Chicago After 5pm
Things to Do in Chicago This Week
September 27–October 3, 2026 — bars, live music, rooftops, comedy, date nights, and everything else worth doing after 5pm in Chicago.
Monday, September 28
The Best of The Second City
The Best of The Second City — live at Second City-Chicago: Mainstage.
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center River Cruise Aboard First Lady — live at Chicago Architecture Center.
Kota the Friend
Kota the Friend — live at Garcia's Chicago.
The Best of The Second City
Chicago Bears vs. Philadelphia Eagles
Please be aware that there are certain games that are subject to flexible scheduling and the date and time of those games may be changed from what is
Jervis Campbell
Live at Lincoln Hall in Chicago: Jervis Campbell. 18+.
deca joins
Live show at Metro Chicago. 18+.
Sara Bareilles: The Good Grief Tour
PLEASE NOTE: Pricing is all-in and includes fees (before taxes if applicable). Resale tickets may exceed face value and prices are NOT set by the arti
Horse Lords
Live music at The Empty Bottle. Featuring Horse Lords. All shows 21+.
Tuesday, September 29
Kokandy Productions Jekyll & Hyde (Chicago)
Kokandy Productions Jekyll & Hyde (Chicago) — live at Broadway Playhouse at Water Tower Place.
Operation Mincemeat (Chicago)
Operation Mincemeat (Chicago) — live at CIBC Theatre.
Drunk Shakespeare: Drunk Dracula (21+ Event)
Drunk Shakespeare: Drunk Dracula (21+ Event) — live at The Lion Theatre.
Mon Rovîa - Bloodline Tour
Mon Rovîa - Bloodline Tour — live at The Salt Shed Indoors (Shed).
Johnny Blue Skies & the Dark Clouds - Mutiny for the Masses 2026 Tour
Johnny Blue Skies & the Dark Clouds - Mutiny for the Masses 2026 Tour — live at United Center, Chicago.
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center River Cruise Aboard First Lady — live at Chicago Architecture Center.
MICO - Running From A Feeling Tour
Doors open at 6PM. Performance begins at 7PM. This show is for ALL AGES. House of Blues Chicago is a standing room only venue, all tickets are General
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson. Come
Mon Rovîa - Bloodline Tour
Mon Rovîa, the Liberian-born and Tennessee-based artist, is redefining modern folk through a powerful blend of soul, storytelling, and purpose. Named
Sunny War
Sunny War has done it again. Her brand new album, Armageddon in a Summer Dress, is yet another anarcho-punk-roots masterpiece in her already deep-and-
Iguana Death Cult
Iguana Death Cult at Beat Kitchen
Bahamas
Live at Lincoln Hall in Chicago: Bahamas. 18+.
Lambrini Girls (18 and Over)
Lambrini Girls (18 and Over) — Alternative Rock, Alternative at Vic Theatre in Chicago.
Ben Harper & The Innocent Criminals
Ben Harper & The Innocent Criminals — Pop, Rock at Garcia's Chicago in Chicago. All sales are final, no refunds/exchanges permitted, but tickets may b
Everything Everything: Get To Heaven 10th Anniversary
Live show at Metro Chicago. 18+.
The Second City's: Pandemonium, Please Hold
The Second City's: Pandemonium, Please Hold at Second City-Chicago: Mainstage in Chicago.
Lambchop with special guest Daughter of Swords
Lambchop with special guest Daughter of Swords at Old Town School of Folk Music
ARLO PARKS - DESIRE TOUR
London-born Arlo Parks won the Mercury Music Prize for her debut 2021 album Collapsed in Sunbeams, won Breakthrough Artist at the 2021 Brit Awards, an
Wednesday, September 30
Kokandy Productions Jekyll & Hyde (Chicago)
Kokandy Productions Jekyll & Hyde (Chicago) — live at Broadway Playhouse at Water Tower Place.
Come from Away (Touring)
Come from Away (Touring) — live at Marriott Theater - Lincolnshire IL.
Eureka Day
Eureka Day — live at Citadel Theatre in Lake Forest.
