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

Spring

1206 photographs
Two green and cream streamlined streetcars numbered 7123 and 4400 stand beside a faded red older streetcar on curved track in a cobblestone yard, with more streetcars lined up behind a green fence. Chicago Transit Authority streetcars 7123 and 4400, signed for Western-63 and Ashland-71, beside an older red streetcar at a carbarn yard in Chicago. April 25, 1954 · 76th and Ashland / 69th and Ashland, Chicago, IL A high-angle view of a red streetcar turning a corner on a city street, surrounded by 1940s cars and brick buildings, with a person standing on the car's roof. A red Chicago Surface Lines Master Unit streetcar navigates a city street in the late 1940s, with vintage automobiles and brick buildings lining the road. May 12, 1954 · Larrabee Division, Chicago, IL A red and cream streetcar from the Chicago Surface Lines turns at a street intersection in Chicago, surrounded by 1940s automobiles, brick buildings, and visible trolley wires. A Chicago Surface Lines Master Unit streetcar, likely numbered [?]3, navigates a cobblestone intersection in Chicago during the 1940s, with vintage automobiles and storefronts lining the street. May 12, 1954 · Halsted - Grand, Chicago, IL Two vintage Chicago streetcars, a green PCC and a red Peter Witt, are stopped at a grade crossing with automobiles and pedestrians nearby on a sunny day. Two Chicago Transit Authority streetcars, a green PCC 9720 and a red Peter Witt 658, meet at a grade crossing on a city street. May 18, 1954 · Larrabee, Chicago, IL A red and white Chicago Surface Lines streetcar numbered 141 is positioned on a bascule bridge with vintage cars and a control tower nearby under a clear sky. A Chicago Surface Lines Master Unit streetcar, number 141, stands on a bascule bridge under a clear sky in the late 1940s. May 24, 1954 · Halsted Lumber A vintage color photo showing a red and cream streetcar on a city street with cobblestones, yellow taxis parked along the curb, an elevated train platform above, and storefronts including 'Flagg Bros' and 'Hardy'. A red and cream Chicago Transit Authority Peter Witt streetcar numbered 610 runs under an elevated structure with CTA signage, on a sunny street lined with 1950s automobiles and storefronts. May 25, 1954 · Halsted and 63rd PL, Chicago, IL A red and cream streetcar with the number 640 travels down a street under a dark elevated structure, with people on the sidewalk and vintage cars parked along the curb. A Chicago Transit Authority Peter Witt streetcar, number 640, travels under an elevated structure on a city street lined with 1940s-era automobiles and storefronts. May 25, 1954 · Halsted and 63rd PL, Chicago, IL An orange, green and cream streetcar with a trolley pole runs down a sunny street under a web of overhead wires, with a Sinclair Paints billboard, an arcaded market building and small shops, and 1950s cars on the street. A PCC streetcar, likely of the Los Angeles Transit Lines, signed for East First St. and passing the Plaza Market in Los Angeles. March 1, 1955 · P Line Plaza Market, Los Angeles, CA Two red and orange electric cars with yellow winged emblems on their fronts stand side by side under overhead wires, signed Subway Terminal, with hills in the background. Pacific Electric Railway cars 5004 and 5007 side by side, both signed for Subway Terminal. March 2, 1955 · Burbank, CA Two red interurban cars with round end windows and trolley poles stand on a yard track under a web of overhead wires, with a red and white bus, a parked car and oil derricks in the distance. Pacific Electric Railway interurban car 498 and a second car stand in a yard under trolley wire, with oil derricks behind, likely at Long Beach, California. March 7, 1955 · Long Beach, CA A yellow and green streetcar with its trolley pole raised stands on track beside a wide road lined with wooden utility poles and overhead wires, with a sedan parked at right and low buildings in the distance. Los Angeles Transit Lines streetcar 1291, likely on route 7, at what is likely 118th Street and Broadway in Los Angeles in the early 1950s. March 7, 1955 · 118th and Broadway, Los Angeles, CA An orange and silver interurban train car labeled 'Chicago Aurora and Elgin' and numbered 414 is stopped at a station platform beside a river in winter, with industrial buildings and parked cars visible in the background. Chicago Aurora and Elgin interurban car 414, a Master Unit built by Cincinnati Car, is shown at a station platform in winter, with the American Well Works and Mall Lumber Company buildings in the background. March 16, 1955 · Aurora, IL A vintage CTA bus numbered 1121 is shown on a city street