Country Shows in Chicago

21+ / www.carolspub.comHailing from West Michigan, Joe Jenneman has stepped confidently from acoustic balladry into a fuller indie/folk-rock sound. After being named a finalist in American Songwriter's "Road Ready" contest, and one of EARMILK's artists to watch for 2025, the Nashville based writer, producer, and guitarist has fulfilled expectations. Keeping listeners satisfied with a dynamic string of releases, as well as supporting artists such as Kingfishr, BabyJake, and The Brummies on tour. Joe intends to carry this momentum throughout 2026. This event is 21 and over. Any ticket holder unable to present valid identification indicating that they are at least 21 years of age will not be admitted to this event, and will not be eligible for a refund. GA Tickets do not include seating. Reserved Table purchase includes entrance to the show and a reserved table for the designated number of people. Please arrive 30 minutes prior to showtime to claim your table. If your party has not arrived by that time, your table may be subject to be given away to another group and we will do our best to facilitate your group upon your arrival, however a table is no longer guaranteed.

18+ 🪪shoutout Gwen Rose 🎙️ Jeff Klein Florida-born comedian Jeff Klein brings personal observations about belonging and everyday life to the stage. He created Beer with a Queer and the drag-and-stand-up showcase Wigs and Wit, and has performed at Pride comedy festivals across the country. Official website · Instagram Gwen Rose Gwen Rose is a Chicago stand-up comedian whose credits include headlining Laugh Factory and Zanies and opening for Julio Torres, Bobcat Goldthwait, and River Butcher. Her comedy special Emotional Cutting is available on digital platforms. Official links · Instagram

FREE // 21+

FITZGERALDS PRESENTS A HAPPY HOUR CONCERT WITH: HILLBILLY FROLIC FREE SHOW! Click , "rdquo" -> Book Now" to reserve a table. Enjoy dinner from BABYGOLD BARBECUE **PARKING*** There is rather limited street parking in the area, we recommend arriving by rideshare, bicycle, or rickshaw.

After she began writing songs at 16, Carter Faith followed the path of many aspiring young country musicians before her and left North Carolina behind for Nashville. In just a few years, Faith had caught the attention of seasoned professionals and industry tastemakers alike, soon accumulating hundreds of millions of global streams with just a pair of EPs and a series of singles. Her early career was a whirlwind of high-profile collaborations and tours with the likes of Little Big Town, Shaboozey, Ella Langley, Keith Urban, Willie Nelson, and many more, plus accolades like features on All Country News' Artists to Watch list for 2025 and CMT's Next Women of Country campaign. Billboard has lauded Faith's vocals for "exuding fragility with a smoky resonance," while The Tennessean has praised Faith's embodiment of "the center square of the puzzle that country, folk and rock synergy has timelessly inspired." After signing with MCA and Universal Music Publishing Group, Faith began recording her long-awaited debut album Cherry Valley. The result of years writing with mentor and producer Tofer Brown, Cherry Valley looks back to some of Faith's formative influences — Tammy Wynette, Nancy Sinatra, iconic '60s classic rock albums like Pet Sounds and Revolver — to realize the "cowgirl hippie and sometimes a bit trippy" aesthetic Faith's been chasing all along. Across 15 tracks, Cherry Valley is both cinematic and deeply personal, featuring a narrative rich with details as Faith documents the travails of loss and heartbreak as youth tumbles into adulthood. With singles as varied as the sly "Grudge" or the gut-wrenching "If I Had Never Lost My Mind…," Cherry Valley proves Faith is already a young master of the form, putting her own twist on classic country narratives with a sound that is both modern and timeless.

FITZGERALDS PRESENTS: BLUE LORRAINE QUARTET FREE SHOW! BLUE LORRAINE QUARTET plays Americana music. Chicago singer/songwriter Linda Weseman plays acoustic guitar and sings; Jason Batchko plays the drums; Josh Piet plays the upright bass; Gabriel Stutz plays the pedal steel guitar. In addition to Linda's songs, BLQ will select a few classic covers to round-out their Sidebar set. Enjoy dinner before the show from BABYGOLD BARBECUE ***PARKING*** There is rather limited street parking in the area, we recommend arriving by rideshare, bicycle, or rickshaw.

