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

Autumn

918 photographs
A side view of a Chicago Motor Coach Company bus, numbered 1008, parked inside a large bus garage with its engine compartment open. A Chicago Motor Coach Company New Look bus, number 1008, inside a bus garage. 1950 · Diversey and Keeler, Chicago, IL Front three-quarter view of a green and cream Chicago Transit Authority 2000-series rapid transit car with an 'A LOGAN SQUARE' destination sign, running on an elevated structure under an overcast sky. A Chicago Transit Authority 2000-series rapid transit car on the 'A' line to Logan Square, photographed on an elevated structure in the 1960s or 1970s. September 16, 1950 · Logan Square, Chicago, IL A dark brown Soo Line caboose with the number 141 is parked in a snow-covered rail yard, with green and red boxcars visible in the background. A Soo Line caboose numbered 141 sits in a snowy rail yard alongside other freight cars. October 1950 · Cedar and Whaley, Franklin Park, IL A three-quarter front view of a train of old, wood-bodied elevated cars on an elevated track in Chicago, with large brick and stone industrial buildings in the background under a clear sky. A train of vintage wood-bodied elevated cars on an embankment in Chicago, framed by industrial buildings on a sunny day. October 18, 1950 · Halsted St., Chicago, IL A red and cream streetcar with the number 567 and 'NORTH WESTERN STATION' shown on its front is stopped on a city street with cars and brick buildings in the background. A Chicago Surface Lines Master Unit streetcar, number 567, operates on a street in front of storefronts including Schlesinger's Meats. October 18, 1950 · Armitage A green and cream streetcar numbered 4206, with a HALSTED-79 sign, travels on track laid over fresh ballast through a rubble-strewn lot, with overhead wires, wooden poles and brick industrial buildings behind it. Chicago Transit Authority PCC streetcar 4206, signed for Halsted-79, runs on temporary track through a cleared construction site at Halsted and Congress in Chicago. October 29, 1950 · Halsted and Congress, Chicago, IL A vintage orange and cream streetcar with the number 1746 and route 58 sign, moving down a city street lined with 1930s-era storefronts and billboards under a clear blue sky. A CSL Master Unit streetcar, number 1746, on route 58, traveling on a cobblestone street in Chicago. October 29, 1950 · Ogden and Van Buren, Chicago, IL A red and cream Chicago Surface Lines streetcar, number 436, is stopped on a city street with several passengers standing on its running board, surrounded by vintage 1940s automobiles and a Lay's potato chips billboard. A Chicago Surface Lines Master Unit streetcar, number 436, is packed with passengers on a fan trip in downtown Chicago, circa 1948-1950. October 29, 1950 · Roosevelt and Wabash, Chicago, IL A vintage orange streetcar on city streets at dusk, with a classic car and pedestrians nearby. A Chicago Surface Lines Master Unit streetcar, number 1786, is seen at the Ogden and Ashland intersection under dusk lighting. October 29, 1950 · Ogden and Ashland Blvd., Chicago, IL An old electric train car with 'RAPID TRANSIT' lettering on its side travels on elevated tracks near a building with a 'MOODY PIE CO' sign. A Chicago North Shore and Milwaukee Master Unit interurban car on an elevated track, with the Moody Pie Company building visible in the background. October 30, 1950 · Lake Paulina An elevated train of vintage wooden 'L' cars travels across a metal truss bridge above a river, with a large building visible behind it under a clear sky. A train of Chicago Rapid Transit Company 4000-series 'L' cars crosses an elevated truss bridge over a river, with a large building in the background. November 1, 1950 · Canal St. Union Sta., Chicago, IL An early 20th-century interurban car with a cream and maroon livery and an open front platform is parked on an elevated wooden structure. Snow is visible on the platform and the car's roof. A Chicago North Shore and Milwaukee Master Unit interurban car, likely in the 1950s, rests on an elevated wooden structure in a snowy, overcast setting. November 6, 1950 · Irving Pk, Chicago, IL A red and cream streetcar with the number 726 and destination Halsted is stopped on a city street, with tall buildings and a 1950s car in the background. Chicago Surface Lines Master Unit streetcar 726 on the Halsted route in downtown Chicago, circa 1950-1953. 