Things to do in Chicago, IL

Music, Comedy, Theater, Food & Drink, Nightlife Clear

When

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Category

Music 1453 Comedy 27 Theater 43 Food & Drink 101 Nightlife 419 Parks & Outdoors 226

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Time

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Area

Chicago 775 Evanston 91 Berwyn 65 Rosemont 42 Skokie 25 Tinley Park 12 Highland Park 8 Gary 5 Palatine 3 Hammond 2

2,043 events · Music, Comedy, Theater, Food & Drink, Nightlife

Wednesday, September 9

Wed · Sep 9 · 8:00 PM

Trivia Night

Wed · Sep 9 · 8:00 PM

Trivia Night

Carol's Pub · Chicago

Wed · Sep 9 · 8:00 PM

ALFONSO PONTICELLI

Green Mill Cocktail Lounge

Wed · Sep 9 · 8:00 PM

Added Color, Lavisher

Reggies Music Joint · Chicago

Free↻ Recurring

Wed · Sep 9 · 8:00 PM

Comedy Open Mic

Wed · Sep 9 · 8:00 PM

Karaoke Night

Rabbit Hole Wrigley

Wed · Sep 9 · 8:00 PM

Karaoke Night

Sidekick's Entertainment Lounge

Wed · Sep 9 · 8:00 PM

Trivia Night

George Street Pub

Wed · Sep 9 · 8:00 PM

Elastro: Hunter Brown, chelliah, Stereotypewriters

Wed · Sep 9 · 8:00 PM

Shadowgrass

Garcia's Chicago · Chicago

Wed · Sep 9 · 8:00 PM

Geeks Who Drink Trivia

Wed · Sep 9 · 8:30 PM

CHA WA Returns to FITZGERALDS NIGHTCLUB w/ special guest The Hurtin' Kind

FITZGERALDS NIGHTCLUB · Berwyn

Wed · Sep 9 · 8:30 PM

LITTLE HOPES @ FITZGERALDS SIDEBAR!

FITZGERALDS SIDEBAR · Berwyn

Wed · Sep 9 · 8:30 PM

Lara Somogyi: a [time] patterned (Chicago premiere)

$16.99↻ Recurring

Wed · Sep 9 · 9:00 PM

BROTHER JOHN – Host The Jam

Buddy Guy's Legends

Wed · Sep 9 · 9:00 PM

Karaoke Wednesdays

Replay Lakeview

20↻ Recurring

2nd Set With Charles Heath

Andy's Jazz Club

Relax Attack Jazz Series: Ben Branda Quartet

I Like To Watch

Soul Message Trio

10↻ Recurring

Late Night Concert Series w/Ben Paterson

Andy's Jazz Club

Derek Caruso & The Blues Fuse - "High Voltage Night"

Homeward Bound + Noah Weissman

20↻ Recurring

1st Set With Charles Heath

Andy's Jazz Club

River Run Ben with Tyler Stock and Jane Hobson

Uncommon Ground

Thursday, September 10

Thu · Sep 10 · 7:30 AM

Anne Helen Wells, Suroor, MaryMary!

Thu · Sep 10 · 4:00 PM

Jill D. Swenson - "The Land of Everlasting Sky" - MT Cozzola

Seminary Co-op Bookstore

Thu · Sep 10 · 5:00 PM

Jam's Market & Deli Food Pop-Up

Burning Bush Brewery

Thu · Sep 10 · 5:00 PM

ANDY BROWN

Green Mill Cocktail Lounge

Thu · Sep 10 · 5:00 PM

Plantasia TWO DAY PASS

Garfield Park Conservatory · Chicago

Thu · Sep 10 · 5:30 PM

Plantasia - Day 1 with Helado Tropical (Helado Negro and Reyna Tropical) James K Gigi Masin Elori Saxl and Henry Solomon +more

