Nightlife
in Chicago, IL

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A good thing about being on vacation is that every day can be a weekend day. Wanting to hit the coolest spots in the area is only natural. That’s why we wanted to showcase this area’s vibrant nightlife.

Below you’ll find a list of the most trendy and interesting places to check out while you’re in town. Whether you’re new to the area, looking for something different to do, or just visiting, we’re sure you’ll find something you’ll love.
Buddy Guy's Legends
Buddy Guy's Legends

(312) 427-1190

700 S Wabash Ave
Chicago, IL 60605   Directions Website

If you're a fan of blues music, you will want to attend Buddy Guy's Legends in Chicago. This iconic blues bar is owned by the legendary blues musician Buddy Guy himself, and it's one of the best places in the country to catch a live blues performance.

Over the years, some of the biggest names in music have graced the stage at Buddy Guy's Legends, including Van Morrison, Bo Diddley, The Rolling Stones, Lou Rawls, ZZ Top, John Mayer, Stevie Ray Vaughan, and many more. It's a must-visit spot for music lovers visiting Chicago.

Celeste
Celeste

(312) 836-4316

111 W Hubbard St
Chicago, IL 60654   Directions Website

Celeste is an exceptional twist on the traditional American drinking establishment, consisting of four unique levels that architecture, art movements, social clubs, and the blurring of boundaries between art and life inspire. The fine dining and imaginative cocktails perfectly complement the thoughtfully designed space. What sets Celeste apart is that a talented ensemble cast collaborates to create an unparalleled experience.

The vintage glow of the building, which was initially a glass factory, adds a nice touch. There are four levels, each with a unique ambiance - Cocktail Bar, Deco Supper Club, Disco, and Garden. The Whiskey Bar on the first floor is perfect for a casual evening with friends. In contrast, the Deco Supper Club on the second floor provides a glamorous throwback to Chicago's architectural history. The third-floor Disco promises to be fun, and the fourth-floor Garden offers a beautiful escape with its retractable glass rooftop and Victorian furniture.

City Winery Chicago
City Winery Chicago

(312) 733-9463

1200 W Randolph St
Chicago, IL 60607   Directions Website

City Winery is a unique venue that offers live entertainment and a wide selection of wine in a warm and welcoming atmosphere. With a working winery on site, guests can enjoy up to 18 varieties of wine while being entertained. The venue can accommodate up to 300 guests, and each location offers a distinctive culinary and cultural experience for wine enthusiasts. City Winery has expanded to provide intimate concerts, food and wine seminars, private event spaces, upscale dining, and a fully functioning winery.

Experience the charm of wine country with modern comfort and convenience in an urban setting. The performance venues are equipped with state-of-the-art acoustics provided by Meyer Sound. Before the concert, you can visit the tasting room to try a flight of wines. After the show, stop by the bar for more drinks. City Winery offers a range of functional spaces that can host a memorable night out for two or an unforgettable private event. There is something for everyone at City Winery, whether it's discovering new wines while enjoying an intimate concert or celebrating your wedding in the wine garden followed by an epic party.

Empty Bottle
Empty Bottle

(773) 276-3600

1035 N Western Ave
Chicago, IL 60622   Directions Website

The Empty Bottle sounds like an excellent spot to catch some live music. They offer affordable drinks, reasonable cover, and a fun crowd. It's interesting to note that the bar started as a cat-filled hole-in-the-wall in 1992 but later moved two blocks up the street to a slightly larger and better-equipped venue.

They've been putting on great shows for the past 20 years and have managed to maintain their success thanks to their low prices, lack of attitude, and loyal customer base.

Hollywood Casino Joliet
Hollywood Casino Joliet

(888) 436-7737

777 Hollywood Blvd
Joliet, IL 60436   Directions Website

Visit the Hollywood Casino Joliet and try your luck at gambling. With a wide range of games available, including table games, poker machines, penny slots, and live poker, there's something for everyone. So, bring your best poker face and plenty of coins to experience the nightlife fully.

Apart from the games, you can also enjoy live entertainment, delicious meals at the restaurants, and thrilling promotions to enhance your experience. And if you're looking for an overnight stay, they have 100 premier hotel rooms and 80 spacious RV sites away from the gaming floor and dining area. If you're looking for more things to do in the area, there are plenty of options available. Some popular attractions include the Rialto Square Theatre, Joliet Area Historical Museum, Joliet Slammers - DuPage Medical Group Field, Jacob Henry Mansion, Joliet Iron Works Historic Site, and Pilcher Park.

