The Caroling Party Holding Singer Auditions in Chicago for 2026

The Caroling Party is holding auditions for experienced singers to join its professional Chicago-area caroling ensemble for the 2026 holiday season.

Known for providing professional holiday entertainment throughout the Chicago area, The Caroling Party is seeking talented vocalists across all voice ranges. The company is looking for confident, energetic performers who can connect with audiences and deliver Christmas favorites with personality and strong stage presence.

These are paid seasonal performance opportunities intended for experienced working singers who are prepared to dedicate time to learning a large holiday repertoire.

Talent Application

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What The Caroling Party Is Looking For

🎶 Singers of all voice ranges are encouraged to audition.

Ideal performers should:

Have strong vocal ability and performance experience
Be energetic and comfortable entertaining audiences
Sing primarily in a pop/contemporary style rather than a classical or legit musical-theater approach
Be willing to spend significant time learning the group’s holiday repertoire
Have reliable transportation and their own car
Be able to provide their own performance costume

The company emphasizes that this is a professional seasonal job rather than an entry-level opportunity for casual Christmas carolers.

Audition Details

🎤 Audition Date: Wednesday, October 7, 2026
💻 Audition Format: Zoom
📍 Company Location: Chicago, Illinois
💵 Compensation: Paid

For the audition, singers should prepare two Christmas songs to perform a cappella. Applicants may select the Christmas solos of their choice.

Rehearsal Schedule

Selected performers must be available for rehearsals in Wilmette, Illinois, on the following dates:

November 2
November 10
November 18
November 30

⏰ Rehearsal Time: 7:00 PM–10:00 PM

Performers should be prepared to put in additional study time outside rehearsals to master the group’s extensive holiday repertoire.

How to Submit

Interested singers should contact:

📩 patti@thecarolingparty.com

Submission Deadline: October 7, 2026

Applicants should make sure they meet the transportation, rehearsal, and professional performance requirements before submitting.