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

1960s

188 photographs
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 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 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 three-quarter front view of a dark green and white CTA motor bus with number 1787 on its side and front, showing a '82 KIMBALL-FOSTER' destination sign and vintage advertisements on its bumper and side. CTA New Look bus number 1787, assigned to route 82 Kimball-Foster, is parked on a winter street. c. 1959 to 1964 A silver and green Chicago Transit Authority bus, number 8562, is shown from a three-quarter front view on a city street, with tall buildings and a cloudy sky behind it. A Chicago Transit Authority GM New Look bus, number 8562, runs the Wacker Express route on Adams and Canal streets, with the Chicago skyline in the background. c. 1959 to 1964 Front view of a vintage city bus driving on a snow-covered street, with classic cars and bare trees in the background. A Chicago Transit Authority Flxible New Look bus, number 610, on route 24 during a snowstorm, surrounded by 1950s automobiles. c. 1959 to 1968 A red and cream streetcar numbered 4558 parked on a cobbled yard in front of a brick carhouse with a 1921 date stone, with a second similar streetcar behind it. Toronto Transit Commission PCC streetcar 4558 signed WYCHWOOD EARLSCOURT outside a 1921 brick carhouse, with a second PCC behind it. c. 1960 to 1978 Side view of an Illinois Central diesel locomotive numbered 1500 in a snow-dusted rail yard, with other locomotives behind it. Illinois Central SW1200 locomotive 1500 sits in a snowy yard, with another SW1200 and a Union Pacific GP9 in the background. c. 1960 to 1970 A vintage orange and maroon interurban railcar, numbered 24 and lettered for the Chicago South Shore and South Bend Railroad, is parked on tracks in a sunny yard with a damaged roof. An orange and maroon Chicago South Shore and South Bend Railroad interurban car numbered 24, showing roof damage, sits on tracks in a yard on a clear day. c. 1960 to 1970 A green and white Milwaukee Road bus, number 5171, is parked on a city street with its destination sign reading '56 MILWAUKEE - DOWNTOWN' and passengers visible inside. A Milwaukee Road GM New Look bus, number 5171, on route 56 to Downtown, captured on a street in an urban setting. c. 1960 to 1978 A gray electric locomotive with 'L S' lettering and an orange passenger car numbered 24 are coupled and parked on parallel tracks in a sunny yard with overhead wires and a white building nearby. A gray electric locomotive with 'L S' markings and an orange passenger car numbered 24 stand on parallel tracks in a yard under a clear sky. c. 1960 to 1970 A green and white CTA motor bus, number 5363, on route 66 to Chicago-Mayfield, is seen from a three-quarter front view as it crosses a steel truss bridge on a sunny day, with its shadow cast on the pavement. A Chicago Transit Authority Flxible New Look bus, number 5363, on route 66 to Chicago-Mayfield, crossing a steel truss bridge on a sunny day. c. 1960 to 1970 Side view of a green and yellow Chicago and North Western diesel locomotive numbered 6500, parked on tracks in a snowy yard with a red and white truck in the background. A Chicago and North Western EMD SD24 diesel locomotive, number 6500, in green and yellow livery, stands in a snowy yard. c. 1960 to 1972 A vintage dark green and red interurban car runs on streetcar tracks down a tree-lined street with a church steeple in the background on a cloudy winter day. A North Shore Line Master Unit interurban car, number 749, on a winter street in Milwaukee in 1960. 1960 · 5th St., Milwaukee, WI A light green and white trolleybus with the number 9025 on the front, running on a city street with overhead wires, with two people standing on the sidewalk and a billboard in the background. A Los Angeles Metropolitan Transit Authority Flxible trolleybus, number 9025, operates on route 2 to Broadway in the late 1950s or early 1960s. 1960 · 2 / Broadway, Los Angeles, CA A side view of a yellow Union Pacific diesel locomotive numbered 9679, standing on tracks in a snowy yard next to another diesel locomotive with the reporting mark SX. A Union Pacific SD70M locomotive, number 9679, stands in a snow-covered yard alongside a second locomotive, with snow blanketing the ground and equipment. January 1960 · Lake and Mannheim, Melrose Park, IL A black and white photo of a mid-1950s Chicago bus driving down a snowy street lined with parked cars and bare trees. A Chicago Transit Authority New Look bus, number 1242, travels down a snow-covered street in the mid-1950s. February 10, 1960 · Cicero and Addison, Chicago, IL Black and white photo of a line of buses on a snow-covered city street, with one bus in the foreground showing the number 1242 and a Braumeister ad. A Chicago Transit Authority New Look bus, number 1242, navigates a snow-covered street, with a second