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Insightschevron-rightchevron-rightEventschevron-rightThe Best Chicago Events January 2025

The Best Chicago Events January 2025

Written by
Dana Nemirovsky
, Journalist at Brand Vision.

Things to do in Chicago in January 2025: Chicago Events January 2025

There’s something special about Chicago, a certain spark that makes it stand out when it comes to celebrating, exploring, and indulging in cultural delights. As the seasons turn, this city becomes a stage for gatherings—some rooted in long-held traditions, others freshly minted with modern flair. Whether you’re a local eager to rediscover old favorites or a curious traveler craving something new, the Windy City will never leave you empty-handed. From savoring smooth whiskeys amid winter’s chill to strolling under shimmering lights with a hand-warmed cocktail, there’s a world of events waiting just outside your door. Add to that the timeless charm of musical tributes or the delight of stepping into an immersive holiday wonderland, and you have a city that truly knows how to celebrate every moment. This season, treat yourself to the best events Chicago has to offer. Mark your calendar, call a friend, and immerse yourself in the best Chicago Events in January.

Chicago Events January 2025

Chicago Winter Whiskey Tasting Festival

If you have a soft spot for good spirits—or you’re simply ready to expand your palate—the Chicago Winter Whiskey Tasting Festival is calling your name. Picture wrapping your scarf a bit tighter, stepping inside a warm venue, and being greeted by the gentle hum of conversation as fellow enthusiasts gather around tables brimming with bottles. Experts share insider tips, helping you discover subtle smoky undertones or delightful hints of caramel in each pour. It’s less about pretension and more about genuine appreciation. By the end of the afternoon, you’ll have a richer understanding of what makes each bottle unique and a handful of new favorites to savor all season. One of the greatest events in Chicago January 2025 awaits you.

  • Date & Time: Saturday, January 25, 2025, from 2:30 p.m. to 6:00 p.m.
  • Address: 600 N State St, Chicago, IL60654
  • Admission: Tickets range from $20 to $89, offering something for every tasting preference. See ticket options here.

Chicago Botanic Garden’s Winter Cocktails Under the Lights

For an evening that blends natural beauty with a dash of festivity, consider the Winter Cocktails Under the Lights at the Chicago Botanic Garden. Stroll along softly illuminated pathways, each step revealing a new corner of enchanting greenery and twinkling installations. A carefully crafted cocktail warms your hands as gentle music sets the tone for an intimate, almost storybook experience. This isn’t just another night out; it’s an opportunity to pause, appreciate the beauty of the world around you, and let a moment of calm settle in before the holiday rush or the busy workweek picks up pace again.

  • Date & Time: January 3, 2025 (evening visit recommended to catch the light displays at their finest)
  • Address: Chicago Botanic Garden, 1000 Lake Cook Rd, Glencoe, IL 60022
  • Admission: Purchase tickets in advance for $32 (members) or $34 (nonmembers), or on the day of for $37 (members) or $39 (nonmembers).

Winterland: An Immersive Holiday Experience

Just when you thought the holiday spirit might be winding down, Winterland: An Immersive Holiday Experience at Navy Pier arrives to prolong the magic. Step into a realm of twinkling lights, whimsical displays, and scenes that feel as if they’ve leapt right off the pages of a storybook. Children’s laughter mingles with soft holiday tunes, and grown-ups can’t help but smile at the cheerful ambiance. It’s more than just décor; it’s an invitation to pause and remember that joy, like the soft glow of fairy lights, can brighten even the darkest days. Relive cherished memories, create new ones, and let Winterland remind you that holiday enchantment can linger as long as we’re willing to embrace it.

  • Date & Time: Until January 5, Mon–Thu & Sun: 2 p.m.–7 p.m. (venue closes at 8 p.m.), Fri–Sat: 2 p.m.–8 p.m. (venue closes at 9 p.m.)
  • Address: Navy Pier, 600 E Grand Ave, Chicago, IL 60611
  • Admission: General entry for $15, making it an affordable way to extend the festive season. See other ticket prices here.

Elvis Tribute Artist Spectacular

If music speaks to your soul, the Elvis Tribute Artist Spectacular promises a nostalgic journey through rock ‘n’ roll history. Close your eyes as the band strikes up a chord and you’ll swear you can feel the King’s presence. From those early Rockabilly hits that launched a revolution to the more polished tunes of his movie years, this show takes you by the hand through every era of Elvis’s career. It’s a tribute that respects both the legend and his fans, delivering a performance that warms hearts and leaves toes tapping. Celebrating what would have been Elvis’s 90th birthday adds a special layer of emotion, reminding us that certain legacies never fade.

  • Date & Time: Thursday, January 9, 2025, at 7:30 p.m.
  • Address: 9501 Skokie Blvd, Skokie, IL 60077
  • Admission: Tickets range from $39.50 to $79.50, accommodating a variety of budgets and seating preferences. Get tickets through this link.

A Winter of Celebration in the Windy City

Chicago’s event scene thrives in every season, but winter reveals a unique kind of charm. Snowy sidewalks and chilly breezes form a quiet backdrop against which festivals, concerts, and immersive exhibits truly shine. These events aren’t just about entertainment—they’re about stepping into another world, learning something new, or reconnecting with a sense of wonder you thought you’d forgotten. So layer up, bring a friend, and follow these seasonal invitations to explore a Chicago that knows how to keep the spark alive, one unforgettable experience at a time.

Disclosure: This list is intended as an informational resource and is based on independent research and publicly available information. It does not imply that these businesses are the absolute best in their category. Learn more here.

This article may contain commission-based affiliate links or sponsored content. Learn more on our Privacy Policy page.

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