Audition Songs for The Drowsy Chaperone – By Character
Last Updated: January, 2026
When considering audition songs for The Drowsy Chaperone, it’s fitting to choose a jazzy or character-driven song from musical theatre repertoire that aligns with the tone of the show and suits your vocal type. Always refer to the audition notice for specific guidelines.
Because The Drowsy Chaperone is a 1998 musical set in the 1920s, the songs below are from musicals of the 1970s-2010s, or ones set in the Jazz Age. Each has been carefully hand-picked and reviewed by a musical theatre professional to ensure fit and audition readiness.
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Step 1: Review Audition Info
Please read your audition details carefully, as they sometimes specify the type of song they’d like to hear (a ballad, something comedic, etc.). Make sure to select a song that’s appropriate for your specific casting call.
Step 2: Study the Show
Before auditioning, you should get familiar with the show, and listening to the cast album is a great way to do that. Here’s where you can learn more about The Drowsy Chaperone.
Step 3: Pick an Audition Song
Before choosing a song, find your voice type and range using the Vocal Guide.
Based on your personality and vocal range, decide whether you’d prefer to audition for the ensemble or a specific character. Even if you audition for a specific role, stay open to other casting possibilities.
When you’re ready, choose a song from below that best fits your voice and comfort level.
The Audition Songs
Adolpho
“Bolero de Amor” – Copacabana
“Me” – Beauty and the Beast
“The Gypsy in Me” – Anything Goes
“You Can Get Away With Anything” – The Woman in White
Janet Van De Graaf
“Gimme Gimme” – Thoroughly Modern Millie
“I Get a Kick Out of You” – Anything Goes
“I Want to Go to Hollywood” – Grand Hotel
“Willing to Ride” – Steel Pier
Kitty
“A Little Girl from Little Rock” – Gentlemen Prefer Blondes
“Daddy’s Girl” – Grey Gardens
“Diamonds Are a Girl’s Best Friend” – Gentlemen Prefer Blondes
“Wall Street” – Dames at Sea
Man in Chair
“Coffee Shop Nights” – Curtains
“I Miss the Music” – Curtains
“I Want to Make Magic” – Fame
“Second Chance” – Steel Pier
Mrs. Tottendale
“Deep Love” – Young Frankenstein
“I’m Just Wild About Harry” – Shuffle Along
“Jeanette’s Showbiz Number” – The Full Monty
“Somebody Older” – Steel Pier
Robert Martin
“Grand Knowing You” – She Loves Me
“Little Jazz Bird” – Lady, Be Good!
“Nice Work If You Can Get It” – Nice Work If You Can Get It
“The Candy Man” – Charlie and the Chocolate Factory
The Drowsy Chaperone
“All Falls Down” – Chaplin
“An Old-Fashioned Love Story” – The Wild Party
“Nobody Does it Like Me” – Seesaw
“Only in New York” – Thoroughly Modern Millie
Trix
“Always True to You in My Fashion” – Kiss Me, Kate
“Boy! What Love Has Done to Me” – Girl Crazy
“Can This Be Love?” – Fine and Dandy
“Delishious” – Nice Work If You Can Get It
Ensemble (Altos)
“At the Old Majestic Nickel Matinee” – Some Like It Hot
“My Big Mistake” – The Will Rogers Follies
“Not for the Life of Me” – Thoroughly Modern Millie
Ensemble (Baritones)
“Broadway Baby” – Dames at Sea
“The Life That You Wished For” – Chaplin
“Why Should I Wake Up?” – Cabaret
Ensemble (Basses)
“Oh, Lady Be Good!” – Lady, Be Good!
“Please Send Me Someone” – Young Frankenstein
“They Can’t Take That Away From Me” – Crazy for You
Ensemble (Contras)
“I Hate Musicals” – Ruthless!
“They Don’t Know” – Thoroughly Modern Millie
“What You Need” – Grand Hotel
Ensemble (Mezzo-Sopranos)
“All Things to One Man” – Grind
“Jimmy” – Thoroughly Modern Millie
“What Good Is Love?” – Pins and Needles
Ensemble (Sopranos)
“Glad to Be Unhappy” – On Your Toes
“Just Imagine” – Good News!
“Most Gentlemen Don’t Like Love” – The New Yorkers
Ensemble (Tenors)
“I Turned the Corner” – Thoroughly Modern Millie
“What Do I Need With Love?” – Thoroughly Modern Millie
“What Is It About Her?” – The Wild Party
Step 4: Select a Monologue
If requested, here are a few audition monologues for The Drowsy Chaperone:
• “Actor!” in Audition Monologues for Young Men➝
• “I Must Say” from The Importance of Being Earnest➝ (Lady Bracknell)
• “Nothing But Misfortune” from Poor John➝ (John)
• “Where Is He?➝” from The Father Clock➝ (Flub)
• “You Won’t Misunderstand Me” from The Goal➝ (Sir Stephen)
Final Step: Audition Prep
Once you’ve chosen your song, it’s time to start preparing! Grab your FREE Audition Prep Checklist and Stamp Cards to stay organized and motivated for your upcoming auditions!

The Drowsy Chaperone Song List
Here’s a list of the musical numbers in The Drowsy Chaperone along with which characters sing in each of them. Unless you have been asked to, do not choose from the below songs for your audition! The following is more intended to be used for character research purposes.
* That said, if you’ve specifically been asked to sing a song from the show, you can find the sheet music for the best possible audition songs below.
“Hello” – Man in Chair
“Fancy Dress” – Company
“Cold Feets” – Robert, George
“Show Off” – Janet, Ensemble
“As We Stumble Along” – The Drowsy Chaperone
“I Am Aldolpho” – Aldolpho, The Drowsy Chaperone
“Accident Waiting To Happen” – Robert, Janet
“Toledo Surprise” – Feldzieg, Kitty, Gangsters, Adolpho, Mrs. Tottendale, Ensemble
“Message From A Nightingale” – Kitty, Gangsters, Aldolpho, The Drowsy Chaperone
“Bride’s Lament” – Janet, Company
“Love Is Always Lovely In The End” – Mrs. Tottendale, Underling
“I Do, I Do in The Sky” – Trix, Company
“As We Stumble Along (Reprise)” – Company
Want more songs? Check out these DIY Rep Books for EVERY vocal type!

Author: Stacy Karyn
Stacy Karyn is the founder of Theatre Trip and the author of The Thespian’s Bucket List. She is also the creator of The Cast Album List. Her background includes a BA in Theatre, a TESOL Drama certificate, and professional experience in Broadway and Off-Broadway theaters.

