The Challenge of the Immortals matches were the Gentleman's Club (represented by team captain Chuck Taylor (Dustin Howard), the other members were Drew Gulak, Orange Cassidy and the Swamp Monster) vs. Die Bruderschaft des Kreuzes (represented by team captain Jakob Hammermeier, the other members were Pinkie Sanchez and Soldier Ant, since Nøkken had left after Chikara King of Trios 2015 Night IIII (2015) with no explanation); the Nightmare Warriors (represented by Silver Ant, the other members were team captain Hallowicked, Frightmare and Blind Rage) vs. the Arcane Horde (represented by Oleg the Usurper (Josh Thorman), the other members were the Batiri [Obariyon and Kodama], since team captain UltraMantis Black had been forced into retirement due to leg injuries); Dasher's Dugout (represented by Icarus (Ronald Grams) and "Mr. Touchdown" Mark Angelosetti), the other members were team captain Dasher Hatfield and Heidi Lovelace) vs. the Snake Pit (represented by Eddie Kingston (Edward Moore) and Argus, the other members were team captain Ophidian and Shynron); Crown and Court (represented by team captain Princess Kimberlee (Kimberly Frankele), Jervis Cottonbelly and Ice Cream Jr., the other member was El Hijo del Ice Cream) vs. Battle Hive (represented by team captain Amasis (Desean Pratt) and the Colony [Fire Ant and Worker Ant (Nelson Ortiz)], the other member was "Smooth Sailin'" Ashley Remington); and Dasher's Dugout (represented by team captain Dasher Hatfield) vs. the Wrecking Crew (represented by Flex Rumblecrunch (Sean Burke), the other members were team captain Max Smashmaster, Blaster McMassive and Jaka).
Featured N_R_G (Hype Rockwell and "The Generator" Race Jaxon) defeating the Devastation Corporation (Max Smashmaster (Sebastian Reese) and Blaster McMassive (Thomas Stintsman)) for the CHIKARA Campeonatos de Parejas (Tag Team Titles).
The encore match was Heidi Lovelace (Dori Elizabeth Prange) defeating Frightmare (Stephen Delicato) in a mere 3:25.
The Battleborn ("Juke Joint" Lucas Calhoun) and Missile Assault Man (R.B. Banks)-The United Nations (The Proletariat Boar of Moldova and Prakash Sabar), the tag title match and the encore match were the only ones that were not part of the Challenge of the Immortals tournament.
"Reference-to-World-War-II" is a keyword because of how, in Chuck Taylor's promo before his match with Jakob Hammermeier, he says that just like in World War II, Kentucky will triumph over Germany. Taylor put on an American bandana and won the match with a Superkick.