| Event | Date | Venue | |
| Summerfest: Kenny Chesney Tickets 7/3 | 7-3-2009
Friday
7:30 PM | Marcus Amphitheatre in Milwaukee, WI | View Tickets |
| Kenny Chesney with Taylor Swift Tickets 7/9 | 7-9-2009
Thursday
6:15 PM | Commonwealth Stadium - Edmonton in Edmonton, AB | View Tickets |
| Kenny Chesney Tickets 7/10 | 7-10-2009
Friday
7:30 PM | Pengrowth Saddledome in Calgary, AB | View Tickets |
| MountainFest Tickets (Day 3) 7/11 | 7-11-2009
Saturday
12:00 PM | Merritt Mountain Music Festival in Merritt, BC | View Tickets |
| Kenny Chesney Tickets 7/14 | 7-14-2009
Tuesday
8:00 PM | Taco Bell Arena in Boise, ID | View Tickets |
| Kenny Chesney with Sugarland Tickets 7/18 | 7-18-2009
Saturday
5:30 PM | AT&T Park in San Francisco, CA | View Tickets |
| Kenny Chesney Tickets 7/23 | 7-23-2009
Thursday
8:00 PM | Rio Tinto Stadium in Sandy, UT | View Tickets |
| Kenny Chesney Tickets 7/24 | 7-24-2009
Friday
8:00 PM | Cheyenne Frontier Days - Frontier Park in Cheyenne, WY | View Tickets |
| Kenny Chesney Tickets 7/25 | 7-25-2009
Saturday
8:00 PM | Cheyenne Frontier Days - Frontier Park in Cheyenne, WY | View Tickets |
| Kenny Chesney Tickets 7/29 | 7-29-2009
Wednesday
7:30 PM | Harveys Outdoor Amphitheatre At Lake Tahoe in Stateline, NV | View Tickets |
| Kenny Chesney Tickets 8/1 | 8-1-2009
Saturday
8:00 PM | Qwest Field in Seattle, WA | View Tickets |
| Kenny Chesney Tickets 8/6 | 8-6-2009
Thursday
7:30 PM | The Wharf Amphitheatre in Orange Beach, AL | View Tickets |
| Kenny Chesney Tickets 8/7 | 8-7-2009
Friday
8:00 PM | Jacksonville Veterans Memorial Arena in Jacksonville, FL | View Tickets |
| Kenny Chesney Tickets 8/8 | 8-8-2009
Saturday
8:00 PM | Ford Amphitheatre in Tampa, FL | View Tickets |
| Kenny Chesney Tickets 8/13 | 8-13-2009
Thursday
8:00 PM | Comcast Theatre in Hartford, CT | View Tickets |
| Kenny Chesney Tickets 8/14 | 8-14-2009
Friday
7:00 PM | Bryant Park in New York, NY | View Tickets |
| Kenny Chesney with Sugarland and Lady Antebellum Tickets 8/15 | 8-15-2009
Saturday
4:00 PM | Gillette Stadium in Foxboro, MA | View Tickets |
| Kenny Chesney Tickets 8/19 | 8-19-2009
Wednesday
8:00 PM | Scotiabank Place in Kanata, ON | View Tickets |
| Kenny Chesney with Miranda Lambert and Lady Antebellum Tickets 8/20 | 8-20-2009
Thursday
8:00 PM | Molson Amphitheatre in Toronto, ON | View Tickets |
| Kenny Chesney with Sugarland Tickets 8/22 | 8-22-2009
Saturday
8:00 PM | Ford Field in Detroit, MI | View Tickets |
| Kenny Chesney Tickets 8/28 | 8-28-2009
Friday
7:30 PM | New York State Fair in Syracuse, NY | View Tickets |
| Kenny Chesney Tickets 8/29 | 8-29-2009
Saturday
8:00 PM | Nissan Pavilion in Bristow, VA | View Tickets |
| Kenny Chesney Tickets 8/30 | 8-30-2009
Sunday
8:00 PM | Time Warner Cable Music Pavilion in Raleigh, NC | View Tickets |
| Kenny Chesney Tickets 9/10 | 9-10-2009
Thursday
7:00 PM | Mississippi Coast Coliseum in Biloxi, MS | View Tickets |
| Kenny Chesney Tickets 9/11 | 9-11-2009
Friday
7:00 PM | Leon County Civic Center in Tallahassee, FL | View Tickets |
| Kenny Chesney Tickets 9/12 | 9-12-2009
Saturday
7:30 PM | North Charleston Coliseum in Charleston, SC | View Tickets |
| Kenny Chesney with Montgomery Gentry, Miranda Lambert and Sugarland Tickets 9/19 | 9-19-2009
Saturday
8:00 PM | Lucas Oil Stadium in Indianapolis, IN | View Tickets |
| MountainFest (4 Day Pass) Tickets | | Merritt Mountain Music Festival in Merritt, BC | View Tickets |
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