PicksByEvent
IL · October 16 to 18

This weekend in Chicago

Friday to Sunday, cut from every event we track in Chicago: concerts, games, comedy, theater, family shows. Prices are the cheapest listed seat when we rebuilt.

Updated 2026-10-13 · 88 events this weekend

Friday · 29Saturday · 38Sunday · 21 Tonight All upcoming in Chicago
October 16

Friday in Chicago

Charlotte de Witte
Friday · 16:00 · Music
Charlotte de Witte
East End Plaza at Navy Pier
$109-$334
Tickets →
PFL - Professional Fighters League: Liz Carmouche vs. Jena Bishop
Friday · 18:00 · Sports
PFL - Professional Fighters League: Liz Carmouche vs. Jena Bishop
Wintrust Arena
$49-$1873
Tickets →
Millington
Friday · 18:30 · Music
Millington
Cobra Lounge
Tickets →
Joey Bragg
Friday · 19:00 · Comedy
Joey Bragg
The Comedy Bar - Chicago
$52-$72
Tickets →
Medium Build
Friday · 19:00 · Music
Medium Build
Metro Chicago
$58-$214
Tickets →
Umru and EQ
Friday · 19:00 · Music
Umru and EQ
Outset
From $47
Tickets →
King's X
Friday · 19:00 · Music
King's X
House Of Blues - Chicago
From $32
Tickets →
NBA Preseason: Chicago Bulls vs. Minnesota Timberwolves
Friday · 19:00 · Sports
NBA Preseason: Chicago Bulls vs. Minnesota Timberwolves
United Center
$46-$7994
Tickets →
Bob Schneider
Friday · 19:30 · Music
Bob Schneider
City Winery - Chicago
From $72
Tickets →
A Wrinkle in Time
Friday · 19:30 · Arts & Theatre
A Wrinkle in Time
Lifeline Theatre
From $70
Tickets →
Off Book
Friday · 19:30 · Music
Off Book
Vic Theatre
From $45
Tickets →
Mike D - Artist
Friday · 19:30 · Music
Mike D - Artist
Riviera Theatre - IL
$44-$331
Tickets →
Red Line Jazz Festival
Friday · 19:30 · Music
Red Line Jazz Festival
Harris Theater
$60-$191
Tickets →
Summer Walker
Friday · 19:30 · Music
Summer Walker
Credit Union 1 Arena
From $101
Tickets →
Brad Williams
Friday · 19:30 · Comedy
Brad Williams
The Chicago Theatre
$14-$1396
Tickets →
Hey, Nothing
Friday · 20:00 · Music
Hey, Nothing
Bottom Lounge
Tickets →
Scathing Torment
Friday · 20:00 · Music
Scathing Torment
Reggie's Music Joint
$37-$111
Tickets →
Julia Minkin
Friday · 20:00 · Music
Julia Minkin
GMan Tavern
From $45
Tickets →
The Grateful String Band
Friday · 20:00 · Music
The Grateful String Band
Garcias Chicago
$51-$52
Tickets →
Yang Meng'en
Friday · 20:00 · Comedy
Yang Meng'en
Studebaker Theater
From $230
Tickets →
Tinashe
Friday · 20:00 · Music
Tinashe
The Salt Shed Indoors - Chicago
$134-$193
Tickets →
Willow Avalon
Friday · 20:00 · Music
Willow Avalon
Joe's Live
From $35
Tickets →
Duane Betts & Palmetto Motel
Friday · 20:00 · Music
Duane Betts & Palmetto Motel
Evanston Space
From $82
Tickets →
The Sidepieces
Friday · 21:00 · Music
The Sidepieces
Hungry Brain
$34-$43
Tickets →
Riot! At The Disco
Friday · 21:00 · Music
Riot! At The Disco
Beat Kitchen
$32-$63
Tickets →
Sunfallen
Friday · 21:30 · Music
Sunfallen
Carol's Pub
$18-$70
Tickets →
Horse Jumper of Love
Friday · 22:00 · Music
Horse Jumper of Love
The Empty Bottle
Tickets →
Rising Stars Burlesque Revue
Friday · 22:00 · Arts & Theatre
Rising Stars Burlesque Revue
Stars and Garters Theater
$60-$92
Tickets →
NOTD
Friday · 22:00 · Music
NOTD
Concord Music Hall
From $31
Tickets →
October 17

