The Boss Bar

The Boss Bar is a bar in Chicago, IL, established in 1987 at the corner of Clark and Hubbard in the River North neighborhood. It serves draft beer and classic cocktails, wings, burgers and Chicago dogs, with bottle service available. The drink list includes the Boss Bar IPA by Haymarket Brewery, Guinness, Modelo, Paulaner Munchner Lager and Stella Artois on draft, along with bottles and cans such as Half Acre Daisy Cutter, Old Style, PBR and Right Bee Cider. Non-alcoholic options include Heineken 0.0, and the bar also pours THC beverages and cocktails made with 1777 THC Agave Spirit. Handshakes include the Chicago Handshake, the Boss Handshake and the Happy Handshake, and soju comes in flavors such as Lychee, Peach and Strawberry. Wine is available by the glass or bottle, and allocated pours include Blanton's, Eagle Rare 10yr, Lagavulin 16yr and Oban 14yr. Food runs from a French fry basket with optional cheddar or chili to lemon pepper fries, truffle parm fries and curly fries. The bar hosts live music, karaoke nights, vinyl DJ sets and sports watch parties, and has a pool table and a patio that opens in warm weather. Private events, including birthdays, corporate mixers and watch parties, can be booked. It opens at 3pm Monday through Friday, 1pm Saturday and 11am Sunday, closing between 3am and 4am. The Boss Bar is operated by CSG Hospitality.

It sits on North Clark Street at the corner of West Hubbard Street, about a tenth of a mile from Chicago Fire Department Engine Company 42, the Chicago Fire Prevention Bureau, the public artwork Crossing, and the IIT Institute of Design.

Nearly four decades in River North have made The Boss Bar a fixture at Clark and Hubbard, where the pool table, the karaoke nights and the late hours have kept it a Chicago institution.