- Gumboots#1 Graceland (25th Anniversary Deluxe Edition)
- The Boy in the Bubble#2 Graceland (25th Anniversary Deluxe Edition)
- Outrageous#3 Surprise
- 50 Ways to Leave Your Lover#4 Still Crazy After All These Years
- Slip Slidin' Away#5 Still Crazy After All These Years
- You're the One#6 You're The One
- Me and Julio Down by the Schoolyard#7 Paul Simon
- Train in the Distance#8 Hearts And Bones
- How Can You Live in the Northeast#9 Surprise
- Loves Me Like a Rock#10 There Goes Rhymin' Simon
- That Was Your Mother#11 Graceland (25th Anniversary Deluxe Edition)
- Duncan#12 Paul Simon
- Graceland#13 Graceland (25th Anniversary Deluxe Edition)
- Father and Daughter#14 Surprise
- Cecilia#15 Paul Simon's Concert In The Park August 15, 1991Simon & Garfunkel cover
- The Only Living Boy in New York#16 Live In New York CitySimon & Garfunkel cover
- Diamonds on the Soles of Her Shoes#17 Graceland (25th Anniversary Deluxe Edition)
- You Can Call Me Al#18 Graceland (25th Anniversary Deluxe Edition)Encore 1
- Still Crazy After All These Years#19 Still Crazy After All These YearsEncore 1
- Mrs. Robinson#20 Rhymin' In NYCEncore 1 Simon & Garfunkel cover
- Wartime Prayers#21 SurpriseEncore 1
- Bridge Over Troubled Water#22 Paul Simon's Concert In The Park August 15, 1991Encore 1 Simon & Garfunkel cover
- Late in the Evening#23 One-Trick PonyEncore 1
- The Boxer#24 Paul Simon's Concert In The Park August 15, 1991Encore 1 Simon & Garfunkel cover With Jerry Douglas
Concert Resume
- Artist
- Paul Simon
- Played with
- Jerry Douglas
- Special guests
- Jerry Douglas
- Covers
- Simon & Garfunkel
- Date
- October 16, 2006
- Concert duration
- 01 hour, 40 minutes, 37 seconds, +01:07:37 longer than expected
- Venue
- Rosemont Theatre
- Address
- 5400 N River Rd, Rosemont, IL 60018, United States
- City
- Rosemont, IL , United States
- Tour
- Surprise
- SetlistFM
- Concert setlists on SetlistFM
- Next Setlist
- Our Predictions
Albums Played
- Graceland (25th Anniversary Deluxe Edition)#1 position, with 6 Songs, %25
- Surprise#2 position, with 4 Songs, %16.67
- Still Crazy After All These Years#3 position, with 3 Songs, %12.5
- Paul Simon's Concert In The Park August 15, 1991#4 position, with 3 Songs, %12.5
- Paul Simon#5 position, with 2 Songs, %8.33
- You're The One#6 position, with 1 Song, %4.17
- Hearts And Bones#7 position, with 1 Song, %4.17
- There Goes Rhymin' Simon#8 position, with 1 Song, %4.17
- Live In New York City#9 position, with 1 Song, %4.17
- Rhymin' In NYC#10 position, with 1 Song, %4.17
- One-Trick Pony#11 position, with 1 Song, %4.17