Saturday in Chicago

Sugar Plum Fairy, P.I.
Saturday · 11:00 · Arts & Theatre
Sugar Plum Fairy, P.I.
Lifeline Theatre
From $37
Tickets →
Bright Star Circus
Saturday · 12:00 · Arts & Theatre
Bright Star Circus
Stars and Garters Theater
$51-$60
Tickets →
Bad Momz of Comedy
Saturday · 12:00 · Comedy
Bad Momz of Comedy
The Comedy Bar - Chicago
$52-$72
Tickets →
Lenny Pearce
Saturday · 12:30 · Music
Lenny Pearce
Aon Grand Ballroom Navy Pier
$88-$100
Tickets →
Topdog/Underdog
Saturday · 15:00 · Arts & Theatre
Topdog/Underdog
Downstairs Theatre At Steppenwolf Theatre - Chicago
$151-$327
Tickets →
Deadmau5
Saturday · 16:00 · Music
Deadmau5
East End Plaza at Navy Pier
$102-$272
Tickets →
Ballet of Lights: Sleeping Beauty in a Sparkling Show
Saturday · 16:00 · Arts & Theatre
Ballet of Lights: Sleeping Beauty in a Sparkling Show
Historic Main Stage at Athenaeum Center - IL
From $89
Tickets →
Chris Botti
Saturday · 17:00 · Music
Chris Botti
City Winery - Chicago
From $171
Tickets →
Chicago Blackhawks vs. Dallas Stars
Saturday · 18:00 · Sports
Chicago Blackhawks vs. Dallas Stars
United Center
$56-$2610
Tickets →
Kidd G
Saturday · 18:30 · Music
Kidd G
Outset
Tickets →
Knox - Artist
Saturday · 18:30 · Music
Knox - Artist
House Of Blues - Chicago
From $8
Tickets →
Michael Douglas
Saturday · 19:00 · Arts & Theatre
Michael Douglas
Harris Theater
$93-$128
Tickets →
BALTHVS
Saturday · 19:00 · Music
BALTHVS
Ramova Theatre
$34-$72
Tickets →
Ben Schwartz
Saturday · 19:00 · Comedy
Ben Schwartz
The Chicago Theatre
From $110
Tickets →
Catch Your Breath
Saturday · 19:00 · Music
Catch Your Breath
Vic Theatre
From $47
Tickets →
Jesse Welles
Saturday · 19:00 · Music
Jesse Welles
The Salt Shed Indoors - Chicago
From $15
Tickets →
Chicago Wolves vs. Iowa Wild
Saturday · 19:00 · Sports
Chicago Wolves vs. Iowa Wild
Allstate Arena
$22-$435
Tickets →
Northwestern Wildcats Women's Volleyball vs. Michigan State Spartans
Saturday · 19:00 · Sports
Northwestern Wildcats Women's Volleyball vs. Michigan State Spartans
Welsh Ryan Arena
$10-$43
Tickets →
Carded
Saturday · 19:30 · Arts & Theatre
Carded
Stars and Garters Theater
$47-$55
Tickets →
Dance Theatre of Harlem
Saturday · 19:30 · Arts & Theatre
Dance Theatre of Harlem
Auditorium Theatre - IL
From $72
Tickets →
Judah and The Lion
Saturday · 19:30 · Music
Judah and The Lion
Riviera Theatre - IL
$59-$441
Tickets →
Prayers - Artist
Saturday · 19:30 · Music
Prayers - Artist
Bottom Lounge
$54-$63
Tickets →
Suki Waterhouse
Saturday · 19:30 · Music
Suki Waterhouse
Byline Bank Aragon Ballroom
From $74
Tickets →
Oso Oso
Saturday · 20:00 · Music
Oso Oso
Reggie's Rock Club
$56-$70
Tickets →
The Dread Crew of Oddwood
Saturday · 20:00 · Music
The Dread Crew of Oddwood
Reggie's Music Joint
$47-$111
Tickets →
The Telescreens
Saturday · 20:00 · Music
The Telescreens
Schubas
$55-$56
Tickets →
Red Leather
Saturday · 20:00 · Music
Red Leather
Lincoln Hall
$61-$94
Tickets →
The True Loves
Saturday · 20:00 · Music
The True Loves
Garcias Chicago
$31-$36
Tickets →
Sweetest Day Comedy Jam
Saturday · 20:00 · Comedy
Sweetest Day Comedy Jam
Wintrust Arena
$112-$728
Tickets →
Grupo Duelo
Saturday · 20:00 · Music
Grupo Duelo
Rosemont Theatre
$75-$1596
Tickets →
Rocket From The Crypt
Saturday · 20:30 · Music
Rocket From The Crypt
Metro Chicago
$63-$214
Tickets →
Candlelight: The Best of Hans Zimmer
Saturday · 20:30 · Music
Candlelight: The Best of Hans Zimmer
Wicker Park Lutheran Church
From $112
Tickets →
Riley Brothers
Saturday · 21:30 · Music
Riley Brothers
Carol's Pub
$63-$105
Tickets →
Jan Blomqvist
Saturday · 22:00 · Music
Jan Blomqvist
Cermak Hall At Radius - IL
$47-$151
Tickets →
Pawlowski
Saturday · 22:00 · Music
Pawlowski
Sound-Bar
$26-$66
Tickets →
Jason Ross
Saturday · 22:00 · Music
Jason Ross
Concord Music Hall
From $27
Tickets →
Calvin Evans
Saturday · 23:15 · Comedy
Calvin Evans
Zanies Comedy Club - Chicago
$71-$142
Tickets →
The Omega Moos
Saturday · 23:30 · Music
The Omega Moos
Garcias Chicago
$59-$111
Tickets →
October 18

