- Make Me Smile#1 Chicago II
- Colour My World#2 Chicago II
- If You Leave Me Now#3 Chicago X
- Free#4 Uniondale, New York 1977 [Live WLIR Broadcast (Remastered)]
- (I've Been) Searchin' So Long#5 Chicago VII (Expanded & Remastered)
- Mongonucleosis#6 Chicago VII (Expanded & Remastered)
- You're the Inspiration#7 Chicago 17 (Expanded & Remastered)
- Call on Me#8 Chicago VII (Expanded & Remastered)
Show Me a Sign#9 No Album- Look Away#10 Chicago 19 (Expanded Edition)
- Feelin' Stronger Every Day#11 Chicago VI (Expanded & Remastered)
- Let It Snow! Let It Snow! Let It Snow!#12 Chicago Christmas: What's It Gonna Be, Santa?Vaughn Monroe & His Orchestra cover
- Just You 'n' Me#13 Chicago VI (Expanded & Remastered)
- Beginnings#14 Chicago Transit Authority
- I'm a Man#15 Chicago Transit AuthorityThe Spencer Davis Group cover
- Hard to Say I'm Sorry / Get Away#16 Chicago 16 (Expanded & Remastered)
- In the Mood#17 Night & Day: Big BandEncore 1 Edgar Hayes and His Orchestra cover
- 25 or 6 to 4#18 Chicago IIEncore 1
![Free appears on album Uniondale, New York 1977 [Live WLIR Broadcast (Remastered)] by Chicago](https://i.scdn.co/image/ab67616d00004851f1b87b251e57abc5909abaf2)
Concert Resume
- Artist
- Chicago
- Festival
- Summerfest 1999 edition from Summerfest Milwaukee
- Played with
- Chris Isaak, Village People, Econoline Crush and Freddy Jones Band
- Date
- June 26, 1999
- Concert duration
- 01 hour, 15 minutes, 38 seconds, -00:27:36 shorter than expected
- Address
- 200 N Harbor Dr, Milwaukee, WI 53202, United States
- City
- Milwaukee, WI , United States
- SetlistFM
- Concert setlists on SetlistFM
- :artist next setlist
- Our Predictions
Albums Played
- Chicago II#1 position, with 3 Songs, %16.67
- Chicago VII (Expanded & Remastered)#2 position, with 3 Songs, %16.67
- Chicago VI (Expanded & Remastered)#3 position, with 2 Songs, %11.11
- Chicago Transit Authority#4 position, with 2 Songs, %11.11
- Chicago X#5 position, with 1 Song, %5.56
- Uniondale, New York 1977 [Live WLIR Broadcast (Remastered)]#6 position, with 1 Song, %5.56
- Chicago 17 (Expanded & Remastered)#7 position, with 1 Song, %5.56
- Chicago 19 (Expanded Edition)#9 position, with 1 Song, %5.56
- Chicago Christmas: What's It Gonna Be, Santa?#10 position, with 1 Song, %5.56
- Chicago 16 (Expanded & Remastered)#11 position, with 1 Song, %5.56
- Night & Day: Big Band#12 position, with 1 Song, %5.56