📍 Old Town, Chicago

The comedy institution that launched Tina Fey, Steve Carell, Bill Murray, and basically every funny person in America. The mainstage shows are excellent, but the free improv sets a...

A boutique French room tucked into Old Town, Gavroche plays modern French cuisine in an intimate space built around the table. The kitchen works a seasonally informed a la carte me...

In Old Town, SHŌ reworks omakase with a modern, design-forward energy. Executive chef Mari Katsumura runs a ten-course tasting that shifts with the season, weaving traditional sush...

A bar and restaurant on Wells Street in Old Town, The VIG describes itself as hospitable, lively, and stylish, with outdoor dining and menus spanning dinner, brunch, happy hour, an...

An intimate upstairs cocktail bar and restaurant in the heart of Old Town on Wells Street, open late Thursday through Saturday only. The cocktail list runs playful and house-driven...

Tuscan-leaning Italian in Old Town, open since 1982 and still drawing the same neighborhood crowd it built four decades ago. The pastas, veal, and house salads sit in the comfortab...

An Old Town tavern that's been turning out slow-cooked baby back ribs since 1932, and the room still wears every one of those years -- worn wood, a working jukebox, the kind of pla...

David's Old Town homage to his grandmother Gussie, serving from-scratch Italian directly across the street from Second City. Pasta is made by hand daily, the curated wine list is s...

An Old Town cocktail-and-shareables room on Wells Street, right across from Second City. It comes from Vaughan Hospitality, the crew behind Corcoran's Grill & Pub next door, an...

Old Town pizza bar leaning hard into the campy roadside aesthetic — tire swings, neon, airstream vibes. The pizza is the actual draw, with cocktails to keep the night going. Walk-i...