1951 · 42 and Washington A black-and-white photo shows a 1950s CTA bus numbered 5207 on a cobblestone street with trolley tracks, a dark streetcar behind it, and brick buildings lining the road. A Chicago Transit Authority Flxible New Look bus on route 73 at Armitage and Clark, with a vintage streetcar in the background. 1951 · Armitage and Campbell, Chicago, IL A red Birney streetcar marked 351 travels down a busy State Street in Chicago, flanked by buildings with signs for 'BOND' and 'COLE JEWELERS', with vintage cars and pedestrians on the sidewalks. A Chicago Surface Lines Birney streetcar, number 351, operates on State Street in downtown Chicago, surrounded by mid-century traffic and pedestrians. 1951 · State and Jackson, Chicago, IL A black and white photo of a vintage wooden 'L' car with a clerestory roof, stopped at an elevated station. The front sign reads 'A LAKE', and a 'Del Monte Fruit Co.' ad is visible on the platform wall. A Chicago Rapid Transit Company Master Unit rapid transit car at an elevated station platform, with a destination sign reading 'A LAKE'. 1951 · Wells and Madison, Chicago, IL Two Chicago Aurora and Elgin interurban cars on an elevated track, surrounded by buildings. A Chicago Aurora and Elgin interurban car on an elevated structure in Chicago, with another car visible in the distance. 1951 · Wells St. Terminal, Chicago, IL A red wooden interurban car with round end windows and a trolley pole rounds a curve at a multi-track junction under a dense web of overhead wires, with a red wooden car parked beside a white building at right. Pacific Electric interurban car 435 at Dominguez Jct. October 1952 · Dominguez Jct. A green and cream streetcar numbered 7010, its sign reading 4 Cottage Grove, turns across a cobblestone street under overhead trolley wires, with brick buildings, billboards, a gas station and parked 1950s cars and trucks behind it. Chicago Transit Authority streetcar 7010, signed for route 4 Cottage Grove, crosses a cobblestone intersection, likely at Indiana and Cermak in Chicago. October 19, 1952 · Indiana and Cermak / Cottage Grove, Chicago, IL A vintage green and cream streetcar numbered 3141 with a 'LAKE' destination sign, parked on cobblestone tracks under a steel elevated structure in a city. A green and cream Chicago Surface Lines Peter Witt streetcar, number 3141, on a city street under an elevated structure, showing its destination as LAKE. October 19, 1952 · Franklin and Lake, Chicago, IL A green and cream streetcar with a trolley pole crosses a cobblestone intersection with tracks in front of a brick corner building with a Walgreens store, and a dark sedan is parked at left. A Chicago Transit Authority PCC streetcar on Route 4 Cottage Grove crosses a cobbled intersection beside a Walgreens store in Chicago. October 19, 1952 · Indiana and Cermak and Cottage Grove, Chicago, IL A black Santa Fe steam locomotive numbered 3760 is on the tracks in a yard with a red and silver diesel locomotive visible behind it. Santa Fe steam locomotive 3760, a 2-10-4, is shown in a yard with a diesel locomotive in the background. November 1952 · Los Angeles, CA A green and cream streetcar with a lit 49 Western-Berwyn sign stands under a web of overhead wires beside a passenger shelter, with another streetcar to the right and two buses to the left. A Chicago Transit Authority PCC streetcar signed 49 Western-Berwyn waits at the terminal at Western & 79th, Chicago, with a second PCC and two buses nearby. November 23, 1952 · Western and 79th, Chicago, IL A red and cream streetcar with the number 1788 is on a city street, with a green and white elevated train passing overhead on a steel structure, surrounded by 1950s-era cars and storefronts. A Chicago Surface Lines Peter Witt streetcar, number 1788, travels on the street below an elevated Chicago Transit Authority rapid transit train at the Lake and Dearborn intersection. September 26, 1953 · Lake and Dearborn, Chicago, IL A red and cream streetcar marked 'LAKE' and numbered 1758 runs on a city street beneath an elevated green and cream rapid transit train, surrounded by 1940s automobiles and storefront signs including 'ENNEPER' and 'Ford'. A Chicago Surface Lines Peter Witt streetcar, number 1758, on