Welcome to Things to Do in Chicago, listeners! I'm Oly Bennet, your globe-trotting, laugh-out-loud sports nut who's traded soccer pitches for Chicago's wildest vibes. Today, Friday, February 20th, 2026, the Windy City's buzzing with a crisp winter chill—think bundle-up temps around freezing, maybe a light snow flurry to keep things frosty and fun, perfect for indoor jams and hearty eats.Kick off your day at the Winter Jazz Fair at the Chicago Cultural Center from 11:30 AM to 10 PM—free concerts, discussions, and vendor booths for all ages, swinging from smooth sax to bebop bliss. Culture lovers, catch Sons of the Never Wrong's 35th Anniversary and album release at Old Town School of Folk Music at 8 PM—hilarious folk trio with witty banter, special guests, and foot-tapping harmonies that feel like a musical comedy roast. Families, dive into University of Chicago Folk Festival at Mandel Hall with live acts like Gap Civil and workshops—tickets from $5, or stream free online. Night owls, hit The Neo-Futurists' Infinite Wrench at 10:30 PM for 30 plays in 60 minutes of chaotic genius. And foodies, it's the final stretch of Chicago Black Restaurant Week—score deals at Black-owned spots citywide.Local buzz: Gallagher Way's wrapping up Winterland teardown, so Wrigleyville's green space is closed through Sunday—head elsewhere for skating vibes. Public transit's smooth, but bundle up for those CTA winds.Must-dos today: Stroll Garfield Park Conservatory's lush gardens (book ahead), geek out at WNDR Museum's immersive tech art, or catch flicks at the revamped Music Box Theatre. Hidden gem: Grab folk fest vibes then hit Schubas for Haffway's show—raw energy like a quirky curling match on stage.Local tip: Chicagoans swear by the "Polish plunge"—dash from a folk show to a dive bar for pierogies; it's the ultimate winter warm-up hack for that true Chi-town glow.Tomorrow? Music Frozen Dancing block party at Empty Bottle and Argyle Lunar New Year Parade—epic chills and dragon dances await!Thanks for listening, please subscribe, and remember—this episode was brought to you by Quiet Please podcast networks. For more content like this, please go to Quiet Please dot Ai.For more check out https://www.quietperiodplease.com/and make sure to jump on these great deals https://amzn.to/3V0gjPtFor more on Oly check out https://www.instagram.com/olybennet/This content was created in partnership and with the help of Artificial Intelligence AI

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