Cunningham played in her first Tournament of Hearts, Canada's national women's curling championship, in 1988 as a third for Maria Thomas.

The next year she joined up with Laura Phillips and the team lost in their final tie-breaker match to Sherry Anderson of Saskatchewan.

Cunningham was Phillips' third for the next three Tournament of Hearts, finishing with a 5–6 record in 1995 and 1996 and losing to Alison Goring of Ontario in the 1997 semi-final.

At the 2003 Scott Tournament of Hearts her team finished the round-robin with a 6–5 record, but they managed to make the playoffs,[1] where they beat Jan Betker of Saskatchewan and then Suzanne Gaudet of Prince Edward Island before losing to defending champion Colleen Jones in the final.

In January 2008, Cunningham won the right to represent Newfoundland and Labrador at 2008 Scotties Tournament of Hearts playing third for Heather Strong.