Old Town Chicago is bursting with the greatest comedy clubs, vibrant bars, beautiful galleries, and endless dining. But with so many options, it's tough to decide on the perfect place. Our variety of cool hot-spots makes exploring the city easy. With a famous comedy club, an unexpected cafe, some of the best food in town, and more — discover the spots that give Old Town Chicago it's pulse.

Old Town Social



Located right in the center of it all, Old Town Social is a trendy pub-style lounge that covers all the essentials required for a great night out. The menu leans towards gourmet bar-style food, along with a list of craft beers and cocktails that won't disappoint!

Broken English Taco Pub



Another Old Town favorite, Broken English is a top dining spot for locals and tourists alike. The restaurant boasts exciting music and striking artwork from local talent. Indulge in a family style taco tray, so everyone can experience their unique take on Mexican street-style tacos.

The Second City



If you love to laugh, The Second City is right where you need to be. A comedy enterprise, they are best known for their fiercely funny improv shows, hilarious headliner cast, and notable alumni, including Tina Fey and Bill Murray. Don't leave without signing up for one of Second City's training programs, they offer everything from writing and stand-up to directing and acting.

3 Arts Cafe



If you are looking for beautiful scenery, it doesn't get much better than this. 3 Arts Cafe is located inside a Restoration Hardware in the trendy Gold Coast neighborhood. The curated menu combines Northern California and Mediterranean Cuisine, with options ranging from light toast and jam to delicious lobster rolls. 3 Arts Cafe is the perfect location for a memorable moment.

Jeni's Splendid Ice Cream



Looking to satisfy your sweet tooth? Be sure to check out Jeni's, a popular Ice Cream shop located on North Wells. Don't be surprised when you see people lining up to try their extensive list of flavors, ranging from refreshed classics to bold exclusives. This Chicago favorite has a little something for everyone!

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To learn more about Old Town’s vibrant neighborhood, check out our blog post 5 Reasons To Live In Old Town Chicago.

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