The Jackson 5 play shows in malls and venues mainly in the state of Illinois before 1968 and later they play clubs and theaters in Chicago and New York for two years, before the band signs with Motown in March 1969. The Jackson 5 win the Superdog Finals in Amateur Night at the Apollo Theater in New York on 14 February, 196.
| Date | Venue | Place | Event |
| 14 February | Apollo Theater | New York, NY | Super Dog Finals Amateur Night |
| 6 April | Guys & Gals Club | Chicago, IL | |
| 13 April | Guys & Gals Club | Chicago, IL | |
| 27 April | Guys & Gals Club | Chicago, IL | |
| 4 May | Guys & Gals Club | Chicago, IL | |
| 11 May | Guys & Gals Club | Chicago, IL | |
| 24 May | Apollo Theater | New York, NY | Etta James headlining |
| 25 May | Apollo Theater | New York, NY | Etta James headlining |
| 26 May | Apollo Theater | New York, NY | Etta James headlining |
| 27 May | Apollo Theater | New York, NY | Etta James headlining |
| 28 May | Apollo Theater | New York, NY | Etta James headlining |
| 29 May | Apollo Theater | New York, NY | Etta James headlining |
| 30 May | Apollo Theater | New York, NY | Etta James headlining |
| 31 May | Capitol Theater | Chicago, IL | J5 participate in fund raiser for a youth center some time during this week |
| 1 June | Capitol Theater | Chicago, IL | |
| 2 June | Capitol Theater | Chicago, IL | |
| 3 June | Capitol Theater | Chicago, IL | |
| 4 June | Capitol Theater | Chicago, IL | |
| 5 June | Capitol Theater | Chicago, IL | |
| 6 June | Capitol Theater | Chicago, IL | |
| 12 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 13 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 14 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 15 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 16 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 17 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 18 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 19 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 20 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 21 July | Regal Theater | Chicago, IL | Battle of the Groups |
| 10 August | Central Park Theater | Chicago, IL | Jerry Butler headlining; shows at 2:00, 6:00 and 10:00 pm |
| 11 August | Central Park Theater | Chicago, IL | Jerry Butler headlining; shows at 2:00, 6:00 and 10:00 pm |
| 11 August | Guys and Gals Club | Chicago, IL | show at 11.30 pm |
| 6 October | Guys and Gals Club | Chicago, IL | |
| 13 October | Guys and Gals Club | Chicago, IL | |
| 1 November | High Chaparral Lounge | Chicago, IL | Marshall and the Chi-Lites headlining |
| 21 December | High Chaparral Lounge | Chicago, IL | |
| 22 December | High Chaparral Lounge | Chicago, IL | |
| 23 December | High Chaparral Lounge | Chicago, IL | |
| 29 December | Apollo Theater | New York, NY | Sam & Dave headlining |
| 30 December | Apollo Theater | New York, NY | Sam & Dave headlining |
| 31 December | Apollo Theater | New York, NY | Sam & Dave headlining |
| 1 January | Apollo Theater | New York, NY | Sam & Dave headlining |
| 2 January | Apollo Theater | New York, NY | Sam & Dave headlining |
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Credit goes to J5 Collector for the show dates.
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| Date | Venue | Place | Event |
| 7 March | High Chaparral Lounge | Chicago, IL | |
| 8 March | High Chaparral Lounge | Chicago, IL | |
| 9 March | High Chaparral Lounge | Chicago, IL | |
| 25 April | Met Theater | Chicago, IL | Delfonics headlining |
| 26 April | Met Theater | Chicago, IL | Delfonics headlining |
| 27 April | Met Theater | Chicago, IL | Delfonics headlining |
| 28 April | Met Theater | Chicago, IL | Delfonics headlining |
| 29 April | Met Theater | Chicago, IL | Delfonics headlining |
| 30 April | Met Theater | Chicago, IL | Delfonics headlining |
| 1 May | Met Theater | Chicago, IL | Delfonics headlining |
| 4 May | Guys and Gals Club | Chicago, IL | |
| 9 May | High Chaparral Lounge | Chicago, IL | |
| 10 May | High Chaparral Lounge | Chicago, IL | |
| 11 May | High Chaparral Lounge | Chicago, IL | |
| 20 June | Apollo Theater | New York, NY | sharing a bill with Joe Simon and The Five Stairsteps |
| 21 June | Apollo Theater | New York, NY | sharing a bill with Joe Simon and The Five Stairsteps |
| 22 June | Apollo Theater | New York, NY | sharing a bill with Joe Simon and The Five Stairsteps |
| 23 June | Apollo Theater | New York, NY | sharing a bill with Joe Simon and The Five Stairsteps |
| 24 June | Apollo Theater | New York, NY | sharing a bill with Joe Simon and The Five Stairsteps |
| 25 June | Apollo Theater | New York, NY | sharing a bill with Joe Simon and The Five Stairsteps |
| 26 June | Apollo Theater | New York, NY | sharing a bill with Joe Simon and The Five Stairsteps |
| 11 July | Guys and Gals Club | Chicago, IL | shows at 11:30 pm and 2:00 am |
| 12 July | Guys and Gals Club | Chicago, IL | shows at 11:30 pm and 2:00 am |
| 16 August | The Forum | Los Angeles, CA | as opening act for Diana Ross and the Supremes |
| 22 August | Madison Square Garden | New York, NY | Miss Black America Pageant |
| 29 August | Gilroy Stadium | Gary, IN | Festival Gary 69 |
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Credit goes to J5 Collector for the show dates.