- Saturday in the Park#1 Chicago V (Expanded & Remastered)
- Will You Still Love Me?#2 Chicago 18 (Expanded Edition)
- The Little Drummer Boy#3 Chicago Christmas: What's It Gonna Be, Santa?The Von Trapp Family Singers cover
- Call on Me#4 Chicago VII (Expanded & Remastered)
- The Christmas Song (Chestnuts Roasting on an Open Fire)#5 Chicago Christmas: What's It Gonna Be, Santa?Mel Tormé cover
- Back to You#6 Chicago XXVI: Live in Concert
- Old Days#7 The Nashville Sessions
- Look Away#8 Chicago 19 (Expanded Edition)
- White Christmas#9 Chicago Christmas: What's It Gonna Be, Santa?Irving Berlin cover
- Dialogue (Part I & II)#10 The Very Best of Chicago: Only the Beginning
- Let It Snow! Let It Snow! Let It Snow!#11 Chicago Christmas: What's It Gonna Be, Santa?Vaughn Monroe & His Orchestra cover
- Make Me Smile#12 Chicago II
- Colour My World#13 Chicago II
- Santa Claus Is Coming to Town#14 Chicago Christmas: What's It Gonna Be, Santa?Harry Reser and His Orchestra cover
- Hard Habit to Break#15 Chicago 17 (Expanded & Remastered)
- God Rest Ye Merry, Gentlemen#16 Chicago Christmas: What's It Gonna Be, Santa?[traditional] cover
- Have Yourself a Merry Little Christmas#17 Chicago Christmas: What's It Gonna Be, Santa?Hugh Martin cover
- Feelin' Stronger Every Day#18 Chicago VI (Expanded & Remastered)
- Just You 'n' Me#19 Chicago VI (Expanded & Remastered)
- Beginnings#20 Chicago Transit Authority
- Hard to Say I'm Sorry / Get Away#21 Chicago 16 (Expanded & Remastered)
- Does Anybody Really Know What Time It Is?#22 Chicago Transit Authority
- I'm a Man#23 Chicago Transit AuthorityThe Spencer Davis Group cover
- Free#24 Uniondale, New York 1977 [Live WLIR Broadcast (Remastered)]Encore 1
- 25 or 6 to 4#25 Chicago IIEncore 1
Concert Resume
- Artist
- Chicago
- Covers
- [traditional], Harry Reser and His Orchestra, Hugh Martin, Irving Berlin, Mel Tormé, The Spencer Davis Group, The Von Trapp Family Singers and Vaughn Monroe & His Orchestra
- Date
- November 16, 1999
- Concert duration
- 01 hour, 48 minutes, 57 seconds, +00:05:43 longer than expected
- Address
- 520 Texas Ave, Houston, TX 77002, United States
- City
- Houston, TX , United States
- SetlistFM
- Concert setlists on SetlistFM
- Chicago next setlist
- Our Predictions
Albums Played
- Chicago Christmas: What's It Gonna Be, Santa?#1 position, with 7 Songs, %28
- Chicago II#2 position, with 3 Songs, %12
- Chicago VI (Expanded & Remastered)#4 position, with 2 Songs, %8
- Chicago V (Expanded & Remastered)#5 position, with 1 Song, %4
- Chicago 18 (Expanded Edition)#6 position, with 1 Song, %4
- Chicago VII (Expanded & Remastered)#7 position, with 1 Song, %4
- Chicago XXVI: Live in Concert#8 position, with 1 Song, %4
- The Nashville Sessions#9 position, with 1 Song, %4
- Chicago 19 (Expanded Edition)#10 position, with 1 Song, %4
- The Very Best of Chicago: Only the Beginning#11 position, with 1 Song, %4
- Chicago 17 (Expanded & Remastered)#12 position, with 1 Song, %4
- Chicago 16 (Expanded & Remastered)#13 position, with 1 Song, %4
- Uniondale, New York 1977 [Live WLIR Broadcast (Remastered)]#14 position, with 1 Song, %4