South Loop
Just south of downtown’s curvy el tracks, 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.
- Jugrnaut
This men’s streetwear shop has some cool threads for the skateboarding scene. - Optimo Hatmakers
Get your own chapeau or the perfect top of mind at this no-so-mad hatter - Embers + Apothecary Co.
This candle store also offers classes on how to mix wax and scent! - 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. - Brando’s Speakeasy
The karaoke here is always hot and the cocktails make it all sound better. - Printer’s Row Wine Bar
All the vino you could want in the historic Printer’s Row district. - Buddy Guy’s Legends
Urban blues with the legend in his fancy new digs? You may even catch him one night! - The Jazz Showcase
Housed in an old railway station, this club is one of the oldest in Chicago.
- Northerly Island
A former airport (torn down in an overnight bulldoze) is now a venue and park. - Play Street Museum
This children’s museum showcases all things play- from imagination to crafting. - McCormick Bird Sanctuary
Even birds find a bit of peace and quiet along the lakefront path. - Bridge Sports Chicago
This outdoor sports venue has pickleball, softball, tennis and more. - CSO
Our orchestra is one of the most accomplished collections of musicians in the world.
- Willie Dixon’s Blues Heaven
A tribute to Chicago’s irrefutable claim to Blues history. - Glass Curtain Gallery
Check out emerging artists from the renowned Columbia College. - Museum of Contemporary Photography
Columbia’s rotating exhibit featuring up and coming photographers. - Elephant Room Gallery
Localized art gallery featuring emerging and under-representated artists. - FAME Center
This non-profit is dedicated to fostering the next visionaries of music and art.


