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Logan Square's Milwaukee Avenue, Then and Now (PHOTOS)

By Darryl Holliday | July 27, 2015 8:22am | Updated on July 27, 2015 8:46am

LOGAN SQUARE — Think you know Milwaukee Avenue in Logan Square? Try recognizing these neighborhood photos of the bustling street — from as far back as the early 1900s — as they are today.

Photos in this 3-part Then and Now series center along the Milwaukee Avenue Corridor in Logan Square from California to Diversey avenues.

Many of the historic photos seen below were collected through the efforts of Logan Square Preservation, the Northwest Side Historical Society, the Chicago Transit Authority and other online collections. In many cases the original photographer or collector is unknown.

Use the slider to see how the neighborhood has changed (and in some cases stayed the same) over the years.

New Wave Cafe now sits at the corner of Milwaukee Avenue and Logan Boulevard; seen from Milwaukee and Sacramento avenues looking north, from just south of the the Illinois Centennial Monument and from Milwaukee and Logan Boulevard looking south (near Comfort Station) above. The future Logan's Crossing (formerly the Discount Mega Mall, can be seen in the distance. (All 2015 photos by Darryl Holliday)


The Congress Theater, 2135 N Milwaukee Ave. is seen here over the course of nearly 100 years.

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