Sunday in Chicago

House Of Blues Gospel Brunch
Sunday · 10:00 · Music
House Of Blues Gospel Brunch
House Of Blues - Chicago
$89-$143
Tickets →
Little Miss Ann
Sunday · 11:00 · Family
Little Miss Ann
Evanston Space
$33-$37
Tickets →
Exhibition: Loyola Chicago Ramblers vs. DePaul Blue Demons
Sunday · 13:00 · Sports
Exhibition: Loyola Chicago Ramblers vs. DePaul Blue Demons
Gentile Center
$16-$64
Tickets →
George LaMond
Sunday · 13:00 · Music
George LaMond
Joe's Live
$99-$136
Tickets →
Good Hang with Amy Poehler Live!
Sunday · 14:00 · Arts & Theatre
Good Hang with Amy Poehler Live!
Vic Theatre
From $1540
Tickets →
Thibaudet, Batiashvili & Capucon
Sunday · 15:00 · Music
Thibaudet, Batiashvili & Capucon
Orchestra Hall At Chicago Symphony Center
$40-$277
Tickets →
Black Coffee
Sunday · 17:00 · Music
Black Coffee
East End Plaza at Navy Pier
$132-$215
Tickets →
Max Manticof
Sunday · 18:00 · Comedy
Max Manticof
Zanies Comedy Club - Chicago
$42-$200
Tickets →
Movements
Sunday · 18:00 · Music
Movements
The Salt Shed Indoors - Chicago
From $68
Tickets →
Patricia Pena (En Espanol)
Sunday · 18:00 · Comedy
Patricia Pena (En Espanol)
Zanies Comedy Club - Rosemont
$104-$284
Tickets →
Chicago Stars FC vs. Seattle Reign FC
Sunday · 18:00 · Sports
Chicago Stars FC vs. Seattle Reign FC
Northwestern Medicine Field At Martin Stadium
$31-$37
Tickets →
Foos Gone Wild
Sunday · 18:30 · Music
Foos Gone Wild
House Of Blues - Chicago
From $77
Tickets →
French Police
Sunday · 19:00 · Music
French Police
Ramova Theatre
$53-$135
Tickets →
Jon Lampley
Sunday · 19:00 · Music
Jon Lampley
Garcias Chicago
$31-$84
Tickets →
May Erlewine & Packy Lundholm
Sunday · 19:30 · Music
May Erlewine & Packy Lundholm
Evanston Space
$52-$76
Tickets →
The Toxhards
Sunday · 20:00 · Music
The Toxhards
Backline at Avondale Music Hall
$37-$59
Tickets →
Chinese Football
Sunday · 20:00 · Music
Chinese Football
Bottom Lounge
$54-$63
Tickets →
Digable Planets
Sunday · 20:00 · Music
Digable Planets
Metro Chicago
$87-$101
Tickets →
John Scofield
Sunday · 20:00 · Music
John Scofield
Thalia Hall
$72-$473
Tickets →
Fred Armisen
Sunday · 20:30 · Comedy
Fred Armisen
Cahn Auditorium
$109-$216
Tickets →
Madam Orange
Sunday · 21:00 · Music
Madam Orange
The Empty Bottle
$69-$132
Tickets →
Experiences More to do while you're there.

Attraction tickets, city tours, and local experiences across the US. Book ahead and skip the line.

Browse experiences →

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Cheapest tickets

Cheapest tickets this weekend in Chicago

The lowest listed starting prices among the 88 events on this page. Prices come from the ticket feed and move by the hour, so the Tickets button opens the live listing.

Knox - Artist
October 17, 2026 · 18:30
Knox - Artist
House Of Blues - Chicago
From $8
Tickets →
Northwestern Wildcats Women's Volleyball vs. Michigan State Spartans
October 17, 2026 · 19:00
Northwestern Wildcats Women's Volleyball vs. Michigan State Spartans
Welsh Ryan Arena
$10-$43
Tickets →
Brad Williams
October 16, 2026 · 19:30
Brad Williams
The Chicago Theatre
$14-$1396
Tickets →
Jesse Welles
October 17, 2026 · 19:00
Jesse Welles
The Salt Shed Indoors - Chicago
From $15
Tickets →
Exhibition: Loyola Chicago Ramblers vs. DePaul Blue Demons
October 18, 2026 · 13:00
Exhibition: Loyola Chicago Ramblers vs. DePaul Blue Demons
Gentile Center
$16-$64
Tickets →
Sunfallen
October 16, 2026 · 21:30
Sunfallen
Carol's Pub
$18-$70
Tickets →
Chicago Wolves vs. Iowa Wild
October 17, 2026 · 19:00
Chicago Wolves vs. Iowa Wild
Allstate Arena
$22-$435
Tickets →
Pawlowski
October 17, 2026 · 22:00
Pawlowski
Sound-Bar
$26-$66
Tickets →
Worth Leaving the House

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