The inaugural champion was Mike Anthony, who defeated Kevin Quinn in a tournament final on May 22, 1993 to become the first WCW League Champion. Anthony, Terry Allen, and Steve Boz are tied for the record for most reigns, with three each. At 714 days, Steve Boz's first reign is the longest in the title's history. Abaddon's only reign was the shortest in the history of the title winning a Fatal Four Way match involving Acid Jaz, Marshe Rockett, and Justin Adams only to lose it to Curse on the same night. Coincidentally, he defeated the last champion, Sean Mulligan, on May 17, 2008 at Battle of the Belts 20 to unify the Bare Knuckles, Heavyweight and League titles. Wrestling under the name "Austin Roberts", he was the promotion's heavyweight champion at the time. Overall, there have been 28 reigns shared between 17 wrestlers, with three vacancies, and 2 deactivations.
| # | Wrestlers | Reign | Date | Days
held | Location | Event | Notes | Ref. | | 01|1}} | Anthony|Mike Anthony}} | 01|1}} | 1993|05|22}} | month1=05|day1=22|year1=1993|month2=02|day2=05|year2=1994}} | Chicago|Chicago, Illinois}} | Live event|Live event}} | Anthony defeated Kevin Quinn in a tournament final to become the first WCW League Champion. | [1][2][3] |
| 02|2}} | Samson|Mike Samson}} | 01|1}} | 1994|02|05}} | month1=02|day1=05|year1=1994|month2=04|day2=23|year2=1994}} | Chicago|Chicago, Illinois}} | Live event|Live event}} | | [1][2][3] |
| 03|3}} | Anthony|Mike Anthony}} | 02|2}} | 1994|04|23}} | month1=04|day1=23|year1=1994|month2=02|day2=18|year2=1995}} | Joliet|Joliet, Illinois}} | Live event|Live event}} | | [1][2][3] |
| 04|4}} | Dominion|Danny Dominion}} | 01|1}} | 1995|02|18}} | month1=02|day1=18|year1=1995|month2=05|day2=20|year2=1995}} | Chicago|Chicago, Illinois}} | Live event|Live event}} | | [1][2][3] |
| 05|5}} | Turbo|Turbo}} | 01|1}} | 1995|05|20}} | month1=05|day1=20|year1=1995|month2=12|day2=14|year2=1996}} | Hammond|Hammond, Indiana}} | Live event|Live event}} | | [1][2][3] |
| 06|6}} | Boz|Steve Boz}} | 02|2}} | 1996|12|14}} | month1=12|day1=14|year1=1996|month2=11|day2=28|year2=1998}} | Hammond|Hammond, Indiana}} | Live event|Live event}} | | [1][2][3] |
| 07|7}} | Manson|Ripper Manson}} | 01|1}} | 1998|11|28}} | month1=11|day1=28|year1=1998|month2=05|day2=22|year2=1999}} | Chicago|Chicago, Illinois}} | Live event|Live event}} | | [1][2][3] |
| 08|8}} | Valentine|Greg "The Hammer" Valentine}} | 01|1}} | 1999|05|22}} | month1=05|day1=22|year1=1999|month2=10|day2=09|year2=1999}} | Cicero|Cicero, Illinois}} | Live event|Live event}} | | [1][2][3] |
| 09|9}} | Capri|Vic Capri}} | 01|1}} | 1999|10|9}} | zz|N/A}} | Tinley Park|Tinley Park, Illinois}} | War at the World|War at the World, Day 1 (1999)}} | | [1][2][3] |
| 11.5|—}} | Vacated|Vacated}} | zz|—}} | 2000|January|}} | zz|—}} | zz|N/A}} | zz|N/A}} | The championship is vacated when Capri goes "on sabbatical" from The Outfit. | [2][3] |
| 10|10}} | Reign|Jayson Reign}} | 01|1}} | 2000|01|29}} | month1=01|day1=29|year1=2000|month2=05|day2=28|year2=2000}} | Chicago|Chicago, Illinois}} | Live event|Live event}} | Reign is awarded the vacant title. | [2][3] |
