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Events in Chicago in October 2026

Everything on in Chicago, 22–31 Oct.

United States · local time 05:08 CDT · 318 events

Photo: John Picken derivative work: Georgfotoart · CC BY 2.0

📍 Chicago

When October 2026

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Tonight Free Family This weekend318 events

Today22

Thursday, 22 October

53 events

DisabilityIN Chicagolands 2026 Disability Inclusion Opportunity Summit

Conferences & Expos · ThuDisabilityIN Chicagolands 2026 Disability Inclusion Opportunity Summit9:00 AM · Old National BankUSD 162

Capital for Growth A Fireside Chat with Strategic Investors

Business · ThuCapital for Growth A Fireside Chat with Strategic Investors9:00 AM · Bella LunaFree

RecOps Con 2026

Tech & AI · ThuRecOps Con 20269:00 AM · ConveneUSD 747

The CooperatorEvents Chicagoland Expo – Fall 2026

Conferences & Expos · ThuThe CooperatorEvents Chicagoland Expo – Fall 20269:00 AM · Navy Pier

Data Connect Chicago

Tech & AI · ThuData Connect Chicago9:30 AM · Morgan's on FultonUSD 50

American Heart Association EmPOWERED to Serve Business Accelerator Demo Day

Business · ThuAmerican Heart Association EmPOWERED to Serve Business Accelerator Demo Day10:00 AM · 222 W Merchandise Mart Plaza, Suite 228Free

Gold & Silver Buying Event - Chicago

Business · ThuGold & Silver Buying Event - Chicago11:00 AM · 900 N Michigan Ave, Chicago, IL 60611-1542, United States

All About the Power BI / Fabric MCP

Tech & AI · ThuAll About the Power BI / Fabric MCP3:00 PM · Microsoft Technology Center

Black Corporate Girl Happy Hour

Business · ThuBlack Corporate Girl Happy Hour4:00 PM · Emporium Arcade Bar

State of the Economy

Business · ThuState of the Economy4:30 PM · DePaul University, Lincoln Park Campus, McGowan South 108Free

AI‑Accelerated Model‑Driven Development

Tech & AI · ThuAI‑Accelerated Model‑Driven Development4:30 PM · Selby Jennings

Where is Scala heading next?

Tech & AI · ThuWhere is Scala heading next?5:00 PM · 222 N LaSalle St

LeadDev Chicago @ Thoughtworks: October 22, 2026

Business · ThuLeadDev Chicago @ Thoughtworks: October 22, 20265:00 PM · Thoughtworks inc.

Lights On Afterschool

Tech & AI · ThuLights On Afterschool5:00 PM · Chicago Center for Arts & TechnologyFree

Sports Professional Mixer & Jersey Party

Business · ThuSports Professional Mixer & Jersey Party5:00 PM · Broken Shaker at Freehand Chicago

Data Centers: Hyperscale or Hyperbole?

Tech & AI · ThuData Centers: Hyperscale or Hyperbole?5:30 PM · The Metropolitan

October Go / Golang meetup: Lightning talks & discussion

Tech & AI · ThuOctober Go / Golang meetup: Lightning talks & discussion5:30 PM · Harold Washington Library Center, Chicago Public Library

Lativiento Launch Dinner

Event · ThuLativiento Launch Dinner6:00 PM · Sabor A Café Chicago - Colombian Steakhouse & Live Music Venue

Rico McFarland Blues Band/Gerry Hundt Blues Band

Concerts & Music · ThuRico McFarland Blues Band/Gerry Hundt Blues Band6:00 PM · Kingston Mines - Chicago Blues Centerfrom $18

South Asian Singles Mixer Healthcare Tech & Finance Professionals

Tech & AI · ThuSouth Asian Singles Mixer Healthcare Tech & Finance Professionals6:00 PM · Barcocina West TownUSD 34

Chicago Channel Bears Watch Party

Event · ThuChicago Channel Bears Watch Party6:00 PM · BanditFree

Quantitative Trading with Python for Retail Investors

Tech & AI · ThuQuantitative Trading with Python for Retail Investors6:00 PM · 200 North LaSalle Street

