ChicagoAfter Five
Date night

Date Night in Chicago

Handpicked for two. Reserved tables, live music, skyline views.

50 events
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ARC Music Festival
Fri, Sep 4
2:00 PM

ARC Music Festival

Union ParkUnion Park

ARC Music Festival brings Chicago's underground electronic scene above ground—this is where the city's most respected selectors (think Green Velvet, Honey Dijon, Carl Craig) command massive sound systems across Union Park. You'll experience three days of techno, house, and experimental beats in a festival setup that feels more intimate than massive, with the kind of lineup that attracts serious dancers and curious newcomers alike.

Ten Cat Swing Summer Series Finale at Banging Gavel
Thu, Aug 6
6:30 PM

Ten Cat Swing Summer Series Finale at Banging Gavel

Banging Gavel Brews at The Vogt HouseTinley Park

Swing and acoustic jazz night at Banging Gavel Brews. Sophisticated, intimate, soulful. Upscale brewpub menu and charcuterie. 6:30-9:30PM Thursday.

Prime Time: Adults-Only Museum Dance Party
Sat, Jul 25
7:00 PM

Prime Time: Adults-Only Museum Dance Party

Museum of Contemporary Art

Late-night museum dance party at the MCA. Food stations, cocktails, choreography workshops. Adults only.

& Juliet: The Musical
Wed, Jul 22
7:00 PM

& Juliet: The Musical

The Auditorium TheatreLoop

& Juliet flips Shakespeare's tragedy into a fever dream of pure pop euphoria—imagine Juliet center stage, taking control of her own story while Max Martin's greatest hits soundtrack every defiant moment. You'll spend two hours in the Loop's architectural masterpiece, The Auditorium Theatre, watching a cast that moves like they're powered by pure adrenaline, as decades of pop bangers (we're talking Britney, The Weeknd, Ariana Grande) propel a narrative that's equal parts romance and rebellion.

Giordano Dance Chicago: Ignite the Soul
Mon, Jul 6
7:30 PM

Giordano Dance Chicago: Ignite the Soul

Harris TheaterMillennium Park

Modern jazz dance performance by Giordano Dance Chicago at the Harris Theater. Kinetic, soulful, and inspiring.

Hair
Thu, Jul 2
7:30 PM

Hair

Chopin TheatreWicker Park

Kokandy Productions brings the psychedelic rock opera that defined a generation to Wicker Park's intimate Chopin Theatre—expect tie-dye energy, anti-establishment anthems, and a cast that'll have you questioning everything by intermission. This isn't a museum piece; it's a full-throttle dive into '60s rebellion with modern relevance that hits harder than you'd think.

$15
Midweek Jazzin' at the Shedd
Wed, Jul 1
Recurring
5:00 PM

Midweek Jazzin' at the Shedd

Shedd Aquarium

Premium lakefront jazz cocktail series at the Shedd Aquarium. Wednesday after-hours with live jazz, upscale drinks, and aquatic ambiance. Recurring we

Rachel Z and Lenny White at Martyrs'
Sat, Jun 27
7:30 PM

Rachel Z and Lenny White at Martyrs'

Martyrs'Lincoln Square

Jazz legends Rachel Z and Lenny White bring the Generations Deconstructed Tour to Martyrs' with The Rock 'N' Roll Collective. $35 adv / $45 doors. All

$35
Star Wars: A New Hope In Concert at Symphony Center
Fri, Jun 26
7:30 PM

Star Wars: A New Hope In Concert at Symphony Center

Symphony CenterLoop

The Chicago Symphony Orchestra performs John Williams' iconic score live while the film plays on screen. June 26-27.

Guy Torry Live - Fathers Day Weekend
Fri, Jun 19
7:00 PM

Guy Torry Live - Fathers Day Weekend

Riddles Comedy ClubAlsip

Fathers Day weekend with the best of the best Guy Torry live. Two shows at 7:00 PM and 9:30 PM. Doors open at 6:30 PM. 21 plus with photo ID. Cash ven

$25
Ken Vandermark at Green Mill
Thu, Jun 18
8:00 PM

Ken Vandermark at Green Mill

The Green MillUptown

Free jazz titan Ken Vandermark takes the Green Mill stage. Experimental, fearless, and uniquely Chicago.

