August 13

Stefan Hillesheim Band: Seduced By The Blues - Live at Rosa's Lounge

Originally from Koblenz, Germany Stefan Hillesheim moved to the US in 2014. Stefan played in several gospel, funk, rock, and R&B groups in southern California before he relocated to Chicago, IL in pursuit of a full-time career as a blues musician. The blues has always been at the heart of Stefan’s passion for music - Chicago provided the ideal scene for him to grow as a blues artist and learn from the best and most authentic sources. Stefan is best known for his slide guitar playing, soulful vocals, and dynamic live performances. Being considered an "old soul", Stefan's main inspirations are Elmore James, Howlin' Wolf, and Albert King.

Wed, Aug 13, 2025
August 14 - August 28

Joey J. Saye :: Traditional Blues Hour

Joey J. Saye: A Rising Star in Chicago's Blues Legacy

Joey J. Saye, a gifted guitarist, singer, and songwriter, has been a shining presence in Chicago's vibrant music scene since the age of 15. Embarking on his musical journey at such a young age, he quickly captivated audiences with his innate talent and undeniable passion. Over the years, Joey J. has meticulously nurtured his craft, finding his voice amidst the rich tapestry of the city's blues heritage.

At the heart of Joey J.'s journey is his immersion in the Chicago blues scene, a realm where the legends have left their indelible mark. Influenced by luminaries like Robert Lockwood Jr., Jimmy Rogers, Otis Rush, Pat Hare, and Magic Sam, Joey J. has deftly blended these iconic styles into his own musical identity. His performances are an homage to the masters while retaining a contemporary edge that showcases his distinct personality.

Sharing the stage with acclaimed artists is a testament to Joey J.'s undeniable talent. Collaborations with the likes of John Primer, Jimmy Burns, Willie Buck, Mary Lane, Dave Herrero, Felix Reyes, Mondo Cortez and Tom Holland have allowed him to not only learn from his peers but also to contribute his unique sound to Chicago's musical legacy.

Thu, Aug 14, 2025
Thu, Aug 21, 2025
Thu, Aug 28, 2025
August 14

Rosa's All-Stars Band Feat. Lil Ed Williams

Experience the electrifying energy of Lil' Ed Williams, known for lighting up the stage with his band 'The Blues Imperials,' in a rare live performance with an all-star ensemble of hand-picked musicians typically featuring:

Thaddeus Krolicki - guitar

Sumito Ariyoshi - piano

Tony Mangiullo - drums

Harlan Terson - bass,

exclusively seen together live at Rosa's Lounge. Described as "electrifying, raucous, pure Chicago blues," Lil' Ed is celebrated for his exceptional guitar skills, captivating slide technique, and charismatic stage presence. Critics hail him for his intense and soulful blues performances, characterized by scorching slide guitar and infectious rhythms that exude joy and passion.

Thu, Aug 14, 2025
August 15

Will Jacobs Band

Take a Chicago born Bluesman and transplant them to Germany, things can get crazy in an exciting sort-of-way. Will Jacobs is that excitement, and plays like a Bluesman possessed. His mastery of the guitar leaves one in complete admiration of his dedication to the Blues/Rock craft. What separates Will Jacobs from so many others and for that matter any Blues/Rock musician, is having paid their dues. It’s the single most construct for Blues performers. You can tell immediately that Jacobs has paid his dues with blood, sweat and tears. His soul shines through on every number he performs. His vocals are as riveting as his guitar work. They both (vocals & guitar) come together, with the backing of his amazing rhythm section, to grab your attention. Suddenly the hairs on the back of your neck are standing up and your arms are riddled with those goosebumps, that cool nights, sittin’ on the porch tend to bring on. Yes Will Jacobs is that sort of artist. He just plays at a level of wonderful emotion and skill. I could go on and on, but you get the picture… so click on the video download his music, and treat yourself to the very best. Will Jacobs is a star on the rise, without a doubt.

