The Canadian artist will be staying close to home, with March dates lined up in Saskatchewan and Alberta.
The ‘Where I Find God’ hitmaker will help to get attendees in the mood for George Strait's headlining set the following evening.
As part of the special project, Whitters has also covered two classics by Alan Jackson and The SteelDrivers.
The project incorporates a mix of previously teased tracks and unheard songs, along with a cover of Tracy Chapman's ‘Fast Car’.
Wallen's other two new singles, ‘I Wrote The Book’ and ‘Everything I Love’, join ‘Last Night’ in the Top Ten.
Fleet and Watkins will be joining Zac Brown Band on the final day of the Chicago festival.
