City Winery Chicago Announces Opening Concert Lineup

Direct Current is proud to announce that Suzanne Vega, Bebel Gilberto, Paula Cole, Joan Osborne, Jesse Harris, Shawn Colvin, Matthew Sweet, Rosanne Cash, David Broza and Girlyman are among the celebrated headlining artists who will be appearing at City Winery Chicago, a new performance venue, restaurant and winery opening mid-August in the Windy City. The new concert venue joins its sister operation in New York in offering an eclectic and adult mix of folk, pop, jazz, blues and world music. Details on City Winery Chicago and a current listing of upcoming concerts and events are below...


The show time for all concerts, except the Sunday Klezmer brunches, is 8 p.m. unless noted.

Tickets for the following acts at City Winery Chicago are now on sale to VinoFile members, and go on sale to the public Monday, June 11 by phone at (312) 733-WINE (9463) or by visiting

  • Lewis Black, Running on Empty, with special guest John Bowman (comedy):  Wednesday, Aug. 15; Thursday, Aug. 16; Friday, Aug. 17; Saturday, Aug. 18; and Sunday, Aug. 19 (Tickets: $80/65/50)
  • Jesse Harris (singer-songwriter): Wednesday, Aug. 22 ($10)
  • Howie Day (singer-songwriter): Thursday, Aug. 23 ($25/22/20)
  • Sam Moore (of Sam & Dave, R&B-soul): Friday, Aug. 24, and Saturday, Aug. 25 ($85/55/45). All VIP tickets include post-show wine reception with Sam Moore
  • Wine & music pairing: Music of T. Rex performed by the Waco Brothers: Tuesday, Aug. 28 ($35 w/5 wine tasting; $15 ticket only)
  • An Evening with Johnny & Jimmy - John Sebastian (of The Lovin’ Spoonful) & Jimmy Vivino (of the Basic Cable Band/CONAN): Friday, Aug. 31, and Saturday, Sept. 1 ($45/40/35)
  • Klezmer Brunch with Tum Balalaika: Sunday, Sept. 2 ($10)
  • Charlie Mars (singer-songwriter):  Sunday, Sept. 2 ($22/20/18)
  • An Evening with the David Grisman Sextet (jazz-bluegrass): Thursday, Sept. 6, and Friday, Sept. 7 ($50/45/40)
  • Suzanne Vega (singer-songwriter) with special guest Musikanto: Saturday, Sept. 8, and Sunday, Sept. 9 ($50/45/40)
  • Klezmer Brunch with Shakshuka: Sunday, Sept. 9 ($10)
  • Wine & music pairing: Music of the Rolling Stones  performed by the Exiles on Randolph Street: Monday, Sept. 10 ($25 w/5 wine tasting; $10 ticket only)  
  • Klezmer Brunch with Chicago Klezmer Ensemble: Sunday, Sept. 16 ($10) 
  • Joan Osborne Duo - Residency (singer-songwriter): Sunday, Sept. 16, and Monday, Sept. 17 ($40/30/25) Joan Osborne calls City Winery Chicago her home Sept. 16 & 17 and Oct. 16 & 17
  • Matthew Sweet (pop): Thursday and Friday, Sept. 20 and 21 ($40/35/30)
  • Patterson Hood (southern rock): Saturday and Sunday, Sept. 22 and 23 ($28/25/22)
  • Deolinda (Portuguese fado): Monday, Sept. 24 ($25/20/18)
  • Klezmer Brunch with Maxwell Street Klezmer Band quartet: Sunday, Sept. 30 ($10)
  • Girlyman (three-part harmony folk-pop): Sunday, Sept. 30 ($30/25/22)
  • An Evening with Paula Cole (singer/songwriter): Saturday, Oct. 13 ($35/32/28)
  • Joan Osborne Duo - Residency (singer-songwriter) Tuesday, Oct. 16, and Wednesday, Oct.  17 ($40/30/25)
  • Mason Jennings (singer-songwriter) with special guest The Pines: Friday, Oct. 19, and Saturday, Oct. 20 ($35/35/22)
  • Klezmer Brunch with Chicago Klezmer Ensemble: Sunday, Oct. 21
  • An Evening with Kurt Elling (jazz vocalist): Monday, Oct. 22, and Tuesday, Oct. 23 ($45/40/35)
  • Acoustic Africa (Dobet Gnahore, Manu Gallo of Zap Mama, Kareyce Fotso and Leni Stern): Wednesday, Oct. 24, and Thursday Oct. 25 ($35/32/28)
  • Glen Phillips (singer-songwriter, of Toad the Wet Sprocket) & Grant Lee Phillips (singer-songwriter, of Grant Lee Buffalo): Saturday, Oct. 27 ($35/30/28)
  • Klezmer Brunch with Maxwell Street Klezmer Band quartet: Sunday, Oct. 28 ($10)
  • Klezmer Brunch with Maxwell Street Klezmer Junior Orchestra: Sunday, Nov. 4 ($10) 
  • Shawn Colvin (singer-songwriter): Wednesday and Thursday, Nov. 7 and 8 ($50/45/40)
  • David Broza (Israeli singer-songwriter and guitarist): Monday, Nov. 12 ($35/30/25)
  • Mary Black (Irish) with special guest Rosie O: Thursday, Nov. 15 ($55/45/40)
  • Jorma Kaukonen (roots rock, of Hot Tuna and Jefferson Airplane), with special guest Steve Kimock: Friday, Nov. 16, and Saturday, Nov. 17 ($48/45/42)
  • Klezmer Brunch with Chicago Klezmer Ensemble: Sunday, Nov. 18 ($10)
  • An Evening with Rosanne Cash (country): Sunday, Nov. 18 ($68/58/48)
  • Mavis Staples (gospel): Friday and Saturday, Nov. 23 and 24 ($75/58/48)
  • Klezmer Brunch with Tum Balalaika: Sunday, Nov. 25 ($10)
  • Klezmer Brunch with Chicago Klezmer Ensemble: Sunday, Dec. 16 ($10) 
  • Klezmer Brunch with Maxwell Street Klezmer Band quartet: Sunday, Dec. 30 ($10)
  • Los Lobos (Mexican folk- Rock & Roll): New Year’s Eve, Monday, Dec. 31, two shows: 7:30 pm & 11 pm. ($175/125/85) VIP tickets include a five-course dinner with wine; all tickets include a champagne toast.

