All guides & resources →
A boulevard neighborhood on the Northwest Side, built of greystones and two-flats around a marble monument in the middle of a traffic circle. Milwaukee Avenue carries most of the shops and restaurants, and the residential streets a block off it are quiet.
Logan Square is organized around its boulevards. Logan Boulevard and Kedzie Boulevard meet at a traffic circle anchored by the Illinois Centennial Monument, a seventy-foot marble column raised in 1918, and the wide, tree-lined boulevards run off from there lined with greystones. Milwaukee Avenue cuts through on the diagonal and carries the commercial life; step a block off it and the residential streets go quiet.
It sits on the Northwest Side between Avondale to the north and Humboldt Park to the south, with the Kennedy Expressway along its western and northern edge and the 606 trail forming the southern boundary.
The Blue Line O’Hare branch is the spine: the Logan Square station at 2620 N. Milwaukee sits right at the traffic circle, with the California and Western stations to the south. It is a straight run to the Loop in one direction and to O’Hare in the other.
The boulevards themselves are the neighborhood’s front yard: Logan and Kedzie Boulevards are part of Chicago’s historic boulevard system and are listed on the National Register. Palmer Square is an oval green a few blocks north, and the 606 runs along the southern edge. The Comfort Station at 2579 N. Milwaukee, a Tudor building from 1926, is a small arts and programming space by the circle.
Most of the housing went up between 1890 and 1915: greystones and two-flats along the boulevards, with brick two-flats and cottages on the side streets. The Logan Square Boulevards District was listed on the National Register in 1985 and made a Chicago Landmark district in 2005, so a good share of the boulevard frontage carries historic protection. If you are weighing one of the greystones, our masonry and older-home guides are worth a read first.
Festival dates move year to year. Our Chicago events calendar tracks the current ones.
An easy first errand in a new place: the nearby rooms with good espresso and a table to land at, each checked as open when this guide was last updated.
Gaslight Coffee Roasters · 2385 N Milwaukee · map
The corner window seat on Milwaukee Avenue, roasting its own since 2011.
Cafe Mustache · 2313 N Milwaukee · map
Coffee by day, a small stage by night, and the most Logan Square room in Logan Square.
Daisies · 2375 N Milwaukee · map
The pastry-and-espresso counter at the front of the restaurant, worth the trip for the baked goods alone.
Written by our team, free, no sign-in.
We work these blocks every week, greystones on the boulevards through two-flats on the side streets. Tell us what you are after and we will send you what is coming up and walk any building with you.
Talk with our team