Scoring for England at the UEFA European Women's Under-17 Championships in Lithuania in 2018, Bailey-Gayle was capped several times at that level. The forward was then selected in the Under-18s squad for a tournament at St. George’s Park.
Starting her career with Arsenal, four senior appearances followed for the Gunners, including her debut in November 2018.
Her first senior goal would come for the Foxes in September 2019, against Crystal Palace, while her two goals in the 2019/20 Women's FA Cup sent City through to the quarter-finals at the expense of WSL side Reading in February 2020, one of seven goals during her maiden season at the Club.
During 2020/21, meanwhile, Bailey-Gayle continued to exhibit her exciting potential, scoring audacious goals and playing a prominent role of a front three including Natasha Flint and Lachante Paul, until an injury cut short her campaign.
Nevertheless, she still managed to make 18 appearances in all competitions during the FA Women’s Championship title-winning season, scoring six goals and assisting three more.
She scored the only goal in the home win over Lewes Women in November 2020, after also providing one of two strikes that beat Liverpool 2-1 earlier in the season.
A new contract, signed in July 2021, kept Bailey-Gayle at the Club ahead of the 2021/22 Barclays FA Women's Super League campaign, reaching the milestone of 50 LCFC Women appearances during the season.