Building Trust in AI: Data Governance, Risk, and Responsible Adoption

Tech & AI · ThuBuilding Trust in AI: Data Governance, Risk, and Responsible Adoption6:00 PM · 100 South Wacker Drive

AI and the Future Ahead of Us

Tech & AI · ThuAI and the Future Ahead of Us6:00 PM · Albany Park Branch, Chicago Public Library

ChiTownBio Presents: Chicago Open Bioinformatics

Event · ThuChiTownBio Presents: Chicago Open Bioinformatics6:00 PM · ChiTownBio

Keystone Dialogue AI & Human Judgment Where Should Decisions Stay Human

Tech & AI · ThuKeystone Dialogue AI & Human Judgment Where Should Decisions Stay Human6:30 PM · Mox.E CoworkingFree

Bassvictim with Thoom

Event · ThuBassvictim with Thoom6:30 PM · Cermak Hall - Radius Chicago

SCOTT LIGON'S ALL STAR FREAKOUT w/ special guests CHRIS LIGON & The Problems and RAMI & The Reliables

Event · ThuSCOTT LIGON'S ALL STAR FREAKOUT w/ special guests CHRIS LIGON & The Problems and RAMI & The Reliables7:00 PM · FITZGERALDS NIGHTCLUBfrom $24.38

CHICHA ROOTS / EMBINA and special guests

Event · ThuCHICHA ROOTS / EMBINA and special guests7:00 PM · Cubby Bearfrom $12.82

The Simple Remedy - Album Release Party

Event · ThuThe Simple Remedy - Album Release Party7:00 PM · Carol's Pubfrom $12.08

"Women of Community" Networking Event & Panel Discussion October 22nd

Business · Thu"Women of Community" Networking Event & Panel Discussion October 22nd7:00 PM · HideawayUSD 22

Michigan Wolverines at Northwestern Wildcats Womens Volleyball

Event · ThuMichigan Wolverines at Northwestern Wildcats Womens Volleyball7:00 PM · Welsh-Ryan Arena

Jekyll & Hyde

Event · ThuJekyll & Hyde7:00 PM · Broadway Playhouse at Water Tower Place

Chicago Bears vs. New England Patriots

Event · ThuChicago Bears vs. New England Patriots7:15 PM · Soldier Field

Every Avenue x In Her Own Words - Perfectly Unfamiliar Tour

Concerts & Music · ThuEvery Avenue x In Her Own Words - Perfectly Unfamiliar Tour7:30 PM · Bottom Loungefrom $28.78

Sleeping Beauty & Dvor??k Cello Concerto

Concerts & Music · ThuSleeping Beauty & Dvor??k Cello Concerto7:30 PM · Symphony Center-IL

Maher Zain - USA Tour 2026

Concerts & Music · ThuMaher Zain - USA Tour 20267:30 PM · The Auditorium

Buena Vista Orchestra

Concerts & Music · ThuBuena Vista Orchestra7:30 PM · Vic Theatre

Whitney w/ Greg Mendez

Event · ThuWhitney w/ Greg Mendez7:30 PM · Metro

Jonas Brothers with Magnus Ferrell and Deleasa

Event · ThuJonas Brothers with Magnus Ferrell and Deleasa7:30 PM · Allstate Arena

In Conversation with Davide De Pierro

Event · ThuIn Conversation with Davide De Pierro7:30 PM · City Winery - Chicago

swedm® (Varg²™ & jamesjamesjames) 'In the Round'

Event · Thuswedm® (Varg²™ & jamesjamesjames) 'In the Round'8:00 PM · Thalia Hallfrom $38.20

Isabel LaRosa

Event · ThuIsabel LaRosa8:00 PM · Reggie's Rock Club

Houseplant

Event · ThuHouseplant8:00 PM · Garcia's Chicago

Sylvan Esso with Sen Morimoto presented by Jack Daniel's

Event · ThuSylvan Esso with Sen Morimoto presented by Jack Daniel's8:00 PM · The Salt Shed Indoors (Shed)Free