Riot Fest presents... Ryan Jesse w/ special guests TBA $26 ADV // $33 DOS - All Ticket prices inclusive of taxes and fees. What you see is what you pay, no surprises later. 📬Stay in touch, subscribe to our newsletter here➡️ \*\*https://cobralounge.com/email-newsletter/** ⬅️ Riot Fest says sign up for their email list, or their boss will yell at them: https://riotfest.org/newsletter

All tickets are non-refundable and non-exchangeable -- please order carefully and be sure all details are correct before completing purchase. 1-Drink minimum purchase of $10 per person, per set applies to all guests and all shows. Prices below INCLUDE ticket fees, no other fees added. Please add 'info@wintersjazzclub.com' to your approved email senders list; check your spam/junk email folder if ticket confirmation is not found in your inbox a few moments after completing your order.

8:30pm. You can watch the livestream HERE If you watch the livestream, please support the artists by purchasing a livestream ticket. - - - Mycelium New Music with guest artist Kate Soper, voice Justin Weiss, conductor/co-artistic director Paul Novak, flute/co-artistic director Michael Tran, clarinet Dylan Feldpausch, violin Isidora Nojkovic, cello Jonathan Hannau, piano Rebecca McDaniel, percussion Program Kate Soper - Epithets for soprano and sextet Kate Soper - So Dawn Chromatically Descends to Day for soprano and piano Jorge Amado - Identidades for sextet (premiere of new version) Celka Ojakangas - Toons for sextet (premiere of new version) Alex Taylor - A Handful of False Starts and Dead Ends for sextet (premiere of new version) Mycelium New Music is a Chicago-based ensemble committed to creating imaginative, multidisciplinary performances of contemporary music that showcase diverse emerging voices. Praised for "cultivating a network of composers and performers with cheeky flair" (WBEZ), Mycelium collaborates with composers, performers, and artists, and curates impactful and adventurous programming in Chicago's artistic ecosystem and beyond. Highlights of Mycelium's 26/27 season in Chicago include a collaboration with composer-vocalist Kate Soper, a performance and bird walk presented in collaboration with Chicago Ornithological Society, the US premiere by Enno Poppe's Laub paired with live projection, and the premieres of the winning works from our Call for Spores. Each year, the ensemble's rhizome project brings three emerging composers to Chicago to workshop, perform, and record a recent work for sextet, and its s.p.o.r.e. series presents immersive, multimedia-driven performances of chamber music across the city. Launched in 2024, Mycelium's past seasons have included performances alongside pioneering composer-performer Pamela Z, composer and avant-folk vocalist Annika Socolofsky, and of exciting new and recent works by rising composers Christian Quinones, Ania Vu, Seare Farhat, Sofia Ouyang, Bobby Ge, and many more. The ensemble takes its name from the mycelial network, the underground web of fungi that symbiotically connects an entire forest.

For the last decade or so, you've caught Dave Herrero feat. Pete Galanis here Every Damn Tuesday. Now, finally—a damn Saturday night! Don't miss this rare chance to hear what the band's been working on. Buy Tickets – 9:30 PM Show! Includes Rosa's After Hours at 11 PM! Join us for just $20! Secure your seat in advance, or grab your ticket at the door for $25 (if available; advance purchase highly recommended). Buy Tickets – 11 PM Show! Rosa's After Hours! $15 General Admission is a relaxed, free-flowing late-night blues set where artists stretch out, special guests musicians often sit in. Entry begins at 10:30-11 PM. Shared-table and bar seating are available as space permits. Important Details: Doors open at 8 PM: To secure guaranteed seating, guests should arrive between 8 PM and 9 PM. Guests arriving after 9 PM will be guaranteed entry, but seating will be based on availability. Seating: Available on a first-come, first-served basis at tables and the bar. Please note that tables are shared. Group Ticket Purchases: Rosa's Lounge ensures that you and your friends are seated together if you purchase tickets under the same name. If people of your group are purchasing tickets separately, please include the group name in the Customer Notes section in the Order Summary form. Late Arrivals: Please note that we cannot hold seats for late arrivals or no-shows. After 9 PM, Rosa's Lounge may seat other guests in any available seats. We are 21 & over: For those parents who wish to bring their own under 21 years of age: Must be contacted by a parent for pre-authorization and other instructions before you purchase tickets. Must be accompanied by a parent or legal guardian to enter. Illinois law prohibits anyone under 21 from consuming alcohol, even when accompanied by a parent.