Fri, Aug 15, 2025
with:
August 16

Matthew Skoller Chicago Wind with Precious Taylor

with Precious Jewel Taylor

Matthew Skoller, a revered harmonica maestro and Blues luminary of Chicago, boasts a remarkable 36-year journey performing at the city's top-tier venues and touring globally with his tightly-knit ensembles. Rooted in the legacy of Chicago blues icons, Skoller's style fuses tradition with a contemporary edge. His songs delve into the modern challenges of technology, information, and upheaval, while his fervent performances blend soulful harmonica, vocals, original songwriting, and exceptional production skills. With five self-produced, lauded albums, Skoller stands as a testament to Chicago's blues heritage while crafting a unique narrative for today's audience.

Sat, Aug 16, 2025
August 17 - December 21

Old Town School's Blues Band showcase and Graduation Bash

Join us to experience students working out the blues with their own bands from the Old Town School of Folk Music. Witness the transformation that seven weeks of practice can bring to their sound! These performances will feature multiple groups playing non-stop music from 4:30 PM to 8:00 PM.

Admission is free for these performances.

Sun, Aug 17, 2025
Sun, Oct 26, 2025
Sun, Dec 21, 2025
August 18 - August 31

Sundays and Mondays - Open for Special Events Only

Did you know the world was created in just 5 nights? Yes! Specifically Tue-Sat. And on the 6th and 7th, even the creators took a break! That's right, just like the universe's founding mothers, we'll be taking a well-deserved rest on Sundays and Mondays. But don't worry, If you have an idea for a special event during our off days or any other day, please feel free to contact us. We're always looking for new ways to keep the fun going. Thanks for your understanding, and we'll see you soon!

Mon, Aug 18, 2025
Sun, Aug 24, 2025
Mon, Aug 25, 2025
Sun, Aug 31, 2025
August 19 - August 26

Dave Herrero Feat. Pete Galanis

Raised in a small beach town outside of Tampa, Florida, Dave Herrero was introduced to the local and national music scene though a family friend, sneaking out of military school at age 15 to regularly to see bands like the Arc Angels and Johnny Winter, and to go to a local blues jam at the Green Iguana on Monday nights, where local heroes like James and Lucky Peterson would frequently pop in.

Herrero got his start as a professional touring musician in 1996 in Jacksonville Beach, Florida, then moved to Austin, TX and joined Archie Bell and the Drells (of "Tighten Up" fame). In Austin, he quickly immersed himself into the Austin music community, playing with the likes of Gary Clark Jr, Charlie Sexton, Lazy Lester, Matt Powell, Seth Walker all the while starting the Blues Society of Austin with friends, Mark "Kaz" Kazanoff, Nancy Coplin and Nicole Shiro. It was in Austin that Dave honed in on his guitar playing, singing and songwriting skills, that he then took with him to Chicago. More about Dave Herrero

Tue, Aug 19, 2025
Tue, Aug 26, 2025
with:
August 20

Rosa's Blues Jam hosted by Tom Holland

with Tom Holland

Rosa's Lounge is excited to announce the long-awaited return of its legendary Blues-Jam, now scheduled to take place on the third Wednesday of each month. Since its establishment in 1984, Rosa's Blues-Jam has been a stage for iconic blues personalities such as Chico Chism, Buddy Scott, Valerie Wellington, James Wheeler, Melvin Taylor, Sugar Blue, Lil Ed, Willie Buck, Mary Lane, and many others. The Blues-Jam has always attracted seasoned, world-known recording artists as well as novices with a strong will to learn and network with other musicians. Our focus is on creating the best possible music. What sets Rosa's Blues-Jam apart is its commitment to providing direction and suggestions based on classic Blues songs, paying respect to the original black creators of the Blues. Musicians are welcomed to bring their instruments and immerse themselves in the blues, getting acquainted with the environment and with the intention of creating an unforgettable musical experience.