CTA bus following behind. February 10, 1960 · Addison and Cicero, Chicago, IL A black and white photo of a Chicago Transit Authority bus number 1242 driving down a snow-covered street lined with parked cars and bare trees. A Chicago Transit Authority New Look bus, number 1242, navigates a snow-covered street at Addison and Cicero in Chicago during the winter. February 10, 1960 · Addison and Cicero, 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 Side view of a white Chicago Transit Authority bus numbered 1621, showing an AIDS awareness ad on its side, parked on a wet street under an overcast sky. A Chicago Transit Authority New Look bus, number 1621, is parked on a street on an overcast winter day, displaying an early 1990s AIDS prevention advertisement. July 1960 · Armstrong Near Elston, Chicago, IL Black and white photo of two white Chicago Transit Authority buses on a city street under an elevated train track, with pedestrians and storefronts nearby. A Chicago Transit Authority Flxible New Look bus, number 5268 on route 56 Milwaukee-Central, navigates a street under an elevated structure in Logan Square, with a second bus, number 5214, visible behind it. October 18, 1960 · Logan and Square, Chicago, IL A black and white nighttime photograph of a CTA bus numbered 5288 with destination sign reading 'MILWAUKEE LIMITED MILWAUKEE - DEVON', as passengers board from a sidewalk. A Chicago Transit Authority bus numbered 5288 at a stop on the Milwaukee Limited route, with passengers boarding at night. December 5, 1960 · Logan Square, Chicago, IL A black and white photo of a 1960s-era CTA bus driving down a snow-covered street lined with parked cars and bare trees. A Chicago Transit Authority Flxible New Look bus, number 1216, runs route 76 Diversey-Harlem on a snowy city street in the 1960s. c. 1961 to 1970 Two green and cream buses from the Chicago Transit Authority are on a multi-lane road, with the distinctive circular Marina City towers visible behind them under a clear sky. Two Chicago Transit Authority New Look buses drive on a city street with the newly completed Marina City towers in the background. 1961 · State and Wacker, Chicago, IL Two green and white Chicago Transit Authority buses from the 1940s or 1950s, numbered 2700, driving down a tree-lined street in winter, with snow on the ground. Two Chicago Transit Authority Flxible motor buses, number 2700, running on route 79-Western in a winter street scene. 1961 · 79th and Brandon, IL A light green and dark green streetcar with a trolley pole runs along a street beneath overhead wires, with gas holders, a Tacos Burritos sign and a house with Christmas decorations behind it. Los Angeles Metropolitan Transit Authority PCC streetcar 3163 on the P line, signed for East First Street, likely in Los Angeles around 1958 to 1963. 1961 · First Nr Center, Los Angeles, CA A light green streetcar with a dark window band and cream roof turns through an intersection under a web of overhead wires, with palm trees, a traffic signal and parked cars around it. Los Angeles Metropolitan Transit Authority PCC streetcar 3087 rounds a curve at 7th Street, likely at Boyle Avenue in Los Angeles, in the early 1960s. 1961 · Boyle and 7th St., Los Angeles, CA A vintage Chicago Transit Authority bus, number 1612, painted in cream and green livery, is stopped on a city street under an overcast sky with bare trees, with a Standard gas station sign in the background. Chicago Transit Authority New Look bus number 1612, likely photographed in the 1960s, operating on route 6 to Lake-Austin on a winter day. 1961 Nighttime street scene with a CTA bus on State Street in Chicago, surrounded by holiday lights, pedestrians, and other traffic. A CTA Flxible New Look bus, number 5968, on route 36 119 MORGAN, navigates a festively lit State Street at night in the mid-1960s. 1961 · State and Van Buren, Chicago, IL A vintage city bus at night, with its destination sign reading 16-Cicero and fleet number 3605 visible on the side and front. A Chicago Transit Authority New Look bus, number 3605, is shown at night on the 16-Cicero route. 1961 · 16th and Cicero, Chicago, IL A vintage green and cream CTA bus, number 2505, is shown from a front three-quarter view on a city street, with a large brick building labeled 'Cadillac Glass Co.' in the background. A Chicago Transit Authority New Look bus, number 2505, on the 21 McCormick Place route, parked in front of the Cadillac Glass Co. building in Chicago. 1961 · Cermak and Peoria, Chicago, IL A vintage motor bus with a cream top and dark lower body, displaying route 21 to McCormick Place, is shown on a city street in front of a large brick building with 'Cadillac Glass Co.' painted on its side. A Chicago Transit Authority New Look bus, number 2505, on route 21 to McCormick Place, photographed on a sunny day in front of a Cadillac Glass Co. building in Chicago. 