21+ / www.carolspub.comHailing from the small towns of Wisconsin, Bootjack Road has emerged as the Midwest's newest and most captivating rockin' country band. As one reviewer aptly put it, , "rdquo" -> The band's sound seamlessly blends country and rock elements, infused with contemporary jams that showcase their edgy and contemporary musical prowess. Their vocals are powerful, and their talent and performance skills are sharp as a tack." The band's primary objective has always been to connect with their audience - they radiate passion and sincerity that permeates every aspect of their endeavors, making it evident in every note they play. Comprised of Joey Carini on guitars and vocals, Brad Schwechel on drums and percussion, Justin Haugen on lead vocals, and Jeremy Kirschnik on bass and vocals, this hardworking ensemble has earned the distinction of being Wisconsin's most sought-after country rock band. Throughout the Midwest, they perform an impressive average of 100 to 120 shows annually, including headlining at the renowned Country Thunder festival. With each gig, they bring their music to the masses, one performance at a time. This event is 21 and over. Any ticket holder unable to present valid identification indicating that they are at least 21 years of age will not be admitted to this event, and will not be eligible for a refund. GA Tickets do not include seating. Reserved Table purchase includes entrance to the show and a reserved table for the designated number of people. Please arrive 30 minutes prior to showtime to claim your table. If your party has not arrived by that time, your table may be subject to be given away to another group and we will do our best to facilitate your group upon your arrival, however a table is no longer guaranteed.

Honky Tonk Sundays! Join us for an afternoon with The Hoyle Brothers. They play every Sunday at 3pm.

Join us for an afternoon with The Hoyle Brothers. They play every Sunday at 3pm.

Honky Tonk Sundays! Join us for an afternoon with The Hoyle Brothers. They play every Sunday at 3pm.

Stars wheel overhead, bursting and dying and forming. Celestial bodies, anchored by ancient orbits, careen through space. Here on Earth, bodies need tending, hearts need mending. Sometimes it seems that the long night will never end. But stars and planets remind us: change is the only constant. Humbird's fourth full-length album, Morning When It Comes, is a promise made in the midst of a long night. With glittering hooks, big-hearted grooves, and clear-voiced melodies that cut straight to the truth, Humbird offers twelve new secular hymns that draw inspiration from the cosmos above to comfort us in our humanity down below. For lead songwriter Siri Undlin (she/her), this album first took shape as a set of poetic compasses for navigating mental and physical illness. , "rdquo" -> I found certain melodies and rhymes to be like North Stars," she notes, the songwriting process functioning as a balm and a map for reckoning with internal worlds of pain and discomfort. This process isn't new for Undlin: whether singing as a kid in school stairwells, around the kitchen table with family, conducting extensive folklore and musical research worldwide as a Watson Fellow, or touring through the US and EU/UK on the heels of her 2024 album Right On, music has always been her tool for navigating the world. , "rdquo" -> I wrote these songs when I was really sick, and it could've very easily been a really depressing album," she says. , "rdquo" -> But in the studio, it was important to all of us to find the ways these songs could harness mischief and exuberance -- not to downplay the density of the emotions, but to represent the complexity and contradictions that occur on any given day of our lives." Recording Morning When It Comes with trusted collaborators in Eau Claire, Wisconsin transformed these twelve self-soothing songs into a bigger, more universal conversation about stability, surrender, and the power of being in community.

