Musical Numbers
- Act I
- Overture – Orchestra
- "Maybe" – Annie and Orphans
- "Hard Knock Life" – Annie and Orphans
- "Hard Knock Life" (Reprise) – Orphans
- "Tomorrow" – Annie
- "We'd Like to Thank You Herbert Hoover" – Hooverville-ites
- "Little Girls" – Miss Hannigan
- "Little Girls" (Reprise) – Miss Hannigan
- "I Think I'm Gonna Like It Here" – Grace, Annie and Staff
- "N.Y.C." – Warbucks, Grace, Annie, Star-to-Be and Chorus
- "N.Y.C." (Reprise) / "Lullaby" – Warbucks
- "You Make Me Happy" - Miss Hannigan, Grace †
- "Easy Street" – Rooster, Miss Hannigan and Lily
- "You Won't Be an Orphan for Long" – Grace and Warbucks
- "Why Should I Change a Thing?" - Warbucks ‡
- "Maybe" (Reprise) – Annie
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- Act II
- "Maybe" (Reprise II) – Annie
- "You're Never Fully Dressed Without a Smile" – Bert Healy and the Boylan Sisters
- "You're Never Fully Dressed Without a Smile" (Children Reprise) – Orphans
- "Easy Street" (Reprise) – Rooster, Miss Hannigan and Lily
- "Tomorrow" (Cabinet Reprise) – Annie, Roosevelt, Warbucks and Cabinet
- "Something Was Missing" – Warbucks
- "I Don't Need Anything But You" – Warbucks and Annie
- "Annie" – Grace, Drake and Staff
- "Maybe" (Reprise III) – Annie
- "Maybe" / "Tomorrow" – Grace
- "Little Girls" (Reprise II) – Miss Hannigan
- "New Deal for Christmas" – Warbucks, Grace, Annie, Roosevelt and staff
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† This number was added as a showcase for Nell Carter in the 1997 Broadway revival. It has not appeared in any subsequent productions.
‡ This number was added as a showcase for Anthony Warlow in a 2000 Australian production, and has since become a standard part of the show, though it notably did not appear in the 2012 Broadway revival, also starring Warlow.