2009-10:Kyle Schempp skated for the Compuware U16 team in Michigan. In 35 games he scored 5 goals with 16 assists and 32 penalty minutes.
2010-11: Schempp was the leading goal-scorer for the Compuware U18 major midget team — scoring 21 goals in 40 games — and had 9 assists with 16 penalty minutes. Schempp was selected by Sioux City in the ninth round (130th overall) in the 2011 USHL Entry Draft.
2011-12: Schempp skated for Traverse City in the North American Hockey League in his first season of junior hockey. In 59 games he scored 13 goals with 22 assists and was minus-2 with 29 penalty minutes. The North Stars finished third in the North Division and lost to Kalamazoo in a first-round playoff series. Schempp had 1 assist in four playoff games. In November he committed to playing college hockey at Ferris State in 2013-14.
2012-13: Schempp was one of four players to skate in all 64 games for the Sioux Falls Stampede in his first USHL season. He scored 13 goals with 28 assists and was +26 with 28 penalty minutes as the Stampede finished first in the Western Conference. Sioux Falls defeated Lincoln in the first round before falling to Fargo with both series going the full five games. Schempp had 5 assists with 2 penalty minutes and was +1 in ten playoff games.
2013-14: Schempp skated in all 43 games for Ferris State; often playing center on a line with Bulldogs’ leading scorer senior Garrett Thompson (OTT). Schempp scored 10 goals with 15 assists and was +10 with 12 penalty minutes as the Bulldogs finished first in the re-aligned WCHA. Ferris State received an at-large bid to the NCAA tournament after a 4-1 loss to Minnesota State in the WCHA championship game and advanced to the NCAA Midwest Regional championship game; falling in double overtime, 2-1, to North Dakota. Schempp was selected by the Islanders in the sixth round (155th overall) in the 2014 NHL Draft in his third year of draft eligibility.