Robert Montgomery or Bob Montgomery may refer to:

• Robert Montgomery (poet) (1807–1855), English poet and minister
• Robert Montgomery (actor) (1904–1981), American actor and director
• Robert Douglass Montgomery (1909–1966), American actor
• Robert Bruce Montgomery (1921–1978), crime writer under the pen name Edmund Crispin
• Bob Montgomery (songwriter) (1937–2014), American singer, songwriter, and music producer
• Robert Montgomery (artist) (born 1972), Scottish artist

• Robert Montgomery (civil servant) (1809–1887), Irish-born British colonial official in India
• Robert Montgomery Martin (c. 1801–1868), Colonial Treasurer of Hong Kong from 1844–45
• Robert Morris Montgomery (1849–1920), American jurist
• Robert Mortimer Montgomery (1869–1948), British politician, school administrator, and legal writer
• Robert Montgomery (lawyer) (1930–2008), American litigator
• Robert Montgomery (politician), Republican member of the Kansas House of Representatives

• Robert Montgomery (sport shooter) (1891–?), Canadian sport shooter at the 1920 Summer Olympics
• Bob Montgomery (boxer) (1919–1998), American lightweight boxer
• Bob Montgomery (baseball) (born 1944), American catcher and commentator
• Robert Montgomery (boxer) (born 1983), Canadian super heavyweight boxer who represented Canada at the 2006 Commonwealth Games

• Robert Montgomery (archbishop) (1541–1611), Archbishop of Glasgow
• Robert Montgomery (Medal of Honor) (1838–after 1864), American naval captain and Medal of Honor recipient
• Robert R. Montgomery (1843–1930), American who invented fly swatters in 1900
• Robert Montgomery (British Army officer) (1848–1931), British general
• Robert Hiester Montgomery (1872–1953), American accountant and educator
• Robert Montgomery (physician), American transplant surgeon
• Bob Montgomery (psychologist), Australian convicted in 2021 for child sexual abuse

• Robert Montgomerie (disambiguation)
• Montgomery (name)