a street below an elevated 'L' line carrying a Chicago Rapid Transit Company train, with vintage automobiles and storefronts in the background. September 26, 1953 · Lake and Dearborn, Chicago, IL Side view of two green and cream Chicago Surface Lines buses, numbered 1201 and 645, on a city street with a building labeled CHAS T WILT behind them. Two Chicago Surface Lines buses, numbered 1201 and 645, operate on The Boulevard Route along a city street with storefronts in the background. September 30, 1953 · Michigan and Jackson, Chicago, IL A green and cream Chicago Motor Coach Company bus, number 1369, is parked on a city street with a pedestrian walking nearby and a large stone building in the background. Chicago Motor Coach Company bus number 1369, a GM New Look, is shown at Jackson and Canal in Chicago on a sunny day. October 2, 1953 · Jackson and Canal, Chicago, IL A green and cream Chicago Motor Coach Company bus numbered 1369 is on a city street, with a pedestrian crossing nearby and a large building in the background. Chicago Motor Coach Company bus 1369, a GM Old Look, is seen on a city street with its destination sign reading '150 WALK'. October 2, 1953 · Jackson and Canal, Chicago, IL A vintage red streetcar labeled number 6435 and route 8 sits on tracks beside an elevated train station, with several people nearby and city buildings in the background. A red Chicago Surface Lines Peter Witt streetcar, number 6435, on route 8, is pictured on a city street next to an elevated station. October 5, 1953 · Halsted and Congress, Chicago, IL A red and cream streetcar numbered 507 is stopped at an intersection with an elevated train bridge in the background, under a clear sky, with several vintage automobiles and a person standing on the sidewalk. A Chicago Surface Lines Master Unit streetcar, number 507, on a street crossing with a Chicago and North Western commuter train passing overhead on a bridge in the mid-1940s. October 15, 1953 · Archer and Clark, Chicago, IL A red and cream streetcar numbered 3153 on route 21 is shown on a city street with an underpass in the background and a 1950s car driving past. A Chicago Surface Lines Birney streetcar, number 3153 on route 21, navigates a street corner near an underpass in the early 1950s. October 15, 1953 · Cermak and Clark, Chicago, IL A red and cream streetcar marked CSL 1721 moves down a street beneath a dark steel elevated structure, flanked by parked 1940s cars and a few pedestrians. A Chicago Surface Lines Peter Witt streetcar, number 1721, travels under an elevated rail structure on a sunny day in the late 1940s, surrounded by period automobiles. October 20, 1953 · Lake and Ashland, Chicago, IL A green and cream streetcar numbered 4064 moves along a wet city street between early-1950s cars and a delivery truck loaded with bottle crates, with large stone buildings and a clock tower behind. Chicago Transit Authority PCC streetcar 4064, signed for Fifth-Pulaski, on a slushy winter street near Madison and Canal in Chicago, likely in the early 1950s. November 25, 1953 · Canal, Chicago, IL A dark brick two-story carbarn with numbered open bays holding about ten green and cream streamlined streetcars, with curving tracks set in brick pavement and overhead wires in the foreground. A row of green and cream PCC streetcars in the numbered bays of a Chicago carbarn lettered for a city railway company, likely the Chicago Transit Authority's car station at Cottage Grove and 38th. September 26, 1954 · Cottage Grove and 38th, Chicago, IL A yellow and green double-truck streetcar numbered 1390 on double street track under tall trees, with parked late-1940s cars in the background. Streetcar 1390 on a tree-lined street, showing a [...] PARK destination sign; the note places it at the north end of line 9 in Los Angeles. October 1954 · North end of line 9, Los Angeles, CA A green and cream streetcar signed 49 Western-Archer stands on cobblestone track while a uniformed crew member bends down to throw a switch with an iron bar. A Chicago Transit Authority PCC streetcar signed 49 Western-Archer, likely number 71[?]0, at Western and Archer in Chicago while a crew member throws a track switch. October 15, 1954 · Western and Archer, Chicago, IL A green and cream streetcar comes toward the camera on a wide street with streetcar tracks; to the left, a