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Chicago
Windy City Magazine
Discover Chicagoland and the Businesses That Drive It

Logan Square

Logan Square is the Northwest Side neighborhood built around Chicago’s boulevard system, where Logan and Kedzie boulevards meet at the Illinois Centennial Monument and greystone mansions line the parkways. Milwaukee Avenue runs diagonally through it with the restaurants, bars and music venues that made the neighborhood a destination over the past 15 years, and Armitage and Fullerton fill in the rest. The crowd skews younger and the housing skews two-flats and greystones. The Blue Line runs down the middle of Milwaukee, and prices climbed hard after the 606 opened at the neighborhood’s south edge.

Where it is

Logan Square runs from Diversey north to Belmont and from Western Avenue west to Pulaski, with the Kennedy Expressway cutting through the east half. The Blue Line stops at California and Logan Square, and the Logan Square stop sits under the boulevard at Kedzie and Milwaukee. The 56 Milwaukee, 76 Diversey and 74 Fullerton buses cross the neighborhood, and the Kennedy’s Fullerton, Diversey and Belmont exits serve drivers. The Blue Line to the Loop takes about 20 minutes and continues to O’Hare in the other direction.

What to know if you’re moving here

This is a neighborhood of renters in two-flats and owners on the boulevards, and the gap between the two keeps widening.

  • Housing is greystones, two-flats and boulevard mansions built from the 1890s on, with typical prices of roughly $300,000 to $1.5 million as a broad editorial estimate as of September 2026.
  • Street parking is workable away from Milwaukee, and most blocks near the Blue Line are permit zones.
  • Public schools fall under Chicago Public Schools, with Goethe, Brentano and Darwin as the neighborhood elementary schools.
  • The boulevards are city landmarks, so exterior changes to a greystone on Logan or Kedzie go through landmark review.
  • The Logan Square farmers market runs Sundays on the boulevard in warm months and indoors in winter.
  • The drawback is displacement pressure: long-time residents and businesses have been priced out along Milwaukee, and rents keep rising.

What to do if you’re visiting

Take the Blue Line to Logan Square and walk the boulevard first, then Milwaukee and Armitage for food and drinks.

  • Most first-time visitors learn that Lula Cafe on Kedzie Boulevard has been the neighborhood’s restaurant since 1999 and still sets the standard for brunch.
  • A local would point out that Billy Sunday on Logan Boulevard and Scofflaw on Armitage are the two cocktail bars to compare.
  • Locals will tell you Kyoten Next Door on Armitage is the more affordable counter next to the omakase original.
  • Ask around and you hear that Parson’s Chicken & Fish on Armitage has the patio and the negroni slushies; Middle Brow Bungalow down the block bakes pizza and brews its own beer.
  • Anyone who lives here knows Bang Bang Pie & Biscuits on California is the pie shop with a backyard.
  • Regulars will say Players Sports Center on Logan Boulevard is the new indoor sand volleyball and pickleball complex for a rainy day.

Nearby in the directory

Showing 30 of 193 businesses in and around Logan Square. Browse the full directory.