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Kenny Chesney
22 concerts
Kacey Musgraves
5 concerts
Brooks & Dunn
7 concerts
Dierks Bentley
4 concerts
Jason Aldean
11 concerts
Eric Church
27 concerts
Blake Shelton
3 concerts
Miranda Lambert
Sara Evans
16 concerts
Martina McBride
1 concert
Alabama
Lee Ann Womack
Little Big Town
18 concerts
Ella Langley
8 concerts
George Strait
2 concerts
Tim McGraw
9 concerts
Drake Milligan will be next performing at The Windjammer on Thursday 05 November 2026, and is scheduled to play 13 concerts across 3 countries in 2026 - 2027.
