Singers: Justin Timberlake might be in my range

• Little Feat: Willin’ (I’ve always wanted to try this.)
• Gerry Rafferty: Baker Street
• Oasis: Wonderwall
• Be Prepared, Lion King
• Can’t Help With Falling In Love With You: as sung by Elvis, or Arlo Guthrie, or by Norah Jones? – super short if you think about it.
• Justin Bieber: Love Yourself
• Mumford and Sons: Little Lion Man
• John Lennon: Oh, Yoko!
• Four Plus 2: Concrete and Clay
• Bobby Day: Rockin’ Robin
• Okie From Muskogee

Other singers:

• Bob Seger
• Roy Orbison
• Decembrists: O, Valencia!
• Nat King Cole: Mona Lisa
• Dean Martin: Nel Blu di Pinto do blu
• Leonard Cohen: maybe Tower Of Song, I I’m Your Man, or Chelsea Hotel.
• Presley, I’d imagine: how about “Can’t Help Falling in Love With You”?

Possibly a whole lot of country singers: George Strait, for example (The Cowboy Rides Away)

Some songs that might be a bit of a stretch:

• Judy In Disguise
• Elenore, The Turtles