Wed, Aug 20, 2025
August 21

Rosa's All-Stars Band Feat. Tom Holland

With a legacy spanning over a remarkable 25 years, Tom Holland (of the Shuffle Kings) have left an indelible mark on the global blues stage. Their musical journey has taken them to renowned clubs and prestigious festivals across the world, enchanting audiences with their soul-stirring performances.

At the heart of this musical force is Tom Holland, a blues virtuoso whose dedication to his craft has propelled him to remarkable heights. Tom's musical journey reads like a who's who of blues legends – from sharing the stage with the iconic John Primer to harmonizing with the legendary Eddy Clearwater. Most recently, Tom had the distinct privilege of collaborating with the late James Cotton, a true luminary of the blues genre. These experiences haven't just shaped his artistry; they've solidified his reputation as one of the most sought-after blues musicians in the contemporary scene.

Thu, Aug 21, 2025
August 22

Mississippi Heat: Don't Look Back - New CD

Led by harmonica master and songwriter Pierre Lacocque, Mississippi Heat is a world-class Chicago Blues Band. Their motto is “Traditional Blues With A Unique Sound” as they present fresh yet vintage-based musical ideas.

MISSISSIPPI HEAT’s name is a reflection of Pierre’s reverence for Mississippi’s blues culture and music. The band’s conviction is that there is no deeper music than Delta-inspired blues to express what lies in everyone’s soul. They have received world-wide critical acclaim, including from Living Blues Magazine: “MISSISSIPPI HEAT delivers its traditional urban blues with a freshness, energy and competence that makes them a treasure on today’s Chicago scene.”

Fri, Aug 22, 2025
August 23

Ivan Gomez Singh Band: I Play La Lata-de-batata Blues For You

Ivan Singh, a 29-year-old guitarist from Córdoba, Argentina, has carved out a distinct style that revolves around his unique "Lata de Batata" can-box-guitar and his exceptional approach to playing it. Born and raised in Argentina, Singh has brought his unique blend of traditional Argentine and classic Chicago blues to the heart of the Windy City's music scene.

Fusing the soulful rhythms and emotive scales of the Argentine music with the raw energy of Chicago's iconic blues bars, Singh has created a sound that is both fresh and deeply rooted in history. Through tireless performances and community collaborations, he is carving out a distinctive space for himself in the competitive Chicago blues arena.

Singh's live performances have seen him sharing the stage with esteemed artists such as Chris Cain, John Primer, Super Chican, Slam Allen, Lurrie Bell, Lil Ed, Cedric Burnside, Mike Wheeler, and Jimmy Burns, among others. His innovative approach has not only introduced a new perspective to the blues but has also inspired others to explore the cross-pollination of musical traditions.

As he continues to captivate audiences with his soulful and boundary-breaking artistry, Ivan Singh is cementing his legacy as a true ambassador of the blues, connecting the sounds of Argentina and Chicago in a way that transcends geographical and cultural barriers. He is a living testament to the genre's universal language and its power to bridge diverse cultures.

Sat, Aug 23, 2025
August 27

Sheryl Youngblood hosting Blues, R&B, Soul, and Reggae Jam Session

Sheryl Youngblood, a Chicago Blues Hall of Fame inductee, envelops audiences with the rich tapestry of Gospel, R&B, and Blues in her ballads. Her soul-stirring performances transcend genres, captivating listeners with a blend of heartfelt melodies and high-energy rock. From her roots in a musically talented family to sharing the stage with icons like Jennifer Hudson and Buddy Guy, Sheryl's musical odyssey is a testament to her exceptional talent and unwavering commitment to music. As a versatile artist - vocalist, drummer, songwriter, and bandleader - she continues to enthrall global audiences with her soulful renditions and passionate dedication to her craft.

