The Challenger in the America's Cup sailing competition is the team that challenges the defender to win the prestigious trophy.[1]
Only seven times in America's Cup history has a challenger syndicate won the trophy.
| Year | Venue | Challenger | Challenging club | Challenger Selection Series | |
|---|---|---|---|---|---|
| 1851 | Isle of Wight |  New York Yacht Club | not held | ||
| 1870 | New York City | James Lloyd Ashbury, Cambria |  Royal Thames Yacht Club | not held | |
| 1871 | New York City | James Lloyd Ashbury, Livonia | Royal Harwich Yacht Club | not held | |
| 1876 | New York City | Charles Gifford, Countess of Dufferin |  Royal Canadian Yacht Club | not held | |
| 1881 | New York City | Alexander Cuthbert, Atalanta | Bay of Quinte Yacht Club | not held | |
| 1885 | New York City | Sir Richard Sutton, Genesta | Royal Yacht Squadron | not held | |
| 1886 | New York City | Lt. & Mrs. William Henn, Galatea | Royal Northern Yacht Club | not held | |
| 1887 | New York City | James Bell syndicate, Thistle | Royal Clyde Yacht Club | not held | |
| 1893 | New York City | Earl of Dunraven, Valkyrie II | Royal Yacht Squadron | not held | |
| 1895 | New York City | Earl of Dunraven syndicate, Valkyrie III | Royal Yacht Squadron | not held | |
| 1899 | New York City | Sir Thomas Lipton, Shamrock | Royal Ulster Yacht Club | not held | |
| 1901 | New York City | Sir Thomas Lipton, Shamrock II | Royal Ulster Yacht Club | not held | |
| 1903 | New York City | Sir Thomas Lipton, Shamrock III | Royal Ulster Yacht Club | not held | |
| 1920 | New York City | Sir Thomas Lipton, Shamrock IV | Royal Ulster Yacht Club | not held | |
| 1930 | Newport | Sir Thomas Lipton, Shamrock V | Royal Ulster Yacht Club | not held | |
| 1934 | Newport | Sir Thomas Sopwith, Endeavour | Royal Yacht Squadron | not held | |
| 1937 | Newport | Sir Thomas Sopwith, Endeavour II | Royal Yacht Squadron | not held | |
| 1958 | Newport | Hugh Goodson syndicate, Sceptre | Royal Yacht Squadron | not held | |
| 1962 | Newport | Sir Frank Packer, Gretel |  Royal Sydney Yacht Squadron | not held | |
| 1964 | Newport | Anthony Boyden, Sovereign | Royal Thames Yacht Club | not held | |
| 1967 | Newport | Emil Christensen, Dame Pattie | Royal Sydney Yacht Squadron | not held | |
| 1970 | Newport | Sir Frank Packer, Gretel II | Royal Sydney Yacht Squadron | 1970 Herbert Pell Cup | |
| 1974 | Newport | Alan Bond, Southern Cross | Royal Perth Yacht Club | 1974 Herbert Pell Cup | |
| 1977 | Newport | Alan Bond, Australia | Sun City Yacht Club | 1977 Herbert Pell Cup | |
| 1980 | Newport | Alan Bond, Australia | Royal Perth Yacht Club | ||
| 1983 | Newport | Royal Perth Yacht Club | 1983 Louis Vuitton Cup | ||
| 1987 | Fremantle | San Diego Yacht Club | 1987 Louis Vuitton Cup | ||
| 1988 | San Diego | Fay Richwhite, KZ-1 |  Mercury Bay Boating Club | not held | |
| 1992 | San Diego | Raul Gardini, Il Moro di Venezia |  Compagnia della Vela di Venezia | 1992 Louis Vuitton Cup | |
| 1995 | San Diego | Royal New Zealand Yacht Squadron | 1995 Louis Vuitton Cup | ||
| 2000 | Auckland | Prada Challenge, Luna Rossa | Yacht Club Punta Ala | 2000 Louis Vuitton Cup | |
| 2003 | Auckland |  Société Nautique de Genève | 2003 Louis Vuitton Cup | ||
| 2007 | Valencia | Team New Zealand, NZL-92 | Royal New Zealand Yacht Squadron | 2007 Louis Vuitton Cup | |
| 2010 | Valencia | Golden Gate Yacht Club | not held | ||
| 2013 | San Francisco | Team New Zealand, Aotearoa | Royal New Zealand Yacht Squadron | 2013 Louis Vuitton Cup | |
| 2017 | Bermuda | Team New Zealand, Aotearoa[2] | Royal New Zealand Yacht Squadron | 2017 Louis Vuitton Cup | |
| 2021 | Auckland | Luna Rossa Prada Pirelli | Circolo della Vela Sicilia | 2021 Prada Cup |