Video Gaming in Chicago's 29th Ward — bars, licensing, status
16 liquor-licensed bars and restaurants in the 29th Ward, and 4 of them have already applied to the Illinois Gaming Board for video gaming. If you run one of them, here is what's happening on your block and how Prairie State Gaming would work with you.
About 29th Ward
History
Austin began in 1865, when developer Henry Austin bought 470 acres for a temperance settlement called Austinville. Improving railroad service drew steady growth, and in 1899 residents of the rest of the township voted Austin into Chicago. German and Scandinavian families came early, followed by Irish and Italian ones. By 1920 street railways ran to downtown every half mile. In the early twentieth century, north Austin filled with brick two-flats and bungalows. Columbus Park, designed by Jens Jensen, dates to 1920 and featured a lagoon, a golf course and athletic fields.
Galewood grew from Abram Gale's land, subdivided into a suburb in 1870. A golf course there was cut into home lots in 1927, and a chocolate factory went up at the edge of Galewood Estates in 1928. Montclare was annexed in 1889 and grew first in 1912, when the Grand Avenue streetcar line extended service there; bungalows came to predominate. From the late 1960s Austin changed: by 1980 the population was predominantly African American, housing sat vacant or came down, and jobs and commerce were lost. Neighborhood groups such as the Organization for a Better Austin worked to stabilize the community.
The area today
Ald. Christopher Taliaferro represents the 29th Ward from a ward office at 6272 W. North Ave. Block Club Chicago reported that Taliaferro was first elected in 2015. The ward is mostly Austin, on Chicago's western border, and the Sun-Times lists Montclare and Galewood among its neighborhoods. Galewood spreads along North Avenue in the north, with Galewood Park two blocks north of the street. From there a corridor between Austin Boulevard and roughly Central Avenue runs south, past the Green Line's Austin station, to Madison Street and Columbus Park.
Bars and restaurants here
If your room is on Chicago Avenue near Austin Boulevard, you are on a stretch the City marked as rebuilt in May 2025, from Austin Boulevard to Central Avenue, with wider sidewalks, street trees and upgraded lighting, the first of three planned phases of the Soul City Corridor. The Encyclopedia of Chicago names Madison Street, Chicago Avenue and Lake Street as the lines along which Austin's commerce grew, and all three run through the ward. On North Avenue, the regional planning agency describes the stretch from Austin Boulevard to Harlem Avenue as once a thriving commercial corridor, the subject of a revitalization plan. Block Club Chicago covered a reservation-only restaurant moving into a once-vacant building near Austin Boulevard.
Sources
- City of Chicago — Ward 29 (accessed November 5, 2026)
- Encyclopedia of Chicago — Austin (accessed November 5, 2026)
- Encyclopedia of Chicago — Montclare (accessed November 5, 2026)
- Chicago Park District — Galewood Park (accessed November 5, 2026)
- Chicago Architecture Center — Galewood, Edge of the Bungalow Belt (accessed November 5, 2026)
- Chicago L.org — Austin station (accessed November 5, 2026)
- City of Chicago — Soul City West streetscape completion (accessed November 5, 2026)
- Block Club Chicago — 29th Ward alderperson heads to a 2023 runoff (accessed November 5, 2026)
- Chicago Sun-Times — 2023 aldermanic runoff night, including the 29th Ward (accessed November 5, 2026)
- CMAP — Using art to bridge two communities on North Avenue (accessed November 5, 2026)
- Block Club Chicago — Austin restaurant opens in a once-vacant North Avenue building (accessed November 5, 2026)
The bar and restaurant scene here
Every active liquor license the City of Chicago lists for 29th Ward, by license type. A site with more than one license is counted once and shows each.
