Jimmy James may refer to:
- Jimmy James (comedian) (1892–1965), British comedian
- Jimmy James (tracker) (1913–1991), Australian tracker
- Jimmy James, the nickname of Bertram James (1915–2008), RAF officer who survived "The Great Escape"
- Jimmy James (singer) (born 1940), British soul artist with his band The Vagabonds
- Jimmy James (dancer) (1915–1992), New Zealand dancer, dance teacher and cabaret proprietor
- Jimmy James, an alias used by Jimi Hendrix (1942–1970)
- Jimmy James (aviator), flew the first package for Western Air Express
- "Jimmy James" (song), a 1992 Beastie Boys song
- Jimmy James, a fictional NewsRadio character portrayed by Stephen Root
- James James (1833–1902), Welsh harpist and musician
- Jim James (born 1978), American vocalist for My Morning Jacket
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