Wed, Aug 27, 2025
with:
August 28

Rosa's All-Stars Band Feat. Tom Holland / Phil Baron

with Phil Baron

With a legacy spanning over a remarkable 25 years, Tom Holland (of the Shuffle Kings) have left an indelible mark on the global blues stage. Their musical journey has taken them to renowned clubs and prestigious festivals across the world, enchanting audiences with their soul-stirring performances.

At the heart of this musical force is Tom Holland, a blues virtuoso whose dedication to his craft has propelled him to remarkable heights. Tom's musical journey reads like a who's who of blues legends – from sharing the stage with the iconic John Primer to harmonizing with the legendary Eddy Clearwater. Most recently, Tom had the distinct privilege of collaborating with the late James Cotton, a true luminary of the blues genre. These experiences haven't just shaped his artistry; they've solidified his reputation as one of the most sought-after blues musicians in the contemporary scene.

Thu, Aug 28, 2025
August 29

Lil Ed & The Blues Imperials

Lil' Ed & The Blues Imperials: Chicago Blues Royalty

"Electrifying, raucous, pure Chicago blues...Lil' Ed is a guitarist extraordinaire...slashing slide and flamboyant stage persona." –Chicago Tribune

"Rough and ready blues played with unmitigated intensity...Swirling, snarling, riveting slide...The Blues Imperials pound out riffs and rhythms like they're overdosing on boogie juice. Scorching and soulful, joyous and stomping." –Living Blues

In a city overflowing with unrivaled blues talent, Lil' Ed & The Blues Imperials have been standing tall for over 30 years as the undisputed royalty of Chicago blues. Fueled by Lil' Ed's gloriously rollicking slide work, deep blues string bending, and rough-edged, soulful vocals, the band's big sound is as real and hard-hitting as Chicago blues gets.

As the Chicago Sun-Times aptly describes, "Lil' Ed & The Blues Imperials are the hottest purveyors of bottleneck boogie to come out of Chicago since Hound Dog Taylor." Their electrifying live performances, marked by Lil' Ed's flamboyant stage presence and the band's relentless energy, have earned them a devoted following both in their hometown and around the world.

Through their uncompromising commitment to the blues tradition and their ability to infuse it with a fresh, modern edge, Lil' Ed & The Blues Imperials have cemented their status as one of the most respected and influential blues acts to emerge from the Windy City. As they continue to captivate audiences with their raw, soulful sound, this legendary band remains a shining beacon of Chicago's enduring blues legacy.

Fri, Aug 29, 2025
with:
August 30

Luke Pytel Band feat. Mzz Reese: "If You Don’t Treat My Cookies Right"

with Mzz Reese

Luke Pytel is a dynamic blues guitarist and vocalist known for his high-energy performances and fiery guitar playing. Over the past two decades, he has backed up numerous artists and shared the stage with blues legends such as Jimmy Johnson and Big James Montgomery. Leading his own band for the last 13 years, Luke's diverse repertoire spans old-school blues, contemporary blues, and hits by artists like Jimi Hendrix and Stevie Ray Vaughan. He has also performed internationally in countries including Belgium, France, England, and Latvia.

Sat, Aug 30, 2025
with:
September 05

Dave Herrero feat. Pete Galanis: A Weekend Rarity Appearance

with Pete Galanis

Raised in a small beach town outside of Tampa, Florida, Dave Herrero was introduced to the local and national music scene though a family friend, sneaking out of military school at age 15 to regularly to see bands like the Arc Angels and Johnny Winter, and to go to a local blues jam at the Green Iguana on Monday nights, where local heroes like James and Lucky Peterson would frequently pop in.