| 11|11}} | Daniels|Christopher Daniels}} | 01|1}} | 2000|05|20}} | month1=05|day1=20|year1=2000|month2=05|day2=28|year2=2000}} | Hammond|Hammond, Indiana}} | Battle of the Belts|Battle of the Belts 12 (2000)}} | | [2][3] |
| 12|12}} | Reign|Jayson Reign}} | 02|2}} | 2000|05|28}} | month1=05|day1=28|year1=2000|month2=07|day2=01|year2=2000}} | Crete|Crete, Illinois}} | Live event|Live event}} | | [2][3] |
| 13|13}} | Allen|Terry Allen}} | 01|1}} | 2000|07|01}} | month1=07|day1=01|year1=2000|month2=02|day2=24|year2=2002}} | Sandwich|Sandwich, Illinois}} | Live event|Live event}} | | [2][3] |
| 14|14}} | Baltazaar|Baltazaar}} | 01|1}} | 2002|02|24}} | month1=02|day1=24|year1=2002|month2=03|day2=16|year2=2002}} | Merrionette Park|Merrionette Park, Illinois}} | Live event|Live event}} | | [2][3] |
| 15|15}} | Allen|Terry Allen}} | 02|2}} | 2002|03|16}} | month1=03|day1=16|year1=2002|month2=05|day2=18|year2=2002}} | Chicago|Chicago, Illinois}} | Lee Sanders Memorial Tournament|Lee Sanders Memorial Tournament (2002)}} | | [2][3] |
| 16|16}} | Baltazaar|Baltazaar}} | 02|2}} | 2002|05|18}} | month1=05|day1=18|year1=2002|month2=05|day2=17|year2=2003}} | Cicero|Cicero, Illinois}} | Battle of the Belts|Battle of the Belts 14 (2002)}} | | [2][3] |
| 17|17}} | Dawber|Robbie Dawber}} | 01|1}} | 2003|05|17}} | month1=05|day1=17|year1=2003|month2=08|day2=16|year2=2003}} | Cicero|Cicero, Illinois}} | Battle of the Belts|Battle of the Belts 15 (2003)}} | | [3] |
| 18|18}} | Manson|Ivan Manson}} | 01|1}} | 2003|08|16}} | month1=08|day1=16|year1=2003|month2=11|day2=15|year2=2003}} | Grayslake|Grayslake, Illinois}} | Grayslake Summerfest|Grayslake Summerfest (2003)}} | | [3] |
| 19|19}} | Boz|Steve Boz}} | 02|2}} | 2003|11|15}} | month1=11|day1=15|year1=2003|month2=12|day2=13|year2=2003}} | Chicago|Chicago, Illinois}} | Fallout|Fallout (2003)}} | | [3] |
| 20|20}} | Allen|Terry Allen}} | 03|3}} | 2003|12|13}} | month1=12|day1=13|year1=2003|month2=05|day2=15|year2=2004}} | Chicago|Chicago, Illinois}} | Season's Beatings|Season's Beatings (2003)}} | | [3] |
| 21|21}} | Boz|Steve Boz}} | 03|3}} | 2004|05|15}} | zz|N/A}} | Cicero|Cicero, Illinois}} | Battle of the Belts|Battle of the Belts 16 (2004)}} | This was a best 2 out of 3 falls match. As a result of the pre-match stipulations, Allen was forced to leave WCPW. | [3] |
| 22|22}} | Jaz|Acid Jaz}} | 01|1}} | 2005}} | zz|N/A}} | zz|N/A}} | Live event|Live event}} | | [3] |
| 23|23}} | Abaddon|Abaddon}} | 01|1}} | 2006|06|24}} | <1 | Midlothian|Midlothian, Illinois}} | Live event|Live event}} | This was a Fatal Four Way match also involving Marshe Rockett and Justin Adams. | [3] |
| 24|24}} | Curse|Curse}} | 01|1}} | 2006|06|24}} | month1=06|day1=24|year1=2006|month2=03|day2=08|year2=2008}} | Midlothian|Midlothian, Illinois}} | Live event|Live event}} | | [3] |
| 25|25}} | Mulligan|Sean Mulligan}} | 01|1}} | 2008|03|08}} | month1=03|day1=08|year1=2008|month2=05|day2=17|year2=2008}} | Chicago|Chicago, Illinois}} | Lee Sanders Memorial Tournament|Lee Sanders Memorial Tournament (2008)}} | Mulligan won the titles in the opening rounds of the Lee Sanders Memorial Tournament. | [3] |
