Chicago (That Toddlin' Town) (from The Daily Ukulele) (arr. Liz and Jim Beloff): Ukulele

This arrangement distills one of Chicago's most recognizable melodies into a format that captures the charm of the original without requiring complex harmonic navigation. Sinatra's signature phrasing translates beautifully to ukulele, where the instrument's warmth complements the song's nostalgic character. Students get to explore swing-era songwriting in a manageable, engaging arrangement.

Warm nostalgia with a light touch. The melody moves with unhurried confidence, evoking a stroll through the city on a perfect day. This is music that invites a slight smile and encourages singers and players to lean into straightforward, honest phrasing.

Ukulele students ready for song arrangements that reward expressive playing, ensemble members looking to expand into standard repertoire, and teachers seeking accessible music that introduces swing-era melody writing and phrasing.

• Pay attention to the lyrical contour rather than playing mechanically through the changes. The melody should sing even on four strings.
• Feel the swing beneath the surface. These standards breathe differently than contemporary music, and your rhythmic pocket should reflect that ease.
• Let silence work for you. Not every phrase needs to fill the air. Space between phrases gives the listener time to absorb the melody's shape.

Pair this with other Great American Songbook selections for a standards-focused concert or recital program. It also works beautifully as an opening number that sets a sophisticated, approachable tone for a mixed repertoire concert.

• Swing-era phrasing and rubato
• Melodic shape and arc
• Arranging for ukulele literacy
• Ensemble blend in a song context