with pedestrians and classic cars, in front of a building with a sign for Bedford Shirt Co. A Chicago Transit Authority Flxible bus, number 1121, operating on the State - 15th route in downtown Chicago, likely in the mid-1950s. March 28, 1955 · Jackson and Dearborn, Chicago, IL A vintage black-and-white photo of a CTA bus, number 664, on a street with brick buildings and a 'National Bank' sign in the background. A Chicago Transit Authority Flxible bus, number 664, on the 5 Jefferson route, parked on a city street in the late 1950s. c. 1956 to 1960 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 vintage black and white photo shows a streetcar on fire in the snow, with the number 542 visible on its front. A Chicago Surface Lines Master Unit streetcar, number 542, is engulfed in flames during winter. March 23, 1956 · 77th Vincennes 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 vintage photograph of a green and orange interurban railcar, number 162, stopped at a wooden station platform with people boarding, under a clear sky with overhead wires. Chicago North Shore and Milwaukee Master Unit car 162, in its distinctive green and orange livery, is shown at a station platform in 1957, with passengers boarding. 1957 · North 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 vintage red streetcar with the number 565 on its front, shown at an angle on a city street with cars parked nearby and buildings in the background. A red and cream Chicago Surface Lines Master Unit streetcar, number 565, on a winter day at the intersection of Paulina and J Polk streets. March 1957 · Paulina and J Polk A dark green Pacific Electric electric locomotive numbered 1622, with a yellow and black striped front, is parked on a street under overhead wires, with a tan passenger car partially visible behind it. Pacific Electric electric locomotive number 1622, a Baldwin-Westinghouse boxcab, stands on a street under overhead wires. March 22, 1957 · West Hollywood, CA 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 A green and cream city bus with the number 1806 and route 84 on its sign drives down a paved street on a sunny winter day, with parked and moving cars and bare trees lining the road. A Chicago Transit Authority Flxible New Look bus, number 1806, heads down a street on route 84 Ridge-Broadway, with vintage cars and bare trees in the background. April 21, 1957 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 red interurban car with round front windows runs on street track past a palm tree and tall white buildings, with 1950s cars in the traffic behind it. Interurban car 1541, likely Pacific Electric, signed LONG BEACH LIMITED in street running past palm trees, the Roxy theater and the Hotel Schuyler, likely in downtown Long Beach, California. March 9, 1958 · Downtown, Long Beach, CA A vintage red interurban streetcar with the number 1541 and 'LONG BEACH LIMITED' written on its front travels down a city street lined with palm trees and 1950s cars. A red Pacific Electric Master Unit interurban car, number 1541, named 'LONG BEACH LIMITED', runs on a city street in Long Beach, California, in the 1950s. March 9, 1958 · Long Beach, CA 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 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 A green and cream trolleybus with the number 9355 and route 85 Central-Harrison is stopped on a street, with several vintage cars around it and bare trees in the background. Chicago Transit Authority trolleybus 9355 on route 85 Central-Harrison, surrounded by 1950s automobiles on a winter day. March 1961 · Central and Fullerton, Chicago, IL A yellow and black self-propelled railcar with 'SRS 137' on the front and 'Sperry Rail Service' on the side, sitting on tracks next to a paved road with a red brick sidewalk, under a cloudy sky. A Sperry Rail Service Budd RDC, numbered 137, is shown on a railroad main line in a three-quarter front view under overcast skies. March 1961 · Green and Kirk, Bensenville, IL A green and cream trolleybus with the number 9355 and destination sign reading '85 CENTRAL-HARRISON' is on a city street lined with vintage cars and bare trees, with a 'Henry's Hamburgers' sign visible on the left. A Chicago Transit Authority trolleybus, number 9355, on route 85 to Central-Harrison, shares the street with vintage automobiles near the intersection of Central and Fullerton Avenue in the early 1960s. March 1961 · Central and Fullerton, Chicago, IL A vintage CTA bus numbered 2503 is parked on a city street, displaying a route sign for '58 25 LARAMIE' and an ad for 'Magikist' dry cleaners, with 1950s cars in the background. CTA bus 2503, a Flxible model, is shown at a street corner in Chicago with