Thu Apr 30 2026

7:30 PM (Doors 6:30 PM)

Joe's on Weed Street

940 West Weed St. Chicago, IL 60642

$22.40

Ages 21+

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About Jackson Dean:
With his strong gravel-toned vocals, wayward spirit, intentional songwriting and overall mystique, the fast-rising singer/songwriter Jackson Dean has earned a reputation for his impressive live show and thought-provoking, lyric-driven music. The young talent burst on the scene in 2022 with his atmospheric, musically-forward debut album Greenbroke that featured his PLATINUM debut single, “Don’t Come Lookin’,” which cemented Jackson as the youngest solo male Country artist to reach the top of the charts with a debut, and his GOLD certified follow up single “Fearless (The Echo).” His live show stand out and current No. 1 single “Heavens To Betsy” marked the lead track from his "..near-perfect follow-up” (American Songwriter) sophomore album On The Back Of My Dreams, released last fall via Big Machine Records. The textured, experiential body of work is built on transcendental, swelling songs and Dean's bone-shaking vocal performance, delivered with striking swagger. 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. A vocalist who thrives on stage (as evident in his Live At The Ryman album), the Maryland native has leaned hard into touring, building a passionate fanbase that connects on a deeper level –  both on his headlining runs and as support for superstars including Toby Keith, Blake Shelton, Miranda Lambert, Lainey Wilson, Eric Church, Luke Bryan, Brantley Gilbert, Kane Brown, Brooks & Dunn, Lee Brice, HARDY and Brothers Osborne. Ever evolving and expanding into new territory both sonically and lyrically, Dean released new tracks “Be Your Man” and “Make A Liar” earlier this year, and his track “Turn On The Lights” was used for T-Mobile’s Friday Night 5G Lights 2025 competition. He just wrapped a highly successful run of his headlining On The Back Of My Dreams World Tour in Australia and New Zealand, and he is currently opening on select dates of Brad Paisley’s Truck Still Works Tour as it makes its way through Canada.

US99 Presents: Low Dough Show with Jackson Dean

  • Jackson Dean

    Country

    JACKSON DEAN: Odenton, Maryland native Jackson Dean is a singer/songwriter known for his old school, gritty style of Country. Mature beyond his years, Jackson has a daring and carefree spirit, having moved out at 18 years old to live in a cinderblock, concrete floor, one-room shack on the back of his grandfather’s property with no heat and no plumbing. Bringing that same sense of adventure to his songwriting, Jackson writes both independently and alongside outliers like Luke Dick, classic writers like Casey Beathard and everyone in between. Following the release of his debut collection JACKSON DEAN, Jackson continues to show people how real music can be with atmospheric, musically-forward album GREENBROKE out now via Big Machine Records. Featured on the soundtrack for Netflix’s The Ice Road and in an episode of Paramount Network’s Yellowstone, the stomping “Don’t Come Lookin’” is making its mark as his first single at Country radio. Following an early career of local performances in his hometown, Jackson has joined bills with superstar acts like Toby Keith, Miranda Lambert, Brantley Gilbert, Kane Brown, Jake Owen and Brothers Osborne. For the latest information, visit jacksondeanmusic.com.

Please correct the information below.

Select ticket quantity.

Select Tickets

limit 12 per person
General Admission

$22.40 ($15.00 + $7.40 fees, including tax)

Delivery Method

eTickets
Will Call

Terms & Conditions

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.

Please note that the resale, attempted resale, or purchase of your ticket from any unauthorized reseller is grounds for seizure and cancellation of said ticket without compensation. The only valid tickets are those purchased and/or redeemed through our venue’s website. To the extent you have any inquiries or complaints, in such an event, please contact the Third Party Seller directly. Tickets purchased from any unofficial vendors are at your own risk and may be void upon entry

US99 Presents: Low Dough Show with Jackson Dean

Thu Apr 30 2026 7:30 PM

(Doors 6:30 PM)

Joe's on Weed Street Chicago IL

$22.40 Ages 21+

About Jackson Dean:
With his strong gravel-toned vocals, wayward spirit, intentional songwriting and overall mystique, the fast-rising singer/songwriter Jackson Dean has earned a reputation for his impressive live show and thought-provoking, lyric-driven music. The young talent burst on the scene in 2022 with his atmospheric, musically-forward debut album Greenbroke that featured his PLATINUM debut single, “Don’t Come Lookin’,” which cemented Jackson as the youngest solo male Country artist to reach the top of the charts with a debut, and his GOLD certified follow up single “Fearless (The Echo).” His live show stand out and current No. 1 single “Heavens To Betsy” marked the lead track from his "..near-perfect follow-up” (American Songwriter) sophomore album On The Back Of My Dreams, released last fall via Big Machine Records. The textured, experiential body of work is built on transcendental, swelling songs and Dean's bone-shaking vocal performance, delivered with striking swagger. 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. A vocalist who thrives on stage (as evident in his Live At The Ryman album), the Maryland native has leaned hard into touring, building a passionate fanbase that connects on a deeper level –  both on his headlining runs and as support for superstars including Toby Keith, Blake Shelton, Miranda Lambert, Lainey Wilson, Eric Church, Luke Bryan, Brantley Gilbert, Kane Brown, Brooks & Dunn, Lee Brice, HARDY and Brothers Osborne. Ever evolving and expanding into new territory both sonically and lyrically, Dean released new tracks “Be Your Man” and “Make A Liar” earlier this year, and his track “Turn On The Lights” was used for T-Mobile’s Friday Night 5G Lights 2025 competition. He just wrapped a highly successful run of his headlining On The Back Of My Dreams World Tour in Australia and New Zealand, and he is currently opening on select dates of Brad Paisley’s Truck Still Works Tour as it makes its way through Canada.

Jackson Dean

Country

JACKSON DEAN: Odenton, Maryland native Jackson Dean is a singer/songwriter known for his old school, gritty style of Country. Mature beyond his years, Jackson has a daring and carefree spirit, having moved out at 18 years old to live in a cinderblock, concrete floor, one-room shack on the back of his grandfather’s property with no heat and no plumbing. Bringing that same sense of adventure to his songwriting, Jackson writes both independently and alongside outliers like Luke Dick, classic writers like Casey Beathard and everyone in between. Following the release of his debut collection JACKSON DEAN, Jackson continues to show people how real music can be with atmospheric, musically-forward album GREENBROKE out now via Big Machine Records. Featured on the soundtrack for Netflix’s The Ice Road and in an episode of Paramount Network’s Yellowstone, the stomping “Don’t Come Lookin’” is making its mark as his first single at Country radio. Following an early career of local performances in his hometown, Jackson has joined bills with superstar acts like Toby Keith, Miranda Lambert, Brantley Gilbert, Kane Brown, Jake Owen and Brothers Osborne. For the latest information, visit jacksondeanmusic.com.

Please correct the information below.

Select ticket quantity.

Select Tickets

Ages 21+
limit 12 per person
General Admission
$22.40 ($15.00 + $7.40 fees, including tax)

Delivery Method

eTickets
Will Call

Terms & Conditions

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. Please note that the resale, attempted resale, or purchase of your ticket from any unauthorized reseller is grounds for seizure and cancellation of said ticket without compensation. The only valid tickets are those purchased and/or redeemed through our venue’s website. To the extent you have any inquiries or complaints, in such an event, please contact the Third Party Seller directly. Tickets purchased from any unofficial vendors are at your own risk and may be void upon entry