Tours
Chesney has won the Billboard Touring Award for Top Package Tour five consecutive years between 2005 and 2009, and again in 2011
- 2001: Greatest Hits Tour(with Lee Ann Womack)
- 2002: No Shoes, No Shirt, No Problems Tour (with Montgomery Gentry, Jamie O'Neal and Phil Vassar)
- 2003: Margaritas N' Senorita's Tour (with Deana Carter, Sara Evans and Keith Urban)
- 2004: Guitars, Tiki Bars and a Whole Lotta Love Tour (with Rascal Flatts, Dierks Bentley and Keith Urban)
- 2005: Somewhere in the Sun Tour (with Gretchen Wilson, Uncle Kracker, and Pat Green)
- 2006: The Road & The Radio Tour (with Dierks Bentley, Big & Rich, Carrie Underwood and Gretchen Wilson)
- 2007: Flip-Flop Summer Tour (with Brooks & Dunn, Sugarland, Sara Evans and Pat Green)
- 2008: The Poets & Pirates Tour (with Keith Urban, LeAnn Rimes, Gary Allan, Luke Bryan and Sammy Hagar)
- 2009: Sun City Carnival Tour (with Miranda Lambert, Sugarland, Lady Antebellum and Montgomery Gentry)
- 2010: 2010 With a Two Tour
- 2011: Goin' Coastal Tour (with Zac Brown Band, Uncle Kracker and Billy Currington)
- 2012: Brothers of the Sun Tour (with Tim McGraw, Grace Potter and the Nocturnals and Jake Owen)
- 2013: No Shoes Nation Tour (with Eric Church, Eli Young Band and Kacey Musgraves)
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