Herrero got his start as a professional touring musician in 1996 in Jacksonville Beach, Florida, then moved to Austin, TX and joined Archie Bell and the Drells (of "Tighten Up" fame). In Austin, he quickly immersed himself into the Austin music community, playing with the likes of Gary Clark Jr, Charlie Sexton, Lazy Lester, Matt Powell, Seth Walker all the while starting the Blues Society of Austin with friends, Mark "Kaz" Kazanoff, Nancy Coplin and Nicole Shiro. It was in Austin that Dave honed in on his guitar playing, singing and songwriting skills, that he then took with him to Chicago. More about Dave Herrero

Fri, Sep 5, 2025
September 12

John Primer & The Real Deal Blues Band

John Primer: A Chicago Blues Living Legend

John Primer has undisputedly helped shape the sound and style of Chicago blues. The echoes of tradition from the birthplaces he played, such as Maxwell Street, Theresa's, Checkerboard, and Rosa's Lounge, can be heard in every chord he plays. John Primer is a true Chicago Blues Living Legend.

Born in 1945 on a Mississippi sharecropper's land, Primer was inspired by his family's hard work, field songs, and the blues. His dream was to one day play with the legendary Muddy Waters.

In 1963, Primer moved to Chicago and began his journey to becoming a great bluesman. He started with a steady gig at the legendary Maxwell Street and then played seven nights a week for seven years at the famous Theresa's Lounge, where he was taught by the founding fathers of the blues.

Primer's talent caught the attention of Willie Dixon, who took him on tour with his Chicago Blues All-Stars Band. In 1981, Primer's dream came true when he got to play with Muddy Waters, who called him to lead his band, a life-changing experience.

After Muddy's passing, Primer joined Magic Slim & The Teardrops for 14 years, traveling the world. In 1995, he began leading his own band, The Real Deal Blues Band. Primer has been recorded on more than 87 albums, with 17 under his own name, and has written and produced over 55 songs.

Primer's contributions to the blues have been widely recognized. He has received two Grammy Award nominations, two Lifetime Achievement Awards, been inducted into the Chicago Blues Hall of Fame, awarded the "Muddy Award," and won numerous Blues Music Awards and Blues Blast Awards. John Primer is a true Chicago Blues Icon, whose music continues to inspire and captivate audiences worldwide.

Fri, Sep 12, 2025
September 13

Mike Wheeler Band

Mike Wheeler is a versatile and accomplished musician, renowned for his mastery of the Chicago blues scene. With a voice reminiscent of Sam Cooke and guitar skills that span genres from jazz to rock, Wheeler has become a cornerstone of the Windy City's musical landscape. His talent has led him to collaborate with notable artists such as Nellie Tiger Travis, Peaches Staten, and Demetria Taylor, as well as record five albums with Big James & The Chicago Playboys.

Wheeler's musical journey has taken him across the globe, performing in Monaco, France, Switzerland, Spain, and Belgium. He has shared stages with blues legends including Buddy Guy, B.B. King, and Koko Taylor, cementing his status as a world-class performer. In recognition of his contributions to the genre, Mike Wheeler was inducted into the Chicago Blues Hall of Fame in 2014, solidifying his place as a true ambassador of Chicago blues.

Sat, Sep 13, 2025
September 19

Joanna Connor Band – Straight Outta Jamaica

Joanna Connor is a blues guitarist and singer who discovered her passion for music at a young age. Born in Brooklyn and raised in Worcester, Massachusetts, she was influenced by diverse musical styles, including blues legends like Buddy Guy and Taj Mahal.

Connor moved to Chicago in 1984 to immerse herself in the blues scene. She quickly became part of the city's vibrant music community, performing with renowned artists such as Junior Wells, Otis Rush, and Koko Taylor. In 1988, she formed her own band and released her debut album "Believe It" in 1990. Throughout her career, Connor has toured internationally, released numerous albums, and shared stages with blues, rock, and jazz greats.