1961 · Cermak and Peoria, Chicago, IL A cream and dark green CTA bus with the number 1612 on its front and rear, showing the destination '6 LAKE-AUSTIN' on its sign, driving down a street with a Standard Oil sign and bare trees in the background. A Chicago Transit Authority New Look bus, number 1612, on route 6 Lake-Austin, captured on a winter day in the 1960s. 1961 · Lake and Central, Chicago, IL A black and white photo of a CTA bus numbered 137 on a city street, with passengers boarding. The Chicago Water Tower and a tall building are visible behind it. A Chicago Transit Authority New Look bus, number 137, picks up passengers at a downtown bus stop with the Chicago Water Tower in the background. 1961 · Chicago, IL A three-quarter front view of a vintage Chicago Transit Authority motor bus, number 0103, painted green and silver, with a destination sign reading '21 MC CORMICK PLACE' and a side sign reading 'CERMAK'. A Chicago Transit Authority New Look bus, number 0103, in its green and silver livery, marked for the 21 Cermak route to McCormick Place. 1961 · 77th and Vincennes, Chicago, IL A nighttime street scene showing a line of Chicago Transit Authority buses on a busy, illuminated downtown street with Christmas decorations and pedestrians on the sidewalks. A Chicago Transit Authority GM New Look bus, number 5968, lines up on a decorated downtown street at night, likely during the winter holiday season of the 1960s. 1961 · State and Van Buren, Chicago, IL A vintage CTA bus with the number 3662 on its front, parked on a street with wet pavement in winter, with a car wash and bare trees visible in the background. A Chicago Transit Authority Flxible New Look motor bus, number 3662, displaying route 82 to Lawndale, is parked on a wet street in winter, with bare trees and a car wash in the background. 1961 · Devon and Kedzie, Chicago, IL Front view of a vintage white and dark-colored bus with route 90 Grand-Harlem Center on its sign, driving on a city street next to a large brick building under an overcast sky. A Chicago Transit Authority Flxible New Look bus, numbered 1743, operates on route 90 Grand-Harlem Center along a street lined with a brick building. 1961 · 90 and Harlem, Chicago, IL A black-and-white night scene of a city street with several buses, including a lead bus numbered 5968, surrounded by holiday lights and storefronts with people on the sidewalks. A Chicago Transit Authority Flxible New Look bus, number 5968 on route 36 to Illi-Morgan, travels down a festive, illuminated State Street at night. 1961 · State and Van Buren, Chicago, IL A vintage black and white photo of a Chicago Transit Authority bus on a city street, with a Ben-Bey sign on a building and other buses in the background. A Chicago Transit Authority Flxible Metro bus, number 5009, on route 62 Devon-Redz in Logan Square, with other buses and a Ben-Bey storefront visible. 1961 · Logan Square, Chicago, IL A red and green interurban car with the number 747 and a sign reading 'Skokie Valley Route Chicago-Limited' is stopped on a snow-covered track with overhead wires and utility poles in the background. A Chicago North Shore and Milwaukee Master Unit interurban car, number 747, on the Skokie Valley Route in a snowy setting. 1961 · Kenosha, WI A black and orange Indiana Harbor Belt diesel locomotive, number 3802, pulls a freight train with Southern Pacific and ACF Industries cars on a snowy day. An Indiana Harbor Belt GP38-2 locomotive, number 3802, leads a freight train through a snowy landscape, with Southern Pacific and ACF Industries freight cars in tow. January 1961 · Park and Lincoln, Dolton, IL A green and cream CTA trolleybus numbered 9355 on route 85 Central-Harrison travels down a sunny, snow-dusted street lined with storefronts and power lines. Chicago Transit Authority trolleybus 9355 on route 85 Central-Harrison in winter, with overhead wires and a storefront sign for 'Cokes THE PEAK OF ALL Candies' visible. February 1961 · Belmont and Central, Chicago, IL A white city bus with the number 8713 and 'METRO Transit' on its side, driving down a street with a yellow taxicab in the foreground and a large building in the background. A white Metropolitan Transit Authority bus, number 8713, in Oklahoma City, displaying advertisements for 'Ken Boyer Bail Bonds' and 'Project Exile' while driving on a city street. February 1961 · Oklahoma City, OK A green and cream CTA trolleybus, number 9763, is parked on a snowy street with overhead wires, near a 1950s car and apartment buildings. A Chicago Transit Authority trolleybus, number 9763, on route 65 Milwaukee-Halsted in winter, with snow and slush on the street. February 1961 · Octavia and Belmont, Chicago, IL Front three-quarter view of a green and cream CTA trolleybus, number 9355, on route 85 Central-Harrison, with overhead wires and storefronts in the background. A Chicago Transit Authority trolleybus, number 9355, on route 85 Central-Harrison, navigating a city street on a clear winter day. February 1961 · Central and Belmont, Chicago, IL