs and a hair-tonic billboard. Streetcar 1394 turns through the intersection, likely at 1st and Broadway in downtown Los Angeles, in the 1950s. June 1954 · 1st and Broadway, Los Angeles, CA A yellow streetcar with a green window band and a trolley pole crosses an intersection in front of a car lot with a large DINTY sign, while a pedestrian walks across the street at left. A yellow and green streetcar, likely of Los Angeles Transit Lines, runs along a street past a car lot under a DINTY sign. June 1954 · 1st and Vermont, Los Angeles, CA A green and cream streetcar on center tracks in a downtown street lined with tall buildings, ornate lamp posts and 1950s cars, seen from above. Chicago Transit Authority streetcar [?]240, signed for route 36, heads down a busy State Street in downtown Chicago. June 6, 1954 · State and Van Buren, Chicago, IL Looking down a downtown street lined with neon signs, a green and cream streetcar comes toward the camera on a single track that is under repair, with red warning flags, piles of crushed stone and construction machines beside it, and a yellow taxi in the next lane. A PCC streetcar approaches on a downtown Chicago street where the track is being rebuilt, likely Clark Street near Monroe. June 6, 1954 · Clark and Monroe, Chicago, IL A vintage street scene in Chicago showing a green and cream PCC streetcar on tracks, with GMC buses and a yellow car nearby. Construction equipment and piles of gravel line the street, while neon signs for hotels and restaurants adorn the tall buildings. A Chicago Surface Lines PCC streetcar and GMC buses navigate a street under construction on a sunny day, surrounded by neon signs and vintage automobiles. June 6, 1954 · Clark and Madison, Chicago, IL A two-car red interurban train with round end windows and trolley poles crosses a paved street under overhead wires, with a Shell billboard at left and a stop sign at right. Pacific Electric car 413 leads a two-car train through a street crossing, likely in Long Beach, California, in the late 1950s. June 10, 1954 · Long Beach, CA A green and cream two-car rapid transit train crossing a street with embedded streetcar tracks, next to a green and cream streetcar under overhead wires, with a man walking at right. A two-car Chicago Transit Authority rapid transit train crosses the street at grade beside a Chicago Transit Authority PCC streetcar at Western and Van Buren, Chicago. June 16, 1954 · Western and Van Buren, Chicago, IL Two red and gray interurban cars on a railway track in a wooded area, with a large grain elevator in the background. A Chicago North Shore and Milwaukee interurban train, cars 429 and 430, travels along a private right-of-way in Forest Park, Illinois, with the Acme Feeds grain elevator in the background. July 1954 · Forest Park, IL A high view down a downtown street lined with tall buildings and lamp posts. A green and cream streetcar runs on center tracks among parked cars, buses and pedestrians. A Chicago Transit Authority PCC streetcar on State Street near Van Buren, Chicago, with buses and mid-1950s traffic, likely 1955–1957. July 25, 1954 · State and Van Buren, Chicago, IL A maroon and cream rapid transit car on a wooden elevated track with a tower and brick buildings in the background. A Chicago Rapid Transit Company 4000-series wooden rapid transit car on an elevated structure in Chicago, Illinois. July 25, 1954 · 42nd Pl, Chicago, IL An old interurban railcar on elevated tracks with trees and water in the background. A Chicago North Shore and Milwaukee Master Unit interurban car travels along an elevated structure near Lake Michigan. July 25, 1954 · 42nd Pl, Chicago, IL A green and cream streetcar numbered 7156 crosses a street intersection with diagonal track crossings, while an old wooden elevated train car stands on ground-level tracks behind barricades at left under overhead wires. Chicago Transit Authority streetcar 7156 crosses Van Buren Street at Western Avenue in Chicago while a wooden 'L' train waits on the ground-level tracks behind. August 13, 1954 · Western and Van Buren, Chicago, IL A light green and cream streetcar on cobblestone-paved tracks under an elevated railway station, with parked cars along the curb at left and tall downtown buildings behind. A Chicago Transit Authority PCC streetcar passes under the elevated Loop station, likely at State and Van Buren. August 29, 1954 · State and Van Buren, Chicago, IL A yellow and black diesel locomotive pulls a passenger train across a street-level railroad crossing on a clear day; numerous older cars are parked beside the tracks. A Chicago and North Western E8 diesel locomotive in yellow and black livery leads a passenger train across a grade crossing on a sunny summer day, with 1950s automobiles parked nearby. c. 1955 to 1970 A vintage orange and white interurban train car numbered 39 is stopped on a city street next to a large brick building with a sign reading 'HOTEL LA SALLE'. Several people are boarding, and classic automobiles are parked nearby under a clear blue sky. Interurban car 39 of the Chicago South Shore and South Bend Railroad on a street in South Bend, Indiana, in 1955, with the Hotel La Salle in the background. 