Chicago Jazz Singer

Serenading Chicago Since 2008

Meet Amy Yassinger

Professional vocalist Amy Yassinger (nicknamed the “jazz singer”) has been building her singing career for a decade. As a bandleader and recording artist, her music has been heard in festivals, events and cruises both in America and overseas. She has recorded 2 albums; “Sometimes I’m Happy” (distributed by Warrior Records) and “Cruisin’” with the Shout Section Big Band and have sold internationally.

Born and raised in Chicago, Amy discovered her passion for music as a teenager after having spent a summer at Berklee College of Music in Boston. Her studies in Jazz and Pop Music continued at the University of Miami in Florida, followed by a Master’s Degree from Western Michigan University in Kalamazoo, Michigan. Amy embraces all opportunities to sing in a variety of styles. She has appeared on “The Oprah Winfrey Show” as a backup vocalist for Charice Pompengco and Usher. She is regularly performing with her own band within Yazz Jazz Entertainment or as the lead vocalist for The Shout Section Big Band or the Park Avenue Orchestra. When she is not performing or recording in Chicago or working with clients to create a musical landscape for their events, she is working as an educator, teaching a variety of private voice students.

Her love for performing continues to grow with each event. Whether clients are looking for a subdued, elegant event or a big, lavish, non-stop party, Amy goes above and beyond to deliver.  Her and her musical team are currently working on a huge project set to release in late 2018.


Amy Yassinger & Shout Section Big Band

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Sometimes I'm Happy

Available on Warrior Records

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Upcoming Shows

Wednesday, December 1, 2021- LM Chicago (NACE Event) 8-10pm
Friday, December 3, 2021- La Grange Country Club “Holly Ball” 6:30-1am
Sunday, December 12, 2021- Fitzgeralds 7-10pm
Thursday, December 16, 2021- Little Honeycomb 7-10pm
Wednesday, December 23, 2021- Eddie V’s 6-9pm
Thursday, December 24, 2021- Eddie V’s 5-9pm


For booking inquiries:

For general inquiries, please use the form here or email