Live music in Chicago this weekend, Fri, Sep 25 – Sun, Sep 27. 500+ shows across Chicagoland and NW Indiana.

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Fri, Sep 25 · 233 shows

Broken Hearts
9:00pm

Lyons & Co

Rock · Blues

Lyons & Co. Born in Chicago and reborn in Tulsa, Oklahoma, Lyons & Company is an emerging group in the American roots scene, blending the soul of rhythm and blues with the grit of Southern rock. Led by front woman and songwriter Bride Lyons, their signature “honey and gravel” sound captures the warm

Freddie Jackson
7:30pm

Freddie Jackson

R&B

City Winery Chicago Presents Freddie Jackson live on Sunday, September 25th at 7:30 PM! To urban contemporary listeners, Freddie Jackson is one of the biggest stars of the latter half of the ’80s, dominating the R&B charts seemingly at will. Jackson’s forte was sophisticated, romantic soul ballads aimed at adult audiences, but he was also capable of tackling urban contemporary dance fare and even the occasional jazz tune. Yet unlike many of his peers — Luther Vandross, Anita Baker, Peabo Bryson, etc. — Jackson never managed to cross over to the pop charts, where none of his R&B smashes even breached the Top Ten. As new trends like hip-hop altered the urban contemporary landscape, Jackson gradually faded from view during the ’90s.

from $81.6

NEPTUNE'S CORE
8:30pmSidebar

Friday Night

with

Powerviolence · Indie rock

FITZGERALDS SIDEBAR Presents: Friday Night in SIDEBAR w/ NEPTUNE'S CORE Neptune's Core is an alternative indie rock band made up of two sets of sisters. The four created the bad-ass group out of Chica

Shirley's Piano Bar
8:30pm

Emily Popli LIVE at Shirley’s Piano Bar

Emily Popli is a Chicago-based singer-songwriter and multi-instrumentalist whose music blends soul, pop, and country influences into emotionally rich, deeply personal storytelling. A lifelong writer — she started out as a poet before falling in love with piano and songwriting — Emily has spent over

Sat, Sep 26 · 225 shows

93 Octane Brewery - Elmhurst
6:00pm

Elmhurst Live Music Saturday's at 93 Octane Brewery

Looking for live music in Elmhurst on Saturday nights? 93 Octane Brewery Elmhurst is your go to spot for great music, craft beer, and a high energy taproom experience. Join us every Thursday from 6 to 9 PM for live music in Elmhurst featuring a rotating lineup of local musicians playing everything from acoustic sets to rock, country, and crowd favorites. Whether you are planning a night out in Elmhurst, searching for live music near you, or just looking for things to do on a Saturday night, 93 Octane Brewery delivers the perfect mix of music, drinks, and atmosphere. Enjoy fresh craft beer, a full food menu, and a lively crowd while discovering some of the best live music Elmhurst has to offer. Additional Details: No cover Seating is first come, first served

No cover

Broken Hearts
9:00pm

Dan Patrevito

Dan Patrevito originally from Chicago, has called Austin, Texas home for just over a decade. He returns to Broken Hearts with a stellar lineup of local Chicago musicians to bring his unique blend of Classical Country Ballads, Mississippi River Blues, TexMex Rock n roll and Wooden Swamp Boogie.

Bub City
10:00pm

DJ Joe Villanueva

Get ready to turn up at Bub City with DJ Joe Villanueva! DJ Joe will be spinning an energetic mix of party hits and country favorites to keep you on the dance floor all night long.

City Winery
12:00pm

Soul Brunch - Annual Motown Spectacular

R&B

City Winery Chicago & PureSoul Presents Soul Brunch - Annual Motown Spectacular live on Saturday, September 26th at 12:00 PM! Get ready for a soulful Saturday like no other. Our Annual Soul Brunch Tribute to Motown returns with the timeless hits that defined our world — from the unstoppable groove of Ain’t Too Proud to Beg to the smooth magic of Ain’t No Mountain High Enough and Heard It Through the Grapevine.The PureSoul All-Stars bring the Motown sound to life while you sing along, dance in your seat, and celebrate the music that moves us all. Enjoy a full brunch buffet for $25 (separate price from show).

