Chicago Olde Towne Carolers: The Gold Standard of Holiday Entertainment in the Windy City

Bring the timeless magic of a traditional winter to your next event with the Chicago Olde Towne Carolers, the premier holiday vocal ensemble serving the Greater Chicago area and surrounding suburbs. As a distinguished branch of the country’s most acclaimed caroling company, we bring the warmth and charm of a Charles Dickens novel to life against the backdrop of the Chicago skyline. Dressed in impeccably detailed, gorgeous Victorian-style costumes, our performers offer more than just music; they provide a visually stunning, immersive atmosphere that instantly elevates the caliber of any gathering. Whether you are planning an intimate family party in the Gold Coast, a bustling corporate gala in the Loop, or a festive public celebration on the Magnificent Mile, our presence turns a standard event into a winter wonderland.

Musically, the Chicago Olde Towne Carolers are second to none, comprised of top-tier professional vocalists who execute harmonies with a precision that only years of experience can foster. Our repertoire is vast and carefully curated to bridge the gap between generations and cultural divides, perfect for the diverse audiences of the Midwest. From the solemn beauty of old German carols and sacred anthems to the upbeat joy of 20th-century pop hits and beloved seasonal classics, our a cappella harmonies resonate with listeners of all ages. Because we perform entirely without instrumentation, we possess a unique versatility, allowing us to stroll effortlessly through a venue, greeting guests tableside, or stand center stage for a captivating feature performance.

Our ensemble carries a reputation for excellence that is recognized nationwide. As part of a company that has been in business since 2005, our brand credits include high-profile appearances on The Rachael Ray Show, national and regional commercial campaigns, the Disney Christmas Carol Train Tour, and opening slots for vocal sensations like Pentatonix. When you hire the Chicago Olde Towne Carolers, you are securing talent that has been trusted by major media outlets and prestigious venues to deliver flawless, high-energy entertainment. We bring this same level of broadcast-quality professionalism to every engagement, ensuring that whether we are the main event or providing pleasing background music, the performance is impeccable.

Flexibility is at the heart of our service. We understand that every Chicago holiday event is unique, which is why we tailor our programs to fit your individual needs and timeline. We are equally at home performing at weddings, private house parties, and high-end corporate functions throughout the city and suburbs. For an experience your guests will talk about for years to come, look no further than booking Chicago Olde Towne Carolers to ensure your holiday season is truly spectacular.