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When the sun goes down, Chicago really heats up. From the bright lights of the stage to the dim lights of a dance floor, the city is alive with music, laughter and excitement all night long.

Live Music

catch 35 jazz

catch 35

Perfectly positioned between River North and the Loop, this classic seafood spot features live jazz Tuesday – Saturday

chicago blues bar kingston mines

kingston mines

Head to Lincoln Park for the city’s oldest and largest continuously running blues club with two stages

Jazz Showcase music

jazz showcase

The Windy City’s oldest jazz club is still going strong under the leadership of the founder’s son

Buddy Guys Legends music

buddy guy's legends

This South Loop spot features a generous helping of live blues – and maybe even a sighting of the legend himself

Sports Bars

chicago bowling 10-pin 2


A hip bowling alley and lounge located along the river under the famed Marina City Towers

emerald loop Chicago bars/nightlife Restaurant

Emerald Loop

A raucous Irish restaurant and tavern with plenty of TV’s and good cheer

ambassador public house

Setting the tone for European fare and global sports action in a airy West Loop location


chicago island party hut cocktail

island party hut

Set on the Riverwalk, this tiki-themed spot is a favorite with locals looking for boat drinks and ice-cold cervezas

Brew Pub/

Beer Centric

Adams street brewing

With roots dating back over 120 years and its sister company holding liquor license #1, you know the beer is top notch

Haymarket Chicago Brewery


A favorite with locals, this rustic brewpub offers a rotating selection of house brews & elevated pub food 

Cruz Blanca Chicago Brewery

Cruz Blanca

A small-batch brewery focused on ModMex lagers and tropical wild-fermented sours

Monk's Pub Chicago Beer Dining Restaurant

Monk's Pub

This hidden gem under the “L” tracks boasts  a thoughtfully curated selection of beers

Franklin Tap Chicago Beer Dining Restaurant

moody tongue

Featuring a brewery and distillery along with truly elevated seasonal cuisine in a dramatic space


chicago lips burlesque


Chicago’s best and certainly most fabulous show lounge with dining, drinking and a drag-alicious Sunday Gospel Brunch

Cocktail Lounge

chicago restaurant the dearborn cocktail

The Dearborn

This Loop restaurant serves some of the best cocktails in the Loop

Brando's Speakeasy Chicago Cocktail Lounge Bars/Nightlife

brandos speakeasy

Known for their Karaoke, but this dark intimate lounge serves proper cocktails

2Twenty2 Tavern Chicago Cocktail Lounge Bars Nightlife


Interactive restaurant by day, lively cocktail lounge by night

2Twenty2 Tavern Chicago Cocktail Lounge Bars Nightlife

2Twenty2 Tavern

Located under the “L” tracks sits this dimly lit and rustic bourbon and craft beer bar

Dive Bar

South Loop Club

A favorite with locals for decades, this spot also serves top-notch burgers

Sky Ride Tap Chicago Bar Nightlife

Sky Ride Tap

A real “regulars” bar offering cheap eats and drinks in a classic cop bar setting

Smoking Lounge

Iwan Ries Lounge

Plush chairs, big-screen TV’s, free WiFi and BYOB – This is the perfect place to enjoy a relaxing smoke in Chicago


2Twenty2 Tavern Chicago Cocktail Lounge Bars Nightlife

weather mark Tavern

This friendly nautical-themed tavern in the South Loop  is a favorite with the locals – so you know its good

2Twenty2 Tavern Chicago Cocktail Lounge Bars Nightlife

2Twenty2 Tavern

Located under the “L” tracks sits this dimly lit and rustic bourbon and craft beer bar

Wine Bar

2Twenty2 Tavern Chicago Cocktail Lounge Bars Nightlife

The Pressroom

Intimate subterranean wine bar in a century-old building with a vintage vibe 

Randolph Tavern Chicago American Dining

joe's imports

This boutique wine bar and restaurant invites patrons to “take a vaction with each sip of wine”


Most performing arts venues require ticket holders 5 and older to show proof of completed vaccination status and wear a mask

chicago magic parlour dennis pointing

magic parlour

Head to a private ballroom at the Palmer House Hotel to experience the trickery of Dennis Watkins, the #1 show in Chicago on Tripadvisor

chicago magic parlour dennis pointing

to kill a mockingbird

Harper Lee’s Pulitzer Prize-winning masterworks hits the Nederlander Theatre for a limited engagement

auditorium theatre national geographic live wild hope

ain't too proud - the life and times of the temptations

This new musical at the Cadillac Palace Theatre follows The Temptations’  journey from the streets of Detroit to the Rock & Roll Hall of Fame

leonardo da vinci notebooks logo

sex tips for straight women from a gay man

Voted Best Comedy for Couples, this raucous and interactive comedy hits the Greenhouse Theater Center stage

superior covid testing

skates the musical

Now performing at the Studebaker Theater on South Michigan Avenue, this hit show is Grease meets Hairspray with a touch of Xanadu!

CTW22 800x800 new

spring awakening

This powerful production that tells the timeless tale of youthful self-discovery begins a limited run at the Ruth Page Center for the Arts

B.I.C. The Play that Goes Wrong

the play that goes wrong

What would happen if Sherlock Holmes and Monty Python had an illegitimate Broadway baby? You’d get this classic murder mystery that is chock-full of mishaps and madcap mania.

auditorium theatre national geographic live wild hope


From Tudor Queens to Pop Princesses, the SIX wives of Henry VIII turn historical heartbreak into an exuberant celebration of 21st-century girl power! 

superior covid testing

teatro zinzanni

Performing under the Spiegeltent ZaZou, this interactive cirque, comedy and cabaret, experience isn’t your parents dinner theatre