In recent years, viral videos of her slide guitar solos reignited interest in her music. This led to a collaboration with Joe Bonamassa, who produced her 2021 album "4801 South Indiana," which reached number one on the Billboard Blues chart. Connor continues to perform and record with her band, The Wrecking Crew 23', showcasing her powerful guitar skills and soulful vocals. Joanna Connor and The Wrecking Crew '23 released their new album, "Best Of Me,"

Fri, Sep 19, 2025
September 26

Rising Star 18-Year-Old Harrell "Young Rell" Davenport

18-year-old Harrell "Young Rell" Davenport is a dexterous and inventive guitarist and a fat-toned harmonica phenom, Young Rell is already a commanding vocalist and a poetic and poignant songwriter. Whether he is accompanying himself on guitar while playing harmonica on a rack and singing, or alternating between guitar and harmonica with an ensemble, Young Rell sings his songs with sincerity and without a hint of affectation, working the stage with the poise and charisma of a veteran performer.

A prolific and engaging presence on social media, Young Rell has created a global community of fans and followers who have not only praised his talent but engaged enthusiastically with him on the subject of musicianship, musical instruments and past generations of famous and obscure blues inspirations.

As a child, Rell navigated personal struggles and trauma by immersing himself in music that was born in response to oppression and hardship. He found solace studying and expressing himself in the blues.

His community building and graceful social interaction have landed him relationships and experiences with the greatest blues artists alive today. He has been championed by Billy Branch, Kingfish Ingram, Bob Margolin, Bernard Allison and many others. He has already performed at the King Biscuit Blues Festival, both of Morgan Freeman’s Ground Zero Blues Clubs in Mississippi, Red’s Juke Joint in Clarksdale, and many more.

Fri, Sep 26, 2025
September 27

Stephen Hull Experience

Meet the sensational talent of Stephen Hull Experience, a young force breathing new life into the blues scene. Born in 1999 in Racine, Wisconsin, Stephen Hull discovered his love for blues at 14, drawing inspiration from legends like Albert King and B.B. King. His guitar mastery, soulful vocals, and infectious personality define his musical journey. A rising star in Chicago's blues clubs and southeastern Wisconsin venues, Stephen has garnered attention in publications like Living Blues and Blues & Rhythm: The Gospel Truth. From the Chicago Blues Fest to the Mississippi Valley Blues Fest, Stephen Hull is making waves.

Sat, Sep 27, 2025
October 22

Reed Turchi: WORLD ON FIRE Album Release live at Rosa's Lounge

Hailed by the Oxford American as an artist “beyond genre constraints, Reed Turchi is a GRAMMY Award Winning, EMMY Award Nominated musician from Swannanoa, North Carolina, who first learned to play guitar in North Mississippi from RL Burnside's longtime sideman Kenny Brown.

Turchi's signature "slide guitar & kudzu boogie" sound has been described as "a burst of blues rock…both spontaneous and crafted" by Rolling Stone and as "vital, live, and essential" by Living Blues Magazine. WORLD ON FIRE, Turchi's latest album, was declared "a striking exercise in inspired simplicity" by No Depression, and explored a more intimate atmosphere, somewhere between Muddy Waters' "Folk Singer” acoustic album and Bruce Springsteen's "Nebraska." American Blues Scene hailed the album as "a hypnotic blend of slide-guitar and snare-brush rhythm," while Pop Matters said listening to it is “like listening to an old 78rpm blues recording without the scratches and static."

Wed, Oct 22, 2025
with:
October 29

Sheryl Youngblood hosting a Jam Session w/ special guest Dave Keller

with Dave Keller

Sheryl Youngblood, a Chicago Blues Hall of Fame inductee, envelops audiences with the rich tapestry of Gospel, R&B, and Blues in her ballads. Her soul-stirring performances transcend genres, captivating listeners with a blend of heartfelt melodies and high-energy rock. From her roots in a musically talented family to sharing the stage with icons like Jennifer Hudson and Buddy Guy, Sheryl's musical odyssey is a testament to her exceptional talent and unwavering commitment to music. As a versatile artist - vocalist, drummer, songwriter, and bandleader - she continues to enthrall global audiences with her soulful renditions and passionate dedication to her craft.

Wed, Oct 29, 2025