Windy City Winter Wonders: Sports, Music, Art & Hidden Gems in Chicago
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First off, sports fans, Chicago's roaring this week—grab tickets for Rams at Bears NFC Divisional clash at Soldier Field on Sunday, January 18 at 5:30pm, where the lakefront stadium turns into a frozen frenzy of tailgates and touchdowns. SeatGeek reports it's electric, with authenticated NFL tickets flying. Hockey heads, catch Chicago Blackhawks vs. Tampa Bay Lightning at United Center on January 23 at 6pm—pure ice-rink chaos. Then Bulls vs. Lakers on January 26 at 7pm, same spot—rival hoops that'll have you screaming like a rogue mascot. Cubs Con 2026 kicks off January 16 at 5pm via Marquee Sports Network, a fan fest packed with quirky player meetups and memorabilia hunts that feel like crashing a secret clubhouse.
Music lovers, WTTW News producer Josh Terry's picks for January 14-20 spotlight indie rock to jazz bangers across Chicago venues—dive into Reggaeton Rave at Concord Music Hall, where Latinx beats collide with electronic fire for a sweaty, social-media exploding dance riot. Night owls, snag the Chicago Nightclub Weekend Pass from Bar Crawl HQ at Galeria Chicago on January 16-17—hop bars like a pro, trending hard on Eventbrite for epic group vibes.
Art and culture? The 10th Chicago Architecture Biennial, North America's largest design extravaganza per Secret Chicago, is free now through February—wander futuristic installations that twist your brain like a pretzel. Phantom of the Opera haunts Cadillac Palace Theater until February 1, a rock-opera ghost story that's seduced 140 million worldwide, Chicago Theater says. Cozy up at Time Out Market Chicago before its last day January 23—slurp viral birria tacos or Michelin-level sandwiches in West Loop, plus fireplace bars for that cabin-fever cure.
Hidden gems for locals: Andersonville's ultimate neighborhood crawl—quirky shops, Jenny Vyas' fave West Loop art haunts, or Faheem Majeed's South Shore spots via Time Out. Chase winter's top thrill: skyline ice skating or rooftop igloos at moody fireplaces like Crying Tiger or LIA Tavern. Foodies, hit cozy Southeast Asian at Crying Tiger in River North—five stars for tiger-crying spice that'll warm your soul.
Chicago's quirkiest playground—sports epics, rhythm raves, design dreams. Go chase 'em!
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