| SKIING Men |
| 1924 Winter Games (Chamonix) |
| John B. Carleton ’22 | USA | |
| 1928 Winter Games (St. Moritz) |
| Charles N. Proctor ’28 | USA | |
| 1936 Winter Games (Garmisch-Partenkirchen) |
| A. Lincoln Washburn ’35 | USA | |
| Warren H. Chivers ’38 | USA | |
| Edgar H. Hunter Jr. ’38 | USA | |
| Richard H. Durrance ’39 | USA | |
| 1940 Winter Games (Helsinki) - canceled |
| Selden J. Hannah ’35 | USA | |
| David J. Bradley ’38 | USA | |
| Warren H. Chivers ’38 | USA | |
| Howard P. Chivers ’39 | USA | |
| Richard H. Durrance ’39 | USA | |
| John P. Litchfield ’39 | USA | |
| Edward P. Wells ’39 | USA | |
| Harold Q. Hillman ’40 | USA | |
| 1948 Winter Games (St. Moritz) |
| Colin C. Stewart IV ’48 | USA | |
| 1952 Winter Games (Oslo) |
| John J. Caldwell Jr. ’50 | USA | |
| J. Brooks Dodge ’51 | USA | |
| David J. Lawrence ’51 | USA | |
| William L. Beck ’53 | USA | |
| Chiharu Igaya ’57 | JPN | |
| 1956 Winter Games (Cortina d’Ampezzo) |
| J. Brooks Dodge ’51 | USA | |
| Charles N. Tremblay ’52 | USA | |
| William L. Beck ’53 | USA | |
| Thomas A. Corcoran Jr. ’54 | USA | |
| Ralph E. Miller ’55 | USA | |
| Chiharu Igaya ’57 | JPN | SILVER |
| 1960 Winter Games (Squaw Valley) |
| Thomas A. Corcoran Jr. ’54 | USA | |
| Chiharu Igaya ’57 | JPN | |
| Richard W. Taylor ’59 | USA | |
| 1964 Winter Games (Innsbruck) |
| Richard W. Taylor ’59 | USA | |
| James W. Page ’63 | USA | |
| R. Geoffrey Pitchford ’64 | GBR | |
| 1968 Winter Games (Grenoble) |
| Edward G. Williams ’64 | USA | |
| Edward F. Gillette ’67 | USA | |
| C. Luke O’Reilly ’71 | GBR | |
| 1972 Winter Games (Sapporo) |
| W. Scott Berry ’71 | USA | |
| Walker T. Weed ’71 | USA | |
| David H. Currier ’74 | USA | |
| Timothy J. Caldwell ’76 | USA | |
| 1976 Winter Games (Innsbruck) |
| David H. Currier ’74 | USA | |
| Donald M. Nielsen Jr. ’74 | USA | |
| Douglas J. Peterson ’75 | USA | |
| Timothy J. Caldwell ’76 | USA | |
| 1980 Winter Games (Lake Placid) |
| Douglas J. Peterson ’75 | USA | |
| Timothy J. Caldwell ’76 | USA | |
| Walter A. Malmquist II ’78 | USA | |
| 1984 Winter Games (Sarajevo) |
| Timothy J. Caldwell ’76 | USA | |
| Landis S. Arnold ’82 | USA | |
| Dennis R. McGrane ’84 | USA | |
| Gale H. Shaw III ’85 | USA | |
| 1988 Winter Games (Calgary) |
| Dennis R. McGrane ’84 | USA | |
| Gale H. Shaw III ’85 | USA | |
| William W. Hudson ’88 | USA | |
| 1992 Winter Games (Albertville) |
| William B. Gaylord ’90 | GBR | |
| Michael D.N. Teruel ’93 | PHI | |
| Christopher C. Puckett ’94 | USA | |
| 1994 Winter Games (Lillehammer) |
| William B. Gaylord ’90 | GBR | |
| Carl J. Swenson ’92 | USA | |
| 2002 Winter Games (Salt Lake City) |
| Carl J. Swenson ’92 | USA | |
| Scott T. Macartney ’01 | USA | |
| Bradley Wall ’02 | AUS | |
| 2006 Winter Games (Torino) |
| Carl J. Swenson ’92 | USA | |
| Scott T. Macartney ’01 | USA | |
| Bradley Wall ’02 | AUS | |
| Patrick R. Biggs ’06 | CAN | |
| 2010 Winter Games (Vancouver) |
| Tucker Murphy ’04 | BER | |
| Patrick R. Biggs ’06 | CAN | |
| Benjamin M. Koons ’08 | NZL | |
| Andrew M. Weibrecht ’09 | USA | BRONZE |
| Thomas W. Ford ’12 | USA | |
| 2014 Winter Games (Sochi) |
| Tucker Murphy ’04 | BER | |
| David Chodounsky ’08 | USA | |
| Andrew M. Weibrecht ’09 | USA | SILVER |
| *Trace Cumming Smith ’15 | EST | |
| 2018 Winter Games (Pyeongchang) |
| Tucker Murphy ’04 | BER | |
| David Chodounsky ’08 | USA | |
| Andrew M. Weibrecht ’09 | USA | |
| Thomas W. Ford ’12 | USA | |
| *Nolan Kasper ’14 | USA | |
| *Patrick W. Caldwell ’17 | USA | |
| 2022 Winter Games (Beijing) |
| Thomas W. Ford ’12 | USA | |
| 2026 Winter Games (Milano Cortina) | | |
| AJ Ginnis '20 | GRE | |
| Tanguy Nef '20 | SWI | GOLD |
| John Steel Hagenbuch '25 | USA | |