- Liquor-licensed establishments
- 16
- Consumption on Premises - Incidental Activity
- 10
- Tavern
- 6
- Caterer's Liquor License
- 1
- Outdoor Patio
- 1
- Package Goods
- 1
Establishments in 29th Ward
- 23 BAR AND GRILL2625-2627 N HARLEM AVE 1Consumption on Premises - Incidental Activity
- ALEGRE RESTAURANT2370-2372 N NEVA AVE 1Consumption on Premises - Incidental Activity
- AMATO'S PIZZERIA INC1745-1747 N HARLEM AVE 3Consumption on Premises - Incidental Activity
- ANTONIO'S TACOS2659-2661 N HARLEM AVEConsumption on Premises - Incidental Activity
- CAROLYN'S LOUNGE1744 N CENTRAL AVE 1STTavern
- FLIP N D'S INC3215 N HARLEM AVEOutdoor Patio · Tavern
- FREDDIE'S LOUNGE5464 W MADISON STTavern
- HACIENDA MEMOS RESTAURANT, INC.6822 W NORTH AVE 1STConsumption on Premises - Incidental Activity
- HYGGE6966 W NORTH AVE 1STCaterer's Liquor License · Consumption on Premises - Incidental Activity
- MARIA'S MEXICAN RESTAURANT1905 N HARLEM AVE 1STConsumption on Premises - Incidental Activity
- MISKA'S/ EVA'S SPORTS BAR7171-7173 W GRAND AVEPackage Goods · Tavern
- PARADISE CLUB7068 W BELMONT AVE 1STTavern
- ROYAL GARDEN BANQUETS AND CATERING2515 N HARLEM AVEConsumption on Premises - Incidental Activity
- TED'S COCKTAIL LOUNGE5813 W MADISON ST 1STTavern
- THE PERFECT JERK6954 W NORTH AVE 1STConsumption on Premises - Incidental Activity
- TNT Restaurant5405-5409 W MADISON ST ROOFTOP + 1Consumption on Premises - Incidental Activity
Who has applied for video gaming here
Establishments in 29th Ward on the Illinois Gaming Board's list of video gaming applicants and licensees, with the status the Board shows.
- AMATO'S PIZZERIA INC1745-1747 N HARLEM AVE, Suite 3Application pending with the Illinois Gaming Board · March 3, 2026
- FLIP N D'S INC3215 N HARLEM AVELicensed by the Illinois Gaming Board · September 3, 2026
- HACIENDA MEMOS RESTAURANT. INC.6822 WEST NORTH AVENUEApplication pending with the Illinois Gaming Board · April 16, 2026
- MISKA'S/ EVA'S SPORTS BAR7171-7173 W Grand Ave, 1ST FLOORApplication pending with the Illinois Gaming Board · February 26, 2026
How Prairie State Gaming helps in 29th Ward
Illinois law fixes how terminal income is shared between the operator and the establishment, and no operator may give a location anything to sign. What you choose is the team.
Account Management
A dedicated Account Manager who knows the location, its priorities and goals — one consistent point of contact.
Service & Support
Local service teams with around-the-clock support to address equipment issues and keep the gaming operation running.
Gaming Area Planning
Help evaluating the space, equipment options and layout so the gaming area fits the location and feels comfortable for guests.
Licensing Support
A licensing team that explains the application process and coordinates the information and steps needed to move forward.
Red Carpet Rewards
Player promotions, prize opportunities and events through RCR, with the platform, on-site setup and materials supported by PSG.
Video gaming in 29th Ward: the short answers
- Can bars in the 29th Ward host video gaming terminals?
Chicago's status as of October 5, 2026: Legal — city licenses not yet issued. Video gaming is legal in Chicago as of January 1, 2026. No machines are live in the city yet. The dated notice at the top of this page is the current statement, with its source.
Where Chicago's rollout stands- How many video gaming terminals may one establishment have?
Illinois law allows a licensed establishment up to six video gaming terminals (230 ILCS 40/25(e)). The limit is set by the state, not by the terminal operator.
- Which neighborhoods are in the 29th Ward?
By the City's ward and community-area maps, the 29th Ward takes in parts of Montclare and Austin.
Have a question about video gaming at your place?
Ask the people who would be supporting you.
Gambling problem? For free confidential help, call the National Problem Gambling Helpline at 1-800-GAMBLER. Must be 21+ to wager.