Macy Gray has announced new dates for her On How Life Is 25th Anniversary Tour, extending the celebration across North America. The expanded leg will run from October 22 to November 23, 2025, featuring shows in major cities in the United States and Canada.

Fans can look forward to performances in Orlando, Fort Lauderdale, New York City, Boston, Toronto, and Montreal, as Gray continues to commemorate the success of her Grammy-winning debut album. Known for her distinctive voice and soulful energy, Gray promises an unforgettable experience filled with timeless hits and fan favorites.

Confirmed tour dates and locations are below, and ticket information are available now on Macy Gray’s official website.

Wed, OCT 22
Hard Rock Live Orlando
Orlando, FL

Thu, OCT 23
Lillian S. Wells Hall at The Parker
Ft Lauderdale, FL

Fri, OCT 24
Key West Theater
Key West, FL

Mon, OCT 27
Iron City Bham
Birmingham, AL

Tue, OCT 28
Robert Kirk Walker Theatre
Chattanooga, TN

Wed, OCT 29
Carolina Theatre
Durham, NC

Thu, OCT 30
Tennessee Theatre
Knoxville, TN

Sat, NOV 1
The Senate
Columbia, SC

Sun, NOV 2
Rams Head On Stage
Annapolis, MD

Tue, NOV 4
Birchmere
Alexandria, VA

Wed, NOV 5
Center for the Arts of Homer
Homer, NY

Thu, NOV 6
Palladium Times Square
New York, NY

Sat, NOV 8
Bethel Woods Center for the Arts
Bethel, NY

Wed, NOV 12
The Wilbur
Boston, MA

Thu, NOV 13
UB Center for the Arts – Mainstage Theatre
Buffalo, NY

Fri, NOV 14
The Concert Hall
Toronto, Canada

Sat, NOV 15
L’Olympia
Montréal, Canada

Sun, NOV 16
Keswick Theatre
Glenside, PA

Sat, NOV 22
Variety Playhouse
Atlanta, GA