its destination sign reading '58 25 LARAMIE' and a 'Magikist' advertisement on the front. April 29, 1961 · 25th and Laramie, Chicago, IL A green and cream Chicago Transit Authority bus, number 3593, is turning at a downtown intersection with pedestrians and classic cars nearby, under a clear blue sky. A Chicago Transit Authority New Look bus, number 3593, on route 60 to Kenton, turns at an intersection in downtown Chicago on a sunny spring day. April 29, 1961 · Monroe and Dearborn, Chicago, IL A vintage city bus, number 2508, is shown driving down a city street with storefronts and parked cars on either side under a clear sky. A Chicago Transit Authority New Look bus, number 2508, operates on route 58 Ogden-Downtown at the intersection of Ogden and Cermak in the early 1960s. April 29, 1961 · Ogden and Cermak, Chicago, IL A vintage green and cream bus with the number 2503 on its front is parked on a city street, with a 1950s station wagon visible in the background. A Chicago Transit Authority New Look bus, fleet number 2503, on the 58 Laramie route, stopped on a city street in the early 1960s. April 29, 1961 · 25th and Laramie, Chicago, IL A green and cream CTA bus numbered 3639 is driving down a city street on an overcast day, with a vintage car parked across the street. A Chicago Transit Authority New Look bus, number 3639, on a street in Chicago, likely at the Cermak and Harlem intersection, in the 1960s. May 1961 · Cermak and Harlem, Chicago, IL Front three-quarter view of a green and cream CTA bus number 3621 on a city street, with a sign for 'Par-A-Dise Klub' in the background. A Chicago Transit Authority New Look bus, number 3621, operates on Route 18-Prairie in May 1961, passing a 'Par-A-Dise Klub' sign. May 1961 · Halsted 81 A green and cream CTA bus with the number 129 and route 58 Ogden-Downtown on its front sign, driving down a wide street with a large building in the background. A Chicago Transit Authority New Look bus, number 129, on route 58 Ogden-Downtown, captured in action on a city street. May 1961 · Ogden and Damen, Chicago, IL A yellow Union Pacific locomotive with the number 4662 on its side, standing on tracks in a yard with another black locomotive partially visible nearby. Union Pacific GP38-2 locomotive #4662 in its yellow and gray livery, captured in a railroad yard. May 1962 · Lake and Mannheim, Melrose Park, IL A black diesel locomotive with the number 6016 hauls a train on a raised steel bridge with budding trees in the foreground. A Chicago and North Western SD24 locomotive, number 6016, pulls a train past a raised bascule bridge in a springtime scene. c. 1963 to 1972 Two red Canadian Pacific diesel locomotives, numbered 3050 and 4620, sit side-by-side on a gravel track with bare trees in the background under an overcast sky. Two red Canadian Pacific GP9 diesel locomotives, numbers 3050 and 4620, are coupled on a private right-of-way, with bare trees in the background indicating a winter scene. April 12, 1964 · York and Irving Park, Chicago, IL A blue and white electric multiple-unit train car on elevated tracks under a gray sky, with the destination sign 'HOWARD' visible on the front. A Chicago Transit Authority 2000-series 'L' car headed to Howard station, shown on an elevated structure under overcast skies. 1965 · Main St., Evanston, IL Two CTA buses, one showing route 100-Bensley and number 6555, are in heavy traffic with a police officer on a car behind them, amidst 1950s automobiles. Two Chicago Transit Authority buses, including #6555 on the Jeffery Express route, navigate a busy street in the late 1950s, surrounded by vintage cars and a police officer directing traffic. 1966 · State and Van Buren, Chicago, IL A wrecked Frisco diesel locomotive, number 5016, with a destroyed front end and burned paint, rests on a railroad track in a yard under a clear sky. A severely damaged Frisco EMD F3A locomotive, number 5016, sits in a yard, its front end crushed and burned. March 1967 · Sp Fid A vintage green and cream Chicago Transit Authority bus, number 1460, is driving down a city street with snow on the ground, with a YMCA building and other cars in the background. A Chicago Transit Authority Flxible bus, number 1460, on route 66 in downtown Chicago during winter. March 17, 1967 · State, Chicago, IL A green and cream Chicago Transit Authority trolleybus, number 9432, is shown on an elevated wooden bridge, with a line of 1950s cars behind and industrial buildings in the background under an overcast sky. A Chicago Transit Authority trolleybus, fleet number 9432, on route 66 Fairbanks-Ontario, travels across an elevated wooden deck bridge on a summer day in the mid-1950s. March 23, 1967 · Halsted, Chicago, IL