Garfield Park Conservatory · Chicago

Thu · Sep 10 · 6:00 PM

Featured Players

Zanies Comedy Club Chicago

Thu · Sep 10 · 6:00 PM

TBD/Joanna Connor Band

Kingston Mines - Chicago Blues Center · Chicago

Thu · Sep 10 · 6:30 PM

Paul Marinaro Quartet

Winter's Jazz Club

Thu · Sep 10 · 7:00 PM

Zeruel

Avondale Music Hall · Chicago

Thu · Sep 10 · 7:00 PM

Erykah Badu

Ravinia · Highland Park

Thu · Sep 10 · 7:00 PM

Victor Ladis Schultz in conversation with Michael Welch, "The Book of the Jaguar"

The Book Cellar

Thu · Sep 10 · 7:00 PM

Volumes, Until I Wake, Catsclaw, Outrun the Sunlight

Reggies Rock Club · Chicago

Thu · Sep 10 · 7:00 PM

Open Mic Night

Whiskey Girl Tavern

Thu · Sep 10 · 7:15 PM

George Civeris

The Den Theatre

Thu · Sep 10 · 7:30 PM

Jeopardy! Bar League

Guthries Tavern

Thu · Sep 10 · 7:30 PM

And I, You, Sung Drone, Hell of a Life, Funeral Plain

Reggies Music Joint · Chicago

Thu · Sep 10 · 7:30 PM

Rainbow Girls w. Jordan Smart

SPACE · Evanston

Thu · Sep 10 · 7:30 PM

CC & The Madman: Fall of '86 (2 Sets!)

Thu · Sep 10 · 7:30 PM

Garth Brooks - Blame It All On My Roots Arena Tour

Allstate Arena · Rosemont

Thu · Sep 10 · 8:00 PM

JUNGLE - World Tour 2026

United Center · Chicago

Thu · Sep 10 · 8:00 PM

Jam For Good Presents - Niko Moon

Joe's on Weed Street · Chicago

Thu · Sep 10 · 8:00 PM

CFS Presents: Caligari's Cure

Thu · Sep 10 · 8:00 PM

ALAN GRESIK'S SWING ORCHESTRA

Green Mill Cocktail Lounge

Thu · Sep 10 · 8:00 PM

Nai Palm (of Hiatus Kaiyote), with Cazeaux O.S.L.O.

Bottom Lounge · Chicago

Thu · Sep 10 · 8:00 PM

Niko Moon

Joe's on Weed Street · Chicago

Thu · Sep 10 · 8:00 PM

Shadowgrass

Garcia's Chicago · Chicago

Thu · Sep 10 · 8:00 PM

Trivia Night

Thu · Sep 10 · 8:30 PM

Thursday Night in the SIDEBAR w/ BLUE ROSE

FITZGERALDS SIDEBAR · Berwyn

Thu · Sep 10 · 8:30 PM

TERRANCE SIMIEN & The Zydeco Experience at FITZGERALDS Nightclub

FITZGERALDS NIGHTCLUB · Berwyn

Thu · Sep 10 · 8:30 PM

Improvised Music Series: Gregor Samsa & Karlo Rossmann, Tyler Damon/Jacob Fawcett/Andrew Scott Young

Thu · Sep 10 · 8:30 PM

Spiral Galaxy, Bobby Conn, SiP, DJ Fiendish Thingys

$16.99↻ Recurring

Thu · Sep 10 · 9:00 PM

CHRIS O’LEARY

Buddy Guy's Legends

Thu · Sep 10 · 9:00 PM

Facing w/ Laliberté, baby

Sleeping Village

Joey J. Saye: Traditional Blues Hour at 8:30 PM

“Thursday Night Live” Blues: Lil Ed Williams with Sumito 'Ariyo' Ariyoshi

The Legendary ONYX Returns to Chicago

Willows and Soul Called Ida

Uncommon Ground

Clark Sommers W'Ba(SH)

Blesstonio presents: Fusion (September 2026 Edition)

20↻ Recurring

2nd Set With Mario Abney

Andy's Jazz Club

20↻ Recurring

1st Set With Mario Abney

Andy's Jazz Club

R.I.Y.L. LIVE!

10↻ Recurring

Late Night Concert Series w/The Chicago Experiment

Andy's Jazz Club

Friday, September 11

Fri · Sep 11 · 1:00 AM

GREEN MILL JAM SESSION with MARQUIS HILL

Green Mill Cocktail Lounge

Fri · Sep 11 · 11:00 AM

Children's Storytime!

