The Ultimate Guide to Chicago's Best Restaurants for Live Music and Entertainment

As a food and music enthusiast, I have always been drawn to the vibrant city of Chicago, IL. Known for its diverse range of cuisines and lively atmosphere, it's no surprise that the Windy City is also home to some of the best restaurants for live music and entertainment. From jazz clubs to rooftop bars, there is no shortage of options for those looking to enjoy a delicious meal while being serenaded by talented musicians.

Green Mill Cocktail Lounge

Located in the Uptown neighborhood, Green Mill Cocktail Lounge has been a staple in the Chicago food and music scene since 1907. This historic jazz club has hosted some of the biggest names in the industry, including Al Capone's favorite singer, Joe E. Lewis.

Today, Green Mill continues to attract top-notch musicians and offers live music every night of the week. The menu at Green Mill features classic American dishes with a twist, such as their famous deep dish pizza and their signature Green Mill burger. The cozy and intimate atmosphere makes it the perfect spot for a date night or a night out with friends. And with its rich history and impressive lineup of performers, it's no wonder that Green Mill is considered one of the best jazz clubs in the country.

The Signature Room at the 95th

If you're looking for a more upscale dining experience with live music, The Signature Room at the 95th is the place to go. Located on the 95th floor of the iconic John Hancock Center, this restaurant offers breathtaking views of the city skyline while you enjoy your meal. The Signature Room features live music every night of the week, ranging from jazz to pop to R&B.

The menu offers a variety of dishes, from seafood to steak to vegetarian options. And for those looking to splurge, they also have an extensive wine list and a selection of handcrafted cocktails.

Kingston Mines

For a taste of the blues, head to Kingston Mines in the Lincoln Park neighborhood. This iconic blues club has been around since 1968 and features two stages that offer live music every night until the early hours of the morning. The menu at Kingston Mines is all about comfort food, with dishes like fried chicken, BBQ ribs, and mac and cheese. And with its laid-back atmosphere and friendly staff, it's the perfect place to kick back, relax, and enjoy some great music.

The J.


If you're in the mood for some live music with a view, The J. Parker is the place to be. Located on top of the Hotel Lincoln in Lincoln Park, this rooftop bar offers stunning views of Lake Michigan and the Chicago skyline. The J. Parker features live music every Wednesday through Sunday, with a mix of local bands and DJs.

The menu offers a variety of small plates and cocktails, making it the perfect spot for a night out with friends or a romantic date.

Untitled Supper Club

For a unique dining experience with live entertainment, check out Untitled Supper Club in River North. This speakeasy-style restaurant offers live music every night, ranging from jazz to burlesque to comedy shows. The menu at Untitled features upscale American cuisine with a twist, such as their famous truffle mac and cheese and their signature fried chicken. And with its vintage decor and intimate atmosphere, it's the perfect spot for a special occasion or a night out with friends.


Chicago, IL is not only a foodie's paradise, but also a haven for music lovers. With its diverse range of restaurants offering live music and entertainment, there's something for everyone in the Windy City.

So next time you're looking for a unique dining experience, be sure to check out one of these top restaurants in Chicago.