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

Winter

1089 photographs
A white and red CTA bus marked 7138 on the 23 Express route is driving down a wet city street lined with tall buildings, with other cars and a taxi nearby. A Chicago Transit Authority bus, number 7138, operates on the 23 Express route through downtown Chicago in the 1980s. December 1995 · Madison/Clark, Chicago, IL A white and blue Chicago Transit Authority bus, number 4729, on a city street with a red convertible and other cars, under a clear spring sky. A Chicago Transit Authority bus, number 4729, operates on route 41 to Elston/Clybourn, sharing the street with cars including a red Chrysler TC convertible. December 1995 · Elston/Clybourn, Chicago, IL A white and red CTA bus with the number 4435 is driving down a city street, with street signs for Hubbard and Clark streets visible, alongside parked cars and a yellow taxi. A Chicago Transit Authority bus, number 4435, on route 22 to Polk Street, navigating a street corner in Chicago's River North district. December 1995 · Clark / Hubbard, Chicago, IL A white and red CTA bus, number 4001, is driving on a bridge in an urban setting with tall buildings in the background. A Chicago Transit Authority bus, number 4001, travels across the Franklin/Orleans Bridge under overcast skies. December 1995 · Franklin/Orleans Bridge, Chicago, IL A blue double-decker bus with airline ads drives down a city street, with pedestrians and other cars nearby. A blue Chicago Transit Authority double-decker bus, number 564, with Continental Airlines advertising, is seen driving on a city street. December 1995 · Wacker/Franklin, Chicago, IL A red and white Canadian Pacific diesel locomotive numbered 6042 pulls a line of freight cars along a railroad track in a winter industrial landscape. A Canadian Pacific EMD GP9 diesel locomotive, numbered 6042, leads a freight train through an industrial area of Galewood, Chicago, in winter. December 16, 1995 · Galewood, Chicago, IL Side view of a dark green Norfolk Southern locomotive numbered 8560, sitting on tracks in a snow-covered yard under an overcast sky. A Norfolk Southern GP38-2 diesel locomotive, number 8560, is shown in a snowy yard. December 25, 1995 · Lake/Mannheim, Melrose Park, IL Side view of a black Norfolk Southern diesel locomotive numbered 5195 sitting on tracks in a snowy yard. A Norfolk Southern GP38-2 diesel locomotive, number 5195, is shown in a snow-covered yard. December 25, 1995 · Lake/Mannheim, Melrose Park, IL A green and white bus with the number 315 and route 95 Central-Diversey sign drives down a snow-covered street with cars and storefronts in the background. A Chicago Transit Authority New Look bus, number 315, on route 95 Central-Diversey, navigates a snow-covered street in the 1970s. December 29, 1995 · Northwest Hwy, Milwaukee, WI Three black diesel locomotives with white frame stripes stand in a row in front of a large green corrugated metal building, with snow on the ground and wooden utility poles in the foreground. Illinois Central locomotives 3125, 3115 and 6002 stand in a snowy yard near East Hazel Crest, Illinois. c. 1996 to 2003 · East Hazel Crest, IL A yellow and dark green Chicago and North Western diesel locomotive numbered 6851 is parked on multiple tracks in a rail yard, with snow on the ground and another locomotive behind it. Chicago and North Western GP38-2 diesel locomotive #6851 in a yard on an overcast winter day, with another unit visible behind it. c. 1996 · Lake St, Melrose Park, IL A white, red, and blue Chicago Transit Authority bus, number 4019, is turning on a city street with a clock tower and skyscrapers in the background. A Chicago Transit Authority New Flyer D40 bus, number 4019, turns on LaSalle Street in downtown Chicago in 1996. 1996 · La Salle St, Chicago, IL A white, blue, and red Chicago Transit Authority bus, number 4729, is driving on a city street next to a white van, with tall buildings and a bridge structure in the background. A Chicago Transit Authority Flxible Metro bus, number 4729, operating on route 41 Kimb/Blue Line, is seen on a city street bridge in winter. 1996 · Franklin and Orleans Bridge, Chicago, IL A white and red Chicago Transit Authority bus, number 4109, is driving on a city street next to a white van, with modern buildings and a bridge in the background. A Chicago Transit Authority Flxible Metro bus, number 4109, on route 44 to Rose Mary, is captured in action on a sunny winter day in 1996. 1996 · Franklin/Orleans Bridge, Chicago, IL A white and red CTA bus with the number 4030 is driving on a wet, snow-dusted street in Chicago, with tall buildings in the background and a pedestrian on the sidewalk. A Chicago Transit Authority bus, number 4030, travels down a snowy city street in 1996. 