Join Andrea and Matt as they journey through the world of French jazz music, French-inspired music, and everything in-between in this delightful cabaret performance. Featuring music from musicals like Amelie, Dirty Rotten Scoundrels, and Gigi as well as music made popular by the likes of Edith Piaf and Ella Fitzgerald, plus an original piece by Matt A. Mason!

Jon Langford and Rick Kogan present an evening of words, songs and poems written by the late visual artist, author, actor, gallerist and podcaster Tony Fitzpatrick. Long renowned for his etchings, illustrations and multi-media collages, Tony's deep well of creative output also included poetry, personal essays, and on a much lesser-known basis, songwriting. Shining a light on these works, alongside Jon and Rick, will be vocalists Kelly Hogan and Sally Timms, drummer Quin Kirchner, guitarist John Szymanski, multi-faceted performer Al Scorch and lighting director Tracey Dear, with promotional support from John Soss.

PLEASE NOTE: Pricing is all-in and includes fees (before taxes if applicable). By purchasing tickets to this event, you agree to abide by the health and safety measures in effect at the time of the event. Government mandates, venue protocols, and event requirements are subject to change. For more information, please search your event on www.chicagotheatre.com. This event may have immersive elements, which may include flashing or strobe lights, intense lighting, visual effects, loud noises, smoke and/or fog. Such elements may aggravate certain medical or physical conditions, and guests should take this into consideration if they have a history of discomfort or physical symptoms when experiencing these elements.

Independent local night out.

21+ / www.carolspub.comCurb Records recording artist, songwriter, and Kentucky native Kelsey Hart is hitting the road on his first ever headline tour! Kelsey has found his way into the artist spotlight, a place he's dreamed of being since his childhood days of belting gospel music from the passenger seat in his Dad's truck. With 327 million global career streams, he is making an impact starting with his RIAA Gold, Top 25 debut radio single , "rdquo" -> Life With You" has garnered 130 million global streams, 650 million TikTok views, 1.1M TikTok Creates, debuted in the Top 10 on Billboard's Country Digital Songs Chart, and reached #1 on the Hot 30 Weekend Countdown on SiriusXM The Highway. As a songwriter, Hart has secured his place among the best and brightest in the community, penning songs for hitmakers such as Jake Owen, Dylan Scott, and Trace Adkins. Kelsey's debut album, Life With You, is available now, as is new radio single, , "rdquo" -> Love To Be That Guy." This event is 21 and over. Any ticket holder unable to present valid identification indicating that they are at least 21 years of age will not be admitted to this event, and will not be eligible for a refund. GA Tickets do not include seating. Reserved Table purchase includes entrance to the show and a reserved table for the designated number of people. Please arrive 30 minutes prior to showtime to claim your table. If your party has not arrived by that time, your table may be subject to be given away to another group and we will do our best to facilitate your group upon your arrival, however a table is no longer guaranteed.

Jon Langford and Rick Kogan present an evening of words, songs and poems written by the late visual artist, author, actor, gallerist and podcaster Tony Fitzpatrick. Long renowned for his etchings, illustrations and multi-media collages, Tony's deep well of creative output also included poetry, personal essays, and on a much lesser-known basis, songwriting. Shining a light on these works, alongside Jon and Rick, will be vocalists Kelly Hogan and Sally Timms, drummer Quin Kirchner, guitarist John Szymanski, multi-faceted performer Al Scorch and lighting director Tracey Dear, with promotional support from John Soss.

