GATEWAY LOUNGE | Sunday Serenades
Featured Events
Sunday, June 14th, 2026 Doors Open 6:00 p.m. | Show Time: 7:00 p.m. All ages Come hear five great singers sing what they sing best. Arlene Armstrong, Joyce Thomas, Patricia Mosley, […]
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Postponed until the Fall – GATEWAY LOUNGE | A Jazz Lounge Collection with Celebrated Vocalist Elaine Dame
Featured EventsDue to unforeseen circumstances, we have made the decision to postpone this performance until the fall. We understand many of you were looking forward to the show, and we sincerely […]
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GATEWAY LOUNGE | Wayne Baker Brooks
Featured EventsFriday, July 17, 2026 | TIME: 8:00 p.m | Doors Open 7:00 p.m. All ages welcome $25 GA $35 Premium Experience an unforgettable night of authentic Chicago Blues and Original Blues-Rock […]
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GATEWAY LOUNGE | IT’S GOOD TO BE GRIMM: Singing All The Feelings
Featured EventsMonday, August 3rd, 2026 DOORS: 6:30 p.m. | TIME: 7:30 p.m. Sophie Grimm is back for another spectacular night of music with the "Grimm & Bare It" trio of Lisa […]
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GATEWAY LOUNGE | Chicago Cabaret Professionals Showcase Emerging Artists Showcase Featuring the Denise Tomasello Cabaret Scholarship
Featured EventsThursday, August 13, 2026 | TIME: 7:30 p.m. Tickets $25 GA tickets, 10 sets of 2-VIP tickets for $80, fees on top Chicago Cabaret Professionals is proud to present the […]
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JEFFEREY COOKE – “TV THEME SONG CABARET”
Gateway Lounge 5216 W. Lawrence Ave, Chicago, United StatesFeatured EventsAUGUST 29th, 2026 DOORS: 7PM SHOW: 8PM Chicago, IL — Get ready to hum, laugh, and reminisce. Cabaret entertainer Jefferey Cooke, joined by musical director Chuck Larkin, returns to the Gateway […]
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CHICAGO SONGARTS: SONGWRITERS NIGHT IN CHICAGO
Featured EventsSEPTEMBER 10th DOORS: 6PM SHOW: 7PM FREE ADMISSION We’re excited to announce that the Gateway Theatre will host The Society of Composers & Lyricists (SCL) SongArts Chicago, in collaboration with […]
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CARNATIC HEAR & NOW
Featured EventsSEPTEMBER 13TH DOORS: 4PM SHOW: 5PM Anchoring their performance and personal practices in the Karnatik system, Vignesh Ishwar, Sayee Rakshith, Praveen Sparsh, and Chandrasekara Sharma intend to present possibilities […]
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GATEWAY LOUNGE | Barb Bailey
Featured EventsThursday, September 17th, 2026 | TIME: 07:30 p.m. | Doors Open 06:30 p.m. Tickets 16 VIP tix at $45/each GA: $30 “THE NIGHT THAT NEVER WAS!” – Stories & Songs […]