Things to do in Chicago

Friday, Nov 20

2nd Set With Pharez Whitted

Andy's Jazz Club & Restaurant

Enjoy the second set of jazz music featuring Pharez Whitted in a cozy club atmosphere.

Friday, Nov 20

FRIDAY NOVEMBER 20: CHICAGO'S BEST COMEDY SHOW

The Comedy Bar

Headliner Matt O'Brien brings unforgettable laughs to The Comedy Bar in Chicago, right off the Magnificent Mile.

Friday, Nov 20

ADULT. & A Place To Bury Strangers

Metro

Catch an electrifying night with ADULT. and A Place To Bury Strangers at Metro Chicago. Ideal for fans of experimental music.

Friday, Nov 20

Redux Radio !

The California Clipper

Celebrate the launch of Redux Radio with a night of dancing and community at The California Clipper.

Friday, Nov 20

The Simple Remedy

Broken Hearts

Enjoy a night of American music with The Simple Remedy at Broken Hearts. Perfect for fans of country and Americana.

Friday, Nov 20

93 Gas w/ Slot-A

Emporium Arcade Bar

Join producers from Chicago for a night of lofi beats and socializing. Perfect for music lovers and creatives.

Friday, Nov 20

Mississippi Heat —Don't Look Back — with Inetta Visor and Daneshia Hamilton

Rosa's Lounge

Experience a night of blues with Mississippi Heat featuring Inetta Visor and Daneshia Hamilton at Rosa's Lounge.

Friday, Nov 20

Buen Viaje (November 2026 Edition)

The Whistler

Experience a night of dreamy music with Buen Viaje at The Whistler. Perfect for fans of underground house beats.

Friday, Nov 20

GREYLOWW | 9:30 PM

RED ROOM Comedy Club

Enjoy a night of stand-up comedy featuring new and veteran talent at the RED ROOM Comedy Club. Ideal for comedy lovers.

Friday, Nov 20

Laugh Now Cry Later

The Lincoln Lodge

Laugh Now Cry Later promises a night of laughter at The Lincoln Lodge in Chicago. Ideal for comedy enthusiasts.

Friday, Nov 20

Nurse John

The Chicago Theatre

Catch Nurse John live at The Chicago Theatre for an engaging performance. Perfect for fans of live music.

Friday, Nov 20

Carson Olshansky: Buddy

The Lincoln Lodge

Join Carson Olshansky for a unique standup experience at The Lincoln Lodge in Chicago. Ideal for fans of queer comedy.

Friday, Nov 20

Isaiah Spencer The Late Set

Andy's Jazz Club & Restaurant

Catch Isaiah Spencer in a late-night jazz performance at this intimate venue.

Friday, Nov 20

Mississippi Heat —Don't Look Back — with Inetta Visor and Daneshia Hamilton

Rosa's Lounge

Join us for a late-night blues set with Mississippi Heat and special guests at Rosa's Lounge.

Friday, Nov 20

Friday Vibes

Hydrate Nightclub

Dance the night away with Boy J and Sativa Diamond at Hydrate for Friday Vibes, featuring a mix of music styles.

Saturday, Nov 21

Lights Festival Starts Here

The Shops at North Bridge

Celebrate the Wintrust Magnificent Mile Lights Festival with shopping, dining, and festive fun. Enjoy exclusive promotions and holiday experiences.

Saturday, Nov 21

Art Popup w/Varsha Kumar

Nabala Cafe

Explore unique art pieces at the Art Popup featuring Varsha Kumar. A great opportunity for art lovers to discover new talent.

Saturday, Nov 21

Ohio State Buckeyes at Nebraska Game Day

Woodie's Flat

Watch the Ohio State game at Woodie's Flat with drink specials and wings. Perfect for sports fans in Chicago.

Saturday, Nov 21

RiverNorth Pole 2026 | Santa, Live Reindeer & Holiday Magic for St. Jude

Trump International Hotel & Tower® Chicago

Join us for a family fun day with Santa and Mrs. Claus at the River North Pole event.

Saturday, Nov 21

Store Tour: Eat, Shop, Learn

Vino &

Taste through our marketplace and learn to cook the Eatalian way. Ideal for food lovers and cooking enthusiasts.

Saturday, Nov 21

Hands-On: Pumpkin Ravioli

Vino &

Join our Scuola Chef for a hands-on class to prepare Pumpkin Ravioli. Perfect for cooking enthusiasts looking to learn.

Saturday, Nov 21

Blackhawks at Calgary Flames

Hopsmith Chicago

Watch the Blackhawks take on the Flames in a lively atmosphere at Hopsmith. Ideal for sports fans.

Saturday, Nov 21

Wine and Cheese: Perfect Holiday Picks

Vino &

Learn about wines and cheeses for the holiday season at Eataly. Great for foodies and holiday planners.

Saturday, Nov 21

SATURDAY NOVEMBER 21: SARPER

The Comedy Bar

Enjoy a night of laughs with Sarper, known from 90 Day Fiancé, at The Comedy Bar.

Saturday, Nov 21

Blackhawks at Calgary Flames

Woodie's Flat

Catch the Blackhawks live at Woodie's Flat for their game against the Flames. A must for hockey fans in Chicago.

Saturday, Nov 21

Blackhawks vs Flames

Fatpour McCormick: Ultimate Chicago Sports Bar

Watch the Blackhawks take on the Flames live at Fatpour with great food and drinks.

Saturday, Nov 21

Hands-On: Arancini

Vino &

Join our chef for a hands-on class to prepare Arancini. Ideal for cooking enthusiasts looking to learn.

Saturday, Nov 21

A Front-Row Affair | The Magnificent Mile Lights Festival At Rebar

Trump International Hotel & Tower® Chicago

Experience Chicago's Lights Festival from a unique vantage point at Rebar. Ideal for holiday enthusiasts.

Saturday, Nov 21

BearUnion Play Party! NOV 21 3:00-7:30!

Cell Block Chicago

Join the BearUnion Play party for a night of fun and socializing in the backroom bar. LGBTQ+ friendly event.

Saturday, Nov 21

CHICAGO REVIEW: A POETRY READING

The Whistler

Enjoy an evening of contemporary poetry with authors Cynthia Cruz, Sara Nicholson, and Martin Corless-Smith at The Whistler in Chicago.