Pandemonium, Please Hold

Event · ThuPandemonium, Please Hold8:00 PM · The Second City Mainstage Theatre

The Second City - 113th Mainstage Revue

Event · ThuThe Second City - 113th Mainstage Revue8:00 PM · The Second City Mainstage Theatre

Clever

Event · ThuClever8:30 PM · Subterranean

Clever - Ages 17+

Event · ThuClever - Ages 17+8:30 PM · Subterranean

Mosaic

Event · ThuMosaic8:30 PM · Subterranean

Ian Pinck, Noah Qx.x.x, El Presto, the Delta Waves

Event · ThuIan Pinck, Noah Qx.x.x, El Presto, the Delta Waves9:00 PM · Reggies Bananna's Shack

Pachanka Music Culture Presents: CALAKAS SONORAS

Concerts & Music · ThuPachanka Music Culture Presents: CALAKAS SONORAS9:00 PM · FITZGERALDS SIDEBARFree

Great Lakes Software Symposium

Conferences & Expos · ThuGreat Lakes Software SymposiumChicago

Tomorrow23

Friday, 23 October

48 events

smartXchange

Business · FrismartXchange8:00 AM · Daley College MTECFree

Innovation in Behavioral Health: What's Next for Systems of Care

Event · FriInnovation in Behavioral Health: What's Next for Systems of Care9:00 AM · City Hall Events

Vip Stadium Tour

Concerts & Music · FriVip Stadium Tour11:00 AM · Soldier Field

Yousuke Yukimatsu

Event · FriYousuke Yukimatsu12:00 PM · The Fields Studios

Let's Play Tizbee @ Warren Park

Theatre & Arts · FriLet's Play Tizbee @ Warren Park3:00 PM · Warren Park

The Aesthetics of Protest: Stitching Memory and Collective Action

Tech & AI · FriThe Aesthetics of Protest: Stitching Memory and Collective Action3:00 PM · PO Box Collective

***OFF-SITE*** Beatles & BBQ w/ Phil Angotti & Friends at Cheney Mansion!

Event · Fri***OFF-SITE*** Beatles & BBQ w/ Phil Angotti & Friends at Cheney Mansion!5:00 PM · FITZGERALDS NIGHTCLUBfrom $68.16

HAPPY HOUR in the SIDEBAR: KATHRYN & CHRIS!

Event · FriHAPPY HOUR in the SIDEBAR: KATHRYN & CHRIS!5:30 PM · FITZGERALDS SIDEBARFree

This Wild Life w/ Nate Bergman

Event · FriThis Wild Life w/ Nate Bergman6:00 PM · Chop Shop - IL

JHAs 125th Anniversary Event

Business · FriJHAs 125th Anniversary Event6:00 PM · Union League Club of Chicago

The Department of Objects

Business · FriThe Department of Objects6:00 PM · Joy Machine

DePaul Blue Demons Mens Basketball vs. Notre Dame Fighting Irish Mens Basketball

Event · FriDePaul Blue Demons Mens Basketball vs. Notre Dame Fighting Irish Mens Basketball7:00 PM · Wintrust Arena

Chicago Steel vs. Youngstown Phantoms

Event · FriChicago Steel vs. Youngstown Phantoms7:00 PM · USG Arena at Blackhawks Ice Center

Chicago Blackhawks vs. Montreal Canadiens

Event · FriChicago Blackhawks vs. Montreal Canadiens7:00 PM · United Center

Bassvictim

Event · FriBassvictim7:00 PM · Cermak Hall

The Book of Mormon (Chicago)

Event · FriThe Book of Mormon (Chicago)7:00 PM · Cadillac Palace

Rebecca Black - Exhibitionism on Tour

Concerts & Music · FriRebecca Black - Exhibitionism on Tour7:00 PM · House of Blues Chicago

Lil Ed & The Blues Imperials/Nora Jean Wallace Blues Band

Concerts & Music · FriLil Ed & The Blues Imperials/Nora Jean Wallace Blues Band7:00 PM · Kingston Mines - Chicago Blues Centerfrom $23

