| May 13, 1929 | To Boston Bruins Herb Gardiner George Patterson Art Gagne | To Montreal Canadiens cash | |
| September 1, 1929 | To Montreal Maroons Duke McCurry | To Pittsburgh Pirates cash | |
| September 30, 1929 | To Detroit Cougars Hal Hicks | To Montreal Maroons $8,000 cash | |
| October 8, 1929 | To Pittsburgh Pirates Archie Briden | To New York Rangers cash | |
| October 10, 1929 | To Montreal Canadiens Gord Fraser | To Detroit Cougars cash | |
| October 23, 1929 | To Toronto Maple Leafs Cliff McBride | To Montreal Maroons cash | |
| November 22, 1929 | To New York Americans Bill Brydge | To Detroit Cougars $5,000 cash | |
| December 18, 1929 | To New York Americans loan of Benny Grant | To Toronto Maple Leafs cash | |
| December 21, 1929 | To Ottawa Senators Art Gagne | To Boston Bruins cash | |
| December 23, 1929 | To Pittsburgh Pirates Gord Fraser | To Montreal Canadiens Bert McCaffrey | |
| January 30, 1930 | To Boston Bruins Harry Connor | To Ottawa Senators Bill Hutton | |
| January 31, 1930 | To Toronto Maple Leafs Frank Nighbor | To Ottawa Senators Danny Cox cash | |
| February 6, 1930 | To New York Rangers rights to Leo Reise | To New York Americans cash | |
| February 17, 1930 | To Boston Bruins Yip Foster $15,000 cash | To New York Rangers Bill Regan | |