Chicago Events Chicago This Weekend: Your Ultimate Guide to Things To Do In Chicagoland

Here’s a list of top Things To Do In Chicagoland. January is wrapping up, but the Windy City is just getting started. If you have been hibernating since New Year’s, now is the time to shake off the cabin fever. The lineup of Chicago events for the week of January 26 through February 1, 2026, offers a fantastic mix of creativity, community, and entertainment. Whether you want to tap into your artistic side with glass beadmaking, catch a classic action movie at the library, or brave the cold for a winter hike, our guide covers the best happenings in Cook and Will Counties.

Creative Workshops and Artsy Outings

This week is heavy on hands-on creativity. If your New Year’s resolution was to learn a new skill or just make something with your hands, you are in luck.

Paint, Sip, and Craft in the City

One of the most relaxing ways to spend an evening is with a paintbrush in one hand and a drink in the other. Kick off your week on January 26 with the Northern Lights Sip and Paint in New Lenox. Hosted at Rosati’s Pizza, this event guides you through creating your own aurora borealis masterpiece. It is a perfect low-stakes creative outlet where pizza is readily available—a winning combination.

For those looking for a more intensive artistic experience, check out the Beadmaking Tips & Tricks workshop starting January 27. This three-day event at the Chicago Glass Collective dives deep into the art of glass. It is rare to find multi-day workshops that fit into a standard work week, making this a gem for hobbyists.

Later in the week, on January 31, you can focus on mindfulness at the Vision Board Workshop at The One Spa Chicago. Titled “The Art of Intention,” this session helps you map out your goals for the rest of 2026.

What to Do in Chicago This Week for Makers

Libraries are stepping up their game with community-focused crafting. On January 31, the Independence Library hosts Craftivism: Protest Buttons, a family-friendly session where you can make statement pieces. On the same day, the Woodson Regional Library presents the Woodson Heritage Quilt Project, a hands-on textile event perfect for families wanting to contribute to a larger community tapestry.

Concerts Chicago: Live Music and Performance

You don’t have to wait for summer festivals to enjoy great tunes. The schedule for concerts Chicago fans can enjoy this week is eclectic, ranging from open mics to casino showcases.

Local Jams and Open Mics

On January 27, head to Open Mic at Robert’s Westside in Forest Park. Open mics are the heartbeat of the local music scene, and you never know when you might see the next big star practicing their set. If you prefer a curated show, Frankie Lloyd Live hits the same venue on January 29.

Over in Will County, the music scene is equally alive. CADILLAC GROOVE brings their high-energy set to the Hollywood Casino in Joliet on January 29. If you are near New Lenox on January 30, catch Leo Fron Live at North & Maple. These local gigs are great for supporting regional talent without the high ticket prices of stadium tours.

Theater and Themed Nights

For theater buffs, the Rustbelt Theatrical Performance at Facility Theatre (running Jan 27–Feb 1) promises a gripping look at working-class history through true stories. It is a poignant reminder of the city’s industrial roots.

If you prefer your entertainment with a side of competition, drop by Loteria Night at The Giant Penny Whistle on January 27. This Bingo-style game is free to play and always draws a lively crowd. For professionals looking to network without the stiffness of a corporate event, Off The Record at Bodega Taqueria y Tequila on the same night offers a creative mixer environment.

Family Fun and Film Screenings

Finding what to do in Chicago this week that is budget-friendly and suitable for all ages is easier than you think. The local libraries are hosting free movie screenings that offer a nostalgic escape.

• The Naked Gun (Jan 28): Catch a free screening of this comedy classic at Woodson Regional Library.
• Mission: Impossible (Jan 28): Action fans can enjoy the thrills at Wrightwood-Ashburn Library.

For sports fans, support the home team at the UIC Basketball game on January 28. The Flames take on Indiana State at the Credit Union 1 Arena. It’s high-energy, affordable, and a great way to show school spirit.

The Big Event: Chicago Boat Show

Running from January 27 to February 1, the Chicago Boat Show docks at the Donald E. Stephens Convention Center. Even if you don’t own a boat, walking among the massive yachts and high-tech watercraft is a spectacle. It is a vivid reminder that summer—and Lake Michigan season—is closer than it feels.

Will County & South Suburbs Highlights

The fun isn’t limited to the city limits. Will County has a robust lineup of events this week.

• Scoop Your Dreams (Jan 29): This unique event at Sozo Creativity in Lockport combines vision journaling with a sundae bar. It’s sweet in every sense of the word.
• Race to Recycle 5K (Jan 31): If you want to stay active but hate the freezing temperatures, this indoor run/walk at the Tinley Park-Park District is the solution.
• Heavenly Heart Paint & Sip (Jan 31): Another great option for painters in Woodridge looking for a relaxed evening.

For nature lovers, don’t forget the Joliet Bird Show/Sale or the Winterfest + Open House in Lemont, both happening just before the week kicks off on Jan 25, setting the tone for a busy week ahead.

Ongoing Outdoor Adventures

If you prefer snow boots to dancing shoes, the region offers plenty of outdoor activities. Starved Rock State Park in Oglesby is stunning in the winter, offering trolley tours and hikes to frozen waterfalls. Closer to the suburbs, Whalon Lake in Naperville is open for winter hiking and fishing.

For a mix of history and chills, check out the Chicago Crime Tours or Ghost Walking Tours. These operate year-round and offer a grim but fascinating look at the city’s past. You can read more about historical tours and cultural deep dives on The Narrative Matters.

Plan Your Week

With so many Chicago events happening, you have no excuse to stay on the couch. From the Rustbelt theater performance to the Chicago Boat Show, there is something for every interest. Grab your tickets, bundle up, and enjoy everything the city and suburbs have to offer this week.

For real-time updates on parking and transit for these events, we recommend checking the Chicago Transit Authority (CTA) website.

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