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Joe's Seafood, Prime Steak & Stone Crab is a chic, old-school spot in River North, celebrated for its buttery stone crab and perfect steaks, all served by tuxedo-clad staff in an elegant setting.

Nestled in the South Loop, this laid-back dive bar serves up satisfying American classics, a good beer lineup, and a chill vibe with live music and sports.

All Together Now is the chic, all-day cafe and bottle shop in Ukrainian Village where you can savor local bites, creative sandwiches, and an impressive selection of natural wines, all in a cozy, inviting space.

At Firecakes Donuts, a charming spot in River North, you can indulge in a curated selection of artisanal donuts and inventive coffee drinks that will delight your sweet tooth.

Navy Pier is a vibrant mix of carnival rides, diverse restaurants, and stunning lakeside views, making it a quintessential Chicago spot for tourists and families alike.

Nestled in the vibrant Randolph Restaurant Row, Hide + Seek combines Mediterranean flavors with an upscale yet cozy vibe, perfect for cocktails and late-night bites.

Tucked away in Ravenswood, VIN312 Winery offers charming tastings of California-sourced wines, cozy seating, and friendly vibes from passionate staff.

Kumiko offers a hip space where imaginative Japanese bites and expertly crafted cocktails create a unique and stylish experience worth indulging in.

In this no-frills hot dog haven, dive into char-grilled dogs, juicy burgers, and fried shrimp—all served up late night in a casual outdoor patio vibe.

Little Bad Wolf in Andersonville serves up a cozy vibe with killer burgers, an extensive whiskey and beer list, and inventive comfort food that's perfect for any night out.