FREE // 21+

ABOUT JACKSON DEAN: With his strong gravel-toned vocals, wayward spirit, intentional songwriting and overall mystique, PLATINUM-selling singer/songwriter Jackson Dean has earned a reputation for his impressive live show and thought-provoking music. Since astonishing Nashville in 2022 with Greenbroke, the acoustic-forward debut that rocked as hard as it embraced freedom, the dusky-voiced songwriter from Maryland has always gone his own way rather than chasing trends. "Don't Come Lookin'," his propulsive No. 1 debut single, struck PLATINUM, giving Greenbroke a launching pad for a writer willing to pay the price and go the distance. The demand for Jackson skyrocketed after landing a coveted spot on artist to watch lists by Pandora, Spotify, Apple Music, Amazon, and CMT, as well as an ACM New Male Artist of the Year nomination in 2023. On The Back of My Dreams, Dean's sophomore album, continued to provide fuel for a combustive live show; it also delivered the No. 1 "Heavens To Betsy" from a project American Songwriter deemed a "near-perfect follow up." The hard-charging performer, who has opened for headliners including Toby Keith, Miranda Lambert, Eric Church, Lainey Wilson, Blake Shelton, Brooks & Dunn and Brothers Osborne, as well as conquering Europe, Australia and New Zealand on his headlining tour, is now stepping into new territory both sonically and lyrically. His third studio album, Magnolia Sage, was released earlier this year to critical acclaim. A stellar collection of songs that move from sweeping to soothing, rocking to ruminative, the 11-track project creates a sound that is singularly Jackson Dean: alive, vital, frisky, sexy and rugged. More new music from Dean is expected soon.

FITZGERALDS NIGHTCLUB PRESENTS:CRAIG FINN & The Band of Forgiveness$42 general admission seated // $50/seat reserved tables (Fully Seated Show)Craig Finn is a Minnesota-bred singer/songwriter based in New York City, best known as the singer of The Hold Steady. Finn spent the 90s leading Minneapolis indie band Lifter Puller, which released 3 albums and an EP. After relocating to New York, he joined with Lifter Puller member Tad Kubler to form The Hold Steady in 2003. The Hold Steady quickly achieved critical acclaim and a worldwide fanbase with their unique pairing of dense lyrical narratives with big rock guitars. The Hold Steadys ninth album, The Price Of Progress, was released in March 2023, commemorating the bands 20th Anniversary.Craig Finn released his 6th solo album Always Been in 2025. Produced by Adam Granduciel (The War On Drugs), the album features musical performances by Granduciel and members of The War on Drugs, Kathleen Edwards, Sam Fender, and more.Always Been tells the story of a man who becomes a clergyman despite a lack of faith. The songs detail his rise, fall, and eventual redemption, while also shining a light to sharply reveal the other characters that populate the world he moves through. A limited edition, 92-page companion book Lousy With Ghosts accompanies the album and features 11 works of fiction by Craig Finn. These stories take place in the same universe as the record, giving deeper looks at the characters within.Finn released his first solo album in 2012 with three additional solo LPs put forth from 2015 - 2019: Faith in the Future, We All Want The Same Things, and 2019s I Need a New War - which coalesced into a sign-of-the-times musical trilogy. Finns fifth album, A Legacy of Rentals was released in 2022 and received universal critical acclaim.In 2025, Finn debuted The Band of Forgiveness - an accomplished group of Minneapolis based musicians who bring a unique musical perspective to Finns solo compositions. In early 2026, The Band of Forgiveness toured the UK, culminating in a sold out performance at Londons esteemed Union Chapel. Thats How I Remember It is Craig Finns podcast series, launched in 2022. Co-produced and distributed by Talkhouse, the podcast series examines the connection between memory and creativity. Each episode features a discussion between Finn and one creator including musicians, authors, filmmakers, and more about the role memory plays in their art. These exclusive conversations reveal the different ways each creator synthesizes their remembered life experience to tell stories about themselves and the world we live in. Podcast guests have included George Saunders, Fred Armisen, Bill Hader, Lucinda Williams, Johnny Marr, Jason Isbell, Duff McKagan, Adam Duritz, Ben Gibbard, and many more.Grab dinner before the show at BABYGOLD BARBECUEOr enjoy full service dining inside the club when doors open.***PARKING***There is rather limited street parking in the area, we recommend arriving by rideshare, bicycle, or rickshaw. ***AGE RESTRICTIONS***21+, minors admitted with guardian