| 26|26}} | Roberts|Austin Roberts}} | 02|2}} | 2008|05|17}} | month1=05|day1=17|year1=2008|month2=05|day2=17|year2=2008}} | Cicero|Cicero, Illinois}} | Battle of the Belts|Battle of the Belts 20 (2008)}} | This was a unification match also involving Acid Jaz to unify the WCPW Bare Knuckles, Heavyweight, and League Championships into a unified WCPW World Heavyweight Championship. | [3] |
| 26.5|—}} | Deactivated|Deactivated}} | zz|—}} | 2008|05|17}} | zz|—}} | Cicero|Cicero, Illinois}} | Battle of the Belts|Battle of the Belts 20 (2008)}} | Unified with Austin Roberts' WCPW World Heavyweight Championship. | [3] |
| 26.5|—}} | Vacated|Vacated}} | zz|—}} | 2010|April|16}} | zz|—}} | Morton Grove|Morton Grove, Illinois}} | St. Martha's Mayhem|St. Martha's Mayhem (2010)}} | The championship becomes vacant following an official announcement by WCPW owner Sam DeCero of its reactivation. The title is intended only be defended against competitors from other wrestling promotions. | |
| 27|27}} | Anthony|Mike Anthony}} | 03|3}} | 2010|05|09}} | month1=05|day1=09|year1=2010|month2=09|day2=18|year2=2010}} | Chicago|Chicago, Illinois}} | WCPW Studio Show|WCPW Studio Show}} | Anthony defeated won a "Gauntlet for the Gold" tournament to win the vacant championship. | |
| 27.5|—}} | Vacated|Vacated}} | zz|—}} | 2010|09|18}} | zz|—}} | Chicago|Chicago, Illinois}} | WCPW Studio Show|WCPW Studio Show}} | The championship is vacated when WCPW "general manager" Psycho strips all champions of their titles. | |
| 28|28}} | DTA|DTA}} | 01|1}} | 2010|09|18}} | month1=09|day1=18|year1=2010|month2=12|day2=16|year2=2010}} | Chicago|Chicago, Illinois}} | WCPW Studio Show|WCPW Studio Show}} | DTA defeated Mike Anthony to win the vacant championship. | |
| 25.5|—}} | Deactivated|Deactivated}} | zz|—}} | 2010|12|16}} | zz|—}} | zz|N/A}} | zz|N/A}} | WCPW merged with Chicago Pro Wrestling Academy on December 16, 2010, to form Dynasty Sports Entertainment and DTA was the final champion in WCPW as a company. | |
1. ^1 2 3 4 5 6 7 8 {{cite book|author=Royal Duncan & Gary Will|title=Wrestling Title Histories|publisher=Archeus Communications|year=2000|edition=4th|isbn=0-9698161-5-4}}
2. ^1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 {{cite web |url=http://www.windycityprowrestling.com/wcpwtitlehistory.htm |title=League... |author=Windy City Pro Wrestling |authorlink=Windy City Pro Wrestling |year=2002 |work=WCPW/UAPW Title Histories |publisher=WindyCityProWrestling.com |archiveurl=https://web.archive.org/web/20030421192136/http://www.windycityprowrestling.com/titlehistory.html |archivedate=April 21, 2003 |accessdate=November 12, 2011}}
3. ^1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 {{cite web |url=http://www.cagematch.de/?id=5&nr=1547 |title=WCPW League Championship |author=Kreikenbohm, Philip |date= |work=Titel |publisher=Cagematch.de |accessdate=November 12, 2011}}
4. ^Each reign is ranked highest to lowest; reigns with the same number mean that they are tied for that certain rank.