South Shore Cultural Center

This chic coffee gem serves up rich specialty brews and standout pastries, like the must-try Sunday black mole croissant, all in a snug, minimalist space.

A quirky, dog-friendly neighborhood tavern known for its board games, cheap drinks, and welcoming vibe, perfect for a chill hangout.

A charming family-run diner, this casual spot serves up generous all-day breakfasts and brunch favorites, perfect for sunny outdoor feasting.

Casually refined venue for steaks, burgers & ribs cooked on giant Weber kettles.

Lao Peng You offers a cozy BYOB vibe where handmade dumplings and comforting noodle soups make every visit feel like a warm family gathering.

Steingold’s is a bustling gem in Chicago serving up creative Jewish deli classics—think delicious sandwiches and some of the best bagels around, all with artisanal coffee on the side.

Polished quarters in a refined hotel featuring a spa, an Italian restaurant & a rooftop lounge. Set in a contemporary building with a Cubist-influenced facade, this posh hotel in the vibrant River North neighborhood is a 6-minute walk from an El station and 8 minutes on foot from the shops along the Magnificent Mile. Polished rooms come with flat-screen TVs, iPod docks and free Wi-Fi, along with wet bars and coffeemakers. Upgraded rooms add sitting areas, while suites have separate living rooms. There's a chic Italian restaurant, and a plush rooftop lounge with a terrace and a fire pit. Other amenities include a spa and a 24-hour gym. Parking is available for a fee.

A chic cocktail lounge where eye-popping drinks and inventive small bites create a unique vibe for those looking to mix and mingle.

Lula Cafe serves up inventive, market-driven dishes in a cozy spot that’s the epitome of brunch bliss, where every bite feels like a warm hug.

Hip venue serving Japanese noodle soups & small plates, plus whiskey, sake & beer amid artful decor.