brown wooden train car stands beside a brick tavern building, with a truck and a dark 1950s sedan between them. A Chicago Transit Authority PCC streetcar signed for Western-Archer crosses Van Buren as a wooden 'L' car waits on the street-level tracks at Western Avenue. November 3, 1954 · Western and Van Buren, Chicago, IL A vintage black-and-white photo of a Chicago Transit Authority bus, number 1799, stopped at a street corner with passengers boarding. Chicago Transit Authority bus 1799, a GM New Look model, is shown at a stop near an elevated station, with passengers waiting to board. November 12, 1954 · Logan Square, Chicago, IL A black-and-white photograph of a vintage Chicago CTA bus, number 1799, stopped on a city street with a group of people waiting to board. The bus displays a route sign for '82 Kimball Lincoln Village' and a 'Drewry's Beer' advertisement on the front. An elevated train structure looms overhead. A Chicago Transit Authority Flxible New Look bus, number 1799, on route 82 to Kimball/Lincoln Village, is stopped at a curb with passengers waiting to board under an elevated 'L' structure at Logan Square. November 12, 1954 · Logan and Square, Chicago, IL An elevated view down a busy downtown street decorated with Christmas trees on the lamp posts, with a green and cream streetcar coming toward the camera and another going away on the next track, among cars, shoppers and subway entrances. Two Chicago Transit Authority PCC streetcars pass on State Street at Van Buren, with the street decorated for Christmas. November 26, 1954 · State and Van Buren, Chicago, IL An electric interurban train with red front and cream sides, numbered 634, is on a curved track beside a wooden platform, with a parking lot full of 1950s cars to the right. A Chicago Aurora and Elgin Master Unit interurban car numbered 634, in red and cream livery, stands at the Forest Park station on an overcast day in the mid-1950s. September 2, 1955 · Deslaines, Forest Park, IL A green and cream streetcar comes toward the camera on brick-paved double track under overhead wire, on a wide street lined with used car lots and large signs. A Chicago Transit Authority PCC streetcar signed for route 49 Western-79 runs on Western Avenue near 66th Street, Chicago, in the mid-1950s. October 9, 1955 · Western and 66th, Chicago, IL A green and cream streetcar drives toward the camera on tracks set in cobblestone paving, under a web of overhead trolley wires, with cars, billboards and a water tower along the street. Chicago Transit Authority PCC streetcar 711[?] running on State Street near 62nd Place, Chicago. November 9, 1955 · State and 62nd Pl., Chicago, IL A red and white streetcar numbered 144 moves along a city street under a dark elevated train structure, with vintage cars and a billboard visible in the background. A red Chicago Transit Authority Peter Witt streetcar, number 144, travels under an elevated 'L' station in the 1950s. 1956 · Clark Lake, Chicago, IL A green and cream Chicago Transit Authority bus numbered 4318 is parked in a gravel yard. Behind it is a red and white bus, a yellow freight car on a flatcar, and a dark railcar to the left. Overhead wires and a water tower are visible in the background under an overcast sky. Chicago Transit Authority Flxible New Look bus 4318 parked in a yard next to a yellow freight car and another bus. October 21, 1956 · South Shops, IL Three-quarter front view of a green and cream CTA bus numbered 4318 parked in a gravel yard under an overcast sky, with another bus and a yellow freight car visible behind it. A green and cream Chicago Transit Authority Flxible New Look bus, number 4318, parked in a yard with other buses and freight cars in the background. October 21, 1956 A dark green CTA bus with a yellow magnet sweeper attachment on its front, parked in a yard with a freight car visible behind it. A Chicago Transit Authority New Look motor bus, number 5720, equipped with a front-mounted magnet sweeper, sits in a yard. October 21, 1956 A dark green CTA bus with a large yellow magnet plow attached to its front, parked in a gravel yard with the number 6720 visible on the fender and BW 12 on the side. A Chicago Transit Authority GM New Look bus, number 6720, modified with a front-mounted magnet plow and labeled 'BW 12', parked in a yard on an overcast day. October 21, 1956