Chicago Travel Guide

Several distinguished stages make up the Loop’s theater district. Goodman, Chicago’s oldest and largest nonprofit theater, has entertained locals and visitors for more than 80 years. Catch a production in Goodman’s landmark building. Check the website for upcoming performances.

Started in the mid-seventies in a church basement by Jeff Perry, Terry Kinney, and Gary Sinise, the famed Steppenwolf Theater Company now has 43 ensemble members, including John Malkovich, Joan Allen, and John Mahoney, and puts on early 700 performances, annually.

Specializing in outsider and contemporary pop art, Mars Gallery is said to possess a special energy due to its location atop a purported vortex within the earth. Whether you’re a believer of the energetic vortex or not, the regular exhibitions are worth a visit to this one-of-a-kind gallery.

The ultimate shopping experience, 900 North Michigan boasts six floors of more than 70 luxury retailers, comprised of both national brands and boutiques, including Gucci, Michael Kors, and Bloomingdale’s.

While wandering down Milwaukee Avenue, be sure to stop at the indie-minded startup Shop 1021, which sells a selection of well-edited gifts such as Fred glassware.

Founded by two Chicago women designers, Wolfbait & B-girls sells the wares of more than 170 local artisans.

This neighborhood favorite offers a selection of delicacies. Choose from a variety of savory pies from the deli: lamp and potato; spinach and feta; parsley, olive, and cheese; and many more. Opt for pistachio, walnut, and almond baklava for dessert.

Amid countless coffee chains, Fabcakes is a welcome change for your caffeine fix. Red velvet-draped walls add to the cozy atmosphere of this café, where customers enjoy freshly baked goods and lattes flavored with homemade syrups, like pepper-fig and vanilla-rose.

Enjoy great wines and knowledgeable, friendly service in this former warehouse/current wine bar. The warmly lit, romantic ambience, stunning views of the Chicago skyline, delicious cheeses and charcuterie, and, of course, wine make The Tasting Room a fashionable destination.

Wrigleyville is the primary destination for many travelers to Chicago. Cubs fans flock to Wrigley Field on game day despite their beloved team’s infamous defeats. Experience the Cubbies’ home field up close in the daily tours offered at Wrigley.

Housed in a former gear factory, the Lillstreet Art Center, founded in 1975, accommodates students, teachers, and lovers of art in this spacious brick building. The gallery and gift shop showcase the work of both emerging and recognized artists.

Logan Square’s residents cheered the reopening of this 1915-built movie house, which has been refurbished in all of its Art Deco glory. Film showings range from new releases to indies and cult classics.