neighborhood
Roscoe Village
Why we love it
This charming “village within the city” is filled with casual taverns, independent shops, and cute cafes that spill out onto the sidewalks during the warm weather months.
Insider tips
This cozy little pocket is an eclectic mix of unique boutiques, classic frame and brick homes, and locally owned eateries. It’s a wonderfully welcoming and quirky place. Case in point: popular comfort food spot Kitsch’n on Roscoe, where you can enjoy your brunch with a side of ’70’s-style kitsch.
Check out Le Sud’s rooftop patio, where you can soak in the sun and laid back vibes with some French Mediterranean dishes. Come evening, head to Constellation, where you’ll find some of the city’s most progressive jazz, contemporary classical, and improvised music, founded by local drummer and Pitchfork Music Festival’s talent buyer.
Explore like a local
Shop a vintage clothing goldmine at Shangri-La Vintage. Get a free tasting on Sundays at Lush Wine & Spirits. Enjoy seasonal small plates and an approachable wine list on Volo Restaurant Wine Bar’s intimate, year-round patio.
Chicago Greeter: free guided tours
Taste, shop and explore the neighborhoods with a friendly local as your guide. Explore rich histories, diverse cultural traditions and hidden treasures. See sides of the city you may not have adventured out to on your own, and take away a truly authentic Chicago experience. Greeter visits are customized based on your choice of neighborhoods, language and interests.
Request a tour with a Chicago Greeter