The Book Cellar

Fri · Sep 11 · 2:00 PM

ESPN Radio Live with Waddle & Silvy

Burning Bush Brewery

Fri · Sep 11 · 5:00 PM

Chris Foreman

Green Mill Cocktail Lounge

Fri · Sep 11 · 5:00 PM

Happy Hour on the PATIO w/ HILLBILLY FROLIC!

FITZGERALDS PATIO · Berwyn

Fri · Sep 11 · 5:30 PM

Plantasia - Day 2 with Makaya McCraven Green-House Precious Renee Tucker Chee Shimizu +more

Garfield Park Conservatory · Chicago

Fri · Sep 11 · 6:00 PM

Two Nights at Navy Pier: Friday (18+ Event)

Navy Pier · Chicago

Fri · Sep 11 · 6:30 PM

Mandala Makers Fest, Arushi Mudgal: Odissi Classical Dance

Fri · Sep 11 · 6:30 PM

Yacht Rock Revue - Primetime

The Salt Shed Outdoors (Fairgrounds) · Chicago

Fri · Sep 11 · 7:00 PM

Yosha Gunasekera, "Midnight Taxi" w/ conversation partner Mia P. Manansala

The Book Cellar

Fri · Sep 11 · 7:00 PM

The Matches

Bottom Lounge · Chicago

Fri · Sep 11 · 7:00 PM

The Matches, Crooked Teeth

Bottom Lounge · Chicago

$23↻ Recurring

Fri · Sep 11 · 7:00 PM

Joanna Connor Band/Nicholas Alexander Blues Band

Kingston Mines - Chicago Blues Center · Chicago

Fri · Sep 11 · 7:00 PM

Friday Night on The PATIO w/JOE PRATT & SOURCE ONE BAND!

FITZGERALDS PATIO · Berwyn

Fri · Sep 11 · 7:00 PM

DNA: A Bountiful Harvest

The Den Theatre

Fri · Sep 11 · 7:30 PM

Of Your Own Making w/ T. Maguire, Miss April, Rios Trios

Cubby Bear · Chicago

Fri · Sep 11 · 7:30 PM

Big Crown Records 10 Year Anniversary ft El Michels Affair, Brainstory, and Thee Heart Tones

Thalia Hall · Chicago

Fri · Sep 11 · 7:30 PM

Better Together - Music to Move Your Soul!

Winter's Jazz Club

Fri · Sep 11 · 7:30 PM

Eric Clapton

United Center · Chicago

Fri · Sep 11 · 7:30 PM

HAIRBANGERS BALL

Nellie's Gastropub & ConcertHub · Palatine

Fri · Sep 11 · 8:00 PM

Coat of Many Colors: LGBTQIA+ Songwriter's Circle: Evanston Folk Festival Afterpresented by Bluegrass Situation

SPACE · Evanston

Fri · Sep 11 · 8:00 PM

Dermot Kennedy: The Weight of the Woods Tour

Huntington Bank Pavilion at Northerly Island · Chicago

Fri · Sep 11 · 8:00 PM

Soul Daddy, Booti Grooviani

Fri · Sep 11 · 8:00 PM

Noname (17+ Event)

Park West · Chicago

Fri · Sep 11 · 8:00 PM

Ricardo Montaner - El Ultimo Regreso

Rosemont Theatre · Rosemont

Fri · Sep 11 · 8:00 PM

JAMA! Afrorave: Juls

Outset · Chicago

Fri · Sep 11 · 8:00 PM

MIKE DANGEROUX

Buddy Guy's Legends

Fri · Sep 11 · 8:00 PM

Condition Critical, Raider, Scarsin, Carnotura

Reggies Music Joint · Chicago

Fri · Sep 11 · 8:00 PM

Open Mic Night

Fri · Sep 11 · 8:00 PM

Los Gallos, Meg and The Wheelers

Fri · Sep 11 · 8:00 PM

Troop's Finest

Reggies Bananna's Shack · Chicago