South Loop

South Loop

Just south of downtown’s towering el lines, is the South Loop- a unique mix of urban skyscrapers, repurposed industrial warehouses, and fantastically opulent mansions from a bygone era. Every turn of the corner provides a new perspective of Chicago’s history, wrapped up into one little area.

With Columbia College, Roosevelt University, and IIT, the neighborhood feels fresh without being a full-on college town. Communities of single-family homes, high-rise condos, and lofts make the background unique, while also allowing for all the comforts of work, play, and a lot of culture.

Originally one of Chicago’s first residential areas, the Great Fire razed the homes to create an area of industrial revolution, becoming home to the country’s printing industry. With time, it has transformed itself into a modern township, becoming home to many city-dwellers who thrive on the unique architecture, music culture, and community of the South Loop.

Check out some of the best staples in the South Loop, and all that Jazz!


  • Manny’s Deli
    This Chicago staple serves up some of the best corned beef pastrami.
  • Tapas Valencia
    Small plates, an excellent wine list, and fun decor are all you need here.
  • Aurelio’s Pizza
    This thin-crust tavern-style pizza is Chicago’s true favorite pie.
  • Spoke + Bird
    Artisan coffee, organic baked goods, and a feeling of community at this cafe!
  • Chicago Firehouse
    Dine from a small but mighty American menu on their gorgeous patio.


  • The Roosevelt Collection
    More than a mall, this impressive space has it all plus a movie theatre.
  • The Maxwell
    Named after Maxwell St., this building hosts clothing, home goods, and more.
  • The Lotus Den
    A spiritual gift shop that can also help you on your journey to Nirvana.
  • Bear’s Pro Shop
    Get all your NFL approved football threads here- BEAR DOWN!
  • Sandmeyer’s Bookstore
    Standing the test of time, this historic shop is classic Printer’s Row.


  • Reggie’s
    Three levels of rock, bar games, and burgers can be found at this unique venue.
  • Bar 22
    Unassuming, this jazz bar has been an oasis of great under the radar acts.
  • M Lounge
    Another secret little joint for jazz, you can get a great cocktail here!
  • Buddy Guy’s Legends
    Urban blues with the legend in his fancy new digs? Yes, please!
  • The Jazz Showcase
    Housed in an old railway station, this club is one of the oldest in Chicago.

Things to Do


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