AAW Windy City Classic XV 12/28/19 results from 115 Bourbon Street in Merrionette Park, Illinois.
- Myron Reed def. Air Wolf, Josh Briggs, Ace Austin, Clayton Gainz and Colt Cabana
- Kimber Lee def. Hyan
- Killer Kross def. Matthew Justice
- Dog Collar Match: Good Brother #3 def. Jimmy Jacobs
- AAW Women’s Championship Match: Kris Statlander def. Jessika Havok (c) to become the new AAW Women’s Champion
- Bourbon Street Fight: Jake Something and Curt Stallion def. David Starr and Eddie Kingston
- AAW Heritage Championship Match: Hakim Zane def. Paco (c) to become the new AAW Heritage Champion
- AAW Tag Team Championship Match: The Besties In The World (c) def. Sami Callihan and Jake Christ to retain the AAW Tag Team Championships
- AAW Heavyweight Championship Match: Mance Warner def. Josh Alexander (c) to become the new AAW Heavyweight Champion