House of Blues
House of Blues

(312) 923-2000

329 N Dearborn St
Chicago, IL 60654   Directions Website

If you're looking for a great place to catch a show, check out the House of Blues. Located in the heart of Chicago, this popular music venue chain offers a unique and authentic atmosphere. The House of Blues Chicago was established in 1966. It was designed to replicate the famous "Estavovski" Opera House in Prague, with its "Crazy Quilt" and Delta Mississippi mud kept under the stage.

Over the years, the House of Blues has hosted countless shows featuring some of the greatest artists ever. From The Who and Al Green to Kanye West and John Mayer, this venue has seen it all. And with a capacity of up to 1,800 people, you will have a great time. So, whether you're a fan of rock, blues, or hip-hop, be sure to check out the House of Blues for an unforgettable experience.

Howl at the Moon Chicago
Howl at the Moon Chicago

(312) 863-7427

26 W Hubbard St
Chicago, IL 60654   Directions Website

Howl at the Moon is an ideal venue for various events such as bachelor and bachelorette parties, birthday parties, corporate events, private parties, meetings, cocktail parties, networking events, fundraisers, team building events, graduation parties, award ceremonies, and many more.

You can book your party at Howl at the Moon today and experience the most unique nightlife entertainment in the country. The talented and versatile musicians will perform your favorite songs on pianos, guitars, and more. You can sing, dance, and howl with them in a high-energy show that will make your night unforgettable. Whether you're celebrating a special occasion or want to have fun, Howl at the Moon is the perfect spot for you.

Kingston Mines
Kingston Mines

(773) 477-4646

2548 N Halsted St
Chicago, IL 60614   Directions Website

If you are a fan of blues music, you should visit Kingston Mines during your trip to Chicago. This jazz and blues bar is one of the oldest establishments in the city and offers an intimate setting for live music performances. The venue has been presenting the best acts since 1968 and has a legendary reputation for hosting some of the finest live music performances in Chicago. It has won the "Best Blues Club" award at the Chicago Music Awards for 13 years.

At Kingston Mines, you can enjoy live, authentic jazz and blues music on two stages. The venue also offers a wide selection of drinks, including beer buckets, wine, and cocktails. And if you're feeling hungry, check out Doc's Rib Joint - the in-house restaurant that serves mouthwatering barbecue, chicken, burgers, seafood, ribs, and various tasty sides and appetizers.

The Mine Music Hall
The Mine Music Hall

(312) 491-8600

1431 W Lake St
Chicago, IL 60607   Directions Website

Are you looking for a thrilling night out in Chicago? Look no further than The Mine Music Hall, the ultimate destination for party-goers. This 10,000-square-foot warehouse-style venue, located in the West Loop corridor, features three separate rooms with distinct music environments. With three dance floors and five bars, there's plenty of space to dance and enjoy drinks. If you're a fan of Latin and Reggaeton music, head over to The Mine Music Hall. You can enjoy live music performances or DJ shows and use the full on-site sound, lighting, and A/V capabilities.

Since 2000, The Mine has been known for providing the best in Chicago nightlife and Latin dance parties. The venue boasts an impressive 10,000 square feet of space, including five bars, oak dance floors, comfortable lounge seating, and state-of-the-art sound, lighting, and video. Whether you're looking for premier parties or concerts hosted by V5 featuring the hottest DJs and bands worldwide, The Mine Music Hall has got you covered.

The Second City
The Second City

(312) 337-3992

(800) 896-8120

1616 N Wells St Fl 2
Chicago, IL 60614   Directions Website

If you want to have a good laugh and witness some of the best comedic talents in the show business, you should visit The Second City Theater. This theater has been the breeding ground for many famous comedians like John Belushi, John Candy, Bill Murray, Dan Aykroyd, Gilda Radner, Mike Myers, Chris Farley, Steve Carell, Stephen Colbert, and Tina Fey.

The Second City is an improvisational comedy company that started in Chicago. The company has stages in Toronto and Los Angeles, 11 touring ensembles, and training centers and programs in other cities. The performances are semi-improvised and feature scripted material with new content added after the second act, often based on audience suggestions

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