Second City

#1 most popular of 370 nightlife and entertainment options in Chicago

Dina10 writes, "My boyfriend and i went to check out this show at The Second City e.t.c stage in August…" »

VA_traveler writes, "The Second City" is a Chicago original, and has given a start to numerous comedic…" »

Green Mill

#2 most popular of 370 nightlife and entertainment options in Chicago

cary_c9 writes, "The Green Mill, the oldest continuously running jazz club in the US and possibly the…" »

supercat writes, "The Green Mill is a classic cocktail lounge. Its sign, done up in lights, and swanky…" »

House of Blues

#12 most popular of 370 nightlife and entertainment options in Chicago

GB from Devizes writes, "The House of Blues is one of the premier clubs in Chicago although all genres…" »

Pug writes, "“Well, this is a neat bit of packaging,” I observed as we stepped into the House of Blues.…" »

Metro

#4 most popular of 370 nightlife and entertainment options in Chicago

FlyAwayGirl writes, "The Metro is the most famous rock venue in the City by the Lake. After more than…" »

watermelonsugar writes, "I've known these guys for a few years now and have been taking their pictures…" »

Cubby Bear

#11 most popular of 370 nightlife and entertainment options in Chicago

GB from Devizes writes, "This large sports bar is to be found on 1059 W. Addison St. and was to be the…" »

awehrum writes, "If you're ever in Wrigleyville for a Cubs game, the day's not over until you hit the…" »

Empty Bottle

#39 most popular of 370 nightlife and entertainment options in Chicago

mjmckenz writes, "Hipsters and Indie Rockers delight.The Empty Bottle is apparently famous for hosting…" »

FlyAwayGirl writes, "Although you might hear jazz, honky-tonk, or funk at the Empty Bottle, this venue…" »

Buddy Guy's Legends

#41 most popular of 370 nightlife and entertainment options in Chicago

FlyAwayGirl writes, "OK, so I haven't actually ever been to Buddy Guy's Legends yet but I live in…" »

PeeWeeVette writes, "Fantastic atmosphere. Get there early or you will not find sitting space, standing…" »

Old St. Pat's World's Largest Block Party

#42 most popular of 370 nightlife and entertainment options in Chicago

Sierra writes, "Chicago is home to nonstop festivals during the balmy summer months, and one of the…" »

lauramk writes, "Old St. Pat's will host the 18th annual World's Largest Block Party in 2002. The…" »

Vic

#16 most popular of 370 nightlife and entertainment options in Chicago

lauramk writes, "This place is a great place for a first date. It is silly and pitchers of beer are…" »

asilvers writes, "Remember the social feeling you had when you saw Rocky Horror Picture Show? Imagine…" »

Aragon Ballroom

#18 most popular of 370 nightlife and entertainment options in Chicago

nmagann writes, "My sentimental journey included seeing the Aragon Ballroom where my folks, who met in Chicago, dance away the nights. Address in hand, I caught the red line. For once the phrase “you can’t miss…" »