Additional talent will be announced shortly.

Press Release: City Winery Chicago, 1200 W. Randolph Street, the city’s newest concert venue and only fully operational winery, will present an eclectic mix of the most respected names in pop, rock, jazz, blues and world music, when it opens its doors August 1, 2012.  Among the initial headliners announced includes soul/R&B legend Sam Moore of Sam & Dave fame (August 24-25); the jazz-bluegrass combo, David Grisman Sextet (Sept. 6-7); singer-songwriter Suzanne Vega (Sept. 8-9); Brazilian pop chanteuse Bebel Gilberto (Sept. 14-15); pop star Matthew Sweet (Sept. 20-21); the legendary Ian Hunter of Mott the Hoople fame (Sept. 28-29);  jazz vocalist Kurt Elling (Oct. 21-22); singer-songwriter Shawn Colvin (Nov. 7-8); Israeli singer-songwriter and guitarist David Broza (Nov. 12); singer-songwriter Rosanne Cash (Nov. 18); gospel/R&B superstar Mavis Staples (Nov. 23-24); and in two special rockin’ New Year’s Eve performances, Los Lobos (Dec. 31).  Timed for the political season, comedian and City Winery friend Lewis Black will officially “inaugurate” the room with a rare, intimate five-night engagement of “Running on Empty,”  Wednesday – Sunday evenings, August 15-19.  

Plus,  City Winery Chicago is proud to announce two ongoing series combining the pleasures of music and wine.   The weekly Sunday Klezmer Brunch joins musical performances by the best klezmer bands from around the city and around the world with a menu of schmears, scrambles and Nova Scotia salmon, and launches Sunday, August 19.  Klezmer Brunches take place every Sunday from 11 a.m. – 2 p.m., with live and lively musical sets by the Chicago Klezmer Ensemble, Maxwell Street Klezmer Band, Jutta & the Hi Dukes, and others. Wine & music pairings celebrate a musical artist’s catalog, pairing live or recorded versions of their work with wine flights specially chosen to accompany the songs.  This series launches Tuesday, August 28, with the Music of T. Rex performed by the Waco Brothers and continues Monday, September 10 with the Music of the Rolling Stones performed by the Exiles on Randolph Street.  

The City Winery Chicago concert venue will accommodate up to 300 guests, all seated at tables with complete beverage and dining service, ensuring a comfortable “listening room” experience enhanced by a state-of-the-art Meyer Sound system.  Music, spoken word and comedy will be presented 20-25 nights per month.  

“We realize time and money are precious commodities for many people, and have thus created a single destination to enjoy high-end cuisine and wine combined with high-end culture in a comfortable, sophisticated and unique setting," said Michael Dorf, City Winery Founder & CEO.

City Winery Chicagos signature VinoFile™ membership is now available, exclusively offering advance tickets now through the public on-sale, Monday, June 11. In addition to valuable advance ticket purchase opportunities, members also receive:  waiver of ticket service fees; 50% off valet parking; Restaurant Loyalty Rewards, such as a free pair of VIP concert tickets for every $500 spent in the restaurant; exclusive membership-only events; and access to the proprietary City Winery Virtual Sommelier™, which helps make suggestions for wines one might enjoy based on past consumption at the venue. For more information on becoming a VinoFile member ($75 annual fee), please call (312) 733-WINE (9463) or visit

City Winery Chicago is a sponsor of Direct Current Music.