"When My Dreams Come True" debuted on the US BillboardHot Country Songs chart the week of July 17, 1999, at number 66. The following week, the track fell to number 69. In its fourth week, the song reached its minor peak of number 65.[3] The song spent 8 weeks in total on the chart. It also proved to have minor success in Canada, debuting at number 93 on the RPM Country Tracks chart. It peaked at number 84, spending 5 weeks on the chart.
A commercial single was released, debuting at number 25 on the US Top Country Singles Sales chart on July 31, 1999.[4] It peaked at number 14 on the chart and spent 10 weeks in total on the chart.