1955 · South Bend, IN A red and green interurban train, identified as car 174, sits at a wooden station platform under a clear blue sky, with brick buildings and a Dr. Scholl's billboard in the background. Chicago North Shore and Milwaukee Master Unit car 174 on an elevated structure in Chicago, likely at the Chicago & Franklin station. 1955 · Chicago and Franklin, Chicago, IL A vintage trolleybus travels down a busy street in Chicago, with storefronts like Citizens Loan Corp and a Fred Astaire dance studio sign in the background. A CTA trolleybus, number 8357 on route 77, navigates a busy Chicago street corner, surrounded by period automobiles and store signs. 1955 · Belmont Ashland A black and white photo shows a vintage CTA bus labeled '8 HALSTED 79TH ST' and number 638 on a city street at dusk, surrounded by parked cars, pedestrians, and glowing signs for businesses like Sears and Norman Jewelers. The street has embedded trolley tracks, and the scene is bustling with activit A Chicago Transit Authority Flxible New Look bus, number 638, runs on route 8 Halsted at dusk on a busy street lined with 1950s-era cars and illuminated storefronts. 1955 · 64th and Halsted, Chicago, IL A red and green electric train with the number 104 on the front travels on tracks through a city, with buildings and trees in the background under a clear blue sky. A Chicago South Shore and South Bend Railroad electric multiple-unit train, led by car 104, runs on a private right-of-way in a Chicago neighborhood on a clear summer day. 1955 · Loyola A black and white photo shows a vintage streetcar on a city street with an elevated train structure overhead and several cars parked nearby. A Chicago Surface Lines Master Unit streetcar, number 6155, operates on a city street under the Lake Street 'L' elevated structure. June 1955 · Lake and J Laramie, Chicago, IL A vintage Chicago Transit Authority motor bus, number 516, is shown on a city street with other vehicles and large advertisements, including a Coca-Cola sign, under an overcast sky. Chicago Transit Authority bus 516, a GM New Look model, navigates a busy city street in the late 1950s or early 1960s, with a classic automobile and iconic billboards in the background. July 3, 1955 · Michigan and Washington, Chicago, IL A vintage green and cream motor bus, number 1431, with a 'Drewry's Beer' ad parked on a street, its destination sign reading 56 Wilson La Salle Schubert. A Chicago Motor Coach Company New Look bus, number 1431, is parked on a city street with a 'Drewry's Beer' advertisement on the front. July 3, 1955 · CLARK and Schubert, Chicago, IL A dark blue Pacific Electric Railway electric locomotive number 1626, with yellow and black safety stripes, sits on a track in a yard next to a large building. Pacific Electric Railway electric locomotive #1626, a boxcab, is pictured in a yard setting under clear skies. August 1955 · 8th St. Yds A CTA bus travels down a bustling Chicago street lined with vintage cars and illuminated signs, with people boarding and walking on the sidewalk. Chicago Transit Authority bus 638 on route 8 Halsted, navigating a busy street with embedded streetcar tracks in the early 1950s. 1956 · Halsted and 64th St. 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 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 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 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 Two vintage white and dark-striped buses with large windows, one showing the number 1756, on a paved street with trees and a blurred moving car in the background. Two Chicago Transit Authority Flxible New Look buses, including number 1756, are seen on a tree-lined street in the 1960s. 1958 · Caldwell Two vintage city buses, one with the number 1756 on its front, are stopped on a tree-lined street with a telephone booth nearby. Two Chicago Transit Authority buses, including 1756, are stopped at an intersection on a summer day in the late 1950s or 1960s. 1958 · Caldwell A row of three orange and grey interurban cars, numbers 452, 455, and 456, belonging to the Chicago Aurora and Elgin Railroad, sit on tracks in a grassy yard under a cloudy sky. Three Chicago Aurora and Elgin Master Unit interurban cars, numbers 452, 455, and 456, parked in a yard under an overcast sky. 1958 · Wheaton, IL A red and grey interurban car with the number 450 is parked on tracks in front of a brick building that reads 'Chicago North Shore and Milwaukee'. Chicago North Shore and Milwaukee Master Unit #450 is pictured in a yard. 1958 · Highwood, IL An orange and silver electric train with a pantograph on its roof travels on a two-track line surrounded by grass and utility poles under an overcast sky. A South Shore Line Master Unit electric train in its classic orange and silver livery travels along a private right-of-way in Skokie, Illinois, circa 1950-1965. 1958 · Near East Prairie Road, Skokie, IL A green and yellow double-ended streetcar numbered 1423, showing S on its roof sign, curves through a street intersection under a web of overhead wires, with Richfield gas stations and brick apartment buildings behind it. Streetcar 1423 on route S rounds a curve past two Richfield gas stations, likely at Vermont Avenue in Los Angeles. August 1958 · S Line and Vermont, Los Angeles, CA