1996 · Orleans Near Kinzie, Chicago, IL A white CTA bus with red and blue stripes, numbered 9267, is stopped at a street intersection in Chicago, with a pedestrian crossing the street and a second bus visible behind it. CTA bus 9267, a New Look TDH-5303, is stopped at the intersection of N Wells St and S Racine Ave, with a second bus visible in the background. January 1996 · Wallace/Racine, Chicago, IL A white Chicago Transit Authority motor bus numbered 4411 is driving down a street in front of a large brick building on an overcast winter day. Chicago Transit Authority bus 4411, a GM New Look TDH-5303, heads southbound on Oakton Street in Skokie, Illinois, on route 97 to Skokie. January 1996 · Oakton/Skokie Hwy, Skokie, IL A white CTA motor bus with red and blue stripes, numbered 9848, is stopped on a city street in front of a brick building. A Chicago Transit Authority New Look bus, number 9848, is photographed on a city street. January 1996 · Wells/Hubbard, Chicago, IL Two white and red Chicago Transit Authority buses on a wet, snowy city street with tall buildings and pedestrians, one bus showing route 44 and number 4548. A Chicago Transit Authority New Look bus, number 4548, operates on the 44 Wallace/Racine route on a snowy day in downtown Chicago, with another CTA bus and a bridge in the background. January 1996 · Wallace/Racine, Chicago, IL A white and blue Chicago Transit Authority bus, number 1604, is driving on a metal grate bridge with a teal car in front of it and city buildings in the background. A Chicago Transit Authority New Look bus, number 1604, on route 125, navigates a bridge in downtown Chicago on a sunny day. January 1996 · Franklin/Orleans Bridge, Chicago, IL A white and blue Chicago Transit Authority bus, number 4749, is driving on a wet bridge with tall buildings in the background. A Chicago Transit Authority motor bus, number 4749, travels across a bridge on route 41 to Clybourn on an overcast autumn day. January 1996 · Elston/Clybourn, Chicago, IL A white city bus with red and blue stripes is driving on a wet bridge in front of tall skyscrapers on a rainy day. A Chicago Transit Authority motor bus, number 4052, travels over a steel truss bridge in the rain with the city skyline behind it. January 1996 · Franklin/Orleans Bridge, Chicago, IL A white Chicago Transit Authority utility SUV with blue and red stripes drives on a wet bridge with a large building and a bridge operator's house in the background. A Chicago Transit Authority Jeep Cherokee utility vehicle drives across a wet bascule bridge in downtown Chicago. January 1996 A white and black Chicago Transit Authority bus, number 9147, drives across a steel bridge in daylight with a traffic light visible on the left. A Chicago Transit Authority GM New Look bus, number 9147, on route 44 Wallace, crosses a steel truss bridge on a sunny day. January 1996 · Wallace and Racine, Chicago, IL A white and red CTA bus with the number 4913 and destination '16 LAKE' is stopped on a wet, snow-lined city street with pedestrians and yellow taxis nearby. A Chicago Transit Authority bus, number 4913, operates on route 16 Lake through a snowy downtown street scene. January 1996 · Wacker / Franklin, Chicago, IL A white and blue CTA bus with route 41 Elston/Clybourn written on its front is driving across a steel bridge in a city with tall buildings in the background. A Chicago Transit Authority bus, number 4736, on route 41 Elston/Clybourn, crosses the Franklin & Orleans Bridge in Chicago. January 1996 · Franklin and Orleans Bridge, Chicago, IL Front view of a white CTA bus with number 4719 on a wet, snowy city street with tall buildings and a red bridge in the background. A Chicago Transit Authority bus, number 4719, on route 41 to Elston/Clybourn, travels over a snow-dusted bridge in downtown Chicago. January 1996 · Elston/Clybourn, Chicago, IL A white and blue Chicago Transit Authority bus, number 1620, drives on a wet city street lined with tall buildings and banners, with other vehicles and a yellow taxi nearby. A Chicago Transit Authority bus numbered 1620 operates on a rainy winter day in downtown Chicago, near Wacker Drive and Orleans Street. January 1996 · Wacker / Franklin, Chicago, IL A white CTA bus with blue and red stripes, numbered 4102, displays its route as 44 to MUSE MART while crossing an urban bridge. A Chicago Transit Authority bus #4102 on route 44 to MUSE MART, driving across a bridge in downtown Chicago. January 1996 · Wallace/Racine, Chicago, IL A white and blue Chicago Police CTA Transit Detail car, number 2473, is parked on a city bridge on a sunny day with tall buildings in the background. A Chicago Police CTA Transit Detail car, number 2473, is parked on a bridge near the Merchandise Mart. January 1996 · Merchandise Mart, Chicago, IL A blue and orange Metra diesel locomotive with the number 613 on its front and side is stopped at a street crossing on an overcast winter day, with bare trees and a traffic light in the background. Metra GP38-2 locomotive number 613 is shown at a grade crossing on a winter day. January 1, 1996 · Touhy and Leigh A white and red CTA bus with the number 9937 and destination sign reading 41 Elston/Clybourn is stopped on a city street. A one-way sign is visible on the sidewalk, and other cars and minivans are on the road. A Chicago Transit Authority bus, number 9937, on route 41 Elston/Clybourn, is stopped at a street corner in downtown Chicago on an overcast autumn day. January 1, 1996 · Wacker/Franklin, Chicago, IL A white and blue CTA bus numbered 4734 is driving on a city street with a modern glass