Then and Now, Ashland-Jackson

1909–Ashland Boulevard @ Jackson Boulevard, view south

2018–the same location

In 1909 Ashland between Lake Street and 12th Street (Roosevelt Road) was a  Park District street.  That meant the Ashland streetcars jogged a block west and operated on Paulina Street for that one-and-a-half miles, before returning to Ashland.  in the distance in the older photo, the main line of the Metropolitan ‘L’ can be seen crossing over Ashland.

Today this stretch of Ashland has been widened and is now a regular city street, open to trucks and any streetcars which may show up.  The ‘L’ viaduct in the distance of the newer photo is a ramp used for moving non-revenue trains between the Blue Line and the Pink Line.

—30—

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4 Responses to “Then and Now, Ashland-Jackson”


  1. 1 JAMES F. O'NEIL June 13, 2018 at 11:45 pm

    My history is part of Ashland, Van Buren, and Paulina. We lived at 1623 West Van Buren. We were demolished and deconstructed for the Congress Expressway, in 1949. I have written a blog story about it.

  2. 3 JAMES F. O'NEIL June 20, 2018 at 3:59 pm

    Here is the link to my story of a bit of my life, growing up at 1623 West Van Buren…: https://memoriesofatime.blog/2014/08/24/demolition-then-and-now/
    Enjoy my story.

  3. 4 Akislaitis September 18, 2018 at 11:45 pm

    I went to Whitney Young HS and always wondered how different the neighborhood must have looked seeing the few blocks of stately looking 19th century homes. Thank you for the photo, and thanks to Mr. O’Neil for the additional context.


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