- Whiskey River#1 The Complete Atlantic SessionsJohnny Bush cover
- Still Is Still Moving to Me#2 Willie Nelson The Collection
- Beer for My Horses#3 Lost HighwayToby Keith cover
- Good Hearted Woman#4 The Essential Willie NelsonWaylon Jennings cover
- Down Yonder#5 Red Headed StrangerL. Wolfe Gilbert cover
- If You've Got the Money, I've Got the Time#6 Willie Nelson The CollectionLefty Frizzell cover
- Shoeshine Man#7 Tom T. Hall - Storyteller, Poet, PhilosopherTom T. Hall cover
- It's All Going to Pot#8 Django and JimmieWillie Nelson & Merle Haggard cover
- Roll Me Up and Smoke Me When I Die#9 Willie Nelson American Outlaw (Live)
- My Favorite Picture of You#10 Ride Me Back HomeGuy Clark cover
- Maybe I Should've Been Listenin'#11 Ride Me Back HomeJody Miller cover
- It's Hard to Be Humble#12 Ride Me Back HomeMac Davis cover
- Angel Flying Too Close to the Ground#13 The Essential Willie Nelson
- On the Road Again#14 Willie Nelson The Collection
- You Were Always on My Mind#15 Lay It On Me: The Columbia YearsGwen McCrae cover
- Jambalaya (On the Bayou) / Hey Good Lookin' / Move It on Over#16 Willie and the Boys: Willie's Stash Vol. 2Hank Williams cover Mash-up
- Georgia (On My Mind)#17 StardustHoagy Carmichael and His Orchestra cover
- I Been to Georgia on a Fast Train#18 Me and PaulBilly Joe Shaver cover
- Will the Circle Be Unbroken?#19 Live At BudokanWilliam MacEwan cover With The Avett Brothers
- I'll Fly Away#20 Outlaws And AngelsAlbert E. Brumley cover With The Avett Brothers
Concert Resume
- Artist
- Willie Nelson
- Festival
- Outlaw Music Festival (Toronto) 2019 edition from Outlaw Music Festival (Toronto) 2019
- Played with
- The Avett Brothers, Alison Krauss, Matt Mays and Jessica Mitchell
- Special guests
- The Avett Brothers
- Covers
- Albert E. Brumley, Billy Joe Shaver, Guy Clark, Gwen McCrae, Hank Williams, Hoagy Carmichael and His Orchestra, Jody Miller, Johnny Bush, L. Wolfe Gilbert, Lefty Frizzell, Mac Davis, Toby Keith, Tom T. Hall, Waylon Jennings, William MacEwan and Willie Nelson & Merle Haggard
- Date
- June 21, 2019
- Concert duration
- 01 hour, 06 minutes, 14 seconds, +00:03:47 longer than expected
- Venue
- Budweiser Stage
- Address
- 909 Lake Shore Blvd W, Toronto, ON M6K 3L3, Canada
- City
- Toronto, ON , Canada
- SetlistFM
- Concert setlists on SetlistFM
- Resume
- 20 Songs 16 Covers
- Next Setlist
- Our Predictions
Albums Played
- Willie Nelson The Collection#1 position, with 3 Songs, %15
- Ride Me Back Home#2 position, with 3 Songs, %15
- The Essential Willie Nelson#3 position, with 2 Songs, %10
- The Complete Atlantic Sessions#4 position, with 1 Song, %5
- Lost Highway#5 position, with 1 Song, %5
- Red Headed Stranger#6 position, with 1 Song, %5
- Tom T. Hall - Storyteller, Poet, Philosopher#7 position, with 1 Song, %5
- Django and Jimmie#8 position, with 1 Song, %5
- Willie Nelson American Outlaw (Live)#9 position, with 1 Song, %5
- Lay It On Me: The Columbia Years#10 position, with 1 Song, %5
- Willie and the Boys: Willie's Stash Vol. 2#11 position, with 1 Song, %5
- Stardust#12 position, with 1 Song, %5
- Me and Paul#13 position, with 1 Song, %5
- Live At Budokan#14 position, with 1 Song, %5
- Outlaws And Angels#15 position, with 1 Song, %5