Mr. Chicago Continental is a prelim to Mr. Continental.
Mr. Chicago Continental Titleholders
Mr. Chicago Continental Titleholders
- 2010 – Christopher Alan
- 2012 – Rio Valentino
- 2013 – Jay Frantz
- 2014 – Christopher Alan
- 2017 – Michael LaMasters
- 2018 – Andraliss Munro
- 2019 – Neaundre Bonet
- 2021 – Hctor Mtz
- 2022 – Tyler Hall
Mr. Chicago Continental History
- Mr. Chicago Continental 2010
- Winner – Christopher Alan
- Mr. Chicago Continental 2011
- Pageant status needs researched.
- Mr. Chicago Continental 2012
- Winner – Rio Valentino
- Mr. Chicago Continental 2013
- Winner – Jay Frantz
- Mr. Chicago Continental 2014
- Winner – Christopher Alan
- Mr. Chicago Continental 2015
- Pageant status needs researched.
- Mr. Chicago Continental 2016
- Winner needs researched.
- Mr. Chicago Continental 2017
- Winner – Michael LaMasters
- Mr. Chicago Continental 2018
- Winner – Andraliss Munro
- Mr. Chicago Continental 2019
- Winner – Neaundre Bonet
- Mr. Chicago Continental 2020
- No pageant held.
- Mr. Chicago Continental 2021
- Winner – Hctor Mtz
- Mr. Chicago Continental 2022
- Winner – Tyler Hall
- 1st Alternate – Carlos Roque
