The North-Clybourn hub is a great stop for shopping, with all the big, national brand names within walking distance. But keep your eyes peeled for some hidden local gems.
North Avenue, at the intersection of Halsted Avenue, features destinations worthy of some serious Chicago pride. The multiple Tony award-wining Steppenwolf Theatre counts Gary Sinise, John Malkovich and Laurie Metcalf among its alums. Across the street, the Royal George Theatre’s four stages feature off-Broadway plays, musicals and more. And just north on Halsted is the bucket list-worthy Alinea, with its three Michelin stars, modern art-adorned walls, and international reputation for highly creative, experimental cuisine.
Clybourn Avenue is all about shopping and entertainment. The NEWCITY complex houses big-name stores like Saks Off 5th Avenue and Z Gallerie, as well as all-in-one night entertainment from Kings (bowling, dining, drinking) and ArcLight Cinemas (movies, dining, drinking). Walk up Clybourn, North and Halsted for even more serious shopping at stores like Sephora, REI, Crate and Barrel, The Container Store and the Apple Store.
Kingsbury Street offers its own mini entertainment and shopping destination. There you’ll find stores like Anthropologie, DSW, Athlete and Williams-Sonoma, as well as a jaw-droppingly large Whole Foods, complete with a wine bar and food court with riverfront views. And don’t miss iO Theatre — this legendary comedy venue is a mecca for fans and students of improvisation, and features multiple shows every night of the week (and multiple bars, too).