building in the background. CTA New Look bus 4734 on route 41 KIMB/BLUE LINE, crossing a bridge in Chicago on a clear winter day. February 1996 · Franklin and Orleans Bridge, Chicago, IL A white Chicago Transit Authority bus, number 1600, is shown on a city street with a '125 Water Tower Express Chestnut' sign on its front, surrounded by cars and a motorcycle. CTA bus 1600, a New Look TDH-5303, travels on a Chicago street with a destination sign for the 125 Water Tower Express to Chestnut. February 1996 · Wacker and Franklin, Chicago, IL A white van with blue and red stripes and 'SCR' lettering is parked on a sunny city street, with pedestrians walking on the sidewalk. A white SCR-branded Dodge Caravan, fleet number 3080, is parked on a city street in summer, with a license plate reading 2136PT. February 1996 A white Pace bus with yellow and blue stripes, numbered 2367, is driving down a street with snow on the ground and bare trees. A Pace motor bus numbered 2367 is shown on a winter day, operating on route 254 Irving Park Line. February 1996 · Old Orchard Shopping Center A white and red Chicago Transit Authority bus drives across a steel bridge in a city, with a route sign reading 41 and fleet number 9940 visible. A Chicago Transit Authority New Look bus, number 9940, travels on a city bridge, displaying route 41 to Kimball. February 1996 · Elston/Clybourn, Franklin/Orleans Bridge, Chicago, IL A white CTA bus with a red stripe, number 9852, is on a city street with its destination sign reading '125 Water Tower Express Railroad Stations'. An elevated structure and a green banner for 'Chicago Collective' are in the background. A Chicago Transit Authority New Look bus, number 9852, on route 125 Water Tower Express, is shown on a city street under an elevated structure. February 1996 · Wacker/Franklin, Chicago, IL A white CTA bus with the number 1600 on the front drives over a bridge in a city with tall buildings in the background. A Chicago Transit Authority New Look bus, number 1600, operates on route 120 across the Franklin/Orleans Bridge in winter. February 1996 · Franklin / Orleans Bridge, Chicago, IL A white CTA bus with red and blue stripes, fleet number 4743, is on a city street under elevated train tracks, with other cars and pedestrians nearby on a cloudy winter day. A Chicago Transit Authority bus, number 4743, runs route 41 to NA/Union on a winter day under the elevated tracks at Wacker and Wells. February 1996 · Wacker/Wells, Chicago, IL A white and blue Pace bus with a Toy Story ad drives down a city street lined with parked cars and storefronts on a sunny day. A Pace bus, number 8763, with a 'Toy Story' advertisement, travels down a Chicago street on a clear spring day. February 9, 1996 · Cermak and Scoville, Chicago, IL A silver and blue Chicago Transit Authority rapid transit train with the number 2501 on the front, on elevated tracks with buildings in the background and no leaves on the trees. A Chicago Transit Authority 2600-series rapid transit train, numbered 2501 and headed for Dan Ryan, on an elevated structure in winter. February 24, 1996 · Dan Ryan Diversey, Chicago, IL A Chicago 'L' train, numbered 2492, on an elevated track with a 'Dan Ryan' sign, under a clear sky with bare trees in the background. A Chicago Transit Authority 2400-series rapid transit car, numbered 2492, travels on an elevated structure with a 'Dan Ryan' destination sign. February 24, 1996 · Howard Addison, Chicago, IL Three white GMC motorcoaches with red, green, and blue stripes are parked along a street with lush green trees and a large hotel named 'Dorado Pacifico' in the background. Three white GMC motorcoaches with colorful stripes are parked or moving along a street in a tropical setting, with a large hotel visible in the background. December 1996 · Ixtapa, MEXICO A white bus with 'Principe Ejecutivo' lettering on its side is parked near palm trees and manicured lawns, with large resort hotels in the background under a clear blue sky. A white 'Principe Ejecutivo' motor coach is parked on a landscaped roadside with palm trees, in front of modern hotel buildings under a clear sky. December 1996 A white, red, and blue Chicago Transit Authority bus, number 4736, is driving across a bridge on a sunny winter day, with bare trees and snow on the ground. A Chicago Transit Authority Flxible Metro bus, number 4736, operates on route 64 to Blue Line on a winter day in 1997, crossing a bridge on Illinois Route 72. 1997 · Higgins A white and orange Chicago Transit Authority bus with the number 4008 on the front is stopped on a city street next to a bus shelter, with a person standing with a bicycle nearby. A Chicago Transit Authority Flxible Metro bus, number 4008, is stopped at a bus stop on a city street during winter. 1997 · Merchandise Mart and Orleans St, Chicago, IL A black Norfolk Southern diesel locomotive numbered 2501 sits on tracks in a yard, with a blue locomotive and a red locomotive partially visible beside it, under a cloudy sky. A Norfolk Southern GP38-2 diesel locomotive, number 2501, is shown in a railroad yard alongside other locomotives under an overcast sky. January 1997 · Mannheim and Lake, Melrose Park, IL