A Little Night Music
Thu, Jun 18
7:30 PM

A Little Night Music

Marriott TheatreLincolnshire

Sondheim's masterpiece gets a lush production at Marriott Theatre in Lincolnshire—expect the kind of intimate, character-driven storytelling that made this show legendary among theater nerds. The intricate harmonies and witty libretto about Parisian romance hit different when you're this close to the action, and the theater's elegantly designed space only amplifies the sophistication.

$40
Son Little
Saturday
8:00 PM

Son Little

Garcia's ChicagoLincoln Square

With special opening act Tonina. All sales are final, no refunds/exchanges permitted, but tickets may be transferred through your TM Account. Garcia's is fully ADA compliant featuring wheelchair lifts and ramps between the various levels of the venue, assisted listening devices upon request, and allows official service animals. Premium Table seating is located closest to the stage offering the most intimate music experience for guests and includes table service. Reserved Table seating is located on our main floor, behind the Premium section, and also includes table service. Both Premium and Reserved table seating is cabaret style which means you may be sitting with other fans. Private Booths are available and depending on the booth seats 1 to 4, 5, or 6 guests. General Admission/Standing Room is located around the sides of the room on an elevated level for quality viewing and easy bar access. 21 & Over Show. Must be 21+ with a valid ID to purchase alcohol. At Garcia's Chicago.

21+
THRILLER — The Michael Jackson Dance Party
Friday
8:30 PM

THRILLER — The Michael Jackson Dance Party

Chop ShopWicker Park

Step into the iconic world of Thriller at Chop Shop in Wicker Park as the city's most electrifying dance party pays tribute to the King of Pop. Don yo

$25–$27.26
An Evening with John Cusack & Screening of Grosse Pointe Blank
Friday
7:30 PM

An Evening with John Cusack & Screening of Grosse Pointe Blank

The Auditorium TheatreLoop

John Cusack live Q&A and Grosse Pointe Blank screening. Auditorium Theatre. Jun 13.

90s Night at the Zoo: Adults Only at Lincoln Park Zoo
Friday
6:30 PM

90s Night at the Zoo: Adults Only at Lincoln Park Zoo

Lincoln Park ZooLincoln Park

Adults-only 90s throwback night at Lincoln Park Zoo. June 13, 6:30-10 PM.

21+
The Poetry Brothel Chicago: Life is a Cabaret
Thursday
8:00 PM

The Poetry Brothel Chicago: Life is a Cabaret

Chicago Theater WorksLakeview

Immersive poetry and burlesque cabaret experience at Chicago Theater Works.

$45–$8521+
Darrell Scott at Old Town School of Folk Music
Thursday
8:00 PM

Darrell Scott at Old Town School of Folk Music

Old Town School of Folk MusicLincoln Square

Acclaimed singer-songwriter Darrell Scott performs. Intimate folk concert. 8PM Friday.

Harlem Hayfield, Margo MacEro, Little Victory, Joel Gragg
Thursday
8:00 PM

Harlem Hayfield, Margo MacEro, Little Victory, Joel Gragg

Reggies on the BeachSouth Loop

At Reggies Music Joint.

Hot Sauce Poetry and Comedy Night
Thursday
7:30 PM

Hot Sauce Poetry and Comedy Night

Bronzeville SoulBronzeville

Spoken word and stand-up comedy with full Southern soul food menu. Soulful, intimate, hilarious. 7:30PM Friday in Bronzeville.

Jeremy Piven
Thursday
7:00 PM

Jeremy Piven

Chicago ImprovSchaumburg

At Chicago Improv - Schaumburg.

Marques Carroll Quintet — Record Release at Green Mill
Wednesday
8:00 PM

Marques Carroll Quintet — Record Release at Green Mill

The Green MillUptown

Marques Carroll Quintet celebrates a new record release at the Green Mill. Chicago trumpet royalty in the house.

Kelly Willis & Radney Foster at Old Town School
Wednesday
8:00 PM

Kelly Willis & Radney Foster at Old Town School

Old Town School of Folk MusicLincoln Square

Kelly Willis and Radney Foster present Songs & Stories with special guest Logan Mac at Old Town School's Maurer Hall. Texas country and Americana lege

Pleasantries, When We Was Kids, Middle Seat
Wednesday
8:00 PM

Pleasantries, When We Was Kids, Middle Seat

Reggies on the BeachSouth Loop

Pleasantries, When We Was Kids, and Middle Seat take over Reggies Music Joint on June 12.

