Events in Chicago and Will County: Your Guide for Nov 29 – Dec 6

Finding exciting things to do as the holiday season kicks off can be a challenge, but the upcoming week is packed with unique events in Chicago and Will County. From legendary rock stars performing with a full orchestra to charming local holiday festivals, the area is buzzing with activity. Whether you’re looking for a spectacular musical performance in the city or a festive family outing in the suburbs, there is something for everyone to enjoy between Saturday, November 29, and Saturday, December 6, 2025.

Musical and Theatrical Events in Chicago

The city’s stages are alive with sound this week, offering a mix of rock, classical, and Broadway-style productions. These performances provide a perfect escape for a memorable night out.

Billy Corgan Concert Chicago at the Lyric Opera

In a truly unique collaboration, alt-rock icon Billy Corgan is joining the Lyric Opera of Chicago for “A Night of Mellon Collie and Infinite Sadness.” This special event celebrates the 30th anniversary of the groundbreaking Smashing Pumpkins album. Experience the classic record reimagined with a full orchestra and chorus for a powerful and unforgettable show.

• When: Saturday, Nov 29 & Sunday, Nov 30, at 7:30 PM
• Where: Lyric Opera of Chicago, Chicago, IL
• Image Alt: Billy Corgan performing with an orchestra at an event in Chicago.

Chicago Philharmonic’s “Home For The Holidays”

Get into the festive spirit with the Chicago Philharmonic Orchestra. Their “Home For The Holidays” concert features beautiful arrangements of holiday music, including pieces by the acclaimed artist Sleeping At Last. It is an ideal event for anyone looking to embrace the sounds of the season in a grand setting.

• When: Saturday, Nov 29, at 7:00 PM
• Where: Auditorium Theatre, Chicago, IL
• Image Alt: The Chicago Philharmonic Orchestra on stage for a holiday event in Chicago.

More Shows on Chicago Stages

The city’s theater district is bustling with captivating shows all week long.

• “A Beautiful Noise” (Neil Diamond Musical): This new musical at the Cadillac Palace Theatre tells the life story of the legendary singer Neil Diamond through his beloved songs.
• Teatro ZinZanni’s “Love, Chaos, & Dinner”: For those seeking an immersive experience, this dinner theater show combines circus acts, comedy, and a multi-course meal at the Cambria Hotel.
• “It’s a Wonderful Life: Live in Chicago!”: The American Blues Theater presents a live stage adaptation of the cherished holiday film, offering a fresh take on a timeless story.

Holiday Festivities and Unique Chicago Experiences

Beyond the theaters, Chicago offers many ways to celebrate the start of December. These events capture the magic of the holidays and provide fun for all ages.

CTA Holiday Train and Bus

A beloved Chicago tradition, the CTA Holiday Train and Bus are back to spread cheer across the city. Decked out in thousands of sparkling lights and festive decorations, these vehicles are a sight to behold. Riding the train or bus offers a one-of-a-kind journey through the city. Check the official CTA website for the detailed schedule, as the train runs on different lines each day.

• When: Running through Dec 22
• Where: Various CTA routes in Chicago
• Image Alt: The festive CTA Holiday Train, a popular event in Chicago.

Christkindlmarket

No holiday season in Chicago is complete without a visit to the Christkindlmarket. This German-style outdoor Christmas market is a festive wonderland filled with traditional wooden stalls selling unique gifts, ornaments, and delicious food and drink. For more details on Chicago’s holiday traditions, you can explore other seasonal narratives. The market’s authentic atmosphere makes it a must-visit destination.

• When: Open daily
• Where: Daley Plaza, Chicago, IL
• Image Alt: Shoppers at the Christkindlmarket, a major holiday event in Chicago.

Festive Local Events in Will County

The communities in Will County are hosting their own charming events to kick off the holiday season, from supporting local businesses to enjoying nature and festive lights.

Elves on the Loose in Downtown Joliet

Celebrate Small Business Saturday with a fun, family-friendly event in Downtown Joliet. “Elves on the Loose” encourages residents to shop local while enjoying special activities and a festive atmosphere. It’s a great way to support the community and find unique holiday gifts.

• When: Saturday, Nov 29
• Where: Downtown Joliet, IL
• Image Alt: A festive downtown street for the Elves on the Loose event in Will County.

Forest Preserve District of Will County Events

The Forest Preserve District offers opportunities to connect with nature as winter begins.

• Joliet Iron Works Tour: Discover the history of the area’s industrial past with a guided tour of the old steel mill ruins on Saturday, November 29.
• Sounds of December: This nature-focused event on Wednesday, December 3, invites you to listen to the unique sounds of the season in the serene setting of a local preserve.

Bolingbrook Festival of Lights

Mark your calendar for the official start of the holiday season in Bolingbrook. The Festival of Lights on Saturday, December 6, features a tree-lighting ceremony and other festivities. The event brings the community together for a bright and cheerful evening.

• When: Saturday, Dec 6, at 5:30 PM
• Where: Behind the Town Center, Bolingbrook, IL
• Image Alt: A large, lit-up tree at the Festival of Lights, an event in Will County.

Summary

This week offers a fantastic variety of events in Chicago and Will County to suit any interest. In Chicago, you can catch major musical acts like Billy Corgan, enjoy festive orchestral concerts, or see a hit Broadway show. You can also embrace the holiday spirit by riding the CTA Holiday Train or shopping at the Christkindlmarket. Meanwhile, Will County provides charming local experiences, including shopping events in Joliet, nature outings, and the beautiful Bolingbrook Festival of Lights. For more event ideas, you can check local community calendars, like those provided by Meetup, for other gatherings in the area.

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