Stewart was born in Denver, Colorado to a Canadian father and an Italian mother (from Naples).

Stewart attended Vanderbilt University her freshman year and scored 3 goals in 18 games for the Commodores.

[6] She then transferred to UCLA, and after sitting out a year because of national team commitments, scored 2 goals in 66 games for the Bruins.

[9] In 2015, Stewart returned to the NWSL after the Western New York Flash signed her as a Discovery Player.

[12] Stewart has represented Canada on the U-20 youth as well as participating in the 2011 FIFA Women's World Cup.