Mama Delia Summer Wine Tasting and Flamenco Guitar
Wednesday
7:00 PM

Mama Delia Summer Wine Tasting and Flamenco Guitar

Mama DeliaWicker Park

Wine tasting paired with live flamenco guitar at Mama Delia. Elegant, luxurious. World-class Spanish wine list. Select Thursday nights.

Mumford & Sons - Prizefighter Tour Platinum
Wednesday
6:30 PM

Mumford & Sons - Prizefighter Tour Platinum

Wrigley FieldWrigleyville

Mumford & Sons bring the Prizefighter Tour to Wrigley Field on June 10.

Vincen García & Delvon Lamarr Organ Trio
Today
8:00 PM

Vincen García & Delvon Lamarr Organ Trio

Garcia's ChicagoLincoln Square

Vincen Garcia and Delvon Lamarr Organ Trio bring the heat to Garcia's Chicago on June 8.

21+
Alex Isley at House of Blues
Sun, Jun 7
8:00 PM

Alex Isley at House of Blues

House of Blues ChicagoRiver North

Neo-soul goddess Alex Isley brings her silky vocals and lush production to House of Blues Chicago. A must for R&B lovers.

Augustana + Phantom Planet
Sun, Jun 7
8:00 PM

Augustana + Phantom Planet

Lincoln HallLincoln Park

Mid-2000s indie rock reunion at Lincoln Hall. Augustana (Boston) and Phantom Planet (California) share a nostalgic bill.

Nando de La Gente: En Espanol
Sun, Jun 7
6:00 PM

Nando de La Gente: En Espanol

Chicago ImprovSchaumburg

Nando de La Gente brings his En Espanol show to Chicago Improv in Schaumburg on June 6.

Lyle Lovett and His Large Band at City Winery
Sun, Jun 7
5:00 PM

Lyle Lovett and His Large Band at City Winery

City Winery ChicagoWest Loop

Country/jazz legend Lyle Lovett performs an intimate acoustic session. Sophisticated, soulful, elegant. Full upscale dining, house wines, and charcute

Chicago Blues Festival Finale: Taj Mahal and Phantom Blues Band
Sun, Jun 7
12:00 PM

Chicago Blues Festival Finale: Taj Mahal and Phantom Blues Band

Millennium ParkMillennium Park

The closing day of the 2026 Chicago Blues Festival features a Women in Blues Tribute with Mary Lane and Katherine Davis, Sue Foley, Chris Cain, and the legendary Taj Mahal & Phantom Blues Band closing the festival at 7:45 PM. Maxwell Street celebration from 10 AM-3 PM. Free admission.

Nocturna: 38th Anniversary
Sat, Jun 6
10:00 PM

Nocturna: 38th Anniversary

Metro ChicagoWrigleyville

Chicago's legendary goth and darkwave dance night celebrates 38 years. DJ Scary Lady Sarah, Johnny Based, GlitterGuts Live Photobooth, burlesque by Mo

After Dark at Punch Bowl Social
Sat, Jun 6
Every Friday & Saturday
9:00 PM

After Dark at Punch Bowl Social

Punch Bowl SocialWest Loop

Free late-night events at Punch Bowl Social, Fulton Market. Multiple dates.

21+
Music for the Masses: Dark 80s New Wave Night at Beat Kitchen
Sat, Jun 6
9:00 PM

Music for the Masses: Dark 80s New Wave Night at Beat Kitchen

Beat KitchenRoscoe Village

A night of dark 80s new wave, post-punk, and synth-pop at Beat Kitchen in Roscoe Village. DJs spin Depeche Mode, The Cure, Joy Division, New Order, and more. Dress the part. Dance all night.

21+
Toronzo Cannon Blues Band
Sat, Jun 6
9:00 PM

Toronzo Cannon Blues Band

Kingston MinesLincoln Park

Chicago blues guitar powerhouse Toronzo Cannon and his band tear through a late-night set at Kingston Mines, Lincoln Park's legendary blues club.

Swinging Sounds Late Night Jam Sessions at The Green Mill
Sat, Jun 6
Every Friday & Saturday
9:00 PM

Swinging Sounds Late Night Jam Sessions at The Green Mill

The Green MillUptown

Live jazz jam sessions at the historic Green Mill. Prohibition-era vibes, classic martinis, premium spirits. Soulful, dimly-lit. Open until late.

