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- 16 wrestlers get randomly drawn to form eight teams for a one-day tournament, with the winners earning three points to challenge for the CHIKARA Campeonatos de Parejas at the Season Finale. Plus, Interim Grand Champion Dasher Hatfield defends the gold against Sloan Caprice, and more.
- Icarus defends the CHIKARA Grand Championship against his former Team F.I.S.T. ally Chuck Taylor, Eddie Kingston takes on upstart Kevin Condron, the Throwbacks join forces with Jervis Cottonbelly, Princess Kimberlee and Shynron in a ten-person tag against Sidney Bakabella's Wrecking Crew, and more.
- The seventh Young Lions Cup tournament kicks off with six first round matches, the debut of Create-A-Wrestler's new persona, and more.
- Hallowicked defends the CHIKARA Grand Championship against Oleg the Usurper, the Challenge of the Immortals tournament continues with the Arcane Horde facing Crown and Court, Dasher's Dugout against Battle Hive, the Wrecking Crew vs. the Nightmare Warriors, the Snake Pit vs. the BDK, the Snake Pit vs. the Gentleman's Club, Heidi Lovelace defends the CHIKARA Young Lion's Cup against Argus, and more.
- Season 8 concludes as the Colony defend the CHIKARA Campeonatos de Parejas against the former Champions the Osirian Portal, Eddie Kingston battles Claudio Castagnoli in a Respect Match, and a huge surprise ending changes the face of CHIKARA for years to come.
- 16 trios descend on Easton, PA for CHIKARA's 14th King of Trios tournament.
- CHIKARA Grand Champion Eddie Kingston defends his title against Amazing Kong. The CHIKARA Campeones de Parejas 3.0 (Scott Jagged Parker and "Big Magic" Shane Matthews) defend the gold against Sidney Bakabella's intimidating Devastation Corporation, and more.
- UltraMantis Black defends the CHIKARA Grand Championship against the vicious Max Smashmaster, "The Ecuadorian Aristocrat" Juan Francisco de Coronado looks to go through "Juke Joint" Lucas Calhoun for his third point for Championship contention, Los Ice Creams join forces with Travis Huckabee and Solo Darling against Cornelius Crummels, Sonny DeFarge, Cajun Crawdad and Rock Lobster, and more.
- CHIKARA's three-night celebration of women's wrestling begins, with The Queen of Wrestling Sara Del Rey vs. Aja Kong, Manami Toyota vs. Toshie Uematsu, and more.
- CHIKARA Grand Champion UltraMantis Black faces the debuting Grado in non-title action, the Furies face off against Juan Francisco de Coronado's team in 10-person intergender tag action, Silver Ant continues his feud with the Legion of Rot, and more.
- CHIKARA presents a weekly recap show in the spirit of Saturday morning wrestling shows of the 1980s and 1990s, streaming on its CHIKARATopia service.
- Go behind the scenes of CHIKARA's big King of Trios 2016 weekend, and learn about how CHIKARA seeks to go beyond simple "girl power" into the realm of gender equality in professional wrestling, including never-before-seen footage.
- CHIKARA celebrates its 1-year anniversary, featuring a battle royal, Blind Rage and DJ Skittlez battling in a match where the winner gets to choose the loser's new entrance music, and an epic 45-minute ten-man tag team match.
- Crown and Court challenge the monstrous Devastation Corporation for the CHIKARA Campeonatos de Parejas, the Challenge of the Immortals continues with Battle Hive vs. Crown and Court, the Arcane Horde vs. the Snake Pit, Dasher's Dugout vs. the Gentleman's Club, the BDK vs. the Wrecking Crew, the United Nations vs. the Nightmare Warriors, and more.
- CHIKARA makes its annual journey to the home of the Reading Fighting Phils with five Challenge of the Immortals matches, as Dasher's Dugout clashes with both Battle Hive and the Arcane Horde, the Gentleman's Club battles the United Nations, Battle Hive faces the Snake Pit and Crown and Court look for revenge on the Nightmare Warriors.
- The Challenge of the Immortals continues, as Battle Hive faces the Arcane Horde, the Nightmare Warriors take on the BDK, the Snake Pit battle the Wrecking Crew, plus Dasher Hatfield fights the debuting Tomasso Ciampa, and the first ever encore in professional wrestling history, and more.
- The CHIKARA Challenge of the Immortals tournament continues, with the Gentleman's Club vs. Battle Hive, the Snake Pit face off against both Die Bruderschaft des Kreuzes and the Arcane Horde in singles action, former Young Lions Cup Champions clash as "Mr. Touchdown" Mark Angelosetti takes on Frightmare, intergender trios action with Crown and Court vs. the Wrecking Crew and Dasher's Dugout vs. Battleborn, and more.
- The Challenge of the Immortals continues, as Dasher's Dugout battle both the Snake Pit and the Wrecking Crew, the Gentleman's Club takes on Die Bruderschaft des Kreuzes, Crown and Court take on Battle Hive, plus N_R_G challenge the Devastation Corporation for the CHIKARA Campeonatos de Parejas, and more.
- The third annual celebration of pro wrestling features the Osirian Portal vs. the Bloc Party, Fire Ant vs. Juan Francisco de Coronado, Old Fashioned vs. Los Ice Creams, and a huge 22-person tag match.
- Dasher Hatfield faces the intimidating challenge of Blaster McMassive in the main event as he seeks his third point for a shot at Hallowicked's Grand Championship, Princess Kimberlee takes on Juan Francisco de Coronado in the Challenge of the Immortals tournament, the Snake Pit faces the Colony, what secret does Kevin Condron know about Volgar, and more.
- The quarterfinals of the tournament, with four trios matches, plus two Rey de Voladores elimination matches, a mixed ten-person tag, and more.