from $30

Tamar Braxton
6:00pmSet 1

Tamar Braxton

R&B · Pop

City Winery Chicago Presents Tamar Braxton live on Saturday, September 26th at 6:00 PM! View all dates / times here Tamar Braxton returns to the stage for a special multi-city engagement, bringing her unmistakable voice, magnetic presence, and chart-topping catalog to City Winery audiences this summer. An unforgettable force in entertainment since emerging in 2000, Tamar has captivated fans around the world with her powerhouse vocals, candid personality, and dynamic artistry. An EMMY and GRAMMY®-nominated singer, actress, television personality, and producer, Tamar continues to evolve while remaining true to the passion and authenticity that have defined her career. As she embraces what she calls her “Me Year,” she is reclaiming her voice, celebrating personal growth, and entering an exciting new chapter across music, television, and film. Fans can expect an evening filled with soulful performances, fan favorites, and the signature charisma that has made her one of the most recognizable voices in R&B. Join us for an unforgettable night with Tamar Braxton as she shares her music, her journey, and her undeniable star power in City Winery’s intimate concert setting. Reserve your seats now and experience a remarkable evening of live music, wine, and dining.

from $69.6

Tamar Braxton
9:30pmSet 2

Tamar Braxton

R&B · Pop

City Winery Chicago Presents Tamar Braxton live on Tuesday, September 15th at 7:30 PM! Tamar Braxton returns to the stage for a special multi-city engagement, bringing her unmistakable voice, magnetic presence, and chart-topping catalog to City Winery audiences this summer. An unforgettable force in entertainment since emerging in 2000, Tamar has captivated fans around the world with her powerhouse vocals, candid personality, and dynamic artistry. An EMMY and GRAMMY®-nominated singer, actress, television personality, and producer, Tamar continues to evolve while remaining true to the passion and authenticity that have defined her career. As she embraces what she calls her “Me Year,” she is reclaiming her voice, celebrating personal growth, and entering an exciting new chapter across music, television, and film. Fans can expect an evening filled with soulful performances, fan favorites, and the signature charisma that has made her one of the most recognizable voices in R&B. Join us for an unforgettable night with Tamar Braxton as she shares her music, her journey, and her undeniable star power in City Winery’s intimate concert setting. Reserve your seats now and experience a remarkable evening of live music, wine, and dining.

from $69.6

Los Gallos
7:00pmPatio

Saturday Night

with

Latin rock · Rockabilly

LOS GALLOS! FREE SHOW! Click "Book Now" to reserve a table. We always leave room for walk-ins so if you can't find a reservation, don't sweat it, c'mon over! Los Gallos are

North & Maple Kitchen + Bar
7:30pm

Dueling Pianos

Join us for dinner, dancing, & dueling! Dueling Pianos is a high-energy party that's part classic rock show, part comedy show and all sorts of insanity rolled into one big outrageous party. The audience becomes part of the show in a request-driven sing-along, dance-along, thumpthetables-along extravaganza!! This is a show you're not going to want to miss! Call us at 708-468-8181 to make a reservation!

Shirley's Piano Bar
8:30pm

Kelly Lynch LIVE at Shirley's Piano Bar

Kelly has become a beloved presence on Chicago's piano bar scene, known for her vibrant energy and an uncanny ability to get a room singing along from the very first song. Her sets blend crowd-favorite sing-alongs with tasteful renditions of classic and contemporary hits, all delivered with the char

Zero
10:00pm

Zero

Electronic

Saturday, September 26th, 2026 ZERO \- - - - - - - - - - - - - - - - - - - - - - - 2045 N Milwaukee Ave Chicago, IL

$20

The Wild Hare
8:00pm

Dj E-magic: poetic justus

Soul

Don’t miss out on Poetic JustUs, the home of the Sing Along Party and open mic poetry. Not the traditional R&B songs you hear often. We are playing those cuts you forgot about. Buy Tickets X More Information

Today · Sun, Sep 27 · 42 shows

Broken Hearts
9:00pm

Too Gold · Garry Princeton & the Flyover Country

Rock · Country

TOO GOLD plays fuzzed-out country rock in backyards, basements, and dive bars around Chicago. Tom Hays and Margaret Stephenson started singing and writing songs together after meeting on a group trip to a cabin deep in the Wisconsin Northwoods. They’re joined by longtime friends Devin Byrd on bass a

City Winery
12:00pm

The Boy Band Project Brunch

Join us for this month's Chef & Winemaker Dinner: Gather & Give Thanks, a four-course dining experience inspired by gratitude, seasonal abundance, and the comforting flavors of late fall.

City Winery
7:00pm

Mama Dea's Juke Box: A Musical Tribute to Tyler Perry

City Winery Chicago & Jai Brenai Productions Presents Mama Dea's Juke Box: A Musical Tribute to Tyler Perry live on Sunday, September 27th at 7:00 PM! From the producer of Jai Brenai Productions comes an unforgettable theatrical concert experience inspired by the beloved characters, unforgettable moments, and timeless storytelling that audiences have loved for years. Join Mama Dea, The Faithful Daughter, The Hustler Uncle, The Funny Neighbor, The Firecracker Auntie, and The Church Ladies snd more… as they take audiences on an emotional and hilarious musical journey through faith, family, forgiveness, and second chances.

from $36