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Show: Tyler Jon Tyler's "cleanly jangling guitars, simple melodic bass lines, and stomping drums are rooted in the early-90s indie-pop of Washington, D.C., and the Pacific Northwest," writes Brian Costello. The local three-piece are playing a free show in support of their debut seven-inch, out last month on Trouble in Mind; the Yolks headline and the irresistibly charming, borderline wholesome Sleepovers, led by husband-and-wife team Dan and Annie Boldon, open.
9:30 PM, Empty Bottle, 1035 N. Western, 773-276-3600, free.
Dinner: A Tavola Tiny Ukrainian Village storefront with an equally tiny but satisfying Italian menu and, arguably, the best gnocchi in town.
2148 W. Chicago, 773-276-7567
9pm, Hungry Brain, 2319 W. Belmont, 773-935-2118, $5 suggested donation.
Dinner: El Tinajon A storefront specializing in Guatemalan cuisine—mostly soups and stews laden with beef and wonderful seasonings.
2054 W. Roscoe, 773-525-8455
Show: Whining in the Windy City: Holiday Edition In town to play Grandma in The Addams Family, former Second City ensemble member Jackie Hoffman is performing this one-woman-and-an-amiable-goy-pianist show on the side. "More often than not, her apparently complete lack of social filters is exhilarating," writes Tony Adler. "She reminds me of those blue comediennes who used to make records for stag parties—especially when she's riffing on talking dirty in front of in-laws."
Royal George Theatre Center, 1641 N. Halsted, 312-988-9000, $25
Dinner: The Libertine Gastropub & Lounge Monday is "industry" night with a guest-chef bartender and reduced prices on food and drink.
1615 N. Clybourn, (312) 654-1782