Then and Now, Jackson-Ashland

1955–Jackson Boulevard @ Ashland Boulevard, view west

2019–the same location

In the later 19th century this West Side neighborhood was home to many rich families with roots in Kentucky—Ashland Boulevard was named after Henry Clay’s estate in Lexington.  But by the 1950s, the area had gone into decline.  Most of the old mansions had been torn down or cut into smaller units.

Today the area around the onetime “Kentucky colony” is on the upswing.  There are boutique hotels and trendy restaurants.  The Illinois Medical Center and Teamster City have expanded into these blocks as well, with a pedestrian bridge spanning Jackson Boulevard to a new parking garage.


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

  1. 1 benson May 21, 2019 at 11:55 am

    My son lives a few blocks from there. Amazing how the city has re-invented itself in so many places and so many ways.

  2. 2 Garry May 21, 2019 at 4:05 pm

    I thought the bridge was from the Teamster parking lot to the Teamster City building.

  3. 4 JAMES F. O'NEIL May 23, 2019 at 11:20 am

    Those streets my sister and I stomped for a few years. Saint Jarlath’s was our church and school, first two grades for me. The Women’s Club was around there: we used to peek in on them having dinner in their basement dining room. How rude!
    South, Van Buren Street is now the Congress/Eisenhower Expressway. Our home/apartment building was razed: at 1623 West Van Buren.

    • 5 David October 26, 2019 at 10:58 pm

      I attended St. Jarlath too. From 1st to 4th in the early 60’s. Remembering Father Bell, Fr. O’Malley and Monsignor O’Brian. We lived across the street from the grammar school on Hermitage. Miss those times.

      • 6 JAMES F. O'NEIL October 28, 2019 at 10:18 am

        How good to hear from someone who knows the territory–and still lives!
        Please search my blog for my story about demolition and moving from Van Buren.
        The story made Chicago’s NPR Where Are They Now.

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