Richard Cunningham or Richie Cunningham may refer to:

• Richie Cunningham, a fictional character played by Ron Howard on the sitcom Happy Days
• Richard Cunningham (English Army officer) (d. 1696), achieved the rank of Brigadier-General
• Richie Cunningham (American football) (born 1970), former American football placekicker
• Richard Cunningham (botanist) (1793–1835), English botanist in New South Wales
• Richard Cunningham (actor), English actor
• Richard Cunningham (Canadian politician) (1748–1823), Irish-born farmer and political figure in Nova Scotia
• Richard Cunningham (American politician) (c. 1944–2021), American politician from Connecticut
• Rich Cunningham, American politician from Utah
• Dick Cunningham (American football) (Richard Karekin Cunningham), American football linebacker

• Rick Cunningham (disambiguation)
• Dick Cunningham, American basketball player