As someone who has enthusiastically eaten their way through the Old Town neighborhood for years, allow me to serve as your guide. Get ready to embark on an adventure through Old Town Restaurants!
If you’re anything like me, you can’t resist the magnetic energy that radiates through Old Town. This lively neighborhood has a captivating essence that hooks you from the moment you step foot on its charming, tree-lined streets and take in the historic brick facades. These are the 10 must-visit Old Town restaurants that epitomize the spirit of this one-of-a-kind neighborhood.
EXPERT TIP: Looking for something to do after you grab a bite to eat? Check out our guide to comedy shows around the city, with many close by to the Old Tow neighborhood.
From Upscale Ambiance to Classic Comfort Food: Diverse Dining Options
Benchmark
Whenever I’m craving an upscale night out, Benchmark is my go-to for its swanky ambiance and outstanding contemporary American fare along with masterfully crafted cocktails. It’s a classy establishment that always impresses.
Broken English Taco Pub
Whenever I’ve craved bold, authentic Mexican flavors, the deliciously funky Broken English has delivered with their Mexico City street food-inspired tacos and potent margaritas. The graffiti-clad space only adds to the vibrant atmosphere.
Happy Camper
Quirky and creative, Happy Camper always delights me with its playful spins on classic comfort foods. From the insanely indulgent appetizers that are Instagram gold to the craveable pizzas, this place never disappoints when I’m seeking adventurous flavors.
Must-Try Dishes in Old Town: Burgers, Tacos, Pizza & More!
Small Cheval
No visit to Old Town is complete without joining the line (trust me, it’s worth it) for one of Small Cheval’s celebrated smashed burgers from the acclaimed Au Cheval team. Their simple yet sublime patties blow my mind every time.
Corcoran’s Grill & Pub
This Irish pub institution has been my refuge for hearty classics and a perfectly poured pint for years. There’s nothing quite like the comfort of their outdoor patio in the summertime with a great plate of food and cold drink.
Burton Place
Right on the corner of this lively neighborhood sits Burton Place – a 3-story bar with an electric atmosphere perfect for any night out. It has been the setting for many get togethers with friends. From their consistently great drinks to their delicious pub fare (with a kitchen that is open late), it’s a neighborhood treasure.
EXPERT TIP: For those seeking a cold drink, check out our guide to Happy Hours, that will not disappoint around the city.
Old Town Pour House
This rambunctious spot has been one of my go-to local haunts for years when I’m craving elevated pub grub like juicy burgers, loaded nachos and craft beer. With its central location, it’s the perfect pre-gaming destination before a night of bar-hopping in Old Town.
Unwind and Savor: Rooftop Patios & Cozy Wine Bars
Utopian Tailgate
As someone who loves a rooftop hangout, I’ve spent many a weekend at this stellar spot that brilliantly boats a rooftop adorned with bar games to keep you and your group busy all day. Their flavorful tacos, nachos and craft margaritas are a touchdown for game day gatherings.
The Vig
The Vig’s cozy wine bar allows you to relax and indulge in their globally-inspired small plates alongside top-notch vino. It’s my happy place for leisurely grazing and sipping.
Orso’s Restaurant
When I’m in the mood for rustic yet refined Italian fare, Orso’s is my go-to Old Town gem. This charming neighborhood trattoria has been serving up classics like pillowy gnocchi, wood-fired Neapolitan pizzas, and homemade pastas in a warm, inviting space for years.
Savor the Flavor: Dive into in Chicago’s Old Town Restaurant Scene
As you wander the cobblestone streets, tantalizing aromas of sizzling cuisine and clinking glasses lure you to experience Old Town’s acclaimed dining scene firsthand. From long-standing establishment preserving beloved traditions to trailblazing hotspots dazzling with inventive fare, this enclave of Chicago offers an unrivaled array of flavors to discover.
From innovative hotspots to beloved mainstays, Old Town’s restaurant scene has been my delicious playground for years. These 10 eateries showcase the incredible range of flavors and atmospheres that make grabbing a bite in this lively neighborhood an unbeatable experience. Trust me, you won’t go wrong at any of these Old Town gems during your Chicago travels!
EXPERT TIP: For those looking to learn more about the unique architecture around the area, be sure to check out one of the many architecture tours.
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