Old Town Bars, Restaurants & Nightlife
24+ spots · 24 events. Bars, late dinners, rooftops, and one-offs.
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The Best of The Second City
The Best of The Second City — live at Second City-Chicago: Mainstage.
420 Frankenstein
The creator of 420 Shakespeare is bringing Mary Shelley’s monster to life… with a little help from Mary Jane.
The Second City's: Pandemonium, Please Hold
Live theater at Second City-Chicago: Mainstage in Old Town.
Reality Detox: The Improv Experience
Reality Detox: The Improv Experience is a high-energy night of improvisation from The Second City, with a few sketch surprises mixed in...
Standup Throw Down: Millennials vs Gen X
Millennials take on Generation X in a live stand-up comedy battle, and the audience decides who wins.
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of crim
Topdog/Underdog
Lincoln dresses like his namesake, reenacting his assassination for money and laughs.
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!” – TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “ ★★★★★ ” THEY ARE AN E
The Second City's: Pandemonium, Please Hold
The Second City's: Pandemonium, Please Hold at Second City-Chicago: Mainstage in Chicago.
The Improvised Movie: Summer Blockbusters
Comedy show at De Maat Theatre at Second City in Old Town.
Chicago Comedy Hour
The Chicago Comedy hour is a comedy variety show featuring sketch comedy, improv comedy and stand up comedy from some of the best up and...
Max Manticof Special Event
Comedy show at Zanies Comedy Club in Old Town.
Venues in Old Town
Burton Place
Comedy club in Old Town at 1447 North Wells Street.
Cilantro Taco Grill
Cilantro Taco Grill is a fast-casual mexican in Old Town, serving Chicago's north side.
Dearly Beloved Chicago
Venue in Old Town at 900 N Franklin St.
De Maat Theatre at Second City
The intimate upstairs stage at Second City in Old Town, De Maat Theatre showcases emerging talent and experimental comedy in a room where every seat feels front row. A perfect add-on to a mainstage night or a destination on its own for comedy heads.
Experience 868 Events
Venue in Old Town at 868 North Franklin Street.
GreenCare Medical Dispensary
GreenCare Medical Dispensary is a medical cannabis in Old Town, serving Chicago's north side.
Happy Camper Pizza
Tucked away in Old Town, Happy Camper Pizza merges casual pizza with a buzzing bar scene that’s ideal for networking or casual mingling. Its regular social events and laid-back energy make it a go-to for folks craving good food and easy conversation.
Ja Grill
Authentic Jamaican jerk chicken, oxtail, curry goat, and rum cocktails in Old Town. The jerk chicken is legit — slow-smoked with Scotch bonnet peppers. Late-night weekends.
Judy’s Beat Lounge at the Second City Training Center
Kababish BBQ & Grill
This casual late-night refuge satisfies intense midnight cravings with exceptional Pakistani barbecue and Indian classics. Specializing in beautifully charred, smoky tandoori kababs and rich, deeply spiced biryani cooked fresh, and operating until 3am every day, it is a top for nighttime food runs. The perfect place for heavy, high-flavor protein meals long after most kitchens have closed.
Machine Cocktail Bar
Bar in Old Town at 213 West Institute Place.
Masala Magic Restaurant
Embracing a modern, welcoming dining environment, this restaurant delivers a rich culinary exploration of Bangladeshi, Indian, and Pakistani recipes. Talented chefs utilize premium ingredients and traditional techniques to craft highly aromatic curries, tender tandoori meats, and masterfully blended spice combinations. Exceptional service and extended late-night hours on weekends make it a comfortable sit-down feast destination.