Adam Ray: WHO IS ME Tour

Concerts & Music · FriAdam Ray: WHO IS ME Tour7:00 PM · Athenaeum Theatre

Randy Feltface

Event · FriRandy Feltface7:00 PM · Vic Theatre

BRAD ARENA / THE THANKS I GET and special guests

Event · FriBRAD ARENA / THE THANKS I GET and special guests7:00 PM · Cubby Bearfrom $12.82

Chicago Engineering Energy & Transportation Networking Event

Tech & AI · FriChicago Engineering Energy & Transportation Networking Event7:00 PM · Joy DistrictUSD 10

From Stranger to NeighborPortraits of Refuge Resilience & Welcome

Business · FriFrom Stranger to NeighborPortraits of Refuge Resilience & Welcome7:00 PM · 218 S Wabash AveFree

We Radiant Things Notes on Being Alien and Becoming Cyborg by Franny Choi

Tech & AI · FriWe Radiant Things Notes on Being Alien and Becoming Cyborg by Franny Choi7:00 PM · Women & Children FirstFree

Houston Dash at Chicago Stars FC

Event · FriHouston Dash at Chicago Stars FC7:00 PM · Northwestern Medicine Field at Martin Stadium

Lyric Opera of Chicago: Omar

Theatre & Arts · FriLyric Opera of Chicago: Omar7:00 PM · Lyric Opera of Chicago

The Winter's Tale

Event · FriThe Winter's Tale7:00 PM · The Yard at Chicago Shakespeare

Tedeschi Trucks Band: Future Soul 2026 Tour

Concerts & Music · FriTedeschi Trucks Band: Future Soul 2026 Tour7:30 PM · The Chicago Theatre

Escape to Margaritaville - Skokie

Event · FriEscape to Margaritaville - Skokie7:30 PM · North Shore Center for the Performing Arts - North Theatre

PLAYGRND SERIES CHICAGO

Event · FriPLAYGRND SERIES CHICAGO8:00 PM · Thalia Hallfrom $59.68

Gilla Band

Concerts & Music · FriGilla Band8:00 PM · Bottom Loungefrom $32.39

William Elliott Whitmore, Meg & the Wheelers

Event · FriWilliam Elliott Whitmore, Meg & the Wheelers8:00 PM · Reggies Rock Club

Silvis, Everyday Fantastic, Om In Gold

Event · FriSilvis, Everyday Fantastic, Om In Gold8:00 PM · Reggies Bananna's Shack

Maggie Rose

Event · FriMaggie Rose8:00 PM · Garcia's Chicago

Sammy Rae & The Friends - the GET DOWN!

Event · FriSammy Rae & The Friends - the GET DOWN!8:00 PM · The Salt Shed Indoors (Shed)

Austin Snell - Colors Tour 2026

Concerts & Music · FriAustin Snell - Colors Tour 20268:00 PM · Joe's on Weed Streetfrom $13.86

Hablando Huevadas - US Tour 2026

Concerts & Music · FriHablando Huevadas - US Tour 20268:00 PM · Copernicus Center

Vincent Neil Emerson

Event · FriVincent Neil Emerson8:00 PM · SPACE - Evanston

Menudo

Event · FriMenudo8:00 PM · Rosemont Theatre

Judy Collins

Event · FriJudy Collins8:00 PM · Old Town School of Folk Music

FRIDAY Night in the SIDEBAR w/ RIGHTEOUS ROOSTER!

