Frankie Leo Bennett


" amazing Toby... [Bennett's} rendition of 'Not While I'm Around' will send a chill down your spine..."

Alan BresloffAround The Town Chicago

Altar Boyz

"Frankie Leo Bennett’s closeted Mark is a brilliant character. {His} clear tenor voice, boundless energy, and nearly constant smile make Mark a truly winning character.

Karen Topham, Chicago On Stage


"...Frankie Leo Bennett as Sonny found [a slot] on my "names to watch" list."

Kris Vire, Time Out Chicago




Upcoming This Summer

Catch Frankie in Arcadia this summer as “Basilius” in The Chicago Premiere engagement of


July 1 - August 25 | Theater Wit | Kokandy Productions

Directed by Derek Van Barham & Elizabeth Swanson | Choreographed by Breon Arzell 
Music Direction by Kyra Leigh 

Songs by The Go-Go’s | Based on The Arcadia by Sir Phillip Sidney 
Conceived & Original Book by Jeff Whitty | Adapted by James Magruder 

Mark in ALTAR BOYZ with Theo Ubique Cabaret Theatre | Credit: Phillip Tawanchaya

Mark in ALTAR BOYZ with Theo Ubique Cabaret Theatre | Credit: Phillip Tawanchaya


Photo: Sam Rogers Photography

Bio (or Oh. Hi there!)

Frankie Leo Bennett is a Chicago-based theatre artist. And a giant goofball.

Recently, he was turned upside down and all around in the 2019 revival of the Chicago cult classic, POSEIDON: AN UPSIDE DOWN MUSICAL with Hell In A Handbag Productions. Previously he was running around with elixirs and razors as "Tobias Ragg" in SWEENEY TODD: THE DEMON BARBER OF FLEET STREET, following his run as the ever-effervescent Mark in ALTAR BOYZ, both with Theo Ubique Cabaret Theatre. Bennett has also been seen as “Sonny” in the Lin-Manuel Miranda hit IN THE HEIGHTS (BroadwayWorld Chicago Award – Best Actor in a Musical/Revue), PORCHLIGHT REVISITS: 1776, NEW FACES SING BROADWAY 1985 with Porchlight Music Theatre; as “Sophia Petrillo” in THE GOLDEN GIRLS - BEA AFRAID! and as "Christina Crawford"  alongside David Cerda’s Joan Crawford in Hell In A Handbag Productions’ CHRISTMAS DEAREST.  Other favorites include TRIASSIC PARQ (Circle Theatre Chicago); THE WIZ (Emerald City Theatre); the workshop premiere of FLIES! THE MUSICAL, the 25th Anniversary concert production of ALL THAT HE WAS as well as the Audition Diaries Concert Series with Refuge Theatre Project.

He is also a playwright and lyricist, working on his first musical with collaborator Alec Steinhorn.

Bennett has trained at Chicago Shakespeare Theater and Second City Training Center.



Above: "Sonny and Company"

IN THE HEIGHTS (Porchlight Music Theatre) | Photo: Gretchen Kelley