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.
Aragon Ballroom
Aragon Ballroom

(773) 561-9500

1106 W Lawrence Ave
Chicago, IL 60640   Directions Website

Experience live music at the historic Aragon Ballroom. The venue was built in 1926 and its long career, the Aragon has hosted performances by artists like Buddy Holly, Creedence Clearwater Revival, Marvin Gaye, Steve Miller Band, Pink Floyd, Journey, AC/DC, Billy Idol, Nirvana, Weezer, Tool and many more.

Buddy Guy's Legends
Buddy Guy's Legends

(312) 427-1190

700 S Wabash Ave
Chicago, IL 60605   Directions Website

A legendary blues musician owning a legendary blues bar - it makes perfect sense. Check out a Chicago treasure at Buddy Guy's Legends. The entertainment venue is one of the premier blues venues in the country, whose stage has seen performances by Van Morrison, Bo Diddley, The Rolling Stones, Lou Rawls, ZZ Top, John Mayer, Stevie Ray Vaughan and many more.

City Winery Chicago
City Winery Chicago

(312) 733-9463

1200 W Randolph St
Chicago, IL 60607   Directions Website

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City Winery is 300 seat stage with live entertainment. Enjoy beverages & dining at your seat with a working winery of 18 varieties of wine on tap.

Empty Bottle
Empty Bottle

(773) 276-3600

1035 N Western Ave
Chicago, IL 60622   Directions Website

The Empty Bottle is a great little place to see some live music with affordable drinks, reasonable cover, and a fun crowd.

Hollywood Casino Joliet
Hollywood Casino Joliet

(888) 436-7737

777 Hollywood Blvd
Joliet, IL 60436   Directions Website

Try your hand at gambling at the Hollywood Casino Joliet. The casino is home latest games and all your favorites like table games and poker machines along with penny slots and live poker. Don't forget pennies and your poker face when you head out to experience the nightlife here.

House of Blues
House of Blues

(312) 923-2000

329 N Dearborn St
Chicago, IL 60654   Directions Website

Check out a show at one of America's favorite venues, the House of Blues. The Chicago location offers that House of Blues feel with the traditional "Crazy Quilt" and Mississippi mud, in an environment that is unique to Chicago.

The House of Blues Chicago opened in 1966 in Chicago's Marina City Complex. The location is a franchise of the popular music venue chain and was designed to emanate the "Estavovski" Opera House in Prague. The venue follows the traditions of the other House of Blues locations by displaying the "Crazy Quilt" and keeping a metal box of Delta Mississippi mud underneath the stage.

The popular concert house has hosted thousands of shows since opening. Artists who have performed include The Who, Al Green, Billy Idol, Pearl Jam, Willie Nelson, Blink-182, Duran Duran, Jame Brown, Prince, Robert Plant, John Legend, Kanye West, Matchbox 20, Alice Cooper, John Mayer, Blondie, The Beach Boys, Dolly Parton, Deep Purple, Snoop Dogg, Foghat, Fuel, George Jones, KC and the Sunshine Band, Bon Jovi, and hundreds of others.

Kingston Mines
Kingston Mines

(773) 477-4646

2548 N Halsted St
Chicago, IL 60614   Directions Website

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Blues lovers and music enthusiasts alike - visit Chicago's best jazz and blues bar, Kingston Mines. The club is one of the area's oldest and offers an intimate setting for live music. Feel free to come with an appetite. The in-house restaurant Doc's Rib Joint serves up barbecue, chicken, ribs and more.

Kingston Mines is a jazz and blues theater that has presented Chicago with the best acts in the genre since 1968. The venue boasts an intimate atmosphere and some of the best music in the city - Chicago Music Awards has named it Chicago's best blues club for 13 years straight.

The area's oldest blues club presents live, authentic jazz and blues music on two stages. The venue serves beer buckets, wine, drinks and food. The in-house restaurant Doc's Rib Joint serves up barbecue, chicken, burgers, seafood and of course ribs, among other tasty entrees, sides and appetizers.

Kingston Mines began as a coffeehouse in 1968, but quickly began hosting traditional blues acts soon after. The club is credited with bringing the Blues to the north side of Chicago and the Lincoln Park area.

Kingston Mines has hosted some of the biggest names in blues, including: Big Walter Horton, Darrel "Cadillac" Calahan, Little Smokey Smothers, Calvin Johnson, Taj Mahal and Johnny Cotton.

The Mine Music Hall
The Mine Music Hall

(312) 491-8600

1431 W Lake St
Chicago, IL 60607   Directions Website

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Get down on one of the dance floors at Transit Nightlife. The nightlife destination is one of Chicago's premier party bars, with three dance floors and five bars. They offers plenty of room to dance and drink the night away.

The Second City
The Second City

(312) 337-3992

(800) 896-8120

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

Laugh it up at a theater where some of the best comedic talents have gotten their start in show business. The Second City alumni include big names in entertainment 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 originated in Chicago. The company has stages in Toronto and Los Angeles, 11 touring ensembles, training centers and programs in other cities. The performances are semi-improvised, scripted features with new material put in place after the second act, which is often based on audience suggestions.

Some of the best comedy actors, comedians, and Saturday Night Live alumni of our time had their start at the Second City Theatre in Chicago. Alan Arkin, Joan Rivers, Peter Boyle, John Belushi, John Candy, Bill Murray, Dan Aykroyd, Eugene Levy, Gilda Radner, Shelley Long, James Belushi, Mike Myers, Chris Farley, Tim Meadows, Steve Carell, Stephen Colbert, Rachel Dratch, Tina Fey, and Adam McKay are just a few celebrities who have taken part in productions at Second City Theatre.

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