Kandi Burruss Live
Sat, Jun 6
9:00 PM

Kandi Burruss Live

City Winery ChicagoWest Loop

Xscape vocalist and RHOA star Kandi Burruss takes the stage at City Winery for an intimate evening of R&B classics and conversation.

Bluesfest AfterParty: Fernando Jones Blues Trio at Reggies
Sat, Jun 6
9:00 PM

Bluesfest AfterParty: Fernando Jones Blues Trio at Reggies

Reggies on the BeachSouth Loop

Fernando Jones Blues Trio headlines the Blues Fest AfterParty at Reggies. Blues education legend Fernando Jones brings his trio to the South Loop stag

Bordel Summer Burlesque Revue and Jazz Session
Sat, Jun 6
Every Friday & Saturday
9:00 PM

Bordel Summer Burlesque Revue and Jazz Session

BordelWicker Park

Burlesque and live jazz every Friday and Saturday night at Bordel. Sultry, glamorous, retro. Gourmet Spanish tapas and craft cocktails. 9PM shows thro

Summer Fireworks Aboard the Tall Ship Windy
Sat, Jun 6
Every Saturday
8:45 PM

Summer Fireworks Aboard the Tall Ship Windy

Navy PierNavy Pier

Sail aboard a tall ship watching Navy Pier fireworks. Romantic, sophisticated, majestic. Full craft cocktail bar. Every Saturday 8:45PM through August

John Moreland + Joe Pug
Sat, Jun 6
8:30 PM

John Moreland + Joe Pug

Old Town School of Folk MusicLincoln Square

Two of Americana's finest songwriters share a bill at Old Town School. Moreland's gut-punch lyricism with Pug's literary folk — an intimate evening.

Chicago Symphony Orchestra
Sat, Jun 6
8:30 PM

Chicago Symphony Orchestra

Symphony CenterLoop

The world-renowned Chicago Symphony Orchestra performs at historic Symphony Center.

John Moreland & Joe Pug at Old Town School
Sat, Jun 6
8:00 PM

John Moreland & Joe Pug at Old Town School

Old Town School of Folk MusicLincoln Square

Singer-songwriters John Moreland and Joe Pug share the stage at Old Town School's Maurer Hall. Raw, introspective Americana. Part of the Working Songw

Subterranean Indie Music Showcase
Sat, Jun 6
Every Friday & Saturday
8:00 PM

Subterranean Indie Music Showcase

SubterraneanWicker Park

Live indie rock all summer at Subterranean. Alternative, gritty, loud, intimate. Multi-level venue with craft brews. Doors 8PM Friday and Saturday nig

Morry Sochat and The Special 20s: 20th Anniversary at Navy Pier
Sat, Jun 6
7:30 PM

Morry Sochat and The Special 20s: 20th Anniversary at Navy Pier

Navy PierNavy Pier

Swing and classic Chicago blues on the Navy Pier Lakeview Stage. 20th anniversary tour. Soulful, festive, open-air. Multi-ethnic food vendors and cock

Christian McBride & Ursa Major
Sat, Jun 6
7:00 PM

Christian McBride & Ursa Major

Garcia's ChicagoLincoln Square

Christian McBride and Ursa Major bring world-class jazz to Garcia's Chicago on June 6.

21+
Kingston Mines Blues — Saturday Night
Sat, Jun 6
7:00 PM

Kingston Mines Blues — Saturday Night

Kingston MinesLincoln Park

Saturday night blues til 4am. Kingston Mines — two stages, legendary Chicago blues, and the kind of night you'll still be talking about Monday morning

Reggaeton Fireworks Booze Cruise on Lake Michigan
Sat, Jun 6
6:30 PM

Reggaeton Fireworks Booze Cruise on Lake Michigan

Anita Dee Yacht ChartersLoop

Set sail on Lake Michigan for a reggaeton-fueled booze cruise with DJ sets, open bar packages, and front-row views of the Navy Pier fireworks. Board at Anita Dee Yacht Charters on the lakefront.

21+
The Pamoja Project Friday at Andy's Jazz Club
Sat, Jun 6
6:00 PM

The Pamoja Project Friday at Andy's Jazz Club

Andy's Jazz ClubRiver North

The Pamoja Project returns for a Friday night of soulful jazz at Andy's Jazz Club on Hubbard Street. Two sets: 6:00–7:15 PM and 8:15–9:30 PM. River No

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