The Buddy Holly Story
The Buddy Holly Story — live at Drury Lane Theatre Oakbrook Terrace.
Operation Mincemeat (Chicago)
Operation Mincemeat (Chicago) — live at CIBC Theatre.
Drunk Shakespeare: Drunk Dracula (21+ Event)
Drunk Shakespeare: Drunk Dracula (21+ Event) — live at The Lion Theatre.
40 Fingers
40 Fingers — live at North Shore Center for the Performing Arts.
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center River Cruise Aboard First Lady — live at Chicago Architecture Center.
NoMI Garden Golden Hour
NoMI Garden Golden Hour Wednesdays from 5:00 p.m. – 7:00 p.m. Reserve a Table | View Menu Introducing our new summer series, NoMI Garden Golden Hour.
HACK JOB, A Comedy Show
HACK JOB COMEDY A biweekly showcase of Chicago’s best comedians at Blind Barber in Fulton Market! SHOW DETAILS: Doors @ 6 pm Show @ 7 pm An evening fi
Knocked Loose & Denzel Curry
Knocked Loose & Denzel Curry — Metal, Nu-Metal at The Salt Shed Outdoors (Fairgrounds) in Chicago. There is a delivery delay on all orders until appro
40 Fingers
They are called 40 FINGERS, they are Italian and they are the phenomenal quartet of guitarists who, to the tune of millions of views, are conquering s
Bayonne
Live at Lincoln Hall in Chicago: Bayonne. 18+.
Ben Harper & The Innocent Criminals
Ben Harper & The Innocent Criminals — Pop, Rock at Garcia's Chicago in Chicago. All sales are final, no refunds/exchanges permitted, but tickets may b
The Second City's: Pandemonium, Please Hold
The Second City's: Pandemonium, Please Hold at Second City-Chicago: Mainstage in Chicago.
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An E
The Orbit
The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, sho
The Fizz Show
Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-
Thursday, October 1
Come from Away (Touring)
Come from Away (Touring) — live at Marriott Theater - Lincolnshire IL.
World Ballet Company: Swan Lake
World Ballet Company: Swan Lake — live at Rialto Square Theatre in Joliet.
Kokandy Productions Jekyll & Hyde (Chicago)
Kokandy Productions Jekyll & Hyde (Chicago) — live at Broadway Playhouse at Water Tower Place.
Operation Mincemeat (Chicago)
Operation Mincemeat (Chicago) — live at CIBC Theatre.
Drunk Shakespeare: Drunk Dracula (21+ Event)
Drunk Shakespeare: Drunk Dracula (21+ Event) — live at The Lion Theatre.
Eureka Day
Eureka Day — live at Citadel Theatre in Lake Forest.
Reed Timmer
Reed Timmer — live at North Shore Center for the Performing Arts.
Matthew Broussard
Matthew Broussard — live at The Comedy Vault.
Ashley Cooke: The Baby Blues Tour with McCoy Moore
Ashley Cooke: The Baby Blues Tour with McCoy Moore — live at Joe's Live.
Chicago Architecture Center River Cruise Aboard First Lady
Chicago Architecture Center River Cruise Aboard First Lady — live at Chicago Architecture Center.
DuSummer Live Music Series
DuSummer Music Series 2026 Get ready for an unforgettable summer of music at the DuSable Museum Outdoor Courtyard! Join us every other Thursday for so
Swan Lake: Symphony of Lights
“Swan Lake: Symphony of Lights” is the landmark new production of the upcoming season. Tchaikovsky’s iconic score opens the door to an entirely reimag
Militarie Gun
Live show at Metro Chicago. With Softcult \* Shady Nasty \* Dazy. 18+.
Morgan’s Laugh Lounge
Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge , Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:
Ali Macofsky - Live at Zanies
Live stand-up comedy at Zanies Comedy Club featuring Ali Macofsky. 21+ only.
ChicagoAfterFive is Chicago’s nightlife guide for grown folks — updated daily with bars, live music, rooftops, comedy clubs, date night spots, and every event worth showing up for after 5pm.
Browse all venues, explore by tonight, or find the perfect date night.