Event · FriFRIDAY Night in the SIDEBAR w/ RIGHTEOUS ROOSTER!8:30 PM · FITZGERALDS SIDEBARFree

MJT the Band, Desmond Jones, When We Was Kids

Family & Kids · FriMJT the Band, Desmond Jones, When We Was Kids9:00 PM · Reggies Music Joint

¥ØU$UK ¥UK1MAT$U: Autumn 2026 Tour

Concerts & Music · Fri¥ØU$UK ¥UK1MAT$U: Autumn 2026 Tour9:00 PM · Aragon Ballroom

Vinny Guadagnino

Event · FriVinny Guadagnino9:30 PM · The Den Theatre

The Messengers

Event · FriThe Messengers9:30 PM · Carol's Pubfrom $7.96

Grabbitz

Event · FriGrabbitz10:00 PM · Outset

TRUTH

Event · FriTRUTH10:00 PM · Concord Music Hall

In the Mix

Event · FriIn the Mix10:00 PM · Three Top LoungeFree

Saturday24

Saturday, 24 October

19 events

Vendor Showcase

Business · SatVendor Showcase10:00 AM · 4245 N Knox AveUSD 23

PROTECT YOUR FAMILY AND BUILD WEALTH PROTEJA SU FAMILIA Y SU PATRIMONIO

Business · SatPROTECT YOUR FAMILY AND BUILD WEALTH PROTEJA SU FAMILIA Y SU PATRIMONIO10:00 AM · 2520 S Western AveFree

Chicago Home Selling Seminar October 2026

Business · SatChicago Home Selling Seminar October 202610:00 AM · 5653 N Ashland AveFree

Cashflow Game for Real Estate Investors

Business · SatCashflow Game for Real Estate Investors10:00 AM · 1945 N Elston Ave

Five Bands Brotherhood Forum Series Money Ownership & Legacy

Conferences & Expos · SatFive Bands Brotherhood Forum Series Money Ownership & Legacy10:30 AM · DuSable Black History Museum and Education CenterFree

FITZGERALDS FALL FAIR 5!

Conferences & Expos · SatFITZGERALDS FALL FAIR 5!11:00 AM · FITZGERALDS PATIOFree

Bluegrass Brunch in the NIGHTCLUB with The BOX BAND!

Concerts & Music · SatBluegrass Brunch in the NIGHTCLUB with The BOX BAND!12:00 PM · FITZGERALDS NIGHTCLUBFree

Community Conversations The Future of Chicago

Tech & AI · SatCommunity Conversations The Future of Chicago12:00 PM · Chicago Cultural CenterFree

The Signal Exchange Chicago Cross-Industry Ideas & Connections

Tech & AI · SatThe Signal Exchange Chicago Cross-Industry Ideas & Connections1:00 PM · Office Evolution - Chicago-O'HareFree

IVGDA Chicago - Game Developers' Meetup

Tech & AI · SatIVGDA Chicago - Game Developers' Meetup2:00 PM · Capital One Café

Día de Muertos Exhibition @ the National Museum of Mexican Art

Conferences & Expos · SatDía de Muertos Exhibition @ the National Museum of Mexican Art2:30 PM · National Museum of Mexican Art

The Best of The Second City

Event · SatThe Best of The Second City3:00 PM · Second City-Chicago: Mainstage

The Wrecks - Finally : OUTSIDE Tour

Concerts & Music · SatThe Wrecks - Finally : OUTSIDE Tour4:00 PM · House of Blues Chicago

SIDEBAR CLOSED for Private Event

Event · SatSIDEBAR CLOSED for Private Event5:00 PM · FITZGERALDS SIDEBAR

Xavier Musketeers at DePaul Blue Demons Womens Volleyball

Event · SatXavier Musketeers at DePaul Blue Demons Womens Volleyball5:00 PM · McGrath-Phillips Arena

Arts in the Dark Parade

Business · SatArts in the Dark Parade5:30 PM · East Jackson Boulevard & South Michigan Avenue

Nice as F**k - (EARLY SHOW)

Event · SatNice as F**k - (EARLY SHOW)6:00 PM · Outset

THE VERIZON GRANT APPLICATION MASTERCLASS

Business · SatTHE VERIZON GRANT APPLICATION MASTERCLASS6:00 PM · 51 W 95th StUSD 55

Badluv, Dan Vallejo, KR!S Cortez, Freshman

Event · SatBadluv, Dan Vallejo, KR!S Cortez, Freshman6:30 PM · Reggies Bananna's Shack

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