The Challenge of the Immortals matches were Dasher's Dugout (represented by "Mr. Touchdown" Mark Angelosetti, the other members were team captain Dasher Hatfield, Icarus and Heidi Lovelace) vs. the Gentleman's Club (represented by Drew Gulak, the other members were team captain Chuck Taylor, Orange Cassidy and the Swamp Monster); the Wrecking Crew (represented by Blaster McMassive, the other members were team captain Max Smashmaster, Flex Rumblecrunch and Jaka) vs. the United Nations (represented by Mr. Azerbaijan, the other members were team captain Juan Francisco de Coronado, the Proletariat Boar of Moldova and Prakash Sabar); the Wrecking Crew (represented by the Devastation Corporation [Max Smashmaster and Flex Rumblecrunch]) vs. Die Bruderschaft des Kreuzes (represented by team captain Jakob Hammermeier and Soldier Ant, the other member was Pinkie Sanchez, as Nøkken had left after King of Trios 2015 with no explanation); and Crown and Court (represented by Los Ice Creams [Ice Cream Jr. and El Hijo del Ice Cream], the other members were team captain Princess Kimberlee and Jervis Cottonbelly) vs. the Arcane Horde (represented by the Batiri [Obariyon and Kodama], the other member was Oleg the Usurper, since team captain UltraMantis Black had been forced into retirement due to leg injuries.)
CHIKARA debut of the team of Hermit Crab and Cajun Crawdad, who were the first team eliminated in the four-way elimination match also involving Battleborn (Snowflake and Missile Assault Man), the Nightmare Warriors (Frightmare and Silver Ant) and Battle Hive (Amasis and Fire Ant). Battleborn won the match.
The Blaster McMassive-Mr. Azerbaijan match was Azerbaijan charging and McMassive catching him and hitting a Bossman (Ray Traylor) Slam and pinning him in a mere 5 seconds.
The encore match was Jervis Cottonbelly vs. Orange Cassidy. After surviving attacks by Cassidy's Gentleman's Club teammates Drew Gulak and the Swamp Monster, Cottonbelly proceeded to rock Cassidy to sleep. Referee Bryce Remsburg held his finger up to his lips so the crowd would stay quiet and then very softly counted the pin. When the match was posted on CHIKARA's YouTube channel on May 16, 2016 for their "Podcast-A-Go-Go" series, CHIKARA Director of Fun Mike Quackenbush introduced it by saying that Cassidy would call it "a bit of a snoozefest."