Things to do in Chicago this weekend (October 24 – 25)

58 shows, events and free things to do in Chicago, Saturday to Sunday. 13 are free. Checked against official listings, updated every few hours.

Want this as a plan for your day?Tell us what you like and where you're staying. Every morning you get 3 to 5 picks with leave-by times, the route and the cost. Free for the first 30 travellers in each city during launch.Try a free sample day

Saturday, October 24

6:00 AMMillennium Park & Cloud Gate: freeMillennium Park & Cloud Gate · museumFreeGood for kids
6:00 AMLurie Garden: freeLurie Garden · museumFreeGood for kids
6:00 AMChicago Riverwalk: freeChicago Riverwalk · museumFreeGood for kids
8:00 AMLincoln Park Zoo: freeLincoln Park Zoo · museumFreeGood for kids
10:00 AMLincoln Park Conservatory: freeLincoln Park Conservatory · museumFreeGood for kids
10:00 AMChicago Cultural Center: freeChicago Cultural Center · museumFreeGood for kids
2:00 PMThe Book of Mormon (Chicago)Cadillac Palace · Arts & Theatre
2:00 PMThe Winter's TaleChicago Shakespeare Theater · Arts & Theatre
2:00 PMKokandy Productions Jekyll & Hyde (Chicago)Broadway Playhouse at Water Tower Place · Arts & Theatre
2:30 PMVape! The Grease ParodyApollo Theater · Arts & Theatre
3:00 PMDrunk Shakespeare: Drunk Dracula (21+ Event)The Lion Theatre · Arts & Theatre
3:00 PMThe Best of The Second CitySecond City-Chicago: Mainstage · Arts & Theatre
4:00 PMThe Wrecks - Finally : OUTSIDE TourHouse of Blues Chicago · Music
5:00 PMDepaul Blue Demons Womens Volleyball vs. Xavier Musketeers Womens VolleyballMcGrath Arena
6:00 PMChicago Steel vs. Youngstown PhantomsUSG Arena at Blackhawks Ice Center · Sports
6:00 PMNice as F**k - (EARLY SHOW)Outset · Music
6:15 PMChiTown Drive-In Presents - Monsters, Inc.ChiTown Movies · Film
6:30 PMBadluv, Dan Vallejo, KR!S Cortez, FreshmanReggies Bananna's Shack · Music
6:30 PMThe Second City's: Pandemonium, Please HoldSecond City-Chicago: Mainstage · Arts & Theatre
7:00 PMChicago Bulls vs. Washington WizardsUnited Center · Sports
7:00 PMLil Ed & The Blues Imperials/Nora Jean Wallace Blues BandKingston Mines - Chicago Blues Center · Music$23
7:00 PMNo Strings Attached w/ Partisan, Reva KCubby Bear · Music$14
7:15 PMVinny GuadagninoThe Den Theatre · Arts & Theatre
7:30 PMTedeschi Trucks Band: Future Soul 2026 TourThe Chicago Theatre · Music
7:30 PMSleeping Beauty & Dvor??k Cello ConcertoSymphony Center-IL · Music
7:30 PMEdward Scissorhands w/ Chicago Philharmonic OrchestraAuditorium Theatre - IL · Arts & Theatre
7:30 PMShane Dawson Live!Vic Theatre · Music
8:00 PMOh He DeadGarcia's Chicago · Music21+
8:00 PMShawn JamesBottom Lounge · Music
8:00 PMShawn James – Flew Too Close To The Sun TourBottom Lounge · Music$32

Sunday, October 25

6:00 AMMillennium Park & Cloud Gate: freeMillennium Park & Cloud Gate · museumFreeGood for kids
6:00 AMLurie Garden: freeLurie Garden · museumFreeGood for kids
6:00 AMChicago Riverwalk: freeChicago Riverwalk · museumFreeGood for kids
8:00 AMLincoln Park Zoo: freeLincoln Park Zoo · museumFreeGood for kids
10:00 AMLincoln Park Conservatory: freeLincoln Park Conservatory · museumFreeGood for kids
10:00 AMChicago Cultural Center: freeChicago Cultural Center · museumFreeGood for kids
11:00 AMNavy Pier: freeNavy Pier · museumFreeGood for kids
1:00 PMThe Book of Mormon (Chicago)Cadillac Palace · Arts & Theatre
1:00 PMKokandy Productions Jekyll & Hyde (Chicago)Broadway Playhouse at Water Tower Place · Arts & Theatre
2:00 PMThe Winter's TaleChicago Shakespeare Theater · Arts & Theatre
2:00 PMChicago Blackhawks vs. Florida PanthersUnited Center · Sports
2:30 PMVape! The Grease ParodyApollo Theater · Arts & Theatre
3:00 PMSleeping Beauty & Dvor??k Cello ConcertoSymphony Center-IL · Music
3:00 PMDepaul Blue Demons Womens Volleyball vs. Butler University Bulldogs VolleyballMcGrath Arena
4:00 PMBrett Goldstein: Sex, Death & Small TalkThe Chicago Theatre · Arts & Theatre
5:00 PMDrunk Shakespeare: Drunk Dracula (21+ Event)The Lion Theatre · Arts & Theatre
5:30 PMMike Wheeler Blues Band/Gerry Hundt Blues BandKingston Mines - Chicago Blues Center · Music$18
6:00 PMA Bobby Nsenga Experience ChicagoThalia Hall · Music$40–393
6:30 PMIcon For Hire: Scripted 15 Year Anniversary TourBottom Lounge · Music$32
7:00 PMStreetlight Manifesto: The Presence of the Past TourHouse of Blues Chicago · Music21+
7:00 PMCris JacobsGarcia's Chicago · Music21+
7:00 PMSleeping With Sirens: An Ending In Itself TourThe Salt Shed Indoors (Shed) · Music21+
7:00 PMChiTown Drive-In Presents - SinnersChiTown Movies · Film
7:00 PMThe Second City's: Pandemonium, Please HoldSecond City-Chicago: Mainstage · Arts & Theatre
7:30 PMThe Longest JohnsVic Theatre · Music
8:00 PMSunday Night Live Ft. Vibe TheoryReggies Music Joint · Music
8:00 PMNate Mercereau presents Fantastic Thoughts with Carlos Niño & Austin WilliamsonThree Top Lounge · Music$28–42
9:30 PMChiTown Drive-In Presents - Halloween (the 1978 Original!)ChiTown Movies · Film

Times and prices can change. Check the event page before you go. Sources: Ticketmaster and the attractions' own websites.