
Greatest Boxing Upsets: Tyson to Pacquiao-Barrera
When massive underdogs defied impossible odds, rewritten lineages, and shocked the entire sporting world
Dante Ocampo · Aug 26, 2026 · 7 min read1. Buster Douglas KO 10 Mike Tyson (Feb 11, 1990 · Tokyo, Japan)
Mike Tyson entered the Tokyo Dome as the undisputed heavyweight monster of the world, 37-0 with 33 knockouts. Only one casino in Las Vegas (The Mirage) even offered betting odds, listing James 'Buster' Douglas as a 42-to-1 underdog. Fighting with emotion days after his mother's passing, Douglas executed a masterclass jab and landed a crushing 4-punch combination in round 10 to shock the planet.
2. Manny Pacquiao TKO 11 Marco Antonio Barrera (Nov 15, 2003 · San Antonio, USA)
Marco Antonio Barrera was considered the consensus top-3 pound-for-pound fighter on earth and the reigning Ring Magazine featherweight champion. Manny Pacquiao was viewed by American media as a raw flyweight stepping up two divisions. Pacquiao unleashed blinding southpaw hand speed and relentless power, battering Barrera into an 11th-round corner surrender and launching global 'Pacmania'.
3. Muhammad Ali KO 8 George Foreman (Oct 30, 1974 · Kinshasa, Zaire)
George Foreman had obliterated Joe Frazier and Ken Norton in two rounds each and was widely expected to end Muhammad Ali's career. Instead, Ali introduced the 'Rope-a-Dope' — leaning on the loose ropes to absorb Foreman's heavy blows while whispering taunts, before catching an exhausted Foreman with a lightning right hand in round 8.
4. Hasim Rahman KO 5 Lennox Lewis (April 22, 2001 · Brakpan, South Africa)
Lennox Lewis arrived in South Africa late while filming a cameo in Hollywood's 'Ocean's Eleven'. The 20-to-1 underdog Hasim Rahman took advantage of the altitude, landing a seismic right cross on Lewis' chin in round 5 to claim the WBC and IBF world heavyweight belts in stunning fashion.


